List of benzodiazepines

Benzodiazepines
Chemical structure diagram of a benzene ring fused to a diazepine ring. Another benzene ring is attached to the bottom of the diazepine ring via a single line. Attached to the first benzene ring is a side chain labeled R7; to the second, a side chain labeled R2'; and attached to the diazepine ring, two side chains labeled R1 and R2.
The core structure of benzodiazepines. "R" labels denote common locations of side chains, which give different benzodiazepines their unique properties.
  • Pronunciation: /ˌbɛnzoʊdaɪˈæzəpiːn/
  • Benzodiazepine
  • List of benzodiazepines
  • Benzodiazepine overdose
  • Benzodiazepine dependence
  • Benzodiazepine misuse
  • Benzodiazepine withdrawal syndrome
  • Effects of long-term benzodiazepine use
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The tables below contain a sample list of benzodiazepines and benzodiazepine analogs that are commonly prescribed, with their basic pharmacological characteristics, such as half-life and equivalent doses to other benzodiazepines, also listed, along with their trade names and primary uses. The elimination half-life is how long it takes for half of the drug to be eliminated by the body. "Time to peak" refers to when maximum levels of the drug in the blood occur after a given dose. Benzodiazepines generally share the same pharmacological properties, such as anxiolytic, sedative, hypnotic, skeletal muscle relaxant, amnesic, and anticonvulsant effects. Variation in potency of certain effects may exist amongst individual benzodiazepines. Some benzodiazepines produce active metabolites. Active metabolites are produced when a person's body metabolizes the drug into compounds that share a similar pharmacological profile to the parent compound and thus are relevant when calculating how long the pharmacological effects of a drug will last. Long-acting benzodiazepines with long-acting active metabolites, such as diazepam and chlordiazepoxide, are often prescribed for benzodiazepine or alcohol withdrawal as well as for anxiety if constant dose levels are required throughout the day. Shorter-acting benzodiazepines are often preferred for insomnia due to their lesser hangover effect.[1][2][3][4][5]

It is fairly important to note that elimination half-life of diazepam and chlordiazepoxide, as well as other long half-life benzodiazepines, is twice as long in the elderly compared to younger individuals. Due to increased sensitivity and potentially dangerous adverse events among elderly patients, it is recommended to avoid prescribing them as specified by the 2015 American Geriatrics Society Beers Criteria.[6] Individuals with an impaired liver also metabolize benzodiazepines more slowly. Thus, the approximate equivalent of doses below may need to be adjusted accordingly in individuals on short acting benzodiazepines who metabolize long-acting benzodiazepines more slowly and vice versa. The changes are most notable with long acting benzodiazepines as these are prone to significant accumulation in such individuals and can lead to withdrawal symptoms.[citation needed] For example, the equivalent dose of diazepam in an elderly individual on lorazepam may be half of what would be expected in a younger individual.[7][8] Equivalent doses of benzodiazepines differ as much as 20 fold.[9][10][11]

Pharmacokinetic properties of various benzodiazepines

Equivalency data in the table below is taken from the Ashton "Benzodiazepine Equivalence Table".[4][12][13][14]

Drug Name Common Trade Names[a] Year Approved

(US FDA)

Typical Oral Dosage Formulations

(mg)

Approx. Equivalent Oral Dose to 10 mg Diazepam[b] (mg) Peak Onset of Action

(hours)

Elimination Half-life of Active Metabolite (hours) Primary Therapeutic Use
Adinazolam Deracyn Research chemical 1–2 3 anxiolytic, antidepressant
Alprazolam Xanax, Helex, Xanor, Trankimazin, Onax, Alprox, Misar, Restyl, Solanax, Tafil, Neurol, Frontin, Kalma, Ksalol, Farmapram 1981 0.25, 0.5, 1, 2 0.5 1–3[16] 11-13 [10–20][16] anxiolytic, antidepressant[17]
Bentazepam[c] Thiadipona 25 1–3 2–4 anxiolytic
Bretazenil[18] 2.5 anxiolytic, anticonvulsant
Bromazepam Lexotanil, Lexotan, Lexilium, Lectopam, Lexaurin, Lexatin, Bromam 1981 1.5, 3, 6 6 1–5 20–40 anxiolytic,

hypnotic, muscle relaxant

Bromazolam Research chemical 2 , 4 2 anxiolytic
Brotizolam[d] Lendormin, Dormex, Sintonal, Noctilan 0.25 0.5 0.5–2 4–5 hypnotic
Camazepam Albego, Limpidon 40[19] 1–3 6–11 anxiolytic
Chlordiazepoxide Librium, Risolid, Elenium 1960 5, 10, 25 25 1.5–6 36–200 anxiolytic
Cinazepam Levana 0.5, 1, 2 2–4 60 hypnotic, anxiolytic
Cinolazepam Gerodorm 40 0.5–2 9 hypnotic
Clobazam Onfi, Frisium, Urbanol 2011 5, 10, 20 20 1–5 8–60 anxiolytic, anticonvulsant
Clonazepam Rivatril, Rivotril, Klonopin, Iktorivil, Paxam 1975 0.5, 1, 2 0.5-1 1–5 19.5–50 anticonvulsant, anxiolytic
Clonazolam Research chemical 0.25, 0.5 0.2 0.5-1 3-4[20] hypnotic, anticonvulsant
Clorazepate Tranxene, Tranxilium 1972 3.75, 5, 7.5 15 Variable 32–152 anxiolytic, anticonvulsant
Clotiazepam[c] Veratran, Clozan, Rize 5, 10 10 1–3 4 anxiolytic
Cloxazolam Cloxam, Sepazon, Olcadil 1, 2, 4 1.5[19] 2–5 55–77[19] anxiolytic, anticonvulsant
Delorazepam Dadumir 0.5, 1, 2 1-1.5 1–2 79<[21] anxiolytic, amnesic
Deschloroetizolam[d] Research chemical 1, 2 4 anxiolytic
Diazepam Antenex, Apaurin, Apzepam, Apozepam, Diazepan, Hexalid, Normabel, Pax, Stesolid, Stedon, Tranquirit, Valium, Vival, Valaxona 1963 2, 5, 10 10 1–1.5 32–205 anxiolytic, anticonvulsant, muscle relaxant, amnesic
Diclazepam[22] Research chemical 1, 2 2 1.5–3 42 anxiolytic, muscle relaxant
Estazolam ProSom, Nuctalon 1990 1, 2 2[19] 3–5 10–24 hypnotic, anxiolytic
Ethyl carfluzepate Not approved 2 1–5 11–24 hypnotic
Etizolam[d] Etilaam, Etizest, Pasaden, Depas Often sold as a research chemical, but is approved for human use in many countries. Controlled substance in some US states, Canada, Germany, Austria, and others.[23][24] 1 2 1–3 5-7 anxiolytic, muscle relaxant, anticonvulsant
Ethyl loflazepate Victan, Meilax, Ronlax 2[19] 2.5–3 73–119 anxiolytic
Flualprazolam Research chemical 0.5, 1 0.25 1-2 12-22 anxiolytic, hypnotic
Flubromazepam[25] Templex Research chemical 4, 8, 12 4 1.5–8 100–220 anxiolytic, hypnotic, amnesic, muscle relaxant, anticonvulsant
Flubromazolam Remnon Research chemical 0.25, 0.5 0.075 0.5-5 10-20[26] hypnotic
Fluclotizolam[d] Research chemical 0.25-0.5 anxiolytic
Flunitrazepam Rohypnol, Hipnosedon, Vulbegal, Fluscand, Flunipam, Ronal, Rohydorm, Hypnodorm 1972 1, 2 1.5 0.5–3 18–200 hypnotic
Flunitrazolam Research chemical 0.25, 0.5 0.1 0.5-1 5-13 hypnotic
Flurazepam Dalmadorm, Dalmane, Fluzepam 1970 30 20-25 1–1.5 40–250 hypnotic
Flutazolam Coreminal 4 10 1-3 47-100 hypnotic
Flutemazepam Research chemical 1 0.5-5 8-20 hypnotic, anxiolytic, anticonvulsant, muscle relaxant[27]
Flutoprazepam Restas 1984 1, 2 2.5 0.5–9 87[28] hypnotic, anticonvulsant, muscle relaxant
Halazepam Alapryl, Paxipam 1981 20, 40 40 3–6 15-35 [30-100] anxiolytic
Ketazolam Anxon, Sedotime 1980 15, 30, 45 20 2.5–6 30-100 [36-200] anxiolytic
Loprazolam Dormonoct, Havlane 1983 1, 2 1.5 2–5 6–20[29] hypnotic
Lorazepam Ativan, Orfidal, Lorenin, Lorsilan, Temesta, Tavor, Lorabenz 1977 0.5, 1, 2, 2.5 1 2–4 10–20 anxiolytic, anticonvulsant, hypnotic, muscle relaxant[30][14][31]
Lormetazepam Loramet, Noctamid, Pronoctan 1984 1, 2 1.5 0.5–2 10-12 hypnotic, anxiolytic
Meclonazepam Research chemical 6 anxiolytic
Medazepam Nobrium, Ansilan, Mezapam, Rudotel, Raporan 10 10 4-8 36–200 anxiolytic
Metizolam[d] Research chemical 1, 2, 4 2–4 12 anxiolytic
Mexazolam Melex, Sedoxil 0.5, 1 1–2 anxiolytic
Midazolam Dormicum, Flormidal, Versed, Hypnovel, Dormonid 1985 7.5, 15 10 (oral)

4 (IV)

0.5–1 1.8-6 hypnotic, anticonvulsant
Nifoxipam Research chemical 0.5, 1, 2 hypnotic
Nimetazepam Erimin, Lavol 1984 5 2.5-5 0.5–3 14–30 hypnotic
Nitemazepam Research chemical 2 0.5-5 10-27 hypnotic, anticonvulsant
Nitrazepam Mogadon, Alodorm, Pacisyn, Dumolid, Nitrazadon 1965 5, 10 5 0.5–7 17–48 hypnotic, anticonvulsant
Nitrazolam Research chemical 0.5, 1 hypnotic
Nordazepam Madar, Stilny 5, 7.5, 15 10-15 30–150 anxiolytic
Norflurazepam Research chemical 5 47-100 hypnotic
Oxazepam Seresta, Serax, Serenid, Serepax, Sobril, Oxabenz, Oxapax, Oxascand, Ox-Pam, Opamox, Alepam, Medopam, Murelax, Noripam, Purata 1965 10, 15, 30, 50 30 3–4 4–11 anxiolytic
Phenazepam Phenazepam, Phenzitat Research chemical 1.5–4 60 anxiolytic, anticonvulsant
Pinazepam Domar, Duna 5, 10 40–100 anxiolytic
Prazepam Demetrin, Lysanxia, Prazene, Centrax 1976 10, 20, 30 15-20 2–6 36–200 anxiolytic
Premazepam Not approved 15 2–6 10–13 anxiolytic
Pyrazolam Research chemical 0.25, 0.5, 1 1–1.5 16–18[32] anxiolytic, amnesic
Quazepam Doral, Quiedorm 1985 15 20 1–5 39–120 hypnotic
Rilmazafone Rhythmy 11 hypnotic
Temazepam Restoril, Normison, Euhypnos, Temaze, Tenox 1981 10, 20 15-20 0.5–3 4–11 hypnotic, anxiolytic, muscle relaxant
Tetrazepam Myolastan, Clinoxam, Epsipam, Musaril 50 1–3 3–26 muscle relaxant, anxiolytic
Triazolam Halcion, Rilamir, Notison, Somese 1980 0.125, 0.25 0.5 0.5–2 2 hypnotic
Drug Name Common Trade Names Year Approved Typical Dosages of Oral Tablets

(mg)

Approx. Equivalent Oral Dose to 10mg Diazepam (mg) Peak onset of action (hours) Elimination Half-life of Active Metabolite (hours) Primary Therapeutic Use

Atypical benzodiazepine receptor ligands

Drug Name Common Trade Names Year approved(US FDA) Elimination Half-life

of Active Metabolite (hours)

Primary Therapeutic Use
DMCM anxiogenic, convulsant
Flumazenil[e] Anexate, Lanexat, Mazicon, Romazicon 1 antidote
Eszopiclone§ Lunesta 2004 6 hypnotic
Zaleplon§ Sonata, Starnoc 1999 1 hypnotic
Zolpidem§ Ambien, Nytamel, Sanval, Stilnoct, Stilnox, Sublinox (Canada), Xolnox, Zoldem, Zolnod 1992 2.6 hypnotic
Zopiclone§ Imovane, Rhovane, Ximovan; Zileze; Zimoclone; Zimovane; Zopitan; Zorclone, Zopiklone 4–6 hypnotic
  1. ^ Not all trade names are listed.
  2. ^ An alternative table published by the state of South Australia uses equivalent approximate oral dosages to 5 mg diazepam.[15]
  3. ^ a b Technically this is a thienodiazepine, but produces very similar effects as benzodiazepines.
  4. ^ a b c d e Technically this is a thienotriazolodiazepine, but produces very similar effects as benzodiazepines.
  5. ^ Flumazenil is an imidazobenzodiazepine derivative,[33] and in layman's terms, it is a benzodiazepine overdose antidote that is given intravenously in Intensive Care Units (ICUs) to reverse the effects of benzodiazepine overdoses, as well for overdoses of the non-benzodiazepine "Z-drugs" such as zolpidem.[34] Flumazenil is contraindicated for benzodiazepine-tolerant patients in overdose cases.[34] In such cases, the benefits are far outweighed by the risks, which include potential and severe seizures.[33][35] The method by which flumazenil acts to prevent non-benzodiazepine tolerant overdose from causing potential harm is via preventing the benzodiazepines and Z-drugs from binding to the GABAA receptors via competitive inhibition which the flumazenil creates. Clinical observation notating the patient's oxygen levels, respiratory, heart and blood pressure rates are used, as they are much safer than the potential seizure effects from flumazenil. Supportive care to mediate any problems resulting from abnormal rates of the pulmonary, respiratory, and cardiovascular systems is typically the only treatment that is required in benzodiazepine-only overdoses.[36] In most cases, activated charcoal/carbon is often used to prevent benzodiazepines from being absorbed by the gastrointestinal tract, and the use of stomach-pumping/gastric lavage is no longer commonly used nor suggested by some toxicologists.[37] Even in cases where other central nervous system (CNS) depressants (such as in combined benzodiazepine and tricyclic antidepressant/TCA overdoses) are detected and/or suspected, endotrachial intubation for the airway path and supportive oxygen are typically implemented and are much safer than flumazenil.[36]

Controversy

In 2015 the UK's House of Commons attempted to get a two to four week limit mandate for prescribing benzodiazepines to replace the two to four week benzodiazepine prescribing guidelines, which are merely recommended.[38]

Binding data and structure-activity relationship

A variety of Benzodiazepines along with their molecular structure.

A large number of benzodiazepine derivatives have been synthesised and their structure-activity relationships explored in detail.[39][40][41][42] This chart contains binding data for benzodiazepines and related drugs investigated by Roche up to the late 1990s (though in some cases the compounds were originally synthesised by other companies such as Takeda or Upjohn).[43][44][45][46][47][48] Other benzodiazepines are also listed for comparison purposes,[49][50][51] but it does not however include binding data for;

While binding or activity data are available for most of these compounds also, the assay conditions vary between sources, meaning that in many cases the values are not suitable for a direct comparison. Many older sources used animal measures of activity (i.e. sedation or anticonvulsant activity) but did not measure in vitro binding to benzodiazepine receptors.[57][58] See for instance Table 2 vs Table 11 in the Chem Rev paper, Table 2 lists in vitro pIC50 values matching those below, while Table 11 has pEC50 values derived from in vivo assays in mice, which show the same activity trends but cannot be compared directly, and includes data for compounds such as diclazepam and flubromazepam which are not available in the main data set.


Also note;

  • IC50 / pIC50 values represent binding affinity only and do not reflect efficacy or pharmacokinetics, and some compounds listed are GABAA antagonists rather than agonists (e.g. flumazenil).
  • Low IC50 or high pIC50 values indicate tighter binding (pIC50 of 8.0 = IC50 of 10nM, pIC50 of 9.0 = IC50 of 1nM, etc.)
  • These are non subtype selective IC50 values averaged across all GABAA receptor subtypes, so subtype selective compounds with strong binding at one subtype but weak at others will appear unusually weak due to averaging of binding values (see e.g. CL-218,872)
  • † indicates a predicted value from in silico modelling.[59]
  • Finally, note that the benzodiazepine core is a privileged scaffold, which has been used to derive drugs with diverse activity that is not limited to the GABAA modulatory action of the classical benzodiazepines,[60] such as devazepide and tifluadom, however these have not been included in the list below. 2,3-benzodiazepines such as tofisopam are also not listed, as these act primarily as AMPA receptor modulators, and are inactive at GABAA receptors.


Table of benzodiazepines: click to
Chemical structure Code pIC50 / IC50 Chemical name PubChem CAS number
Ro05-3061 7.3979 / 40nM 7-fluoro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 75849 2648-00-2
Ro05-4865 7.7696 / 17nM 7-fluoro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366179
Ro05-6820 8.1308 / 7.4nM 7-fluoro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366116
Ro05-6822 8.2924 / 5.1nM 7-fluoro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 23275675 2024-34-2
Iso-flubromazepam 7-fluoro-5-(2-bromophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 15292433 153873-96-2
Nordazepam 8.0269 / 9.4nM 7-chloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 2997 1088-11-5
Diazepam 8.0915 / 8.1nM 7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 3016 439-14-5
Norflurazepam (Ro05-3367) 8.699 7-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 4540 2886-65-9
Fludiazepam 7-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 3369 3900-31-0
Ro07-3953 8.7959 / 1.6nM 7-chloro-5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 23275763
Difludiazepam (Ro07-4065) 8.3872 / 4.1nM 7-chloro-5-(2,6-difluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366236 39080-67-6
Delorazepam 8.7447 / 1.8nM 7-chloro-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 17925 2894-67-9
Diclazepam (Ro05-3448) 7.8 † 7-chloro-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 76168 2894-68-0
Ro05-4864 TSPO ligand 7-chloro-5-(4-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 1688 14439-61-3
Ro07-5193 8.5229 7-chloro-5-(2-chloro-6-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366219
Ro22-3294 8.1549 7-chloro-5-(2,6-dichlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 12790028
Ro07-5220 8.2596 7-chloro-5-(2,6-dichlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 9975396 30144-88-8
7-BPDBD 7.8 † 7-bromo-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 76167 2894-61-3
QH-II-063 7-bromo-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 627432 28611-28-1
Phenazepam 8.4 † 7-bromo-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 40113 51753-57-2
Flubromazepam (JYI-42) 7.6 † 7-bromo-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 12947024 2647-50-9
Flubrometazepam 7-bromo-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 135809 86890-79-1
SH-I-048A (3S)-7-bromo-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 49850464 872874-11-8
Gidazepam 6.4 † 2-(7-bromo-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-1-yl)acetohydrazide 121919 129186-29-4
Ro13-3780 8.6198 7-bromo-5-(2,6-difluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 9975396 103380-73-0
Ro07-9749 7-iodo-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 3082318 30843-56-2
Ro07-9957 8.5376 7-iodo-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 118749
Ro05-2904 7.8861 / 13nM 7-trifluoromethyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 16795 2285-16-7
Ro14-3074 8.2757 / 5.3nM 7-azido-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Nitrazepam 8.0 / 10nM 7-nitro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 4506 146-22-5
Nimetazepam 7-nitro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 4496 2011-67-8
Ro05-4435 8.829 / 1.5nM 7-nitro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 520217 2558-30-7
Flunitrazepam 8.4202 / 3.8nM 7-nitro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 3380 1622-62-4
Clonazepam 8.7447 / 1.8nM 7-nitro-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 2802 1622-61-3
Ro05-4082 8.6576 7-nitro-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 528222 5527-71-9
Ro05-3590 8.4559 / 3.5nM 7-nitro-5-[2-(trifluoromethyl)phenyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one 15024 1427-45-8
QH-146 7-nitro-5-(2-nitrophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 44383992
Ro20-7736 7.0177 / 96nM 7-hydroxyamino-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro05-3072 6.4134 / 386nM 7-amino-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 78641 4928-02-3
Ro05-4318 6.3372 / 460nM 7-amino-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 23275339 4959-16-4
Ro20-1815 7.1871 / 65nM 7-amino-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 92294 34084-50-9
Ro05-4619 7.1249 / 75nM 7-amino-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 188298 4959-17-5
Ro05-3308 IC50 >1000nM N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-7-yl)acetamide
Ro12-6377 7.1249 / 455nM 1-(5-(2-fluorophenyl)-1-methyl-2-oxo-2,5-dihydro-1H-benzo[e] [1,4]diazepin-7-yl)-3-methylurea
Ro05-9090 IC50 >1000nM 7-(aminomethyl)-1-methyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro05-3343 IC50 >1000nM N,N-dimethyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine-7-sulfonamide 214460 12037-79-5
Ro05-4528 6.4202 / 380nM 7-cyano-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-2541 7.5229 / 30nM 7-cyano-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-2533 7.4437 / 36nM 7-ethyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 10264786
Ro20-5747 7.6198 / 24nM 7-vinyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366036
QH-ii-066 7.4 † 7-ethynyl-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 9838431 183239-39-6
OMB-18 7-ethynyl-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 89276170
XLI-352 7-ethynyl-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 21065236
Ro20-5397 7.3665 / 43nM 7-formyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-3053 7.7447 / 18nM 7-acetyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 21828109
Ro05-2921 6.4559 / 350nM 5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 76175 2898-08-0
Ro05-3663 IC50 >1000nM 5-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 5080 70656-87-0
Ro05-4336 7.6778 / 21nM 5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 13292074
Ro07-4419 7.7212 / 19nM 5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366255
Ro05-4520 7.8539 / 14nM 5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 193319 844-11-1
Ro05-4608 8.4202 5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 10469149
Ro05-3546 6.4949 / 320nM 6-chloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 14590445
Ro13-0699 6.8239 / 150nM 6-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 44377764
Ro07-6198 7.5528 / 28nM 8-chloro-5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 23275762
Ro20-8895 7.7212 / 19nM 8-methyl-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366169
Ro13-0593 7.1427 / 72nM 9-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro13-0882 IC50 300nM 6,8-dichloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro22-6762 7.3979 / 40nM 7,8-dichloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366089
Ro20-8065 8.4437 / 3.6nM 7,8-dichloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 10358803 88695-06-1
Ro20-8552 7.8539 / 14nM 7-methyl-8-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 44366138
Ro05-2750 7.4318 / 37nM 6,8-dichloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro14-2312 IC50 >1000nM 6-amino-8-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro07-3609 7.284
Ro11-8125 7.4318 / 37nM 5-(2-chlorophenyl)-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one
Ro08-6739 IC50 70nM 7-chloro-5-phenyl-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one
Ro09-9212 8.4089 / 3.9nM 7-chloro-5-(2-chlorophenyl)-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one 135721042
Ro10-2643 IC50 9.4nM 7-chloro-5-(2-chlorophenyl)-1H-thieno[3,2-e] [1,4]diazepin-2(3H)-one
Clotiazepam 7-ethyl-5-(2-chlorophenyl)-1-methyl-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one 2811 33671-46-4
Bentazepam 8.5 † 5-phenyl-3,5a,6,7,8,9-hexahydro-2H-[1]benzothieno[2,3-e] [1,4]diazepin-2(3H)-one 34592 29462-18-8
Lopirazepam 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-pyrido[3,2-e] [1,4]diazepin-2-one 68672 42863-81-0
Premazepam 6.7696 / 170nM 6,7-dimethyl-5-phenyl-3,7-dihydropyrrolo[3,4-e] [1,4]diazepin-2(1H)-one 72104 57435-86-6
Ripazepam 1-ethyl-3-methyl-8-phenyl-4,6-dihydropyrazolo[4,3-e] [1,4]diazepin-5(1H)-one 33474 26308-28-1
Zolazepam 1,3,8-trimethyl-4-(2-fluorophenyl)-6,8-dihydropyrazolo[3,4-e] [1,4]diazepin-7(1H)-one 35775 31352-82-6
Zomebazam 8.1 † 1,3,8-trimethyl-4-phenyl-6,8-dihydropyrazolo[4,3-b] [1,4]diazepine-5,7(1H,4H)-dione 132677 78466-70-3
Ro17-2221 6.585 / 260nM 1-(2-aminoethyl)-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro07-5096 IC50 >1000nM 2-(7-chloro-5-(2-fluorophenyl)-2-oxo-2,3-dihydro-1H-benzo[e] [1,4]diazepin-1-yl)acetic acid
Ro08-3026 7.2007
Halazepam 7.0362 / 92nM 7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 31640 23092-17-3
Quazepam 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-thione 4999 36735-22-5
Fletazepam 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepine 36834 34482-99-0
Pinazepam 7.0339 / 92.5nM 7-chloro-5-phenyl-1-(prop-2-yn-1-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 40391 52463-83-9
Prazepam IC50 110nM 7-chloro-5-phenyl-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 4890 2955-38-6
Flutoprazepam 6.6 † 7-chloro-5-(2-fluorophenyl)-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 3400 25967-29-7
Cloniprazepam 7.8 † 7-nitro-5-(2-chlorophenyl)-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-1310 6.2076 / 620nM 7-chloro-5-phenyl-1-(t-butyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Fosazepam 7-chloro-5-phenyl-1-(dimethylphosphorylmethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 37114 35322-07-7
Iclazepam 7-chloro-5-phenyl-1-[2-(cyclopropylmethoxy)ethyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one 68777 57916-70-8
Tolufazepam 7-chloro-5-(2-chlorophenyl)-1-[2-(4-methylphenyl)sulfonylethyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one 65647 86273-92-9
Elfazepam 6.9 † 7-chloro-5-(2-fluorophenyl)-1-(2-ethylsulfonylethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 65445 52042-01-0
Reclazepam 2-[7-chloro-5-(2-chlorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]-1,3-oxazol-4(5H)-one 3052777 76053-16-2
Ro07-1986 8.0809 / 8.3nM 1-(2-aminoethyl)-7-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Flurazepam 7.8297 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one 3393 17617-23-1
Ro07-2750 7.6108 / 24.5nM 7-chloro-5-(2-fluorophenyl)-1-(2-hydroxyethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Motrazepam IC50 430nM 1-(methoxymethyl)-7-nitro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 65764 29442-58-8
Ro08-9013 7.3716
Proflazepam 6.8539 / 140nM 7-chloro-1-(2,3-dihydroxypropyl)-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 3050433 52829-30-8
Ro22-4683 6.5229 / 300nM 7-nitro-5-(2-fluorophenyl)-1-(t-butyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro15-8852 6.1391 / 726nM 5-(2-chlorophenyl)-4-methyl-7-nitro-4,5-dihydro-1H-benzo[e] [1,4]diazepin-2(3H)-one
Chlorodiazepoxide 6.4535 / 352nM 7-chloro-2-methylamino-5-phenyl-3H-benzo[e] [1,4]diazepine-4-oxide 2712 58-25-3
Cyprazepam 7-chloro-N-(cyclopropylmethyl)-4-hydroxy-5-phenyl-3H-benzo[e] [1,4]diazepin-2-imine 27452 15687-07-7
Uldazepam 7.6 † 7-chloro-5-(2-chlorophenyl)-N-prop-2-enoxy-3H-benzo[e] [1,4]diazepin-2-amine 34274 28546-58-9
Demoxepam 6.5086 / 310nM 7-chloro-1,3-dihydro-5-phenyl-2H-benzo[e] [1,4]diazepin-2-one-4-oxide 13756 963-39-3
Medazepam IC50 870nM 7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepine 4041 2898-12-6
Tuclazepam 7.7 † 7-chloro-5-(2-chlorophenyl)-2-(hydroxymethyl)-1-methyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine 3050405 51037-88-8
Metaclazepam 7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine 71272 84031-17-4
Sulazepam 7.7 † 7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-thione 17931 2898-13-7
Tetrazepam 7.4685 / 34nM 7-chloro-5-(cyclohexen-1-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 25215 10379-14-3
Nortetrazepam IC50 34nM 7-chloro-5-(cyclohexen-1-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 166581 10379-11-0
Menitrazepam 7-nitro-5-(cyclohexen-1-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 189875 28781-64-8
Ro05-3328 7.0605 / 87nM 7-chloro-5-cyclohexyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Clazolam 8.1 † 2-chloro-5-methyl-5,9,10,14b-tetrahydroisoquino[2,1-d] [1,4]benzodiazepin-6(7H)-one 24107 7492-29-7
Bromazepam 7.7447 / 18nM 7-bromo-5-(pyridin-2-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 2441 1812-30-2
Methylbromazepam 7-bromo-5-(pyridin-2-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 630183 1812-33-5
Pyridazino-diazepam 7-chloro-5-(pyridazin-3-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
SCHEMBL9684958 7-chloro-5-(1H-pyrazol-5-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 21738192
Compound 6a 9.5 † 7-chloro-5-(3,5-dimethyl-4H-1,2,4-triazol-4-yl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
JC-184 7-bromo-5-(2-thienyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 21065240
BDBM50083903 7-chloro-5-(2-furanyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 10423506
Ro05-5605 6.5376
Ro11-3129 8.1871 (+)-2-amino-N-[2-(2-chlorobenzoyl)-4-nitrophenyl]propanamide 21413751 65607-70-7
Ro03-7355 6.3768
Ro11-4878 8.4559 / 3.5nM 7-chloro-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Meclonazepam 8.9208 / 1.2nM (3S)-7-nitro-5-(2-chlorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 3033985 58662-84-3
Ro11-6896 8.1549 / 7nM 7-nitro-5-(2-fluorophenyl)-1,3-dimethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro06-7263 7.3098 / 49nM 1,7-dichloro-5-phenyl-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Oxazepam 7.7447 / 18nM 7-chloro-3-hydroxy-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 4616 604-75-1
Temazepam 7.7959 / 16nM 7-chloro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 5391 846-50-4
Lorazepam 8.4559 / 3.5nM 7-chloro-3-hydroxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 3958 846-49-1
Lormetazepam 7-chloro-3-hydroxy-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 13314 848-75-9
Flutemazepam 8.1 † 7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 40344 52391-89-6
Cinolazepam 7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-(2-cyanoethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 3033621 75696-02-5
Doxefazepam 7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-(2-hydroxyethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 38668 40762-15-0
Nifoxipam 8.5 † 7-nitro-3-hydroxy-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 3058221 74723-10-7
Nitemazepam 7-nitro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 12362353 40762-03-6
3-Hydroxyphenazepam 8.7 † 7-bromo-3-hydroxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 125820 70030-11-4
Cinazepam 7-bromo-3-succinyloxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one 629281 172986-25-3
Pivoxazepam 7-chloro-3-pivalyloxy-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one 68722 55299-10-0
Camazepam 6.0458 7-chloro-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-3-yl N,N-dimethylcarbamate 37367 36104-80-0
Clorazepate IC50 59nM 7-chloro-2-oxo-5-phenyl-1H-benzo[e] [1,4]diazepine-3-carboxylic acid 2809 23887-31-2
Nitrazepate 7-nitro-2-oxo-5-phenyl-1H-benzo[e] [1,4]diazepine-3-carboxylic acid 21740 5571-84-6
Ethyl carfluzepate 8.0 † ethyl 7-chloro-5-(2-fluorophenyl)-1-(methylcarbamoyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate 68856 65400-85-3
Ethyl dirazepate 7.5 † ethyl 7-chloro-5-(2-chlorophenyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate 208941 23980-14-5
Ethyl loflazepate ethyl 7-chloro-5-(2-fluorophenyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate 3299 29177-84-2
Carburazepam 7.9 † 7-chloro-1-methyl-2-oxo-5-phenyl-1,2,3,5-tetrahydro-4H-benzo[e] [1,4]diazepine-4-carboxamide 68787 59009-93-7
Ro20-7078 8.2757 / 5.3nM 3,7-dichloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Clobazam 6.8861 / 130nM 7-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione 2789 22316-47-8
Desmethylclobazam 6.6778 / 210nM 7-chloro-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
Triflubazam 8.4 † 7-trifluoromethyl-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione 2789 22316-47-8
Lofendazam 7-chloro-5-phenyl-1,3,4,5-tetrahydro-4H-1,5-benzodiazepin-4-one 71709 29176-29-2
Arfendazam 8.3 † ethyl 7-chloro-4-oxo-5-phenyl-2,3-dihydro-1,5-benzodiazepine-1-carboxylate 65803 37669-57-1
CP-1414S 7.9 † 8-nitro-1-phenyl-4-amino-3H-1,5-benzodiazepin-2-one 37594 36975-99-2
Compound 6i 8.6 † 9-chloro-11-phenyl-6,11-dihydro-5H-pyrimido[4,5-b][1,5]benzodiazepin-5-one
Oxazolam 10-chloro-2-methyl-11b-phenyl-2,3,7,11b-tetrahydrobenzo[f]oxazolo[3,2-d] [1,4]diazepin-6(5H)-one 62779 24143-17-7
Cloxazolam 10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one 2816 24166-13-0
Mexazolam 10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,7,11b-tetrahydro[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one 4177 31868-18-5
Flutazolam 10-chloro-11b-(2-fluorophenyl)-7-(2-hydroxyethyl)-3,5-dihydro-2H-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one 3398 27060-91-9
Haloxazolam 10-bromo-11b-(2-fluorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one 3563 59128-97-1
Ketazolam 11-chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d] [1,4]benzodiazepine-4,7(6H)-dione 33746 27223-35-4
U-35005 8.3665 / 4.3nM 6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 21680194
Estazolam 8.0706 / 8.5nM 8-chloro-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 3261 29975-16-4
Alprazolam 7.699 / 20nM 8-chloro-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 2118 28981-97-7
Triazolam 8.3979 / 4nM 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 5556 28911-01-5
alpha-Hydroxytriazolam 8.3768 / 4.2nM 8-chloro-6-(2-chlorophenyl)-1-hydroxymethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 1963 37115-45-0
Flualprazolam 8.3 † 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 10359044 28910-91-0
Iso-flualprazolam 8-fluoro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
Desmethyltriazolam 8.3 † 8-chloro-6-(2-chlorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 826660 42292-42-2
Nitrazolam 8.5 † 8-nitro-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 20317278 28910-99-8
Desmethylnitrazolam 8.8 † 8-nitro-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 20317280 30858-58-3
Clonazolam 9.5 † 8-nitro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 12317881 33887-02-4
Flunitrazolam 8.8 † 8-nitro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 137700379 2243815-18-9
Flubromazolam (JYI-73) 8.8 † 8-bromo-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 21930924 612526-40-6
Fluiodomazolam (BDBM50011621) 8-iodo-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 14851835
Triflumazolam (SCHEMBL7327294) 8-trifluoromethyl-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 19010444
JYI-70 8-ethynyl-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 14851900
XLI-296 8-ethynyl-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 14851901
Clobromazolam (DM-II-90) 8.2 † 8-bromo-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 1032830 87213-50-1
Bromazolam (XLI-268) 8.5 † 8-bromo-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 12562546 71368-80-4
Pyrazolam (SH-I-04) 8.1 † 8-bromo-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 12562545 39243-02-2
Pyclazolam 8.2 † 8-chloro-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 20368150
Pynazolam 9.4 † 8-nitro-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 20368157 2034366-97-5
Pyeazolam (SH-TRI-108) 7.9 † 8-ethynyl-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 71811108 1349115-59-8
Adinazolam 6.8697 / 135nM 8-chloro-6-phenyl-1-(N,N-dimethylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 37632 37115-32-5
U-42352 8-chloro-6-phenyl-1-(N-methylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 119094 37115-33-6
Fluadinazolam 7.1 † 8-chloro-6-(2-fluorophenyl)-1-(N,N-dimethylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 21537253 37391-59-6
U-43465 F 7.9431 8-chloro-1-[2-(dimethylamino) ethyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine 134388 83983-74-8
Ro11-5073 8.4815 / 3.3nM (4S)-8-chloro-6-(2-fluorophenyl)-1,4-dimethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 101637147
Ro11-6679 8.3979 / 4nM 8-nitro-6-(2-fluorophenyl)-1,4-dimethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
Ro17-4582 8.4559 / 3.5nM 4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
Etizolam 8.5086 / 3.1nM 2-ethyl-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 3307 40054-69-1
Deschloroetizolam 8.5 † 2-ethyl-4-phenyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 827322 40054-73-7
Desmethyletizolam 2-ethyl-4-(2-chlorophenyl)-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 12434325 40054-68-0
Fluetizolam 8.8 † 2-ethyl-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 12434320 40054-88-4
Nitizolam 2-nitro-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 70600959
Iprotizolam 2-isopropyl-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 67727941
Clotizolam (Ro11-1465) 8.8539 / 1.4nM 2-chloro-4-(2-chlorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 3041455 54123-06-7
Deschloroclotizolam 2-chloro-4-phenyl-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 157010678 1629324-97-5
Fluclotizolam 9.1 † 2-chloro-4-(2-fluorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 21317700 54123-15-8
Difluclotizolam 2-chloro-4-(2,6-difluorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 21317683
Brotizolam 8.9208 2-bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 2451 57801-81-7
Flubrotizolam (LS-152,574) 9.6 † 2-bromo-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 3044878 57801-95-3
Ro14-1636 8.8239 2-iodo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 14851924
Ciclotizolam 8.0 † 2-bromo-4-(2-chlorophenyl)-9-cyclohexyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 71949 58765-21-2
Ro11-7800 8.5376 / 2.9nM (2-chloro-4-(2-chlorophenyl)-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepin-9-yl)methanamine
Zapizolam 8.8 † 8-chloro-6-(2-chlorophenyl)-4H-pyrido[2,3-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine 68832 64098-32-4
Rilmazolam (LS-188,599) 7.3 † 8-chloro-6-(2-chlorophenyl)-N,N-dimethyl-4H-1,2,4-triazolo[1,5-a] [1,4]benzodiazepine-2-carboxamide 148494 50330-59-1
Midazolam 8.3188 / 4.8nM 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepine 4192 59467-70-8
alpha-Hydroxymidazolam 8.3468 / 4.5nM 8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5-a] [1,4]benzodiazepine 107917 59468-90-5
Ro22-0284 8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4-hydroxy-4H-imidazo[1,5-a] [1,4]benzodiazepine 10316307 64740-68-7
Climazolam 8.1 † 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepine 68790 59467-77-5
Remimazolam 8.3 † methyl 3-[(4S)-8-bromo-1-methyl-6-(pyridin-2-yl)-4H-imidazo[1,2-a] [1,4]benzodiazepin-4-yl]propanoate 9824461 308242-62-8
Ro15-8670 7.8239 / 15nM ethyl 8-chloro-6-phenyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 14907889
JYI-32 ethyl 8-bromo-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 21930922
JY-XHE-057 ethyl 8-ethynyl-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 21065283
Ro16-0529 7.8539 / 14nM tert-butyl 7-chloro-6-phenyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
Ro21-5205 8.1308 / 7.4nM methyl 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 12801973
SH-053-R-CH3-2'F 7.9 † ethyl (4R)-8-ethynyl-6-(2-fluorophenyl)-4-methyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 11574585 872874-14-1
HZ-166 ethyl 8-ethynyl-6-(pyridin-2-yl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10309028 612527-56-7
MP-III-022 9.1 † (4R)-8-ethynyl-6-(2-fluorophenyl)-N,4-dimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide 130439777
GL-II-73 (4R)-8-ethynyl-6-(2-fluorophenyl)-N,N,4-trimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide 130439778
YT-III-31 8-ethynyl-6-phenyl-N-methyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide 49848318
Ro22-1892 7.9208 / 12nM 8-chloro-6-(2-fluorophenyl)-3-(isopropoxycarbonyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine 5-oxide
Ro22-0992 7.8861 / 13nM 8-chloro-6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylic acid
Ro21-8137 8.4559 / 3.5nM 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
Ro21-8384 8.4202 8-chloro-6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide 162997 63176-94-3
Imidazenil 8.8 † 8-fluoro-6-(2-bromophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide 119194 151271-08-8
Ro23-0364 6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide 194998 113066-25-4
Ro21-8482 7.585 / 26nM 8-chloro-6-(2-chlorophenyl)-1-[(dimethylamino)methyl]-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
Loprazolam 8.2007 (2Z)-6-(2-chlorophenyl)-2-[(4-methyl-1-piperazinyl)methylene]-8-nitro-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one 3033860 61197-73-7
Fluloprazolam 8.0 † (2Z)-6-(2-fluorophenyl)-2-[(4-methyl-1-piperazinyl)methylene]-8-nitro-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one 12371485
PS-I-35 (2Z)-6-phenyl-2-[(4-methyl-1-piperazinyl)methylene]-8-bromo-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one 72660859
Ro14-1359 7.1549 / 70nM 7-chloro-5-(2-fluorophenyl)-1H-benzo[b]azepin-2(3H)-one
Ro15-8867 7.6021 / 25nM 7-nitro-5-(2-chlorophenyl)-1H-benzo[b]azepin-2(3H)-one
Ro14-7187 6.3872 / 410nM 1-methyl-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine 85687871
Ro13-9868 7.3768 / 42nM 8-chloro-1-methyl-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
Ro14-5921 7.7212 / 19nM 8-chloro-6-(2-fluorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine 20449965
Ro14-0304 8.1871 / 6.5nM 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine 20449964
Ro14-2652 8.2518 / 5.6nM (8-chloro-6-(2-fluorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepin-1-yl)methanamine
Ro15-9270 8.301 / 5nM 6-(2-chlorophenyl)-1-methyl-8-nitro-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine 20450010
Ro14-0609 7.6126 / 24.4nM 8-chloro-6-(2-fluorophenyl)-5,6-dihydro-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
Ro15-2201 8.8239 / 1.5nM methyl 6-phenyl-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro15-0791 8.6021 / 2.5nM ethyl 6-phenyl-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro15-2200 8.3768 / 4.2nM ethyl 6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro14-3929 7.7959 / 16nM ethyl 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro14-3930 7.8239 / 15nM 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxamide
Ro14-5568 6.6383 / 230nM 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine
Ro22-1274 7.1249 / 75nM 8-chloro-1-(2-fluorophenyl)-3H-benzo[c]azepine 13271760 89376-31-8
Ro22-1251 7.9586 / 11nM 9-chloro-2-methyl-7-phenyl-5H-benzo[c]pyrimido[4,5-e]azepine
Ro22-1366 8.3979 / 4nM 9-chloro-7-(2-fluorophenyl)-2-methyl-5H-benzo[c]pyrimido[4,5-e]azepine
Ro22-2038 8.5528 / 2.8nM 9-chloro-7-(2-fluorophenyl)-5H-benzo[c]pyrimido[4,5-e]azepin-2-amine
Ro22-3245 8.5528 / 2.8nM 9-chloro-7-(2-chlorophenyl)-5H-benzo[c]pyrimido[4,5-e]azepine
Ro22-3148 6.3768 / 420nM 6-phenyl-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-3147 8.284 / 5.2nM 6-(2-chlorophenyl)-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-0780 7.9586 / 11nM 8-chloro-6-phenyl-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-2466 8.7212 / 1.9nM 8-chloro-6-(2-fluorophenyl)-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-2468 8.6021
Ro22-8515 8-chloro-6-(2-chlorophenyl)-1,4-dihydropyrrolo[3,4-d] [2]benzazepin-3(2H)-one 145981
Ro14-5974 8.1938 / 6.4nM (S)-ethyl 9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate 10041121 88552-32-3
Ro15-4941 8.7696 / 1.7nM (S)-ethyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro14-5975 7.2076 / 62nM (S)-ethyl 7-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3607 7.3372 / 46nM (S)-tert-butyl 8-methoxy-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-6624 8 / 10nM (S)-tert-butyl 8-ethyl-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3774 8.4949 / 3.2nM (S)-tert-butyl 8-methyl-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-0071 8.4949 / 3.2nM (S)-tert-butyl 9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-5824 8.4685 / 3.4nM (S)-tert-butyl 8-(methylthio)-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-8912 8.2076 / 6.2nM (S)-tert-butyl 8-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-4261 8.1135 / 7.7nM (S)-tert-butyl 7-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-0075 8.6021
Ro16-6127 8.5086 / 3.1nM (S)-tert-butyl 8-chloro-7-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3058 7.0458
Bretazenil 8.6576 (S)-tert-butyl 8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c] [1,4]benzodiazepine-1-carboxylate 107926 84379-13-5
EVT-201 7-chloro-3-(5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl)-5-methyl-4,5-dihydro-6H-imidazo[1,5-a] [1,4]benzodiazepin-6-one 9885841 308239-86-3
FG-8205 7-chloro-5-methyl-3-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one 129710 122384-14-9
L-655,708 ethyl (13aS)-7-methoxy-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c] [1,4]benzodiazepine-1-carboxylate 5311203 130477-52-0
PWZ-029 8-chloro-3-(methoxymethyl)-5-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one 9971547
Ro48-6791 8-fluoro-5-methyl-3-(5-[(dipropylamino)methyl]-1,2,4-oxadiazol-3-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one 9953485 172407-17-9
Ro48-8684 8-fluoro-5-methyl-3-(5-[(dipropylamino)methyl]-1,3-oxazol-2-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one 9866317
Ro4882224 3,10-dichloro-9H-benzo[f]imidazo[1,5-a] [1,2,4]triazolo[1,5-d] [1,4]diazepine 11673720
Ro4938581 3-bromo-10-(difluoromethyl)-9H-benzo[f]imidazo[1,5-a] [1,2,4]triazolo[1,5-d] [1,4]diazepine 11624499 883093-10-5
Ro16-6605 8.6778
Ro16-6048 8.4815 / 3.3nM (S)-tert-butyl 9-oxo-8-(trifluoromethyl)-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-6950 8.5528 / 2.8nM (S)-tert-butyl 8-nitro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-4019 8.8539 / 1.4nM (S)-propyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3031 8.6021 / 2.5nM (S)-isopropyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-9906 8.7696 / 1.7nM (S)-allyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-7081 8.585
Ro16-7082 8.2007 / 6.3nM (S)-isobutyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-7083 8.5376 / 2.9nM (13aS)-sec-butyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-9918 8.6383 / 2.3nM (S)-cyclopropylmethyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-4020 8.585
Ro16-6654 8.3979 / 4nM (S)-cyclohexyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro17-3206 8.4685
Ro17-3207 8.284
Ro16-4021 8.8239
Ro17-1302 8.2757 / 5.3nM (S)-phenyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro15-2427 IC50 >1000nM 5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
Ro14-7437 8.5229 / 3nM ethyl 5-methyl-6-oxo-4H-imidazo[1,5-a] [1,4]benzodiazepine-3-carboxylate 127597 83210-63-3
Sarmazenil (Ro15-3505) 8.5686 / 2.7nM ethyl 7-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 71231 78771-13-8
Ro15-1310 8.1675 / 6.8nM ethyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 114888 78756-33-9
Ro15-1746 IC50 >1000nM ethyl 9-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
Ro15-3237 IC50 >1000nM ethyl 10-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
Ro15-5623 8.699
Flumazenil 8.6021 ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 3373 78755-81-4
Ro15-4513 ethyl 8-azido-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 5081 91917-65-6
RY-031 ethyl 8-ethyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10245056
TG-4-29 ethyl 8-vinyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10591116
RY-080 ethyl 8-ethynyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 5311418
YT-II-76 ethyl 8-cyclopropyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 46214569
SVO-8-14 ethyl 8-allyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 15316982
SVO-8-30 ethyl 8-(furan-2-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 15316986
SVO-8-67 ethyl 8-phenyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 15316984
TG-4-39 ethyl 8-(thiophen-2-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 15316985
CD-214 cyclopropyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 101652266
DM-139 t-butyl 8-(pyrrolidin-1-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10547937
DM-146 t-butyl 8-(piperidin-1-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10834569
DM-173 t-butyl 8-(dimethylamino)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10808192
DM-215 t-butyl 8-methoxy-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10807310
Ro19-4603 t-butyl 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylate 127382 99632-94-7
Iomazenil ethyl 7-iodo-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate 10251042 127985-21-1
Ro17-9741 8.6198 / 2.4nM (S)-methyl 8-chloro-9-oxo-9,11,12,12a-tetrahydroazeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate
Ro16-0858 8.8861 ethyl 8-chloro-9-oxo-12,12a-dihydro-9H,11H-azeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate
Ro16-0153 8.2757 tert-butyl 8-chloro-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]benzo[e]imidazo[1,5-a] [1,4]diazepine-1-carboxylate
Ro17-1812 8.8861 (S)-cyclopropylmethyl 8-chloro-9-oxo-9,11,12,12a-tetrahydroazeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate 146197 90450-01-4
Ro17-3211 8.62
Ro17-3401 9.0458
Ro17-3620 8.2924
Ro16-9351 8.4318
Ro16-9905 8.9208
Ro17-1338 9
Zopiclone 7.5086 6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate 5735 43200-80-2
Suriclone 8.6778 [6-(7-chloro- 1,8-naphthyridin-2-yl)- 5-oxo- 3,7-dihydro- 2H-[1,4]dithiino[2,3-c]pyrrol- 7-yl]4-methylpiperazine- 1-carboxylate 40903 53813-83-5
CL-218,872 6.9208 3-methyl-6-[3-(trifluoromethyl)phenyl]-[1,2,4]triazolo[3,4-f]pyridazine 107950 66548-69-4
GBLD-345 9 2-(4-aminophenyl)-3-methoxy-N-[(3-methoxyphenyl)methyl]imidazo[2,1-f]pyridazin-6-amine 4602899 122479-08-7

See also

References

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Further reading

  • Gitlow S (1 October 2006). Substance Use Disorders: A Practical Guide (2nd ed.). USA: Lippincott Williams and Wilkins. p. 110. ISBN 978-0-7817-6998-3.
  • Galanter M, Kleber HD (1 July 2008). The American Psychiatric Publishing Textbook of Substance Abuse Treatment (4th ed.). United States of America: American Psychiatric Publishing Inc. p. 216. ISBN 978-1-58562-276-4.
  • v
  • t
  • e
1,4-Benzodiazepines
1,5-Benzodiazepines
2,3-Benzodiazepines*
Triazolobenzodiazepines
Imidazobenzodiazepines
Oxazolobenzodiazepines
Thienodiazepines
Thienotriazolodiazepines
Thienobenzodiazepines*
Pyridodiazepines
Pyridotriazolodiazepines
Pyrazolodiazepines
Pyrrolodiazepines
Tetrahydroisoquinobenzodiazepines
Pyrrolobenzodiazepines*
Benzodiazepine prodrugs
* atypical activity profile (not GABAA receptor ligands)