Chlorisondamine

Chemical compound

None

Identifiers

IUPAC name

Trimethyl-[2-(4,5,6,7-tetrachloro-2-methyl-isoindolin-2-ium-2-yl)ethyl]ammonium dichloride

CAS Number

7701-62-4^Y

PubChem CID

6243

ChemSpider

6008^Y

UNII

JD3M24F66I

ChEMBL

ChEMBL2104531^N

CompTox Dashboard (EPA)

DTXSID0048395

Chemical and physical dataFormulaC₁₄H₂₀Cl₆N₂Molar mass429.03 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

[Cl-].[Cl-].Clc1c2c(c(Cl)c(Cl)c1Cl)C[N+](C2)(C)CC[N+](C)(C)C

InChI

InChI=1S/C14H20Cl4N2/c1-19(2,3)5-6-20(4)7-9-10(8-20)12(16)14(18)13(17)11(9)15/h5-8H2,1-4H3/q+2^Y
Key:IXWDUZLHWJKVPX-UHFFFAOYSA-N^Y

^NY (what is this?) (verify)

Chlorisondamine is a nicotinic acetylcholine receptor antagonist that produces both neuronal and ganglionic blockade.

Chlorisondamine has been shown to form noncovalent complexes with various biomolecules including sphingomyelin and other associated glycolipids.^[1]^[2]^[3]

References

^ Woods AS, Moyer SC, Wang HY, Wise RA (2003). "Interaction of chlorisondamine with the neuronal nicotinic acetylcholine receptor". Journal of Proteome Research. 2 (2): 207–12. doi:10.1021/pr025578h. PMID 12716135.
^ Jackson SN, Wang HY, Woods AS, Ugarov M, Egan T, Schultz JA (February 2005). "Direct tissue analysis of phospholipids in rat brain using MALDI-TOFMS and MALDI-ion mobility-TOFMS". Journal of the American Society for Mass Spectrometry. 16 (2): 133–8. doi:10.1016/j.jasms.2004.10.002. PMID 15694763. S2CID 5894935.
^ Woods AS, Ugarov M, Egan T, Koomen J, Gillig KJ, Fuhrer K, Gonin M, Schultz JA (April 2004). "Lipid/peptide/nucleotide separation with MALDI-ion mobility-TOF MS". Analytical Chemistry. 76 (8): 2187–95. doi:10.1021/ac035376k. PMID 15080727.

Sympatholytic (and closely related) antihypertensives (C02)

Sympatholytics
(antagonize α-adrenergic
vasoconstriction)

Central

α₂-Adrenergic receptor agonists	Clonidine Guanabenz Guanfacine Guanoxabenz Methyldopa^# Tiamenidine^‡
Adrenergic release inhibitors	Bethanidine Bretylium Debrisoquine Guanadrel Guanazodine Guancydine Guanethidine Guanoclor Guanoxan
Imidazoline receptor agonists	Moxonidine Rilmenidine Tolonidine
Ganglion-blocking/nicotinic antagonists	Hexamethonium^‡ Mecamylamine Pentolinium Trimethaphan

Peripheral

Indirect

Monoamine oxidase inhibitors	Pargyline^‡
VMAT inhibitors	Bietaserpine Deserpidine Methoserpidine Reserpine Syrosingopine
Tyrosine hydroxylase inhibitors	Metirosine

Direct

α₁-Adrenergic receptor blockers	Doxazosin Ketanserin Indoramin Prazosin Trimazosin Urapidil
Non-selective α-adrenergic receptor blockers	Phentolamine

Other antagonists

Serotonin receptor antagonists	Ketanserin Lidanserin
Endothelin receptor antagonists (for PHTooltip Pulmonary hypertension)	dual (Aprocitentan, Bosentan, Macitentan (+tadalafil)) selective (Ambrisentan, Sitaxentan)