Tolciclate

Chemical compound

Identifiers

O-Tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-4-yl methyl(3-methylphenyl)carbamothioate

CAS Number

PubChem CID

ChemSpider

UNII

KEGG

CompTox Dashboard (EPA)

ECHA InfoCard100.051.611

Chemical and physical dataFormulaC₂₀H₂₁NOSMolar mass323.45 g·mol⁻¹3D model (JSmol)

InChI

InChI=1S/C20H21NOS/c1-13-4-3-5-16(10-13)21(2)20(23)22-17-8-9-18-14-6-7-15(11-14)19(18)12-17/h3-5,8-10,12,14-15H,6-7,11H2,1-2H3^N
Key:CANCCLAKQQHLNK-UHFFFAOYSA-N^N

^NY (what is this?) (verify)

Tolciclate (INN)^[1]^: 9 is an antifungal medication.^[2]^[3]

References

^ ^a ^b "International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary names: List 15" (PDF). World Health Organization. 1975. Retrieved 12 November 2016.
^ Ryder NS, Frank I, Dupont MC (May 1986). "Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate". Antimicrobial Agents and Chemotherapy. 29 (5): 858–60. doi:10.1128/aac.29.5.858. PMC 284167. PMID 3524433.
^ Bianchi A, Monti G, de Carneri I (September 1977). "Tolciclate: further antimycotic studies". Antimicrobial Agents and Chemotherapy. 12 (3): 429–30. doi:10.1128/aac.12.3.429. PMC 429931. PMID 907333.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles (lanosterol 14α-
demethylase inhibitors)

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ climbazole clotrimazole^# croconazole^‡ eberconazole econazole fenticonazole^‡ flutrimazole isoconazole ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole
Triazoles	Topical: efinaconazole fluconazole^# terconazole Systemic: fluconazole^# fosfluconazole fosravuconazole hexaconazole^‡ isavuconazole itraconazole^# oteseconazole posaconazole voriconazole^# Unknown: albaconazole^‡ ravuconazole^†
Thiazoles	Topical: abafungin^‡

Allylamines	Topical: naftifine terbinafine Systemic: terbinafine
Benzylamines	Topical: butenafine

Others

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	Systemic: flucytosine^#
Mitotic inhibitors	Systemic: griseofulvin^#
Aminoacyl tRNA synthetase inhibitors	Topical: tavaborole