Tolciclate

Tolciclate
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	D01AE19 (WHO) ;
Identifiers
CAS Number	50838-36-3 ;
PubChem CID	5506;
ChemSpider	5305 ;
UNII	T3TZ02X2AZ;
KEGG	D01384 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C20H21NOS
Molar mass	323.45 g/mol
3D model (JSmol)	Interactive image;
	SMILES Cc1cccc(c1)N(C)C(=S)Oc2ccc3c(c2)C4CCC3C4;
	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 ; Key:CANCCLAKQQHLNK-UHFFFAOYSA-N ;
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Tolciclate is an antifungal.^[1]^[2]

Synthesis

Tolciclate synthesis:^[3]^[4]

↑ Ryder, N. S.; Frank, I.; Dupont, M. C. (May 1986). "Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate". Antimicrobial Agents and Chemotherapy. 29 (5): 858–860. 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): 429–430. doi:10.1128/aac.12.3.429. PMC 429931. PMID 907333.
↑ https://www.jstage.jst.go.jp/article/bcsj1926/37/1/37_1_40/_pdf
↑ Melloni, P.; Rafaela, M.; Vechietti, V.; Logemann, W.; Castellino, S.; Monti, G.; De Carneri, I.; Eur. J. Med. Chem. 1974, 9, 26.

v t e Antifungals (D01 and J02)
Antibiotics	Griseofulvin • polyene antimycotics (Natamycin, Nystatin)
Topical azoles	imidazoles (Bifonazole, Clomidazole, Clotrimazole, Econazole, Fenticonazole, Ketoconazole, Isoconazole, Miconazole, Oxiconazole, Sertaconazole, Sulconazole, Tioconazole) • triazoles (Fluconazole) • benzimidazole (Thiabendazole)
Other topicals	Ciclopirox • Ethylparaben • Flucytosine • Salicylic acid • Selenium sulfide • Tolnaftate • Undecylenic acid • allylamines (Amorolfine, Butenafine, Naftifine, Terbinafine)
For systemic use	Griseofulvin • allylamine (Terbinafine) • polyene antimycotic (Amphotericin B) • triazoles (Itraconazole, Posaconazole, Voriconazole) • echinocandins (Anidulafungin, Caspofungin, Micafungin)
Other	Tea tree oil • citronella oil • lemon grass • orange oil • patchouli • lemon myrtle