Tolciclate

Tolciclate
Clinical data


AHFS/Drugs.com	International Drug Names
Identifiers
CAS Registry Number	50838-36-3^Y
ATC code	D01AE19
PubChem	CID 5506
ChemSpider	5305^N
UNII	T3TZ02X2AZ^Y
KEGG	D01384^Y
Chemical data
Formula	C₂₀H₂₁N O S
Molecular mass	323.45 g/mol
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 ^N Key:CANCCLAKQQHLNK-UHFFFAOYSA-N ^N
N (what is this?) (verify)

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.

Wall/
membrane

Ergosterol
inhibitors

Imidazoles	Topical: bifonazole butoconazole clomidazole clotrimazole^#, croconazole econazole fenticonazole ketoconazole isoconazole miconazole^#, neticonazole omoconazole oxiconazole sertaconazole sulconazole tioconazole

Triazoles	Topical: (fluconazole^#, fosfluconazole terconazole) Systemic: (fluconazole hexaconazole isavuconazole^†, itraconazole posaconazole voriconazole) Unknown: (albaconazole)

Thiazoles	Topical: (abafungin)

β-glucan synthase
inhibitors

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	flucytosine^#

Mitotic inhibitors	griseofulvin^#

Aminoacyl tRNA synthetase inhibitors	tavaborole

Others