CROCONAZOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H15ClN2O
Molecular Weight	310.778
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=CC=CC(COC2=CC=CC=C2C(=C)N3C=CN=C3)=C1

InChI

InChIKey=WHPAGCJNPTUGGD-UHFFFAOYSA-N

InChI=1S/C18H15ClN2O/c1-14(21-10-9-20-13-21)17-7-2-3-8-18(17)22-12-15-5-4-6-16(19)11-15/h2-11,13H,1,12H2

HIDE SMILES / InChI

Molecular Formula	C18H15ClN2O
Molecular Weight	310.778
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/3069196

Croconazole is a antifungal drug developed for the treatment of dermatomycoses and candidiasis. It has a broad spectrum activity against many microorganisms such as T. mentagrophytes, T. rubrum, M. canis, Microsporum gypseum, and Epidermophyton floccosum. The drug was used as a topical 1% cream under the name Pilzcin. According to the information on the manufacturer (Merz pharma) website, Pilzcin is no longer marketed.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Dermatomycosis 20 Sources: http://www.ncbi.nlm.nih.gov/pubmed/3069196	Curative		Approved 8583	PILZCIN Approved Use The topical treatment of dermatomycoses and candidiasis.
Candida infections 20 Sources: http://www.ncbi.nlm.nih.gov/pubmed/3069196	Curative		Approved 8583	PILZCIN Approved Use The topical treatment of dermatomycoses and candidiasis.

Doses

Dose	Population	Adverse events
1 % 1 times / day multiple, topical Recommended Dose: 1 %, 1 times / day Route: topical Route: multiple Dose: 1 %, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8720204/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/8720204/	Sources: https://pubmed.ncbi.nlm.nih.gov/8720204/

PubMed

Title	Date	PubMed
Investigation into UDP-glucuronosyltransferase (UGT) enzyme kinetics of imidazole- and triazole-containing antifungal drugs in human liver microsomes and recombinant UGT enzymes.	2010-06	20304965
[Contact sensitization to azole antimycotics].	2009-05	19367370
Reptilian chemistry: volatile compounds from paracloacal glands of the American crocodile (Crocodylus acutus).	2002-04	12035925
In vitro activity of cloconazole, sulconazole, butoconazole, isoconazole, fenticonazole, and five other antifungal agents against clinical isolates of Candida albicans and Candida spp.	1992-04	1406898
Synthesis and antifungal activity of new 1-vinylimidazoles.	1987-08	3302257
1-[1-[2-[(3-Chlorobenzyl)oxy]phenyl]vinyl]-1H-imidazole hydrochloride, a new potent antifungal agent.	1983-05	6842519

Patents

Sample Use Guides

In Vivo Use Guide

One topical application per day (1% cream formulation).

Route of Administration: Topical

In Vitro Use Guide

The range of MICs against isolates of T. mentagrophytes, T. rubrum, M. canis, Microsporum gypseum, and Epidermophyton floccosum were 0.16 to 1.25 ug/ml. Five isolates of Aspergillus species and two isolates of Penicillium species were susceptible, with MICs of 0.63 to 5.0 ug/ml. However, this compound was less active (MICs, 10 to 80 ug/ml) against yeast-like fungi, including isolates of C. albicans, Candida species, Torulopsis glabrata, and Cryptococcus neoformans.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:18:00 GMT 2025` Edited by `admin` on `Mon Mar 31 18:18:00 GMT 2025`
Record UNII	446254H55G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CROCONAZOLE

Official Name

English

CROCONAZOLE [MI]

Preferred Name

English

1-(1-(2-((3-CHLOROPHENYL)METHOXY)PHENYL)ETHENYL)-1H-IMIDAZOLE

Systematic Name

English

1-(1-(O-((M-CHLOROBENZYL)OXY)PHENYL)VINYL)IMIDAZOLE

Common Name

English

croconazole [INN]

Common Name

English

Croconazole [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C514