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Details

Stereochemistry ACHIRAL
Molecular Formula C18H15ClN2O.ClH
Molecular Weight 347.238
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CROCONAZOLE HYDROCHLORIDE

SMILES

Cl.ClC1=CC=CC(COC2=C(C=CC=C2)C(=C)N3C=CN=C3)=C1

InChI

InChIKey=LWJUIYYIILPRRI-UHFFFAOYSA-N
InChI=1S/C18H15ClN2O.ClH/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;1H

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
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

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

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
PILZCIN

Approved Use

The topical treatment of dermatomycoses and candidiasis.
Curative
Approved
8429
PILZCIN

Approved Use

The topical treatment of dermatomycoses and candidiasis.
PubMed

PubMed

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

Patents

US4935241 A
2

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 Fri Dec 15 18:55:46 GMT 2023
Edited
by admin
on Fri Dec 15 18:55:46 GMT 2023
Record UNII
I0WFH323HZ
Record Status Validated (UNII)
Record Version
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Name Type Language
CROCONAZOLE HYDROCHLORIDE
MART.   WHO-DD  
Common Name English
CROCONAZOLE MONOHYDROCHLORIDE [MI]
Common Name English
CROCONAZOLE HCL
Common Name English
CLOCONAZOLE HCL
Common Name English
CROCONAZOLE HYDROCHLORIDE [JAN]
Common Name English
1-(1-(O-((M-CHLOROBENZYL)OXY)PHENYL)VINYL)IMIDAZOLE HYDROCHLORIDE
Common Name English
Croconazole hydrochloride [WHO-DD]
Common Name English
CROCONAZOLE HYDROCHLORIDE [MART.]
Common Name English
CROCONAZOLE MONOHYDROCHLORIDE
MI  
Common Name English
1-(1-(2-((3-CHLOROPHENYL)METHOXY)PHENYL)ETHENYL)-1H-IMIDAZOLE HYDROCHLORIDE
Systematic Name English
CLOCONAZOLE HYDROCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
Code System Code Type Description
MESH
C038008
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
MERCK INDEX
m3850
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID60227933
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
ChEMBL
CHEMBL27289
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
SMS_ID
100000087966
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
EVMPD
SUB01491MIG
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
RXCUI
236864
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY RxNorm
PUBCHEM
147519
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
NCI_THESAURUS
C97991
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
FDA UNII
I0WFH323HZ
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
CAS
77174-66-4
Created by admin on Fri Dec 15 18:55:46 GMT 2023 , Edited by admin on Fri Dec 15 18:55:46 GMT 2023
PRIMARY
Related Record Type Details
Structure of CROCONAZOLE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of CROCONAZOLE
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