U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C15H13ClN2
Molecular Weight 256.73
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORMIDAZOLE

SMILES

CC1=NC2=CC=CC=C2N1CC3=CC=C(Cl)C=C3

InChI

InChIKey=WNAQOLSMVPFGTE-UHFFFAOYSA-N
InChI=1S/C15H13ClN2/c1-11-17-14-4-2-3-5-15(14)18(11)10-12-6-8-13(16)9-7-12/h2-9H,10H2,1H3

HIDE SMILES / InChI
Chlormidazole was the first azole introduced the treatment of topical mycosis. It demonstrated inhibitory activity against many fungi and some gram-positive cocci. It is used for the treatment of fungal and bacterial infections of nails and skin, including interdigital and periungual mycoses. Possible side effects are: local skin irritation, burning, itching.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Myco-polycid

Approved Use

Indicated for the treatment of fungal and fungal-bacterial (mixed) skin and nail infections (including interdigital and periungual mycoses).
PubMed

PubMed

TitleDatePubMed
[Clinical results in treatment of dermatomycoses with Myco-Polycid].
1973 Dec
[Efficacy of the Myco-Polycid preparation in the form of tincture and cream for the treatment of dermatomycoses].
1975 Dec
[Treatment of dermatomycoses with Myco-Polycid].
1975 May
Topical pharmacology of imidazole antifungals.
1976
[Antibacterial and antifungal compounds. V. Synthesis and antimicrobial activity of N-(2-arylethylaminophenyl)-1H-pyrryl-1-amine and 1-(1H-pyrrol-1-yl)-2-arylmethylbenzimidazole)].
1985 Jul
[Sensitivity of aerobic bacteria and Candida species to chlormidazole hydrochloride in vitro].
1990 Jan 22-29
Azole antimycotics--a highway to new drugs or a dead end?
2012
Patents

Patents

Sample Use Guides

In Vivo Use Guide
2-3 times per day; Treatment should be continued for at least 4 weeks after complete elimination of discomfort.
Route of Administration: Topical
In Vitro Use Guide
Over 100 bacterial stains, including Candida sp., gram-positive cocci and some gram-negative bacilli, were tested. The majority of microorganisms was isolated from man. Only one bacterial strain (5 ug/mL) and 76% of Candida strains were sensitive to chlormidazole HCl (10 ug/mL).
Name Type Language
CHLORMIDAZOLE
INN   MI   WHO-DD  
INN  
Official Name English
Chlormidazole [WHO-DD]
Common Name English
chlormidazole [INN]
Common Name English
CHLORMIDAZOLE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QD01AC04
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
WHO-ATC D01AC04
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
NCI_THESAURUS C514
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
Code System Code Type Description
EVMPD
SUB06188MIG
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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FDA UNII
8IKK64FJVX
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MERCK INDEX
m3377
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
PRIMARY Merck Index
MESH
C006971
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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NCI_THESAURUS
C78032
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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EPA CompTox
DTXSID5046140
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SMS_ID
100000081865
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DRUG CENTRAL
3091
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CAS
3689-76-7
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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WIKIPEDIA
Chlormidazole
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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INN
1030
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PUBCHEM
71821
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ChEMBL
CHEMBL152649
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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DRUG BANK
DB13611
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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ECHA (EC/EINECS)
222-998-9
Created by admin on Sat Dec 16 18:03:14 GMT 2023 , Edited by admin on Sat Dec 16 18:03:14 GMT 2023
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