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Details

Stereochemistry RACEMIC
Molecular Formula C22H17ClN2
Molecular Weight 344.837
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOMBAZOLE

SMILES

ClC1=CC=CC=C1C(N2C=CN=C2)C3=CC=C(C=C3)C4=CC=CC=C4

InChI

InChIKey=DALSNPRWUFOYDT-UHFFFAOYSA-N
InChI=1S/C22H17ClN2/c23-21-9-5-4-8-20(21)22(25-15-14-24-16-25)19-12-10-18(11-13-19)17-6-2-1-3-7-17/h1-16,22H

HIDE SMILES / InChI

Molecular Formula C22H17ClN2
Molecular Weight 344.837
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Lombazole is an antimicrobial agent of the imidazole class. It induced profound ultrastructural changes in Staphylococcus epidermidis and Candida albicans. Like other members of the imidazole series, such as clotrimazole, miconazole, and bifonazole, the compound has a broad spectrum of activity. It is active against several budding and filamentous fungi as well as gram-positive bacteria. Lombazole most probably interferes with fungal lipid synthesis by inhibiting sterol C-14 demethylation. Lipid biosynthesis is the primary site of action of lombazole in the bacterium Staphylococcus epidermidis. Lombazole was recommended against akne.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of the imidazole derivative lombazole on the ultrastructure of Staphylococcus epidermidis and Candida albicans.
1985 Nov
Action of lombazole, and inhibitor of fungal ergosterol biosynthesis, on Staphylococcus epidermidis.
1986 Aug
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:54:34 GMT 2023
Edited
by admin
on Sat Dec 16 15:54:34 GMT 2023
Record UNII
ZHC772U9S3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LOMBAZOLE
INN  
INN  
Official Name English
lombazole [INN]
Common Name English
(±)-1-(.ALPHA.-4-BIPHENYLYL-O-CHLOROBENZYL)IMIDAZOLE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
262-337-1
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105144
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
CAS
60628-98-0
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
SMS_ID
100000082021
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
EVMPD
SUB08560MIG
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
PUBCHEM
71742
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
NCI_THESAURUS
C81512
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
FDA UNII
ZHC772U9S3
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
INN
4684
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
MESH
C047677
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID00976059
Created by admin on Sat Dec 16 15:54:34 GMT 2023 , Edited by admin on Sat Dec 16 15:54:34 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY