Clotrimazole

SIGMA/C6019

Synonym: 1-(o-Chloro-α,α-diphenylbenzyl)imidazole; 1-(o-Chlorotrityl)imidazole; 1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole

CAS Number: 23593-75-1
Empirical Formula (Hill Notation): C₂₂H₁₇ClN₂
Molecular Weight: 344.84
EC Number: 245-764-8
MDL Number: MFCD00057220
Linear Formula: C₂₂H₁₇ClN₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C6019-5G	5 g	$118.00 1/EA	Add To Favorites
45-C6019-25G	25 g	$423.00 1/EA	Add To Favorites
45-C6019-100G	100 g	$1020.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
form	powder
InChI	1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
InChI key	VNFPBHJOKIVQEB-UHFFFAOYSA-N
mode of action	cell membrane \| interferes
	protein synthesis \| interferes
originator	Schering Plough
Quality Level	200
SMILES string	Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4

Application:	Clotrimazole has been used: • to study the upregulation of the gene ERG11 that codes for an azole target enzyme lanosterol demethylase, in Candida species, upon treatment with azole antibiotics • to study the development of resistance in Candida species isolated from patients undergoing prolonged antifungal treatment • to induce stress granules via mitochondrial stress • for the inhibition of in vitro formation of high density sickle cells induced by treatment with 1-chloro-2,4-dinitrobenzene (CDNB) • to inhibit cytochrome P450 enzyme in cell cultures
Biochem/physiol Actions:	Clotrimazole is a specific inhibitor of Ca²⁺-activated K⁺ channels. It is an antifungal azole. Clotrimazole is a derivative of imidazole and has similar antimicrobial action and activity to ketoconazole. It inhibits cytochrome P450-dependent 14α-demethylase, which is critical to ergosterol biosynthesis. The accumulated 14α-methylated sterols change the membrane structure of sensitive fungi, altering cell membrane permeability.
Features and Benefits:	This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Features and Benefits:	This compound was developed by Schering Plough . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
General description:	Chemical structure: imidazole

Symbol	GHS07,GHS09
Signal word	Warning
Hazard statements	H302 - H315 - H319 - H410
Precautionary statements	P264 - P270 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338
Hazard Codes	Xn
Risk Statements	22-36/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

UNSPSC

12352200

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