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C6019

Clotrimazole

98.5-100.5% (dry basis), powder, Ca²⁺-activated K⁺ channels inhibitor

Sinonimo/i:

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

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5 g
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CHF 148.00
25 g
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CHF 347.00
100 g
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CHF 838.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C22H17ClN2
Numero CAS:
Peso molecolare:
344.84
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
245-764-8
MDL number:
Form:
powder

CHF 148.00


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Nome del prodotto

Clotrimazole,

form

powder

Quality Segment

antibiotic activity spectrum

fungi

mode of action

cell membrane | interferes, protein synthesis | interferes

originator

Schering Plough

SMILES string

Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4

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

Gene Information

General description

Chemical structure: imidazole

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.
This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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Questo articolo
PHR1058C2430000BP379
Clotrimazole

Sigma-Aldrich

C6019

Clotrimazole

Clotrimazole Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1058

Clotrimazole

Clotrimazole European Pharmacopoeia (EP) Reference Standard

C2430000

Clotrimazole

Clotrimazole British Pharmacopoeia (BP) Reference Standard

BP379

Clotrimazole

description

-

description

Pharmaceutical Secondary Standard; Certified Reference Material

description

European Pharmacopoeia (EP) Reference Standard

description

British Pharmacopoeia (BP) Reference Standard

form

powder

form

-

form

-

form

solid

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

-

originator

Schering Plough

originator

-

originator

-

originator

-

mode of action

cell membrane | interferes, protein synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

antibiotic activity spectrum

fungi

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Gene Information

human ... ABCB1(5243), CYP17A1(1586), CYP3A4(1576)
mouse ... Abcb1a(18671), Abcb1b(18669)

Gene Information

-

Gene Information

-

Gene Information

-


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pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

  1. Please provide the absorption molecular coefficient of clotrimazole and the solvent used to quantify my clotrimazole solutions.

    1 answer
    1. C6019 is supplied in powder form. It is soluble in Chloroform at 50.0 - 52.0 mg/ml. But the information on the absorption molecular coefficient of clotrimazole is currently unavailable. However, I conducted an extensive literature search and found some relevant information. Clotrimazole showed absorption maxima (λ max) at 263 nm, and linearity was obtained by concentration versus absorbance for clotrimazole with a correlation coefficient of r = 0.999.

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