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Merck
CN

B1110000

Bifonazole

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

1-(p,α-Diphenylbenzyl)imidazole

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About This Item

Empirical Formula (Hill Notation):
C22H18N2
CAS Number:
Molecular Weight:
310.39
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
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Product Name

Bifonazole, European Pharmacopoeia (EP) Reference Standard

InChI key

OCAPBUJLXMYKEJ-UHFFFAOYSA-N

SMILES string

c1ccc(cc1)C(c2ccc(cc2)-c3ccccc3)n4ccnc4

InChI

1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H

grade

pharmaceutical primary standard

API family

bifonazole

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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Application

Bifonazole EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Bifonazole is an imidazole-based anti-fungal agent with broad spectrum activity against many fungi, molds, yeast and some Gram-positive bacteria. Bifonazole inhibits ergosterol biosynthetic protein 28 and Cytochrome P450 2B4.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Certificates of Analysis (COA)

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Laura Toribio et al.
Journal of separation science, 29(10), 1373-1378 (2006-08-10)
The enantiomeric separation of bifonazole by supercritical fluid chromatography on Chiralpak AD has been studied. The effect of different modifiers (methanol, ethanol, 2-propanol, and acetonitrile) was examined. Enantioseparation was possible with all of them, but the best results were provided
Betty Wächtler et al.
Antimicrobial agents and chemotherapy, 55(9), 4436-4439 (2011-07-13)
Clotrimazole and bifonazole are highly effective antifungal agents against mucosal Candida albicans infections. Here we examined the effects of low levels of clotrimazole and bifonazole on the ability of C. albicans to adhere, invade, and damage vaginal epithelial cells. Although
Salomé El Hage et al.
Archiv der Pharmazie, 344(6), 402-410 (2011-03-25)
Two series of chlorinated benzhydryl imidazole and triazole derivatives were synthesized and tested in vitro against representative strains of potent pathogenic bacteria (Staphylococcus aureus CIP 4.83, Escherichia hirae CIP 5855, Pseudomonas aeruginosa CIP 82118, Escherichia coli CIP 53126) and fungi
M Arabatzis
Clinical and experimental dermatology, 37(4), 370-373 (2012-03-24)
This is a report, the first to my knowledge, of secondary nail-apparatus involvement by Aureobasidium pullulans in a patient with onycholysis related to hypothyroidism. Complete cure of the lesions was seen after 2 weeks of itraconazole and 2 months of
Saban Gürcan et al.
Mikrobiyoloji bulteni, 43(1), 163-167 (2009-04-02)
Human infections caused by Alternaria alternata are more frequently reported in immunosupressive hosts. In this report, a rarely seen cutaneous infection, caused by A. alternata in an immunocompetent patient was presented. The patient (71-years-old, male) was admitted to the dermatology

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