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B3563

Sigma-Aldrich

Bifonazole

≥98% (HPLC)

Synonyme(s) :

1-(p,α-Diphenylbenzyl)imidazole

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About This Item

Formule empirique (notation de Hill):
C22H18N2
Numéro CAS:
60628-96-8
Poids moléculaire :
310.39
Numéro CE :
262-336-6
Numéro MDL:
MFCD00865567
Code UNSPSC :
12352200
ID de substance PubChem :
329773219
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

DMSO: >10 mg/mL

Auteur

Bayer

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

OCAPBUJLXMYKEJ-UHFFFAOYSA-N

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Actions biochimiques/physiologiques

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.
Bifonazole is used to treat several infections such as onychomycoses, otomycoses, erythrasma, psoriasis, sebopsoriasis, seborrhoeic dermatitis and rosacea. Bifonazole is also used as an important drug to treat melanoma.

Caractéristiques et avantages

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Clotrimazole and bifonazole detach hexokinase from mitochondria of melanoma cells
Penso J and Beitner R
European Journal of Pharmacology, 342(1), 113-117 (1998)
Sai Hu et al.
International journal of molecular medicine, 47(5) (2021-03-12)
Radioresistance is the predominant cause for radiotherapy failure and disease progression, resulting in increased breast cancer‑associated mortality. Using gene expression signature analysis of the Library of Integrated Network‑Based Cellular Signatures (LINCS) and Gene Expression Omnibus (GEO), the aim of the
Yonghong Zhao et al.
The Journal of biological chemistry, 281(9), 5973-5981 (2005-12-24)
To better understand ligand-induced structural transitions in cytochrome P450 2B4, protein-ligand interactions were investigated using a bulky inhibitor. Bifonazole, a broad spectrum antifungal agent, inhibits monooxygenase activity and induces a type II binding spectrum in 2B4dH(H226Y), a modified enzyme previously
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
Shinichi Watanabe et al.
Mycoses, 49(3), 236-241 (2006-05-10)
The aim of the study was to compare the efficacy and safety of luliconazole 1% cream and bifonazole 1% cream as applied in the treatment of tinea pedis (interdigital-type and plantar-type). A multi-clinic, randomised single-blind, parallel group study with 34
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