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PHR1296

Bifonazole

Pharmaceutical Secondary Standard; Certified Reference Material

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
EC Number:
262-336-6
MDL number:
Technical Service
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Quality Level

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. B1110000

API family

bifonazole

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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

InChI key

OCAPBUJLXMYKEJ-UHFFFAOYSA-N

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Bifonazole is a substituted imidazole analog with therapeutic potential in treating invasive mucosal infections. It exhibits antifungal activity by suppressing the proliferation of dermatophytes, yeasts and fungi affecting the skin and nails. Its mode of action involves blocking the fungal ergosterol biosynthetic pathway and additional inhibition of terpenoid biosynthesis.

Application

Bifonazole may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using spectrophotometric technique.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

Analysis Note

These secondary standards offer multi-traceability to the US and EP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC3256 in the slot below. This is an example certificate only and may not be the lot that you receive.


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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



Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Validated spectrophotometric methods for the determination of bifonazole in pharmaceuticals by charge transfer complexation
Ismail SBN, et al.
Journal of the Association of Arab Universities for Basic and Applied Sciences, 19(1), 8-14 (2016)
Determination of bifonazole in creams containing methyl-and propyl p-hydroxybenzoate by derivative spectrophotometric method
Popovic G, et al.
Journal of Pharmaceutical and Biomedical Analysis, 33(1), 131-136 (2003)
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



Global Trade Item Number

SKUGTIN
PHR1296-1G04061835233502