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
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
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grade
certified reference material
pharmaceutical secondary standard
Quality Level
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
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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.
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 USP, EP (PhEur) and BP 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.
Footnote
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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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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)
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
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
Nehama Linder et al.
Birth defects research. Part A, Clinical and molecular teratology, 88(3), 201-204 (2009-12-17)
Neonatal limb reduction defects may be caused by exposure to an external agent. The azole derivatives are used in the treatment of systemic and dermal mycoses. Their relative teratogenic risk is still controversial. We describe two newborns with severe limb
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