Bifonazole

CAS No:
60628-96-8 Categories: , ,
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Product Details:

  • CAS No: 60628-96-8
  • AHFC code:
  • Synonyms: (+-)-1-(p,alpha-Diphenylbenzyl)imidazole (+-)1-([1,1'-Biphenyl]-4-ylphenylmethyl)-1H-imidazole 1-((4-Biphenylyl)phenylmethyl)-1H-imidazole 1-(alpha-(4-Biphenylyl)benzyl)imidazole 1-(p,alpha-Diphenylbenzyl)imidazole Bay h 4502 Bifonazol [inn-spanish] Bifonazolum [inn-latin] Trifonazole
  • ATC Code:
  • Chemical Formula: C21H31N5O2
  • Molecular Weight: 310.3917
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB04794
  • SMILES: C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1
  • InChl: OCAPBUJLXMYKEJ-UHFFFAOYSA-N
  • PubChem: 2378
  • IUPAC: 1-[phenyl(4-phenylphenyl)methyl]-1H-imidazole

Additional Details

Indication:
Used for the treatment of various topical fungal infections, including athlete's foot (tinea pedis).
Pharmacodynamics:
Bifonazole is a type of antifungal medicine known as an imidazole. It kills fungi and yeasts by interfering with their cell membranes.
Mode of Action:
Bifonazole works by inhibiting the production of a substance called ergosterol, which is an essential component of fungal cell membranes.It acts to destabilize the fungal cyctochrome p450 51 enzyme (also known as Lanosterol 14-alpha demethylase). This is vital in the cell membrance structure of the fungus. Its inhibition leads to cell lysis. The disruption in production of ergosterol disrupts the cell membrane and causes holes to appear. The cell membranes of fungi are vital for their survival. They keep unwanted substances from entering the cells and stop the contents of the cells from leaking out. As bifonazole causes holes to appear in the cell membranes, essential constituents of the fungal cells can leak out. This kills the fungi.
Metabolism:
Hepatic.
Toxicity:
General Reference:
Watanabe S, Takahashi H, Nishikawa T, Takiuchi I, Higashi N, Nishimoto K, Kagawa S, Yamaguchi H, Ogawa H: A comparative clinical study between 2 weeks of luliconazole 1% cream treatment and 4 weeks of bifonazole 1% cream treatment for tinea pedis. Mycoses. 2006 May;49(3):236-41. Pubmed Cho KJ, Su W, Chen WC, Law YP, Fang HC, Liu CP, Cheng JS, Lee KC, Lo YK, Chang HT, Huang JK, Jan CR: Mechanism of bifonazole-induced [Ca2+]i increases in MDCK renal tubular cells. Chin J Physiol. 2001 Sep 30;44(3):97-101. Pubmed Tanuma H, Doi M, Sato N, Nishiyama S, Abe M, Kume H, Katsuoka K: Bifonazole (Mycospor cream) in the treatment of moccasin-type tinea pedis. Comparison between combination therapy of bifonazole cream + 10% urea ointment (Urepearl) and occlusive dressing therapy with the same agents. Mycoses. 2000;43(3-4):129-37. Pubmed Berg D, Regel E, Harenberg HE, Plempel M: Bifonazole and clotrimazole. Their mode of action and the possible reason for the fungicidal behaviour of bifonazole. Arzneimittelforschung. 1984;34(2):139-46. Pubmed
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