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Namespace Prefixes

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Statements

Subject Item
n2:DB04794
rdf:type
n3:Drug
n3:description
Bifonazole is an azole antifungal drug. [Wikipedia]
n3:generalReferences
# 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":http://www.ncbi.nlm.nih.gov/pubmed/16681817 # 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":http://www.ncbi.nlm.nih.gov/pubmed/11767287 # 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":http://www.ncbi.nlm.nih.gov/pubmed/10907343 # 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":http://www.ncbi.nlm.nih.gov/pubmed/6372801
n3:group
approved
n3:halfLife
1-2 hours
n3:indication
Used for the treatment of various topical fungal infections, including athlete's foot (tinea pedis).
owl:sameAs
n16:DB04794 n17:DB04794
dcterms:title
Bifonazole
adms:identifier
n7:2287 n10:DB04794 n11:50128548 n12:46507284 n13:TMI n14:2378 n18:Bifonazole n21:PA164746464
n3:mechanismOfAction
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.
n3:synonym
1-(alpha-(4-Biphenylyl)benzyl)imidazole Bay h 4502 Bifonazol (+-)-1-(p,alpha-Diphenylbenzyl)imidazole Mycospor Bifonazolum (+-)1-([1,1'-Biphenyl]-4-ylphenylmethyl)-1H-imidazole 1-((4-Biphenylyl)phenylmethyl)-1H-imidazole Trifonazole 1-(p,alpha-Diphenylbenzyl)imidazole
n3:synthesisReference
Regal, E., Draber, W., Buchel, K.H.and Plempel, M.; U.S. Patent 4,118,487; October 3,1978; assigned to Bayer A.G.
n8:hasConcept
n9:M0111352
n3:IUPAC-Name
n5:271B541D-363D-11E5-9242-09173F13E4C5
n3:InChI
n5:271B5423-363D-11E5-9242-09173F13E4C5
n3:Molecular-Formula
n5:271B5422-363D-11E5-9242-09173F13E4C5
n3:Molecular-Weight
n5:271B541F-363D-11E5-9242-09173F13E4C5
n3:Monoisotopic-Weight
n5:271B5420-363D-11E5-9242-09173F13E4C5
n3:SMILES
n5:271B5421-363D-11E5-9242-09173F13E4C5
n3:Water-Solubility
n5:271B541B-363D-11E5-9242-09173F13E4C5
n3:logP
n5:271B5419-363D-11E5-9242-09173F13E4C5 n5:271B541C-363D-11E5-9242-09173F13E4C5 n5:271B5433-363D-11E5-9242-09173F13E4C5
n3:logS
n5:271B541A-363D-11E5-9242-09173F13E4C5
n19:hasATCCode
n20:D01AC10
n3:H-Bond-Acceptor-Count
n5:271B5429-363D-11E5-9242-09173F13E4C5
n3:H-Bond-Donor-Count
n5:271B542A-363D-11E5-9242-09173F13E4C5
n3:InChIKey
n5:271B5424-363D-11E5-9242-09173F13E4C5
n3:Polar-Surface-Area--PSA-
n5:271B5425-363D-11E5-9242-09173F13E4C5
n3:Polarizability
n5:271B5427-363D-11E5-9242-09173F13E4C5
n3:Refractivity
n5:271B5426-363D-11E5-9242-09173F13E4C5
n3:Rotatable-Bond-Count
n5:271B5428-363D-11E5-9242-09173F13E4C5
n3:absorption
Very low absorption following topical administration (0.6% of an applied dose). In cases of skin lesions absorption is increased (2.5%).
n3:affectedOrganism
Fungi
n3:casRegistryNumber
60628-96-8
n3:category
n3:Bioavailability
n5:271B542E-363D-11E5-9242-09173F13E4C5
n3:Ghose-Filter
n5:271B5430-363D-11E5-9242-09173F13E4C5
n3:MDDR-Like-Rule
n5:271B5431-363D-11E5-9242-09173F13E4C5
n3:Melting-Point
n5:271B5432-363D-11E5-9242-09173F13E4C5
n3:Number-of-Rings
n5:271B542D-363D-11E5-9242-09173F13E4C5
n3:Physiological-Charge
n5:271B542C-363D-11E5-9242-09173F13E4C5
n3:Rule-of-Five
n5:271B542F-363D-11E5-9242-09173F13E4C5
n3:Traditional-IUPAC-Name
n5:271B541E-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-basic-
n5:271B542B-363D-11E5-9242-09173F13E4C5