Chemical Component Summary

Name1-[PHENYL-(4-PHENYLPHENYL)-METHYL]IMIDAZOLE
SynonymsBIFONAZOLE
Identifiers1-[(S)-phenyl-(4-phenylphenyl)methyl]imidazole
FormulaC22 H18 N2
Molecular Weight310.392
TypeNON-POLYMER
Isomeric SMILESc1ccc(cc1)c2ccc(cc2)[C@H](c3ccccc3)n4ccnc4
InChIInChI=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/t22-/m0/s1
InChIKeyOCAPBUJLXMYKEJ-QFIPXVFZSA-N

Chemical Details

Formal Charge0
Atom Count42
Chiral Atom Count1
Bond Count45
Aromatic Bond Count24

Drug Info: DrugBank

DrugBank IDDB04794 
NameBifonazole
Groups
  • approved
  • investigational
DescriptionBifonazole is an azole antifungal drug.
Synonyms
  • 1-((4-Biphenylyl)phenylmethyl)-1H-imidazole
  • Bifonazole
  • 1-(p,alpha-Diphenylbenzyl)imidazole
  • 1-(alpha-(4-Biphenylyl)benzyl)imidazole
  • (+-)-1-(p,alpha-Diphenylbenzyl)imidazole
IndicationUsed for the treatment of various topical fungal infections, including athlete's foot (tinea pedis).
Categories
  • Anti-Infective Agents
  • Antifungal Agents
  • Antifungals for Dermatological Use
  • Antifungals for Topical Use
  • Azole Antifungals
ATC-Code
  • D01AC10
  • D01AC60
CAS number60628-96-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Cytochrome P450 51MAIVETVIDGINYFLSLSVTQQISILLGVPFVYNLVWQYLYSLRKDRAPL...unknowninhibitor
Cytochrome P450 2B6MELSVLLFLALLTGLLLLLVQRHPNTHDRLPPGPRPLPLLGNLLQMDRRG...unknown
Cytochrome P450 19A1MVLEMLNPIHYNITSIVPEAMPAATMPVLLLTGLFLLVWNYEGTSSIPGP...unknowninhibitor
Cytochrome P450 2E1MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...unknowninhibitor
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 5459391
ChEBI CHEBI:78694
CCDC/CSD KABDIC
COD 2227961