Bifonazole (CHEM018447)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:15:37 UTC
Update Date2016-11-09 01:15:48 UTC
Accession NumberCHEM018447
Identification
Common NameBifonazole
ClassSmall Molecule
DescriptionBifonazole is an azole antifungal drug.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
MycosporKegg
(+-)-1-(p,alpha-Diphenylbenzyl)imidazoleHMDB
(+-)1-([1,1'-Biphenyl]-4-ylphenylmethyl)-1H-imidazoleHMDB
1-((4-Biphenylyl)phenylmethyl)-1H-imidazoleHMDB
1-(alpha-(4-Biphenylyl)benzyl)imidazoleHMDB
1-(p,alpha-Diphenylbenzyl)imidazoleHMDB
Bay H 4502HMDB
TrifonazoleHMDB
Bay H-4502HMDB
BifomykHMDB
Canesten brand OF bifonazoleHMDB
MoldinaHMDB
BifokeyHMDB
AmycorHMDB
BifonHMDB
1-((4-Biphenylyl)-phenylmethyl)-1H-imidazoleHMDB
BifonazoleMeSH
Chemical FormulaC22H18N2
Average Molecular Mass310.392 g/mol
Monoisotopic Mass310.147 g/mol
CAS Registry Number60628-96-8
IUPAC Name1-[phenyl(4-phenylphenyl)methyl]-1H-imidazole
Traditional Namebifonazole
SMILESC1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1
InChI IdentifierInChI=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 KeyOCAPBUJLXMYKEJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Biphenyl
  • N-substituted imidazole
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0024 g/LALOGPS
logP4.92ALOGPS
logP5.23ChemAxon
logS-5.1ALOGPS
pKa (Strongest Basic)6.69ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.82 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity97.94 m³·mol⁻¹ChemAxon
Polarizability35.41 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-5390000000-e4c2cc6cae56617537f4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-1390000000-1be085eadfe1ca8da91fSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-0290000000-77357a487121e6eca52cSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00kf-2690000000-8eaa22839544d8c21308Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-0190000000-e6d6c0b5fe503dddd253Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0006-0190000000-3ae9b59e92f240780dcbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00mo-0390000000-a51627890f5ee3d59fc0Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-016u-0690000000-638b9db2c62befa6ae39Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-ab281a1f489d2fb34aafSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0006-0090000000-3ea4ea8a9498b1d690fcSpectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-ce3b2b6c33d8ebaf02d2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0006-0290000000-8ce42fb55e9371cbabbeSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00mo-0390000000-a681909daa0ba795fdf8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0019000000-1ed155ca50070bf808d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03e9-1196000000-3148221e700083a79d60Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00l6-7790000000-068a718f79a135af2528Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-7b71bb6cd9d86013bec1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4019000000-cbec756c0fe555fa04c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9110000000-d53ec0384758bd1f58abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0092000000-53df45db97da177a0eddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-62885933425afe021f27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-0190000000-fd7b7facc44de5c2a9bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-cb9e8f680fb5a0bbf97eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-cb9e8f680fb5a0bbf97eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-0090000000-825e0e35cb7e4395ba15Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB04794
HMDB IDHMDB0015583
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBifonazole
Chemspider ID2287
ChEBI ID78692
PubChem Compound ID2378
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. 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.
2. 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.
3. 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.
4. 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.