ChemicalBook--->CAS DataBase List--->60628-96-8

60628-96-8

60628-96-8 Structure

60628-96-8 Structure
IdentificationMore
[Name]

Bifonazole
[CAS]

60628-96-8
[Synonyms]

1[4,ALPHA-DIPHENYLBENZYL]-IMIDAZOLE
1-[P,ALPHA-DIPHENYLBENZYL]IMIDAZOLE
1-[phenyl-(4-phenylphenyl)-methyl]imidazole
BIFONAZOLE
mycospor
1-((1,1’-biphenyl)-4-ylphenylmethyl)-1h-imidazol
1-((4-biphenylyl)phenylmethyl)-1h-imidazole
1-(alpha-(4-biphenylyl)benzyl)-imidazol
1-(alpha-(4-biphenylyl)benzyl)imidazole
1-[(1,1’-biphenyl)-4-ylphenylmethyl]-1H-Imidazole
bayh4502
bifonazol
Biphenylylbenzylazole
trifonazole
1-(p,α-diphenylbenzyl)imidazole
BIFONAZOLE(PATENT-NOSUPPLY)
1-[α-(4-biphenyl)benzyl]-1H-imidazole
1H-Imidazole, 1-([1,1'-biphenyl]-4-ylphenylmethyl)-
Amycor
A-One-L
[EINECS(EC#)]

262-336-6
[Molecular Formula]

C22H18N2
[MDL Number]

MFCD00865567
[Molecular Weight]

310.39
[MOL File]

60628-96-8.mol
Chemical PropertiesBack Directory
[Appearance]

White or almost white, crystalline powder.
[Melting point ]

142℃
[Boiling point ]

440.55°C (rough estimate)
[density ]

1.1150 (rough estimate)
[refractive index ]

1.7620 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Soluble in DMSO
[form ]

powder
[pka]

6.55±0.22(Predicted)
[color ]

white to off-white
[Merck ]

14,1213
[LogP]

4.770
[CAS DataBase Reference]

60628-96-8(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

1
[RTECS ]

NI3517000
[HS Code ]

29332900
[Toxicity]

LD50 in male mice, rats (mg/kg): 2629, 2854 orally (Schlüter)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Biphenyl-->2,2'-Bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole-->Thionyl chloride-->Imidazole-->Sodium borohydride-->4-Benzoylbiphenyl-->alpha-phenyl[1,1'-biphenyl]-4-methanol-->4-(chlorophenylmethyl)-1,1'-biphenyl-->4-BENZYLBIPHENYL-->4-BENZYLANILINE-->PHENYLTRIMETHYLSILANE
Hazard InformationBack Directory
[Description]

Bifonazole represents the first topical broad spectrum antimycotic approved for once daily administration. Its in vitro activity appears equivalent to its structural relative clotrimazole, being effective against dermatophytes, other filamentous fungi, dimorphic fungi and yeasts.
[Chemical Properties]

White or almost white, crystalline powder.
[Originator]

Bayer (W. Germany)
[Uses]

antibacterial
[Definition]

ChEBI: 1-[biphenyl-4-yl(phenyl)methyl]imidazole is a member of the class of imidazoles carrying an alpha-(biphenyl-4-yl)benzyl substituent at position 1. It is a member of imidazoles and a member of biphenyls.
[Manufacturing Process]

38.8g (0.15 mol) of 4-phenylbenzophenone are dissolved in 200 ml of ethanol and 39 (0.075 mol) of sodium borohydride are added. After heating for 15 hours under reflux, and allowing to cool, the reaction mixture is hydrolyzed with water containing a little hydrochloric acid. The solid thereby produced is purified by recrystallization from ethanol. 36 g (89% of theory) of (biphenyl- 4-yl)-phenyl-carbinol [alternatively named as diphenyl-phenyl carbinol or α- (biphenyl-4-yl)benzylalcohol] of melting point 72°-73°C are obtained.
13.6 g (0.2 mol) of imidazole are dissolved in 150 ml of acetonitrile and 3.5 ml of thionyl chloride are added at 10°C. 13 g (0.05 mol) of (biphenyl-4-yl)- phenyl-carbinol are added to the solution of thionyl-bis-imidazole thus obtained. After standing for 15 hours at room temperature, the solvent is removed by distillation in vacuo. The residue is taken up in chloroform and the solution is washed with water. The organic phase is collected, dried over sodium sulfate and filtered and the solvent is distilled off in vacuo. The oily residue is dissolved in ethyl acetate and freed from insoluble, resinous constituents by filtration. The solvent is again distilled off in vacuo and the residue is purified by recrystallization from acetonitrile, 8.7 g (56% of theory) of (biphenyl-4-yl)-imidazol-1-yl-phenylmethane [alternatively named as diphenyl-imidazolyl-(1)-phenyl-methane or as 1-(α-biphenyl-4- ylbenzyl)imidazole] of melting point 142°C are obtained.
[Brand name]

Mycospor (Bayer).
[Therapeutic Function]

Antifungal
Spectrum DetailBack Directory
[Spectrum Detail]

Bifonazole(60628-96-8)1HNMR
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