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Bifonazole

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Bifonazole Basic information
Bifonazole Chemical Properties
  • Melting point:142℃
  • Boiling point:440.55°C (rough estimate)
  • Density 1.1150 (rough estimate)
  • refractive index 1.7620 (estimate)
  • storage temp. room temp
  • solubility Soluble in DMSO
  • form powder
  • pka6.55±0.22(Predicted)
  • color white to off-white
  • Merck 14,1213
  • CAS DataBase Reference60628-96-8(CAS DataBase Reference)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 22
  • WGK Germany 1
  • RTECS NI3517000
  • HS Code 29332900
  • ToxicityLD50 in male mice, rats (mg/kg): 2629, 2854 orally (Schlüter)
MSDS
Bifonazole Usage And Synthesis
  • DescriptionBifonazole 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 PropertiesWhite or almost white, crystalline powder.
  • OriginatorBayer (W. Germany)
  • Usesantibacterial
  • Manufacturing Process38.8g (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 nameMycospor (Bayer).
  • Therapeutic FunctionAntifungal
Bifonazole Preparation Products And Raw materials
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