60628-96-8 Usage
Chemical Description
Bifonazole is an antifungal medication, while pyrazole is a heterocyclic organic compound.
Description
Bifonazole is a topically-active imidazole antifungal compound with broad-spectrum activity against various fungi, molds, yeasts, dimorphic fungi, and some Gram-positive bacteria. It is the first topical broad-spectrum antimycotic approved for once-daily administration and demonstrates potent inhibitory effects on cytochrome P450 aromatase, which is involved in estrogen biosynthesis. When applied topically, Bifonazole shows prolonged retention in the skin with minimal percutaneous absorption, thus minimizing its impact on aromatase.
Uses
Used in Antifungal Treatments:
Bifonazole is used as an imidazole antifungal agent for the treatment of various fungal infections, including dermatophytes, molds, yeasts, and dimorphic fungi. It inhibits the biosynthesis of ergosterol, an essential component of fungal cell membranes, and also acts as a calmodulin antagonist, leading to a reduction in glycolysis and ATP levels in infected cells.
Used in Antibacterial Applications:
Bifonazole is used as an antibacterial agent, effective against some Gram-positive bacteria. Its broad-spectrum activity and ability to inhibit essential cellular processes make it a valuable component in combating bacterial infections.
Used in Aromatase Inhibition:
Bifonazole is used as a potent inhibitor of cytochrome P450 aromatase, which catalyzes the biosynthesis of estrogens from androgens. Its topical application results in prolonged retention in the skin and minimal percutaneous absorption, thus reducing its systemic effects on aromatase and making it suitable for localized treatment of conditions related to estrogen levels.
Used in Drug Development:
Bifonazole is used as a research tool in the development of new drugs targeting C14orf1 and Cytochrome P450 2B4, as it has been identified as an inhibitor of these proteins. This makes it valuable for studying the mechanisms of action and potential therapeutic applications of these targets in various diseases and conditions.
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.
Therapeutic Function
Antifungal
Check Digit Verification of cas no
The CAS Registry Mumber 60628-96-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,6,2 and 8 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 60628-96:
(7*6)+(6*0)+(5*6)+(4*2)+(3*8)+(2*9)+(1*6)=128
128 % 10 = 8
So 60628-96-8 is a valid CAS Registry Number.
InChI:InChI=1/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
60628-96-8Relevant articles and documents
Controlling Multiple Active Sites on Pd?CeO2 for Sequential C?C Cross-coupling and Alcohol Oxidation in One Reaction System
Antink, Wytse Hooch,Bok, Jinsol,Cho, Sung-Pyo,Choi, Hyunwoo,Hyeon, Taeghwan,Jung, Yoon,Kim, Do Heui,Kim, Jiheon,Kim, Jongchan,Kim, Ju Hee,Kim, Sumin,Kim, Young Gyu,Ko, Wonjae,Kwak, Minjoon,Lee, Byoung-Hoon,Lee, Chan Woo,Lee, Eunwon,Lee, Kug-Seung,Lee, Seong Chan,Yim, Guk Hee,Yoo, Dongwon
, (2022/01/22)
Ceria (CeO2)-supported metal catalysts have been widely utilized for various single-step chemical transformations. However, using such catalysts for a multistep organic reaction in one reaction system has rarely been achieved. Here, we investigate multiple active sites on Pd?CeO2 catalysts and optimize them for a multistep reaction of C?C cross-coupling and alcohol oxidation. Atomic-level imaging and spectroscopic studies reveal that metallic Pd0 and Pd?CeO2 interface are active sites on Pd?CeO2 for C?C cross-coupling and oxidation, respectively. These active sites are controlled under the structural evolution of Pd?CeO2 during reductive heat-treatments. Accordingly, we found that optimally reduced Pd?CeO2 catalysts containing ~1.5 nm-sized Pd nanoclusters with both sites in balance are ideal for multistep chemical transformations in one reaction system. Our strategy to design supported metal catalysts leads to one-pot sequential synthetic protocols for pharmaceutical building blocks.
Preparation method of para-substituted aryl compound
-
, (2020/06/09)
The invention discloses a preparation method of a para-substituted aryl compound shown as a formula (I) which is described in the specfication. The preparation method is characterized by comprising the following step of: subjecting an aryl sulfonium salt shown as a formula (II) which is described in the specfication and boride to a coupling reaction in a solvent in an inert atmosphere under the action of alkali and a palladium catalyst to obtain the para-substituted aryl compound. According to the method, mono-substituted aromatic hydrocarbon is taken as a substrate, the aryl sulfonium salt isconstructed in situ, and the palladium catalyst catalyzes the aryl sulfonium salt constructed in situ to undergo the Suzuki-Miyaura coupling reaction, so a mono-substituted aromatic hydrocarbon para-arylation or alkenylation product is constructed quickly and efficiently. The method is mild in conditions, high in substrate universality and wide in tolerance of a heterocyclic coupling substrate.
Gold-Catalyzed Oxidative Biaryl Cross-Coupling of Organometallics
Liu, Kai,Li, Nian,Ning, Yunyun,Zhu, Chengjian,Xie, Jin
supporting information, p. 2718 - 2730 (2019/10/09)
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