31233-64-4

Basic information

• Product Name: alpha-(phenylmethyl)[1,1'-biphenyl]-4-methanol
• Synonyms: alpha-(phenylmethyl)[1,1'-biphenyl]-4-methanol;α-(Phenylmethyl)-[1,1'-biphenyl]-4-methanol
• CAS NO: 31233-64-4
• Molecular Formula: C₂₀H₁₈O
• Molecular Weight: 274.35632
• EINECS: 250-521-4
• Mol File: 31233-64-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: alpha-(phenylmethyl)[1,1'-biphenyl]-4-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-(phenylmethyl)[1,1'-biphenyl]-4-methanol(31233-64-4)
• EPA Substance Registry System: alpha-(phenylmethyl)[1,1'-biphenyl]-4-methanol(31233-64-4)

Safety Data

• Hazardous Substances Data: 31233-64-4(Hazardous Substances Data)

Upstream product

• 2001-23-2 1-(biphenyl-4-yl)-2-phenylethanone 
• 1589-82-8 phenylmagnesium bromide 
• 3218-36-8 4-Phenylbenzaldehyde 

Downstream Products

• 99369-33-2 1-(1-Biphenyl-4-yl-2-phenyl-ethyl)-1H-imidazole 
• 69716-53-6 2-(Biphenyl-4-yl)-1,2-dihydro-naphthalin 
• 56181-67-0 3-(1,1'-biphenyl)-4-yl-1-bromo-1,2,3,4-tetrahydronaphthalene 
• 56181-63-6 [1-(biphenyl-4-yl)-2-phenylethyl]malonic acid 
• 56181-65-8 3-(Biphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-one 
• 21175-18-8 4-styrylbiphenyl 
• 56181-61-4 4-(1-bromo-2-phenylethyl)-1,1'-biphenyl 

Relevant articles and documents

Synthesis, biological evaluation, and molecular modeling studies of methylene imidazole substituted biaryls as inhibitors of human 17α-hydroxylase-17,20-lyase (CYP17)-Part II: Core rigidification and influence of substituents at the methylene bridge

Thirty-five novel substituted imidazolyl methylene biphenyls have been synthesized as CYP17 inhibitors for the potential treatment of prostate cancer. Their activities have been tested with recombinant human CYP17 expressed in Escherichia coli. Promising compounds were tested for selectivity against CYP11B1, CYP11B2, and hepatic CYP enzymes 3A4, 1A2, 2B6 and 2D6. The core rigidified compounds (30-35) were the most active ones, being much more potent than Ketoconazole and reaching the activity of Abiraterone. However, they were not very selective. Another rather potent and more selective inhibitor (compound 23, IC50 = 345 nM) was further examined in rats regarding plasma testosterone levels and pharmacokinetic properties. Compared to the reference Abiraterone, 23 was more active in vivo, showed a longer plasma half-life (10 h) and a higher bioavailability. Using our CYP17 homology protein model, docking studies with selected compounds were performed to study possible interactions between inhibitors and amino acid residues of the active site.