134905-78-5

Basic information

• Product Name: (+)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane
• CAS NO: 134905-78-5
• Molecular Weight: 374.321
• Mol File: 134905-78-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane(134905-78-5)
• EPA Substance Registry System: (+)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane(134905-78-5)

Safety Data

• Hazardous Substances Data: 134905-78-5(Hazardous Substances Data)

Upstream product

• 2294-43-1 1-allyl-4-bromo-benzene 
• 62826-21-5 2-[(4-bromophenyl)methyl]oxirane 
• 134905-78-5 3-(4-bromophenyl)-2-hydroxy-1-[1-(4-phenylpiperidinyl)]propane 
• 771-99-3 4-phenylpiperidine 

Downstream Products

• 134905-78-5 (-)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane 
• 134905-78-5 (+)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane 

Relevant articles and documents

Acyclic analogues of 2-(4-phenylpiperidino)cyclohexanol (vesamicol): Conformationally mobile inhibitors of vesicular acetylcholine transport

Several 1,3-disubstituted propan-2-ols and one α,β-disubstituted ethanol (11i) were synthesized and evaluated as potential acyclic mimics of the vesicular acetylcholine transport inhibitor 2-(4-phenylpiperidinyl)cyclohexanol (1, vesamicol, AH5183). Analogues containing the 4-phenylpiperidyl fragment (11a, 11b) were more potent than those containing the 4-phenylpiperazyl moiety (11e, 11f). Substitution at the second terminal carbon of the propyl (or ethyl) fragment with simple lipophilic aryl substituents yielded potent inhibitors of vesicular acetylcholine storage, including (-)-11a and d-11i, which are equipotent with vesamicol. However, the activity of analogues containing bicyclic aryl groups was susceptible to aryl substitution patterns (11g vs 11h), indicating a definite receptor site topography. In addition, the inhibitory activity of these acyclic analogues was enantioselective, exhibiting a preference, similar to the parent vesamicol, for the levorotatory isomer [(-)-11a vs (+)-11a]. Therefore, the simple lipophilic acyclic vicinal amino alcohols may successfully mimic the biological activity of vesamicol.