932736-90-8

Basic information

• Product Name: (S*,R*)-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylicacidmethylester
• Synonyms: (±)-PPCC oxalate;(S*,R*)-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylicacidmethylester;(1R,2S)-rel-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)cyclopropanecarboxylic acid methyl ester;(±)-PPCC
• CAS NO: 932736-90-8
• Molecular Formula: C24H29NO3.C2H2O4
• Molecular Weight: 379
• Mol File: 932736-90-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Store at +4°C
• CAS DataBase Reference: (S*,R*)-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylicacidmethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (S*,R*)-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylicacidmethylester(932736-90-8)
• EPA Substance Registry System: (S*,R*)-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylicacidmethylester(932736-90-8)

Safety Data

• Hazardous Substances Data: 932736-90-8(Hazardous Substances Data)

Usage

Uses

(±)-PPCC Oxalate is a novel σ receptor ligand.

Upstream product

• 40807-61-2 4-hydroxy-4-phenylpiperidin 
• 1236217-59-6 (+)-methyl (1R,2S)-2-(bromomethyl)-1-(4-methylphenyl)cyclopropanecarboxylate 
• 1236217-61-0 (-)-methyl (1S,2R)-2-(bromomethyl)-1-(4-methylphenyl)cyclopropanecarboxylate 

Relevant articles and documents

Novel sigma receptor ligands: Synthesis and biological profile

The aim of the present study was to investigate the biological profile of new substituted 1-phenyl-2-cyclopropylmethylamines. High affinity for both σ subtypes was achieved when 4-phenylpiperidin-4-ol (4a-e) and 4-benzylpiperidine moieties were present (5

Synthesis and resolution of cis -(±)-methyl (1 R,2 S /1 S,2 R)-2-[(4-hydroxy-4-phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl) cyclopropanecarboxylate [(±)-PPCC)]: New σ receptor ligands with neuroprotective effect

The enantiomers of cis-(±)-methyl (1R,2S/1S,2R)-2-[(4-hydroxy-4- phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl)cyclopropanecarboxylate [1, (±)-PPCC], a selective - ligand, were synthesized. The (+)- and (?)-enantiomers bind predominantly to ?1 receptors and have a reduced ?2 affinity. Both individually restore the astroglial oxidative status modified by glutamate, counteracting also transglutaminase-2 overexpression. They exhibited in vivo anti-opioid effects on - opioid (KOP) receptor-mediated analgesia. Our findings demonstrate that the enantiomers display mainly ?1 agonist activity and that they have neuroprotective effects.