97134-48-0

Basic information

• Product Name: 1-(4-Benzyloxy-phenyl)-2-(4-benzyl-piperidin-1-yl)-propan-1-ol
• CAS NO: 97134-48-0
• Molecular Weight: 415.576
• Mol File: 97134-48-0.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-Benzyloxy-phenyl)-2-(4-benzyl-piperidin-1-yl)-propan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Benzyloxy-phenyl)-2-(4-benzyl-piperidin-1-yl)-propan-1-ol(97134-48-0)
• EPA Substance Registry System: 1-(4-Benzyloxy-phenyl)-2-(4-benzyl-piperidin-1-yl)-propan-1-ol(97134-48-0)

Safety Data

• Hazardous Substances Data: 97134-48-0(Hazardous Substances Data)

Upstream product

• 35133-39-2 1-(4-(benzyloxy)phenyl)-2-(4-benzylpiperidin-1-yl)propan-1-one 
• 31252-42-3 4-benzylpyperidine 
• 35081-45-9 1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone 
• 4495-66-3 4-benzyloxypropiophenone 
• 80361-35-9 1-(4-Benzyloxy-phenyl)-2-(4-benzyl-piperidin-1-yl)-propan-1-one; compound with oxalic acid 

Downstream Products

• 23210-56-2 (+/-)-Threo-Ifenprodil 
• 23210-56-2 (+/-)-Erythro-Ifenprodil 

Relevant articles and documents

Wavelength-dependent optoacoustic imaging probes for NMDA receptor visualisation

The cellular localisation and binding specificity of two NMDAR-targeted near-IR imaging probes has been examined by microscopy, followed by exemplification of MSOT to monitor simulated glutamate bursts in cellulo and a preliminary study in mice observing the signal in the brain.

Separation of α1 Adrenergic and N-Methyl-D-aspartate Antagonist Activity in a Series of Ifenprodil Compounds

Ifenprodil (1) represents a new class of N-methyl-D-aspartate (NMDA) antagonist.This drug also possesses potent activity at several other brain receptors (most notably α1 adrenergic receptors).We have prepared the enantiomers and diastereomers of ifenprodil along with a series of partial structures in order to explore the basic structure activity relations within this class of compounds.From this study, it is clear that α1 adrenergic and NMDA receptor activities may be separated by selection of the threo relative stereochemistry.Examination of the optical isomers of threo-ifenprodil (2) reveals that no further improvement in receptor selectivity is gained from either antipode.Individual removal of most of the structural fragments from the ifenprodil molecule generally results in less active compounds although fluorinated derivative 9 with threo relative stereochemistry is somewhat more potent and substantially more selective for the NMDA receptor.Finally a minimum structure for activity in this series (14) has been identified.This stripped-down version of ifenprodil possesses nearly equivalent affinity for the NMDA receptor with no selectivity over α1 adrenergic receptors.

THE STEREOSELECTIVE REDUCTION OF α-AMINOPROPIOPHENONE DERIVATIVES WITH SODIUM BOROHYDRIDE

The ratio of erythro and threo products from the sodium borohydride reduction of the hydrochlorides, and other acid salts, of α-aminopropiophenone derivatives was determined.It was found that this procedure resulted in stereoselective formation of erythro-2-amino-1-phenylpropanols in contrast to sodium borohydride reduction of the corresponding free bases.The method was successfully applied to the synthesis of dl-erythro-2-(4-benzylpiperidino)-1-(4-hydroxyphenyl)propanol which has been used as a vasodilator.