35133-39-2

Usage

Chemical structure

A complex structure composed of a propanone backbone and attached phenylmethoxy and phenylmethylpiperidino groups.

Potential applications

May have potential applications in the pharmaceutical industry, particularly in the development of new drugs or therapeutic agents.

Pharmacological properties

Important to carefully study its pharmacological properties and potential effects on biological systems due to its structure and the presence of multiple aromatic rings and functional groups.

Relevance in organic synthesis

May have relevance in the field of organic synthesis and chemical research, as it represents an interesting and challenging target for synthetic chemistry.

Further investigation

The compound has intricate chemical characteristics that warrant further investigation and exploration.

InChI:InChI=1/C28H31NO2/c1-22(29-18-16-24(17-19-29)20-23-8-4-2-5-9-23)28(30)26-12-14-27(15-13-26)31-21-25-10-6-3-7-11-25/h2-15,22,24H,16-21H2,1H3

Upstream product

• 31252-42-3 4-benzylpyperidine 
• 35081-45-9 1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone 
• 4495-66-3 4-benzyloxypropiophenone 

Downstream Products

• 74991-35-8 (1R,2R)-1-(4-(benzyloxy)phenyl)-2-(4-benzylpiperidin-1-yl)propan-1-ol 
• 74991-35-8 (1R,2S)-1-(4-Benzyloxy-phenyl)-2-(4-benzyl-piperidin-1-yl)-propan-1-ol 
• 74991-32-5 (RS)-2-(4-benzylpiperidin-1-yl)-1-(4-hydroxyphenyl)propan-1-one 
• 23210-56-2 (+/-)-Erythro-Ifenprodil 
• 23210-56-2 (+/-)-Threo-Ifenprodil 

Relevant academic research and scientific papers

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.

NIS-catalyzed reactions: Amidation of acetophenones and oxidative amination of propiophenones

Single-step amination: The N-iodosuccinimide (NIS)-catalyzed amidation of acetophenone derivatives by using tert-butylhydroperoxide (TBHP) as an oxidant is presented. A variety of acetyl derivatives of heterocyclic compounds were easily converted to their corresponding ketoamides under these conditions. A new, NIS-catalyzed amination of propiophenone and its derivatives in the presence of TBHP to furnish the corresponding 2-aminoketone derivatives is the first reported single-step amination of propiophenone derivatives. Copyright

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.