5602-69-7

Basic information

• Product Name: 1-methyl-4-oxo-2,6-diphenyl-piperidine-3,5-dicarboxylic acid dimethyl ester
• CAS NO: 5602-69-7
• Molecular Weight: 381.428
• Mol File: 5602-69-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-methyl-4-oxo-2,6-diphenyl-piperidine-3,5-dicarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-oxo-2,6-diphenyl-piperidine-3,5-dicarboxylic acid dimethyl ester(5602-69-7)
• EPA Substance Registry System: 1-methyl-4-oxo-2,6-diphenyl-piperidine-3,5-dicarboxylic acid dimethyl ester(5602-69-7)

Safety Data

• Hazardous Substances Data: 5602-69-7(Hazardous Substances Data)

Upstream product

• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 100-52-7 benzaldehyde 
• 74-89-5 methylamine 

Downstream Products

• 124189-54-4 dimethyl 2,4-diphenyl-3,7-dimethyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylate 
• 1046786-18-8 (1R,2R,4S,5S)-3-methyl-9-oxo-2,4-diphenyl-7-((S)-1-phenylethyl)-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Conformational and configurational behaviour of κ-agonistic 3,7-diazabicyclo[3.3.1]nonan-9-ones - Synthesis, nuclear magnetic resonance studies and semiempirical PM3 calculations

2,4-Diaryl substituted 3,7-diazabicyclo[3.3.1]nonan-9-one 1,5-diesters were found to have a high affinity for κ-opioid receptors. To develop highly potent analgesics, the purpose of this study was the synthesis and the structural characterisation of the novel 2,4-bis(4-nitrophenyl), 2,4-bis(3-nitrophenyl), 2,4-bis(4-quinolyl), 2,4-bis(2-quinolyl), 2,4-bis(1-naphthyl) and 2,4-bis(2-naphthyl) substituted 3,7-diazabicyclo[3.3.1]nonan-9-one 1,5-diesters by means of NMR spectroscopy and molecular modelling. It could be proved that several derivatives undergo trans-cis-isomerisation of the aromatic rings linked to the rigid skeleton whereas others show rotational isomerisation. Semiempirical quantum-chemical PM3 calculations were performed to analyse the thermodynamic stability of the isomers as well as the mechanism of the trans-cis-or cis-trans-conversion.