86112-02-9

Upstream product

• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 89-98-5 2-chloro-benzaldehyde 
• 74-89-5 methylamine 

Downstream Products

• 97564-83-5 (1R,2S,3S,4R,5S,7S)-7-sec-Butyl-2,4-bis-(2-chloro-phenyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-83-5 (1R,2S,3S,4R,5S,7R)-7-sec-Butyl-2,4-bis-(2-chloro-phenyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-89-1 (1R,2S,3S,4R,5S,7S)-7-Adamantan-1-yl-2,4-bis-(2-chloro-phenyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-89-1 (1R,2S,3S,4R,5S,7R)-7-Adamantan-1-yl-2,4-bis-(2-chloro-phenyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-87-9 (1S,2R,3S,4S,5R,7S)-2,4-Bis-(2-chloro-phenyl)-7-cyclooctyl-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-87-9 (1S,2R,3S,4S,5R,7R)-2,4-Bis-(2-chloro-phenyl)-7-cyclooctyl-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-85-7 (1S,2R,3S,4S,5R,7S)-2,4-Bis-(2-chloro-phenyl)-7-cyclohexyl-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-85-7 (1S,2R,3S,4S,5R,7R)-2,4-Bis-(2-chloro-phenyl)-7-cyclohexyl-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-88-0 (1R,2S,3S,4R,5S,7S)-7-tert-Butyl-2,4-bis-(2-chloro-phenyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-88-0 (1R,2S,3S,4R,5S,7R)-7-tert-Butyl-2,4-bis-(2-chloro-phenyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-84-6 (1R,2S,3S,4R,5S,7S)-2,4-Bis-(2-chloro-phenyl)-7-cyclopentyl-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-84-6 (1R,2S,3S,4R,5S,7R)-2,4-Bis-(2-chloro-phenyl)-7-cyclopentyl-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-81-3 (1R,2S,3S,4R,5S,7S)-2,4-Bis-(2-chloro-phenyl)-7-(2-methoxy-ethyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 
• 97564-81-3 (1R,2S,3S,4R,5S,7R)-2,4-Bis-(2-chloro-phenyl)-7-(2-methoxy-ethyl)-3-methyl-9-oxo-3,7-diaza-bicyclo[3.3.1]nonane-1,5-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Synthesis and opioid receptor affinity of a series of 2,4-diaryl-substituted 3,7-diazabicylononanones

3,7-Diazabicyclo[3.3.1]nonan-9-ones having aryl rings in positions 2 and 4 with systematically varied substituents were synthesized using a double Mannich procedure. Radioligand binding assays were performed to measure the affinity of the compounds to the μ-, δ-, and κ-opioid receptors. The affinity of all 2,4-diphenyl-substituted 3,7-diazabicyclo[3.3.1]nonan-9-ones to the μ- and δ-receptors was found to be low. In contrast, with exception of the nitro- and cyanophenyl-substituted compounds, most of the diazabicycles showed considerable affinity for the κ-receptor. In particular, the m-fluoro-, p-methoxy-, and m-hydroxy-substituted compounds have an affinity in the submicromolar range. Due to solubility problems in aqueous media, salts of HZ2 were synthesized. The methiodide shows high κ-affinity and may, thus, be a promising candidate for development of a peripheral κ-agonist, e.g. for use in the case of rheumatoid arthritis.