184350-99-0

Basic information

• Product Name: (1R,5S)-9-Methyl-3-phenyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester
• Synonyms: (1R,5S)-9-Methyl-3-phenyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester
• CAS NO: 184350-99-0
• Molecular Weight: 271.359
• Mol File: 184350-99-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,5S)-9-Methyl-3-phenyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,5S)-9-Methyl-3-phenyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester(184350-99-0)
• EPA Substance Registry System: (1R,5S)-9-Methyl-3-phenyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester(184350-99-0)

Safety Data

• Hazardous Substances Data: 184350-99-0(Hazardous Substances Data)

Upstream product

• 184350-92-3 (1R,5S)-9-Methyl-3-trifluoromethanesulfonyloxy-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester 
• 98-80-6 phenylboronic acid 
• 184351-01-7 (1R,5S)-3-Hydroxy-9-methyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester 
• 184350-91-2 3-Hydroxy-9-methyl-9-aza-bicyclo[3.3.1]non-2-ene-2-carboxylic acid methyl ester 
• 552-70-5 pseudopelletierine 

Relevant articles and documents

Synthesis and dopamine transporter affinity of 2-(methoxycarbonyl)-9-methyl-3-phenyl-9-azabicyclo[3.3.1]nonane derivatives

A series of 9-methyl-3β-phenyl-2-substituted-9-azabicyclo[3.3.1]nonane derivatives were synthesized and evaluated as cocaine-binding site ligands at the dopamine transporter (DAT). The conformation of the bicyclic structures and the stereochemistry of the substituents were determined by NMR and X-ray crystallography. The in vitro binding affinity (Ki) of the 9-azabicyclo[3.3.1]nonane derivatives was measured in rat caudate-putamen tissue, and they were found to be 100-fold (Ki = 2-14 μM) less potent than cocaine and other tropane analogs. From these results it is evident that the cocaine-binding site at the DAT is very sensitive to structural modifications of the unsubstituted methylene bridge [C(6)-C(7)] of cocaine and cocaine-like compounds.