923956-66-5

Basic information

• Product Name: (1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone
• Synonyms: (1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone
• CAS NO: 923956-66-5
• Molecular Weight: 312.335
• Mol File: 923956-66-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone(923956-66-5)
• EPA Substance Registry System: (1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone(923956-66-5)

Safety Data

• Hazardous Substances Data: 923956-66-5(Hazardous Substances Data)

Upstream product

• 71233-25-5 ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate 
• 52763-21-0 ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride 
• 848591-74-2 (3SR,4SR)-1-t-butyl 4-ethyl (cis)-3-{[(1R)-1-phenylethyl]amino}-1,4-piperidinedicarboxylate 
• 388108-67-6 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester 
• 923956-59-6 (3S,4S)-4-hydroxymethyl-3-[(1R)-1-phenyl-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester 
• 923956-64-3 (1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 851526-80-2 (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis and structure-activity relationships of 3,8-diazabicyclo[4.2.0] octane ligands, potent nicotinic acetylcholine receptor agonists

A series of potent neuronal nicotinic acetylcholine receptor (nAChR) ligands based on a 3,8-diazabicyclo-[4.2.0]octane core have been synthesized and evaluated for affinity and agonist efficacy at the human high affinity nicotine recognition site (hα4β2) and in a rat model of persistent nociceptive pain (formalin model). Numerous analogs in this series exhibit picomolar affinity in radioligand binding assays and nanomolar agonist potency in functional assays, placing them among the most potent nAChR ligands known for the hα4β2 receptor. Several of the compounds reported in this study (i.e., 24, 25, 28, 30, 32, and 47) exhibit equivalent or greater affinity for the hα4β2 receptor relative to epibatidine, and like epibatidine, many exhibit robust analgesic efficacy in the rat formalin model of persistent pain.