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Short description : Chemical compound
A-366,833 Identifiers
5-[(1R ,5S )-3,6-Diazabicyclo[3.2.0]hept-6-yl]pyridine-3-carbonitrile
CAS Number PubChem CID ChemSpider UNII ChEMBL Chemical and physical data Formula C 11 H 12 N 4 Molar mass 200.239 g·mol−1 3D model (JSmol ) Melting point 101.4–102.9 °C (214.5–217.2 °F) [1]
N#CC1=CN=CC(N2[C@]3([H])CNC[C@]3([H])C2)=C1
InChI=1S/C11H12N4/c12-2-8-1-10(5-13-3-8)15-7-9-4-14-6-11(9)15/h1,3,5,9,11,14H,4,6-7H2/t9-,11-/m1/s1
N Key:GPXAWLDGWSBLKM-MWLCHTKSSA-N
N
N Y (what is this?) (verify)
A-366,833 is a drug developed by Abbott , which acts as an agonist at neural nicotinic acetylcholine receptors selective for the α4β2 subtype, and has been researched for use as an analgesic , although it has not passed clinical trials.[2] Its structure has a nicotinonitrile (3-cyanopyridine) core bound through C5 to the N6 of (1R ,5S )-3,6-diazabicyclo[3.2.0]heptane.[3]
References
↑ "Synthesis and structure-activity relationship studies of 3,6-diazabicyclo[3.2.0]heptanes as novel alpha4beta2 nicotinic acetylcholine receptor selective agonists". Journal of Medicinal Chemistry 50 (22): 5493–508. November 2007. doi :10.1021/jm070755h . PMID 17929796 .
↑ "Central nicotinic receptors: structure, function, ligands, and therapeutic potential". ChemMedChem 2 (6): 746–67. June 2007. doi :10.1002/cmdc.200600207 . PMID 17295372 .
↑ "A-366833: a novel nicotinonitrile-substituted 3,6-diazabicyclo[3.2.0]-heptane alpha4beta2 nicotinic acetylcholine receptor selective agonist: Synthesis, analgesic efficacy and tolerability profile in animal models". Biochemical Pharmacology 74 (8): 1253–62. October 2007. doi :10.1016/j.bcp.2007.08.010 . PMID 17854775 .
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A-84,543
A-366,833
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