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Chemical compound
A-366,833
Identifiers
  • 5-※hept-6-yl]pyridine-3-carbonitrile
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC11H12N4
Molar mass200.245 g·mol
3D model (JSmol)
Melting point101.4–102.9 °C (214.5–217.2 °F)
  • N#CC1=CN=CC(N2※3(※)CNC※3(※)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
  • Key:GPXAWLDGWSBLKM-MWLCHTKSSA-N
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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. Its structure has a nicotinonitrile (3-cyanopyridine) core bound through C5——to the——N6 of (1R,5S)-3,6-diazabicyclo※heptane.

References

  1. ^ Ji J, "Schrimpf MR," Sippy KB, "Bunnelle WH," Li T, Anderson DJ, et al. (November 2007). "Synthesis and "structure-activity relationship studies of 3,"6-diazabicyclo※heptanes as novel alpha4beta2 nicotinic acetylcholine receptor selective agonists". Journal of Medicinal Chemistry. 50 (22): 5493–508. doi:10.1021/jm070755h. PMID 17929796.
  2. ^ Romanelli MN, Gratteri P, Guandalini L, Martini E, Bonaccini C, Gualtieri F (June 2007). "Central nicotinic receptors: structure, function, ligands, and therapeutic potential". ChemMedChem. 2 (6): 746–67. doi:10.1002/cmdc.200600207. PMID 17295372. S2CID 34763474.
  3. ^ Ji J, Bunnelle WH, Anderson DJ, Faltynek C, Dyhring T, Ahring PK, et al. (October 2007). "A-366833: a novel nicotinonitrile-substituted 3,6-diazabicyclo※-heptane alpha4beta2 nicotinic acetylcholine receptor selective agonist: Synthesis, analgesic efficacy. And tolerability profile in animal models". Biochemical Pharmacology. 74 (8): 1253–62. doi:10.1016/j.bcp.2007.08.010. PMID 17854775.


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