A-366,833

A-366,833
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
Formula C11H12N4
Molar mass 200.239
3D model (JSmol)
Melting point 101.4–102.9 °C (214.5–217.2 °F) [1]
 NY (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

  1. Ji, Jianguo; Schrimpf, Michael R.; Sippy, Kevin B.; Bunnelle, William H.; Li, Tao; Anderson, David J.; Faltynek, Connie; Surowy, Carol S.; Dyhring, Tino; Ahring, Philip K.; Meyer, Michael D. (2007). "Synthesis and Structure−Activity Relationship Studies of 3,6-Diazabicyclo[3.2.0]heptanes as Novel α4β2 Nicotinic Acetylcholine Receptor Selective Agonists". Journal of Medicinal Chemistry. 50 (22): 5493–5508. doi:10.1021/jm070755h. PMID 17929796.
  2. Romanelli, M. Novella; Gratteri, Paola; Guandalini, Luca; Martini, Elisabetta; Bonaccini, Claudia; Gualtieri, Fulvio (2007). "Central nicotinic receptors: structure, function, ligands, and therapeutic potential". ChemMedChem. 2 (6): 746–767. doi:10.1002/cmdc.200600207. PMID 17295372.
  3. Ji, Jianguo; Bunnelle, William H.; Anderson, David J.; Faltynek, Connie; Dyhring, Tino; Ahring, Philip K.; Rueter, Lynne E.; Curzon, Peter; Buckley, Michael J.; Marsh, Kennan C.; Kempf-Grote, Anita; Meyer, Michael D. (2007). "A-366833: A novel nicotinonitrile-substituted 3,6-diazabicyclo[3.2.0]-heptane α4β2 nicotinic acetylcholine receptor selective agonist: Synthesis, analgesic efficacy and tolerability profile in animal models". Biochemical Pharmacology. 74 (8): 1253–1262. doi:10.1016/j.bcp.2007.08.010. PMID 17854775.

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