A-84,543

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A-84,543
A-84543 structure.png
Systematic (IUPAC) name
3-(1-methyl-2-(S)-pyrrolidinylmethoxy)pyridine
Identifiers
CAS Number 161416-43-9 YesY
PubChem CID 178052
ChemSpider 155000 YesY
ChEMBL CHEMBL127071 YesY
Chemical data
Formula C11H16N2O
Molar mass 192.257
3D model (Jmol) Interactive image
  (verify)

A-84543 is a drug developed by Abbott, which acts as an agonist at neural nicotinic acetylcholine receptors with high selectivity for the α4β2 subtype. It is widely used in scientific research into the structure and function of this receptor subtype and has been the lead compound for the development of a large family of related derivatives.[1][2][2][3][4]

References[edit]

  1. ^ Abreo, M.; Lin, N.; Garvey, D.; Gunn, D.; Hettinger, A.; Wasicak, J.; Pavlik, P.; Martin, Y.; Donnelly-Roberts, D.; Anderson, D. J.; Sullivan, J. P.; Williams, M.; Arneric, S. P.; Holladay, M. W. (1996). "Novel 3-Pyridyl ethers with subnanomolar affinity for central neuronal nicotinic acetylcholine receptors". Journal of Medicinal Chemistry. 39 (4): 817–825. doi:10.1021/jm9506884. PMID 8632405. 
  2. ^ a b Lin, N. H.; Gunn, D. E.; Li, Y.; He, Y.; Bai, H.; Ryther, K. B.; Kuntzweiler, T.; Donnelly-Roberts, D. L.; Anderson, D. J.; Campbell, J. E.; Sullivan, J. P.; Arneric, S. P.; Holladay, M. W. (1998). "Synthesis and structure-activity relationships of pyridine-modified analogs of 3-2-((S)-pyrrolidinyl)methoxypyridine, A-84543, a potent nicotinic acetylcholine receptor agonist". Bioorganic & Medicinal Chemistry Letters. 8 (3): 249–254. doi:10.1016/S0960-894X(98)00019-5. PMID 9871663. 
  3. ^ Wei, Z.; Xiao, Y.; Yuan, H.; Baydyuk, M.; Petukhov, P.; Musachio, J.; Kellar, K.; Kozikowski, A. (2005). "Novel pyridyl ring C5 substituted analogues of epibatidine and 3-(1-methyl-2(S)-pyrrolidinylmethoxy)pyridine (A-84543) as highly selective agents for neuronal nicotinic acetylcholine receptors containing beta2 subunits". Journal of Medicinal Chemistry. 48 (6): 1721–1724. doi:10.1021/jm0492406. PMID 15771418. 
  4. ^ Carreras, J.; Avenoza, A.; Busto, J.; Peregrina, J. (2007). "Synthesis of azabicyclo2.2.nalkane systems as analogues of 3-1-methyl-2-(S)-pyrrolidinyl- methoxypyridine (A-84543)". The Journal of Organic Chemistry. 72 (8): 3112–3115. doi:10.1021/jo0700732. PMID 17371077.