UB-165

UB-165
Identifiers
CAS Number 200432-86-6 YesY
PubChem (CID) 5310970
Chemical and physical data
Formula C13H15ClN2
Molar mass 234.724
3D model (Jmol) Interactive image
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UB-165 is a drug which acts as an agonist at neuronal nicotinic acetylcholine receptors being a full agonist of the α3β2 isoform and a partial agonist of the α4β2* isoform. It is used to study the role of this receptor subtype in the release of dopamine and noradrenaline in the brain,[1][2] and has also been used as a lead compound to derive a number of other selective nicotinic receptor ligands.[3][4][5][6]

References

  1. ↑ Sharples, C. G.; Kaiser, P.; Soliakov, L.; Marks, M. J.; Collins, A. C.; Washburn, M.; Wright, E.; Spencer, J. A.; Gallagher, T.; Whiteaker, P.; Wonnacott, S. (2000). "UB-165: a novel nicotinic agonist with subtype selectivity implicates the alpha4beta2* subtype in the modulation of dopamine release from rat striatal synaptosomes". Journal of Neuroscience. 20 (8): 2783–2791. PMID 10751429.
  2. ↑ Cao, Y.; Surowy, C.; Puttfarcken, P. (2005). "Nicotinic acetylcholine receptor-mediated 3Hdopamine release from hippocampus". The Journal of Pharmacology and Experimental Therapeutics. 312 (3): 1298–1304. doi:10.1124/jpet.104.076794. PMID 15542623.
  3. ↑ Gohlke, H.; Gündisch; Schwarz; Seitz; Tilotta; Wegge (2002). "Synthesis and nicotinic binding studies on enantiopure diazine analogues of the novel (2-chloro-5-pyridyl)-9-azabicyclo4.2.1non-2-ene UB-165". Journal of Medicinal Chemistry. 45 (5): 1064–1072. doi:10.1021/jm010936y. PMID 11855986.
  4. ↑ Sharples, C. G.; Karig; Simpson; Spencer; Wright; Millar; Wonnacott; Gallagher (2002). "Synthesis and pharmacological characterization of novel analogues of the nicotinic acetylcholine receptor agonist (+/-)-UB-165". Journal of Medicinal Chemistry. 45 (15): 3235–3245. doi:10.1021/jm020814l. PMID 12109907.
  5. ↑ Sutherland, A.; Gallagher, T.; Sharples, C.; Wonnacott, S. (2003). "Synthesis of two fluoro analogues of the nicotinic acetylcholine receptor agonist UB-165". The Journal of Organic Chemistry. 68 (6): 2475–2478. doi:10.1021/jo026698b. PMID 12636420.
  6. ↑ Karig, G.; Large; Sharples; Sutherland; Gallagher; Wonnacott (2003). "Synthesis and nicotinic binding of novel phenyl derivatives of UB-165. Identifying factors associated with alpha7 selectivity". Bioorganic & Medicinal Chemistry Letters. 13 (17): 2825–2828. doi:10.1016/S0960-894X(03)00594-8. PMID 14611837.


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