UB-165

UB-165
	240px
Systematic (IUPAC) name
	(1R,6R)-5-(6-chloropyridin-3-yl)-9-azabicyclo[4.2.1]non-4-ene
Identifiers
CAS Number	200432-86-6
PubChem	CID 5310970
Chemical data
Formula	C13H15ClN2
Molar mass	234.724[[Script error: No such module "String".]]
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UB-165 is a drug which acts as an agonist at neural nicotinic acetylcholine receptors being a full agonist at α3β2 and a partial agonist for 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

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↑ Sharples, CG; Kaiser, P; Soliakov; Marks; Collins; Washburn; Wright; Spencer; Gallagher (2000). "UB-165: a novel nicotinic agonist with subtype selectivity implicates the alpha4beta2* subtype in the modulation of dopamine release from rat striatal synaptosomes". The Journal of neuroscience : the official journal of the Society for Neuroscience. 20 (8): 2783–91. PMID 10751429. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help); More than one of |author7= and |last7= specified (help); More than one of |author8= and |last8= specified (help); More than one of |author9= and |last9= specified (help) edit
↑ 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. edit
↑ 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): 1064–72. doi:10.1021/jm010936y. PMID 11855986. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help) edit
↑ Sharples, CG; 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): 3235–45. doi:10.1021/jm020814l. PMID 12109907. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help); More than one of |author7= and |last7= specified (help); More than one of |author8= and |last8= specified (help) edit
↑ 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. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help) edit
↑ 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): 2825–8. doi:10.1016/S0960-894X(03)00594-8. PMID 14611837. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help) edit

[1] Sharples, CG; Kaiser, P; Soliakov; Marks; Collins; Washburn; Wright; Spencer; Gallagher (2000). "UB-165: a novel nicotinic agonist with subtype selectivity implicates the alpha4beta2* subtype in the modulation of dopamine release from rat striatal synaptosomes". The Journal of neuroscience : the official journal of the Society for Neuroscience. 20 (8): 2783–91. PMID 10751429. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help); More than one of |author7= and |last7= specified (help); More than one of |author8= and |last8= specified (help); More than one of |author9= and |last9= specified (help) edit

[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. edit

[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): 1064–72. doi:10.1021/jm010936y. PMID 11855986. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help) edit

[4] Sharples, CG; 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): 3235–45. doi:10.1021/jm020814l. PMID 12109907. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help); More than one of |author7= and |last7= specified (help); More than one of |author8= and |last8= specified (help) edit

[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. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help) edit

[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): 2825–8. doi:10.1016/S0960-894X(03)00594-8. PMID 14611837. More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help) edit

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UB-165

References

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