2-Butyl-3-(p-tolyl)quinuclidine

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IUPAC_name = (7"R",8"S")-7-Butyl-8-(4-methylphenyl)-1-azabicyclo [2.2.2] octane


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PubChem = 9903250
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C = 18 | H = 27 | N = 1
molecular_weight = 257.414 g/mol
smiles = C3CC1CCN3C(CCCC)C1c(cc2)ccc2C
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legal_status = Legal
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2-Butyl-3-(p-tolyl)quinuclidine (BTQ) is a stimulant drug which acts as a dopamine reuptake inhibitor. [Sakamuri S, Enyedy IJ, Kozokowski AP, Wang S. Synthesis of 2-alkyl-3-aryl-substituted quinuclidines as novel dopamine transporter inhibitors. "Tetrahedron Letters". 2000; 41:9949-9952.] It is one of a number of substituted quinuclidine derivatives developed as potential medications for the treatment of cocaine abuse, [Sakamuri S, Enyedy IJ, Zaman WA, Tella SR, Kozikowski AP, Flippen-Anderson JL, Farkas T, Johnson KM, Wang S. 2,3-Disubstituted quinuclidines as a novel class of dopamine transporter inhibitors. "Bioorganic and Medicinal Chemistry". 2003 Mar 20;11(6):1123-36. PMID 12614900] [Enyedy IJ, Sakamuri S, Zaman WA, Johnson KM, Wang S. Pharmacophore-based discovery of substituted pyridines as novel dopamine transporter inhibitors. "Bioorganic and Medicinal Chemistry Letters". 2003 Feb 10;13(3):513-7. PMID 12565962] and produces similar effects to cocaine in animal studies, although milder and longer lasting.

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