V V N Phani Babu Tiruveedhula1, Kashi Reddy Methuku1, Jeffrey R Deschamps2, James M Cook1. 1. Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, Milwaukee, WI 53201, USA. capncook@uwm.edu. 2. Center for Bimolecular Science and Engineering, Naval Research Laboratory, Code 6930, Washington, D. C. 20375, USA.
Abstract
A novel two step protocol was developed to gain regiospecific access to 3-substituted β- and aza-β-carbolines, 3-PBC (1), 3-ISOPBC (2), βCCt (3), 6-aza-3-PBC (4) and 6-aza-3-ISOPBC (5). These β-carbolines (1-3) are potential clinical agents to reduce alcohol self-administration, especially 3-ISOPBC·HCl (2·HCl) which appears to be a potent anti-alcohol agent active against binge drinking in a rat model of maternally deprived (MD) rats. The method consists of two consecutive palladium-catalyzed reactions: a Buchwald-Hartwig amination followed by an intramolecular Heck-type cyclization in high yield.
A novel two step protocol was developed to gain regiospecific access to 3-substituted β- and aza-β-n class="Chemical">carbolines, 3-PBC (1), 3-ISOPBC (2), βCCt (3), 6-aza-3-PBC (4) and 6-aza-3-ISOPBC (5). These β-carbolines (1-3) are potential clinical agents to reduce alcohol self-administration, especially 3-ISOPBC·HCl (2·HCl) which appears to be a potent anti-alcohol agent active against binge drinking in a rat model of maternally deprived (MD) rats. The method consists of two consecutive palladium-catalyzed reactions: a Buchwald-Hartwig amination followed by an intramolecular Heck-type cyclization in high yield.
Authors: Eileen K Sawyer; Casey Moran; Madelynn H Sirbu; Melissa Szafir; Michael Van Linn; Ojas Namjoshi; V V N Phani Babu Tiruveedhula; James M Cook; Donna M Platt Journal: Alcohol Clin Exp Res Date: 2013-12-13 Impact factor: 3.455
Authors: James K Rowlett; Roger D Spealman; Snjezana Lelas; James M Cook; Wenyuan Yin Journal: Psychopharmacology (Berl) Date: 2002-11-06 Impact factor: 4.530
Authors: August F Holtyn; V V N Phani Babu Tiruveedhula; Michael Rajesh Stephen; James M Cook; Elise M Weerts Journal: Drug Alcohol Depend Date: 2016-11-04 Impact factor: 4.492