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Asenapine

CAT# 317251
CAS# 65576-45-6
Asenapine, also known as Org 5222 and HSDB 8061, shows high affinity (pKi) for numerous receptors, including the serotonin 5-HT1A (8.6), 5-HT1B (8.4), 5-HT2A (10.2), 5-HT2B (9.8), 5-HT2C (10.5), 5-HT5A (8.8), 5-HT6 (9.5), and 5-HT7 (9.9) receptors, the adrenergic α1 (8.9), α2A (8.9), α2B (9.5), and α2C (8.9) receptors, the dopamine D1 (8.9), D2 (8.9), D3 (9.4), and D4 (9.0) receptors, and the histamine H1 (9.0) and H2 (8.2) receptors. Asenapine behaves as an antagonist at all receptors. It exhibits potent activity in animal models predictive of antipsychotic efficacy.
Synthetic Routes

Asenapine route 1

Synthetic Reference

Synthesis of asenapine; Zhang, Xiao-ying; Zheng, Guo-jun Huaxue Shiji Volume 33 Issue 12 Pages 1135-1137 Journal 2011

Asenapine route 2

Synthetic Reference

Novel process for the preparation of asenapine; Dalmases Barjoan, Pere; Huguet Clotet, Juan; Peirats Masia, Jordi Assignee Laboratorios Lesvi, S.L., Spain 2012 Patent Information Feb 02, 2012 WO 2012013766 A1

Asenapine route 3

Synthetic Reference

Processes for the preparation of 5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole; Boch i Llado, Jordi; Duran Lopez, Ernestp Assignee Medichem, S.A., Spain 2012 Patent Information Jun 27, 2012 EP 2468751 A2

Asenapine route 4

Synthetic Reference

Kemperman, Gerardus Johannes; Van Der Linden, Jacobus Johannes Maria; Reeder, Michael R. Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole. Assignee Organon Ireland Ltd., Ire.; Pfizer Inc.; N. V. Organon. US 20060229352. (2006).

Asenapine route 5

Synthetic Reference

Reddy, Manne Satyanarayana; Rajan, Srinivasan Thirumalai; Eswaraiah, Sajja; Madhu, Elevathingal Nicholas; Satyanarayana, Komati; Sarma, Peri Seetha Rama. Process for the preparation of (3aRS,12bRS)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole maleate and pharmaceutical composition thereof. Assignee MSN Laboratories Limited, India. WO 2012038975. (2012).

Asenapine route 6

Synthetic Reference

Kuethe, Jeffrey T. Synthesis of stable isotope-labeled metabolites of asenapine. Journal of Labelled Compounds and Radiopharmaceuticals. Volume 55; Issue 5; Pages 180-185; 2012
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