Preparation and evaluation of tetrabenazine enantiomers and all eight stereoisomers of dihydrotetrabenazine as VMAT2 inhibitors was written by Yao, Zhangyu;Wei, Xueying;Wu, Xiaoming;Katz, Jonathan L.;Kopajtic, Theresa;Greig, Nigel H.;Sun, Hongbin. And the article was included in European Journal of Medicinal Chemistry in 2011.Recommanded Product: 1026016-83-0 This article mentions the following:
Tetrabenazine (TBZ) ((±)-1) and dihydrotetrabenazines (DHTBZ) are potent inhibitors of vascular monoamine transporter 2 (VMAT2). A practical chem. resolution of (±)-tetrabenazine and enantioselective synthesis of all eight DHTBZ stereoisomers were described. The result of VMAT2 binding assay revealed that (+)-tetrabenazine I (R2aR2b = O) (Ki = 4.47 nM) was 8000-fold more potent than (-)-tetrabenazine (II) (Ki = 36,400 nM). Among all eight DHTBZ stereoisomers, (+)-(2R,3R,11bR)-DHTBZ I (R2a = OH, R2b = H) (Ki = 3.96 nM) showed the greatest affinity for VMAT2. The (3R,11bR)-configuration appeared to play a key role for VMAT2 binding. In summary, (+)-tetrabenazine, (+)-(2R,3R,11bR)-DHTBZ and their derivatives warrant further studies in order to develop more potent and safer drugs for the treatment of chorea associated with Huntington’s disease and other hyperkinetic disorders. In the experiment, the researchers used many compounds, for example, Tetrabenazine (+)- (cas: 1026016-83-0Recommanded Product: 1026016-83-0).
Tetrabenazine (+)- (cas: 1026016-83-0) belongs to isoquinoline derivatives. Although isoquinoline derivatives can be synthesized by several methods, relatively few direct methods deliver the unsubstituted isoquinoline. Lewis acid activation and nucleophilic attack can produce multiple regioisomers in quinolines and pyridines; isoquinolines generally only undergo attack at the 1-position.Recommanded Product: 1026016-83-0
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem