1670-83-3Relevant academic research and scientific papers
Palladium-Catalyzed Carbonylation of Haloindoles: No Need for Protecting Groups
Kumar, Kamal,Zapf, Alexander,Michalik, Dirk,Tillack, Annegret,Heinrich, Timo,Boettcher, Henning,Arlt, Michael,Beller, Matthias
, p. 7 - 10 (2004)
(Equation presented) For the first time, palladium-catalyzed carbonylations of unprotected bromoindoles have been performed successfully with different N- and 0-nucleophiles. Various indole carboxylic acid derivatives are accessible in excellent yield. For example, aminocarbonylation of 4-, 5-, 6-, or 7-bromoindole with arylethylpiperazines provides a direct one-step synthesis for CNS active amphetamine derivatives.
NEW SYNTHESIS OF INDOLE-7-CARBOXYLIC ACID
Dulenko, V. I.,Nikolyukin, Yu. A.
, p. 36 - 37 (1986)
A new preparative method for synthesis of indole-7-carboxylic acid has been developed, consisting in reductive cyclization of β-(dimethylamino)-3-carbomethoxy-2-nitrostyrene by the action of iron in acetic acid.
Synthesis and evaluation of heterocyclic carboxamides as potential antipsychotic agents
Norman, Mark H.,Navas III, Frank,Thompson, James B.,Rigdon, Greg C.
, p. 4692 - 4703 (2007/10/03)
Heterocyclic analogues of 1192U90, 2-amino-N-(4-(4-(1,2-benzisothiazol- 3-yl)-1-piperazinyl)-butyl)benzamide hydrochloride (1), were prepared and evaluated as potential antipsychotic agents. These analogues were evaluated in vitro for their binding to the dopamine D2, serotonin 5-HT2, and serotonin 5-HT(1a) receptors and in vivo for their ability to antagonize the apomorphine-induced climbing response in mice. Nine different types of heterocyclic carboxamides were studied in this investigation (i.e., pyridine- , thiophene-, benzothiophene-, quinoline-, 1,2,3,4-tetrahydroquinoline-, 2,3- dihydroindole-, indole-, benzimidazole-, and indazolecarbox-amides). Two derivatives exhibited potent in vivo activities comparable to 1: 3-amino-N- (4(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-2-pyridinecarboxamide (16) and 3-amino-N-(4(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-2- thiophenecarboxamide (29). Furthermore, these derivatives were found to be much less active in behavioral models predictive of extrapyramidal side effects than in the mouse climbing assay, which predicts antipsychotic activity. Carboxamides 16 and 29 were selected for further evaluation as potential backup compounds to 1.
