142634-90-0Relevant articles and documents
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents
Howard, Harry R.,Lowe III, John A.,Seeger, Thomas F.,Seymour, Patricia A.,Zorn, Stevin H.,Maloney, Patrick R.,Ewing, Frank E.,Newman, Michael E.,Schmidt, Anne W.,Furman, Jerome S.,Robinson, Gwendolyn L.,Jackson, Elisa,Johnson, Celeste,Morrone, Jean
, p. 143 - 148 (1996)
A series of substituted phenethyl derivatives of 3- benzisothiazolylpiperazine incorporating potent D2 and 5-HT(2A) antagonist activity was investigated as an approach to a novel atypical antipsychotic agent. The in vitro profile of 8e from this series is a combination of D2 receptor affinity comparable to the typical antipsychotic agent haloperidol and a 5-HT(2A)/D2 ratio comparable to the atypical agent clozapine. In vivo 8e possesses activity consistent with an efficacious antipsychotic agent with less tendency to induce extrapyramidal side effects in man.
Oxidation of N-Acylindoles by Dimethyldioxirane and Singlet Oxygen: Substituent Effects on Thermally Persistent Indole Epoxides and Dioxetanes
Adam, Waldemar,Ahrweiler, Michael,Peters, Karl,Schmiedeskamp, Bernd
, p. 2733 - 2739 (2007/10/02)
Photooxygenation of the N-acylindoles 1a-d afforded the labile indole dioxetanes 2 and the relatively stable allylic hydroperoxides 3.The dioxetanes 2a,c,d were sufficiently stable for isolation and spectral characterization.Additionally, they were characterized by chemical transformations, namely reduction to the indole epoxides 5 by dimethyl sulfide, acid-catalyzed rearrangement to allylic hydroperoxides 3c,d, and thermolysis to the cleavage products 4.Oxidation of the N-acylindoles 1 with dimethyldioxirane afforded the epoxides 5, which were characterized on the basis of their spectral data and chemical transformations to the 2-indolinones 6 and 2-methyleneindoline 7.These decomposition products (except 7e) were fully characterized.The stability of the epoxides 5 depended on the substitution type, i.e., the carbazole epoxide 5c decomposed already at temperatures above ca. -50 deg C, whereas the cyclopentindole epoxide 5b was stable at 20 deg C for days.The latter was unequivocally characterized by X-ray analysis.
Dimethyldioxirane Oxidation of Indole Derivatives. Formation of Novel Indole-2,3-epoxides and a Versatile Synthetic Route to Indolinones and Indolines
Zhang, Xiaojun,Foote, Christopher S.
, p. 8867 - 8868 (2007/10/02)
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