- (THIENO[2,3-b][1,5]BENZOXAZEPIN-4-YL)PIPERAZIN-1-YL COMPOUNDS AS DUAL ACTIVITY H1 INVERSE AGONISTS/5-HT2A ANTAGONISTS
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A dual H1 inverse agonist/5-HT2A receptor antagonist of the formula (I), its uses, and methods for its preparation are described.
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- Synthesis of thieno[2,3-b][1,5]benzoxazepine derivatives
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A new series of 4-(4-methylpiperazin-1-yl)thieno[2,3-b][1,5]benzoxazepines 1a-k has been synthesized from 4-bromo-2-methylthiophene 6 or ethyl 2-amino-4,5-dimethyl-3-thiophencarboxylate 10. Preparation of the key intermediate thieno[2,3-b][1,5]benzoxazepine-4(5H)-ones 4a-i, 4k were carried out by treatment of 2-bromo-N-(2-hydroxyphenyl)-3-thiophencarboxamides 5a-i, 5k with potassium carbonate in DMSO. Compounds 1 are thienoanalogues of loxapine, a potent antipsychotic drug. Of these compounds, the neuroleptic activity of 2-methyl-4-(4-methylpiperazin-1-yl)thieno[2,3-b][1,5]benzoxazepine 1a (R1, R3=H, R2=CH3) demonstrated potent antipsychotic activity.
- Kohara, Toshiyuki,Tanaka, Hiroshi,Kimura, Koreichi,Horiuchi, Hideki,Seio, Kohji,Arita, Masafumi,Fujimoto, Tetsuya,Yamamoto, Iwao
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p. 163 - 171
(2007/10/03)
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