Heteroarenobenzodiazepines. 3. 4-Piperazinyl-10H-thieno [2, 3-b][1, 5] benzodiazepines as potential neuroleptics

JK Chakrabarti, L Horsman, TM Hotten…

Index: Chakrabarti, Jiban K.; Horsman, Linda; Hotten, Terrence M.; Pullar, Ian A.; Tupper, David E. Journal of Medicinal Chemistry, 1980 , vol. 23, # 8 p. 878 - 884

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Citation Number: 85

Abstract

A series of 4-substituted lOH-thieno [2,341 [1, 5] benzodiazepines has been synthesized. These compounds have been assessed for their ability to block a conditioned avoidance response (CAR) and to produce catalepsy in rats and have been compared with several typical and atypical neuroleptics. The compounds which inhibit CAR at doses which produce no catalepsy we believed to cause less extrapyramidal side effects in the clinic. A number ...

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ethyl 2-(4-fluo...

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7-Fluoro-3-methyl-4-(4-methyl-1-piperazinyl)-10H-thieno(2,3-b)(1,5)ben zodiazepine Structure

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2-Ethyl-4-(4-methyl-1-piperazinyl)-7-nitro-10H-thieno(2,3-b)(1,5)benzo diazepine Structure

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7-fluoro-2-isop...

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7-fluoro-4-(4-methylpiperazin-1-yl)-2-propan-2-yl-5H-thieno[3,2-c][1,5]benzodiazepine Structure

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2-ethyl-4-(4-propylpiperazin-1-yl)-5H-thieno[3,2-c][1,5]benzodiazepine Structure

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ethyl 4-(2-ethy...

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2-ethyl-4-(4-propylpiperazin-1-yl)-5H-thieno[3,2-c][1,5]benzodiazepine Structure

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2-ethyl-4-(4-pr...

2-ethyl-5,10-dihydro-benzo[b]thieno[2,3-e][1,4]diazepin-4-one Structure

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69534-48-1

2-acetyl-4,10-d...

~6%

1-[5-(4-methylpiperazin-1-yl)-4H-thieno[2,3-b][1,4]benzodiazepin-2-yl]ethanone Structure

74162-56-4

1-[5-(4-methylp...

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2-ethyl-7-fluor...

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2-ethyl-7-fluor...

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61325-38-0

2-ethyl-5,10-di...

~63%

2-ETHYL-4-(4-METHYLPIPERAZIN-1-YL)-10H-BENZO[B]THIENO[2,3-E][1,4]DIAZEPINE Structure

61325-71-1

2-ETHYL-4-(4-ME...

2-ethyl-7-fluoro-5,10-dihydro-benzo[b]thieno[2,3-e][1,4]diazepin-4-one Structure

61325-39-1

2-ethyl-7-fluor...

~%

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2-ethyl-7-fluor...

~%

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2-ethyl-7-fluor...

2-ethyl-7-fluoro-4-piperazin-1-yl-5H-thieno[3,2-c][1,5]benzodiazepine Structure

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4-Chlorobenzyl ...

~59%

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4-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-2-ethyl-7-fluoro-5H-thieno[3,2-c][1,5]benzodiazepine Structure

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4-[4-[(4-chloro...

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4-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-2-ethyl-7-fluoro-5H-thieno[3,2-c][1,5]benzodiazepine Structure

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