e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Potential anticonvulsants: Substituted N-benzylidene derivatives of 10-(4-aminopiperazino)-10, 11-dihydrodibenzo [b, f] thiepins

V Bártl, J Holubek, E Svátek…

Index: Bartl; Holubek; Svatek; et al. Collection of Czechoslovak Chemical Communications, 1983 , vol. 48, # 4 p. 1173 - 1186

Full Text: HTML

Citation Number: 3

Abstract

Abstract Reactions of 10-(4-aminopiperazino)-10, 11-dihydrodibenzo [b, f] thiepins XIVa- XIVd with benzaldehyde, 3, 4-dimethoxybenzaldehyde, 4-dimethylaminobenzaldehyde, salicylaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 2-(2-dimethylaminoethoxy) benzaldehyde, 3-(2-dimethylaminoethoxy) benzaldehyde and 3-ethoxy-4-(2- dimethylaminoethoxy) benzaldehyde afforded a series of 19 hydrazones IIIa-Xc. Some of ...

2-chloro-10-(4-nitrosopiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2-chloro-10-(4-...

~%

(4E)-4-[[[4-(3-chloro-5,6-dihydrobenzo[b][1]benzothiepin-6-yl)piperazin-1-yl]amino]methylidene]-2-ethoxycyclohexa-2,5-dien-1-one Structure

(4E)-4-[[[4-(3-...

2-Chloro-10-piperazino-10,11-dihydrodibenzo[b,f]thiepin Structure

2-Chloro-10-pip...

~%

(4E)-4-[[[4-(3-chloro-5,6-dihydrobenzo[b][1]benzothiepin-6-yl)piperazin-1-yl]amino]methylidene]-2-ethoxycyclohexa-2,5-dien-1-one Structure

(4E)-4-[[[4-(3-...

Ethyl vanillin Structure

10-(4-aminopiperazino)-2-chloro-10,11-dihydrodibenzo(b,f)thiepin Structure

10-(4-aminopipe...

~%

(4E)-4-[[[4-(3-chloro-5,6-dihydrobenzo[b][1]benzothiepin-6-yl)piperazin-1-yl]amino]methylidene]-2-ethoxycyclohexa-2,5-dien-1-one Structure

(4E)-4-[[[4-(3-...

4-(10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazin-1-ylamine Structure

4-(10,11-dihydr...

Salicylaldehyde Structure

Salicylaldehyde

~89%

2-(((4-(10,11-Dihydrodibenzo(b,f)thiepin-10-yl)-1-piperazinyl)imino)me thyl)phenol Structure

2-(((4-(10,11-D...

Ethyl vanillin Structure

2-Chloroethyldimethylamine Structure

2-Chloroethyldi...

~50%

4-[2-(dimethylamino)ethoxy]-3-ethoxybenzaldehyde Structure

4-[2-(dimethyla...

3-Hydroxybenzaldehyde Structure

3-Hydroxybenzal...

2-Chloroethyldimethylamine Structure

2-Chloroethyldi...

~54%

3-[2-(dimethylamino)ethoxy]benzaldehyde Structure

3-[2-(dimethyla...

10-(4-aminopiperazino)-2-chloro-10,11-dihydrodibenzo(b,f)thiepin Structure

10-(4-aminopipe...

Benzaldehyde Structure

~82%

1-Piperazinamine, 4-(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-(phenylmethylene)- Structure

1-Piperazinamin...

2-chloro-10-(4-nitrosopiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2-chloro-10-(4-...

~%

1-Piperazinamine, 4-(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-(phenylmethylene)- Structure

1-Piperazinamin...

2-Chloro-10-piperazino-10,11-dihydrodibenzo[b,f]thiepin Structure

2-Chloro-10-pip...

~%

1-Piperazinamine, 4-(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-(phenylmethylene)- Structure

1-Piperazinamin...

10-(4-aminopiperazino)-2,8-chloro-10,11-dihydrodibenzo(b,f)thiepin Structure

10-(4-aminopipe...

Benzaldehyde Structure

~72%

1-Piperazinamine, 4-(2,8-dichloro-10,11-dihydrodibenzo(b,f)thiepin-10- yl)-N-(phenylmethylene)- Structure

1-Piperazinamin...

2,8-dichloro-10,11-dihydro-dibenzo[b,f]thiepin-10-ol Structure

2,8-dichloro-10...

~%

1-Piperazinamine, 4-(2,8-dichloro-10,11-dihydrodibenzo(b,f)thiepin-10- yl)-N-(phenylmethylene)- Structure

1-Piperazinamin...

2,8-dichloro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepin Structure

2,8-dichloro-10...

~%

1-Piperazinamine, 4-(2,8-dichloro-10,11-dihydrodibenzo(b,f)thiepin-10- yl)-N-(phenylmethylene)- Structure

1-Piperazinamin...

2,8-dichloro-10-(4-nitrosopiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2,8-dichloro-10...

~%

1-Piperazinamine, 4-(2,8-dichloro-10,11-dihydrodibenzo(b,f)thiepin-10- yl)-N-(phenylmethylene)- Structure

1-Piperazinamin...

2,8-dichloro-10-(4-ethoxycarbonylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2,8-dichloro-10...

~%

1-Piperazinamine, 4-(2,8-dichloro-10,11-dihydrodibenzo(b,f)thiepin-10- yl)-N-(phenylmethylene)- Structure

1-Piperazinamin...

N/A Structure

~%

1-Piperazinamine, 4-(2,8-dichloro-10,11-dihydrodibenzo(b,f)thiepin-10- yl)-N-(phenylmethylene)- Structure

1-Piperazinamin...

10-(4-aminopiperazino)-2-chloro-10,11-dihydrodibenzo(b,f)thiepin Structure

10-(4-aminopipe...

veratraldehyde Structure

~84%

1-Piperazinamine, 4-(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-((3,4-dimethoxyphenyl)methylene)- Structure

1-Piperazinamin...

2-chloro-10-(4-nitrosopiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2-chloro-10-(4-...

~%

1-Piperazinamine, 4-(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-((3,4-dimethoxyphenyl)methylene)- Structure

1-Piperazinamin...

2-Chloro-10-piperazino-10,11-dihydrodibenzo[b,f]thiepin Structure

2-Chloro-10-pip...

~%

1-Piperazinamine, 4-(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-((3,4-dimethoxyphenyl)methylene)- Structure

1-Piperazinamin...

4-(10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazin-1-ylamine Structure

4-(10,11-dihydr...

p-Dimethylaminobenzaldehyde Structure

p-Dimethylamino...

~85%

1-Piperazinamine, 4-(10,11-dihydrodibenzo(b,f)thiepin-10-yl)-N-((4-(di methylamino)phenyl)methylene)- Structure

1-Piperazinamin...

4-(10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazin-1-ylamine Structure

4-(10,11-dihydr...

Benzaldehyde Structure

~89%

1-Piperazinamine, 4-(10,11-dihydrodibenzo(b,f)thiepin-10-yl)-N-(phenyl methylene)- Structure

1-Piperazinamin...

11-(4-aminopiperazino)-2-chloro-10,11-dihydrodibenzo(b,f)thiepin Structure

11-(4-aminopipe...

Benzaldehyde Structure

~82%

1-Piperazinamine, 4-(8-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-(phenylmethylene)- Structure

1-Piperazinamin...

2-chloro-11-(4-nitrosopiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2-chloro-11-(4-...

~%

1-Piperazinamine, 4-(8-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-(phenylmethylene)- Structure

1-Piperazinamin...

1-(8-chloro-10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine Structure

1-(8-chloro-10,...

~%

1-Piperazinamine, 4-(8-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yl)- N-(phenylmethylene)- Structure

1-Piperazinamin...

10-(4-aminopiperazino)-2,8-chloro-10,11-dihydrodibenzo(b,f)thiepin Structure

10-(4-aminopipe...

Salicylaldehyde Structure

Salicylaldehyde

~68%

(6E)-6-[[[4-(3,8-dichloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazin-1-yl]amino]methylidene]cyclohexa-2,4-dien-1-one Structure

(6E)-6-[[[4-(3,...

2,8-dichloro-10,11-dihydro-dibenzo[b,f]thiepin-10-ol Structure

2,8-dichloro-10...

~%

(6E)-6-[[[4-(3,8-dichloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazin-1-yl]amino]methylidene]cyclohexa-2,4-dien-1-one Structure

(6E)-6-[[[4-(3,...

2,8-dichloro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepin Structure

2,8-dichloro-10...

~%

(6E)-6-[[[4-(3,8-dichloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazin-1-yl]amino]methylidene]cyclohexa-2,4-dien-1-one Structure

(6E)-6-[[[4-(3,...

2,8-dichloro-10-(4-nitrosopiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2,8-dichloro-10...

~%

(6E)-6-[[[4-(3,8-dichloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazin-1-yl]amino]methylidene]cyclohexa-2,4-dien-1-one Structure

(6E)-6-[[[4-(3,...

2,8-dichloro-10-(4-ethoxycarbonylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin Structure

2,8-dichloro-10...

~%

(6E)-6-[[[4-(3,8-dichloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazin-1-yl]amino]methylidene]cyclohexa-2,4-dien-1-one Structure

(6E)-6-[[[4-(3,...

N/A Structure

~%

(6E)-6-[[[4-(3,8-dichloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazin-1-yl]amino]methylidene]cyclohexa-2,4-dien-1-one Structure

(6E)-6-[[[4-(3,...