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

New antiarrhythmic agents. N-aryl-8-pyrrolizidinealkanamides

S Miyano, K Sumoto, F Satoh, K Shima…

Index: Miyano, Seiji; Sumoto, Kunihiro; Satoh, Fumio; Shima, Keiyu; Hayashimatsu, Mariko; et al. Journal of Medicinal Chemistry, 1985 , vol. 28, # 6 p. 714 - 717

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Citation Number: 34

Abstract

The synthesis and antiarrhythmic activity of N-aryl-8-pyrrolizidinealkanamides are described. The target compounds were evaluated for their ability to protect against chloroform-induced fibrillation in mice. Many of them were found to have antifibrillatory activity comparable to that of lidocaine; several are more potent than lidocaine. N-(2, 6- Dimethylphenyl)-8-pyrroliiidineacetamide (64, which was found to be more potent and ...

2-Amino-p-xylene Structure

2-Amino-p-xylene

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

~%

N-(2,5-dimethylphenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2,5-dimethyl...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

2,6-Dichloroaniline Structure

2,6-Dichloroaniline

~%

N-(2,6-dichlorophenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2,6-dichloro...

2,6-Diethylaniline Structure

2,6-Diethylaniline

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

~%

N-(2,6-diethylphenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2,6-diethylp...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

2,4,6-Trimethylaniline Structure

2,4,6-Trimethyl...

~%

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(2,4,6-trimethylphenyl)acetamide Structure

2-(1,2,3,5,6,7-...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

3,4-Dimethylaniline Structure

3,4-Dimethylaniline

~%

N-(3,4-dimethylphenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(3,4-dimethyl...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

o-Toluidine Structure

~%

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(2-methylphenyl)acetamide Structure

2-(1,2,3,5,6,7-...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

p-Toluidine Structure

~%

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(4-methylphenyl)acetamide Structure

2-(1,2,3,5,6,7-...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

3,5-Dimethylaniline Structure

3,5-Dimethylaniline

~%

N-(3,5-dimethylphenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(3,5-dimethyl...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

2,5-Dimethoxyaniline Structure

2,5-Dimethoxyaniline

~%

N-(2,5-dimethoxyphenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2,5-dimethox...

2,3,5,6-tetrahydro-1H-pyrrolizine Structure

2,3,5,6-tetrahy...

Malonic acid Structure

~67%

pyrrolizidine-7α-acetic acid Structure

pyrrolizidine-7...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

2-Chloroaniline Structure

2-Chloroaniline

~%

N-(2-chlorophenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2-chlorophen...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

2-Bromoaniline Structure

~%

N-(2-bromophenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2-bromopheny...

Ethanol Structure

Hexahydro-1H-pyrrolizine-7a-carbonitrile Structure

Hexahydro-1H-py...

~82%

ethyl 1,2,3,5,6,7-hexahydropyrrolizine-8-carboxylate Structure

ethyl 1,2,3,5,6...

2-Anisidine Structure

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

~%

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(2-methoxyphenyl)acetamide Structure

2-(1,2,3,5,6,7-...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

o-Phenylenediamine Structure

o-Phenylenediamine

~%

N-(2-aminophenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2-aminopheny...

3-anisidine Structure

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

~%

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(3-methoxyphenyl)acetamide Structure

2-(1,2,3,5,6,7-...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

p-Anisidine Structure

~%

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(4-methoxyphenyl)acetamide Structure

2-(1,2,3,5,6,7-...

Tetrahydro-1H-pyrrolizine-7a(5H)-acetic acid ethyl ester Structure

Tetrahydro-1H-p...

2,3-Dimethylaniline Structure

2,3-Dimethylaniline

~%

N-(2,3-dimethylphenyl)-2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetamide Structure

N-(2,3-dimethyl...