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

9-Benzyl-6-(dimethylamino)-9H-purines with antirhinovirus activity

…, JA Linn, MP Krochmal, JWT Selway

Index: Kelley, James L.; Linn, James A.; Krochmal, Mark P.; Selway, J. W. T. Journal of Medicinal Chemistry, 1988 , vol. 31, # 10 p. 2001 - 2004

Full Text: HTML

Citation Number: 28

Abstract

A series of 9-benzyl-6-(dimethylamino)-9H-purines and 9-benzyl-2-chloro-6- (dimethylamino)-9H-purines were synthesized and tested in cell culture for activity against rhinovirus type 1B. The 9-benzylpurines that were unsubstituted in the 2-position had weak activity. However, introduction of a 2-chloro substituent resulted in a substantial increase in antiviral activity. One of the most active compounds, 2-chloro-6-(dimethylamino)-9-(4- ...

Dimethylamine Structure

2,6-dichloro-9-(4-ethylbenzyl)-9H-purine Structure

2,6-dichloro-9-...

~78%

2-chloro-9-[(4-ethylphenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(4-...

Dimethylamine Structure

2,6-dichloro-9-(4-isopropylbenzyl)-9H-purine Structure

2,6-dichloro-9-...

~74%

2-chloro-N,N-dimethyl-9-[(4-propan-2-ylphenyl)methyl]purin-6-amine Structure

2-chloro-N,N-di...

9-benzyl-2-chloro-N,N-dimethylpurin-6-amine Structure

9-benzyl-2-chlo...

~68%

9H-Purin-6-amine, N,N-dimethyl-9-(phenylmethyl)- Structure

9H-Purin-6-amin...

Benzyl bromide Structure

~%

9H-Purin-6-amine, N,N-dimethyl-9-(phenylmethyl)- Structure

9H-Purin-6-amin...

9-Benzyl-2,6-dichloro-9H-purine Structure

9-Benzyl-2,6-di...

~%

9H-Purin-6-amine, N,N-dimethyl-9-(phenylmethyl)- Structure

9H-Purin-6-amin...

2,6-Dichloropurine Structure

2,6-Dichloropurine

~%

9H-Purin-6-amine, N,N-dimethyl-9-(phenylmethyl)- Structure

9H-Purin-6-amin...

Dimethylamine Structure

2,6-dichloro-9-(3-iodobenzyl)-9H-purine Structure

2,6-dichloro-9-...

~74%

2-chloro-9-[(3-iodophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(3-...

Dimethylamine Structure

9-(3-chlorophenylmethyl)-2,6-dichloro-9H-purine Structure

9-(3-chlorophen...

~67%

2-chloro-9-[(3-chlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(3-...

Dimethylamine Structure

2,6-dichloro-9-(3-methoxyphenylmethyl)-9H-purine Structure

2,6-dichloro-9-...

~88%

2-chloro-9-[(3-methoxyphenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(3-...

4-Chlorobenzyl bromide Structure

4-Chlorobenzyl ...

2,6-Dichloropurine Structure

2,6-Dichloropurine

~35%

2,6-dichloro-9-[(4-chlorophenyl)methyl]purine Structure

2,6-dichloro-9-...

2,6-Dichloropurine Structure

2,6-Dichloropurine

~%

9-[(4-aminophenyl)methyl]-2-chloro-N,N-dimethylpurin-6-amine Structure

9-[(4-aminophen...

2,6-dichloro-9-(4-nitro-benzyl)-9H-purine Structure

2,6-dichloro-9-...

~%

9-[(4-aminophenyl)methyl]-2-chloro-N,N-dimethylpurin-6-amine Structure

9-[(4-aminophen...

4-nitrobenzylbromide Structure

4-nitrobenzylbromide

~%

9-[(4-aminophenyl)methyl]-2-chloro-N,N-dimethylpurin-6-amine Structure

9-[(4-aminophen...

Dimethylamine Structure

2,6-dichloro-9-[(4-chlorophenyl)methyl]purine Structure

2,6-dichloro-9-...

~85%

2-chloro-9-[(4-chlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(4-...

4-Chlorobenzyl bromide Structure

4-Chlorobenzyl ...

~%

2-chloro-9-[(4-chlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(4-...

2,6-Dichloropurine Structure

2,6-Dichloropurine

~%

2-chloro-9-[(4-chlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(4-...

Dimethylamine Structure

2,6-dichloro-9-(3,4-dichlorophenylmethyl)-9H-purine Structure

2,6-dichloro-9-...

~9%

2-chloro-9-[(3,4-dichlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

2-chloro-9-[(3,...

9-Benzyl-2,6-dichloro-9H-purine Structure

9-Benzyl-2,6-di...

Dimethylamine Structure

~72%

9-benzyl-2-chloro-N,N-dimethylpurin-6-amine Structure

9-benzyl-2-chlo...

Benzyl bromide Structure

~%

9-benzyl-2-chloro-N,N-dimethylpurin-6-amine Structure

9-benzyl-2-chlo...

2,6-Dichloropurine Structure

2,6-Dichloropurine

~%

9-benzyl-2-chloro-N,N-dimethylpurin-6-amine Structure

9-benzyl-2-chlo...

2-chloro-N,N-dimethyl-9-[(3-nitrophenyl)methyl]purin-6-amine Structure

2-chloro-N,N-di...

~56%

9-[(3-aminophenyl)methyl]-2-chloro-N,N-dimethylpurin-6-amine Structure

9-[(3-aminophen...