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

6-(Alkylamino)-9-benzyl-9H-purines. A new class of anticonvulsant agents

…, MP Krochmal, JA Linn, EW McLean…

Index: Kelley, James L.; Krochmal, Mark P.; Linn, James A.; McLean, Ed W.; Soroko, Francis E. Journal of Medicinal Chemistry, 1988 , vol. 31, # 3 p. 606 - 612

Full Text: HTML

Citation Number: 40

Abstract

Several 9-alkyl-6-substituted-purines were synthesized and tested for anticonvulsant activity against maximal electroshock-induced seizures (MES) in rats. Most compounds were prepared in three steps from 5-amino-4, 6-dichloropyrimidine or in two steps via alkylation of 6-chloropurine. Potent anticonvulsant activity against MES resided in compounds that contain a benzyl substituent at the 9-position of 6-(methylamino)-or 6-(dimethylamino) ...

Dimethylamine Structure

9-[4-(benzyloxy)benzyl]-6-chloro-9H-purine Structure

9-[4-(benzyloxy...

~61%

N,N-dimethyl-9-[(4-phenylmethoxyphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

4-(Benzyloxy)benzaldehyde Structure

4-(Benzyloxy)be...

~%

N,N-dimethyl-9-[(4-phenylmethoxyphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

p-benzyloxybenzyl alcohol Structure

p-benzyloxybenz...

~%

N,N-dimethyl-9-[(4-phenylmethoxyphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

4-(Benzyloxy)benzyl chloride Structure

4-(Benzyloxy)be...

~%

N,N-dimethyl-9-[(4-phenylmethoxyphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

Dimethylamine Structure

6-chloro-9-(3,5-dichlorobenzyl)-9H-purine Structure

6-chloro-9-(3,5...

~89%

9-[(3,5-dichlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

9-[(3,5-dichlor...

6-chloropurine Structure

~%

9-[(3,5-dichlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

9-[(3,5-dichlor...

1-(Bromomethyl)-3,5-dichlorobenzene Structure

1-(Bromomethyl)...

~%

9-[(3,5-dichlorophenyl)methyl]-N,N-dimethylpurin-6-amine Structure

9-[(3,5-dichlor...

1-bromomethyl-4-methoxybenzene Structure

1-bromomethyl-4...

6-chloropurine Structure

~28%

6-chloro-9-(4-methoxybenzyl)-9H-purine Structure

6-chloro-9-(4-m...

6-chloro-9-[(4-methoxyphenyl)methyl]purine Structure

6-chloro-9-[(4-...

Dimethylamine Structure

6-chloro-9-(3-chlorophenylmethyl)-9H-purine Structure

6-chloro-9-(3-c...

~77%

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

9-[(3-chlorophe...

(3-Chlorophenyl)methanamine Structure

(3-Chlorophenyl...

~%

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

9-[(3-chlorophe...

Dimethylamine Structure

6-chloro-9-(3-methylbenzyl)-9H-purine Structure

6-chloro-9-(3-m...

~65%

N,N-dimethyl-9-[(3-methylphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

3-Methylbenzylamine Structure

3-Methylbenzylamine

~%

N,N-dimethyl-9-[(3-methylphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

6-chloro-N4-(3-methylbenzyl)pyrimidine-4,5-diamine Structure

6-chloro-N4-(3-...

~%

N,N-dimethyl-9-[(3-methylphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

N6,N6-dimethyladenine Structure

N6,N6-dimethyla...

methyl iodide Structure

~26%

9H-Purin-6-amine,N,N,9-trimethyl- Structure

9H-Purin-6-amin...

6-chloropurine Structure

~%

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

9H-Purin-6-amin...

3-(6-chloro-purin-9-ylmethyl)-benzonitrile Structure

3-(6-chloro-pur...

Dimethylamine Structure

~85%

3-[[6-(dimethylamino)purin-9-yl]methyl]benzonitrile Structure

3-[[6-(dimethyl...

Dimethylamine Structure

6-chloro-9-[(4-methoxyphenyl)methyl]purine Structure

6-chloro-9-[(4-...

~74%

9-[(4-methoxyphenyl)methyl]-N,N-dimethylpurin-6-amine Structure

9-[(4-methoxyph...

6-chloropurine Structure

~%

9-[(4-methoxyphenyl)methyl]-N,N-dimethylpurin-6-amine Structure

9-[(4-methoxyph...

Dimethylamine Structure

6-chloro-9-(3-iodobenzyl)-9H-purine Structure

6-chloro-9-(3-i...

~74%

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

9-[(3-iodopheny...

6-chloropurine Structure

~%

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

9-[(3-iodopheny...

3-Iodobenzyl bromide Structure

3-Iodobenzyl bromide

~%

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

9-[(3-iodopheny...

Benzyl bromide Structure

~%

9-benzyl-N-methylpurin-6-amine Structure

9-benzyl-N-meth...

1-bromomethyl-4-methoxybenzene Structure

1-bromomethyl-4...

~%

9-[(4-methoxyphenyl)methyl]-N,N-dimethylpurin-6-amine Structure

9-[(4-methoxyph...

N,N-dimethyl-9-[(4-phenylmethoxyphenyl)methyl]purin-6-amine Structure

N,N-dimethyl-9-...

~59%

4-[[6-(dimethylamino)purin-9-yl]methyl]phenol Structure

4-[[6-(dimethyl...

4-(Benzyloxy)benzaldehyde Structure

4-(Benzyloxy)be...

~%

4-[[6-(dimethylamino)purin-9-yl]methyl]phenol Structure

4-[[6-(dimethyl...

p-benzyloxybenzyl alcohol Structure

p-benzyloxybenz...

~%

4-[[6-(dimethylamino)purin-9-yl]methyl]phenol Structure

4-[[6-(dimethyl...

9-[4-(benzyloxy)benzyl]-6-chloro-9H-purine Structure

9-[4-(benzyloxy...

~%

4-[[6-(dimethylamino)purin-9-yl]methyl]phenol Structure

4-[[6-(dimethyl...

4-(Benzyloxy)benzyl chloride Structure

4-(Benzyloxy)be...

~%

4-[[6-(dimethylamino)purin-9-yl]methyl]phenol Structure

4-[[6-(dimethyl...

3-Hydroxybenzyl alcohol Structure

3-Hydroxybenzyl...

Benzyl chloride Structure

Benzyl chloride

~85%

p-benzyloxybenzyl alcohol Structure

p-benzyloxybenz...