Synthesis, cell-growth inhibition, and antitumor screening of 2-(pn-butylanilino) purines and their nucleoside analogs

GE Wright, L Dudycz, Z Kazimierczuk…

Index: Wright, George E.; Dudycz, Lech W.; Kazimierczuk, Zygmunt; Brown, Neal C.; Khan, Naseema N. Journal of Medicinal Chemistry, 1987 , vol. 30, # 1 p. 109 - 116

Full Text: HTML

Citation Number: 33

Abstract

Derivatives of N2-(pn-butylpheny1) guanine (BuPG) and 2-(pn-butylanilino) adenine (BuAA) were synthesized and tested as inhibitors of mammalian DNA polymerase a, cell growth, and macromolecule synthesis. 2-(pn-Butylanilino)-6-chloropurine (BuAC1) served as a useful intermediate to prepare a series of 6-substituted analogues. BuACI, as its sodium salt, reacted with 2-deoxy-3, 5-di-p-toluoyl-~-~-ribofuranosyl chloride in acetonitrile to give 64 ...

 Related Synthetic Route
4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

N-(4-butylphenyl)-7H-purin-2-amine Structure

104715-67-5

N-(4-butylpheny...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

N-(4-butylphenyl)-7H-purin-2-amine Structure

104715-67-5

N-(4-butylpheny...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

2-(4-butylanilino)-9-(2-hydroxyethoxymethyl)-3H-purine-6-thione Structure

104715-84-6

2-(4-butylanili...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

2-(4-butylanilino)-9-(2-hydroxyethoxymethyl)-3H-purine-6-thione Structure

104715-84-6

2-(4-butylanili...

(2R,3S,5S)-5-[2-(4-butylanilino)-6-chloropurin-9-yl]-2-(hydroxymethyl)oxolan-3-ol Structure

104715-73-3

(2R,3S,5S)-5-[2...

~78%

(2R,3S,5S)-5-[2-(4-butylanilino)purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol,hydrate Structure

104715-74-4

(2R,3S,5S)-5-[2...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

(2R,3S,5S)-5-[2-(4-butylanilino)purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol,hydrate Structure

104715-74-4

(2R,3S,5S)-5-[2...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

(2R,3S,5S)-5-[2-(4-butylanilino)purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol,hydrate Structure

104715-74-4

(2R,3S,5S)-5-[2...

N/A Structure

104715-76-6

N/A

~87%

2-(4-butylanilino)-9-(2-hydroxyethoxymethyl)-3H-purine-6-thione Structure

104715-84-6

2-(4-butylanili...

3-ethyl-4-methylaniline Structure

104715-64-2

3-ethyl-4-methy...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~55%

2-(3-ethyl-4-methylanilino)-3,7-dihydropurin-6-one Structure

104715-65-3

2-(3-ethyl-4-me...

N/A Structure

104715-76-6

N/A

~56%

2-[[6-amino-2-(4-butylanilino)purin-9-yl]methoxy]ethanol,hydrate Structure

104715-82-4

2-[[6-amino-2-(...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

2-[[6-amino-2-(4-butylanilino)purin-9-yl]methoxy]ethanol,hydrate Structure

104715-82-4

2-[[6-amino-2-(...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

2-[[6-amino-2-(4-butylanilino)purin-9-yl]methoxy]ethanol,hydrate Structure

104715-82-4

2-[[6-amino-2-(...

N/A Structure

104715-76-6

N/A

~79%

2-[[2-(4-butylanilino)-6-chloropurin-9-yl]methoxy]ethanol Structure

104715-78-8

2-[[2-(4-butyla...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

2-[[2-(4-butylanilino)-6-chloropurin-9-yl]methoxy]ethanol Structure

104715-78-8

2-[[2-(4-butyla...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

2-[[2-(4-butylanilino)-6-chloropurin-9-yl]methoxy]ethanol Structure

104715-78-8

2-[[2-(4-butyla...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

(2R,3S,5S)-5-[2-(4-butylanilino)-6-chloropurin-9-yl]-2-(hydroxymethyl)oxolan-3-ol Structure

104715-73-3

(2R,3S,5S)-5-[2...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

(2R,3S,5S)-5-[2-(4-butylanilino)-6-chloropurin-9-yl]-2-(hydroxymethyl)oxolan-3-ol Structure

104715-73-3

(2R,3S,5S)-5-[2...

N/A Structure

104715-76-6

N/A

~82%

2-(4-butylanilino)-9-(2-hydroxyethoxymethyl)-3H-purin-6-one Structure

104715-80-2

2-(4-butylanili...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

2-(4-butylanilino)-9-(2-hydroxyethoxymethyl)-3H-purin-6-one Structure

104715-80-2

2-(4-butylanili...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

2-(4-butylanilino)-9-(2-hydroxyethoxymethyl)-3H-purin-6-one Structure

104715-80-2

2-(4-butylanili...

N/A Structure

104715-76-6

N/A

~81%

2-[[2-(4-butylanilino)purin-9-yl]methoxy]ethanol Structure

104715-83-5

2-[[2-(4-butyla...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

2-[[2-(4-butylanilino)purin-9-yl]methoxy]ethanol Structure

104715-83-5

2-[[2-(4-butyla...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

2-[[2-(4-butylanilino)purin-9-yl]methoxy]ethanol Structure

104715-83-5

2-[[2-(4-butyla...

Sodium Methylate Structure

124-41-4

Sodium Methylate

N/A Structure

104715-76-6

N/A

~93%

2-[[2-(4-butylanilino)-6-methoxypurin-9-yl]methoxy]ethanol,hydrate Structure

104715-85-7

2-[[2-(4-butyla...

4-Butylaniline Structure

104-13-2

4-Butylaniline

~%

2-[[2-(4-butylanilino)-6-methoxypurin-9-yl]methoxy]ethanol,hydrate Structure

104715-85-7

2-[[2-(4-butyla...

2-Bromohypoxanthine Structure

87781-93-9

2-Bromohypoxanthine

~%

2-[[2-(4-butylanilino)-6-methoxypurin-9-yl]methoxy]ethanol,hydrate Structure

104715-85-7

2-[[2-(4-butyla...


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