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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Pyrazolopyrimidine nucleosides. 12. Synthesis and biological activity of certain pyrazolo [3, 4-d] pyrimidine nucleosides related to adenosine

…, RP Panzica, LL Wotring, LB Townsend

文献索引：Bhat; Montero; Panzica; Wotring; Townsend Journal of Medicinal Chemistry, 1981 , vol. 24, # 10 p. 1165 - 1172

全文：HTML全文

被引用次数: 47

摘要

The chemical synthesis of certain 4-substituted pyrazolo [3, 4-d] pyrimidine nucleosides is described. Using 1-(2, 3,~ tri-O-acetyl-~ Dribofuranosyl) pyraZ(1) as the starting material, the reactive intermediate 4-chloro-l-(2, 3, 5-tri-O-acetyl-&D-ribofuran(2) was prepared in excellent yield. Compound 2 served as a versatile precursor for the synthesis of a number of 4-substituted pyrazolo [3, 4-d] pyrimidine nucleosides. In antitumor studies of these ...

N,N-二甲基甲酰胺二甲基缩醛结构式

N,N-二甲基甲酰胺二甲基缩醛

1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-.beta.-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

~81%

Methanimidamide,N,N-dimethyl-N'-(1-b-D-ribofuranosyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-结构式

Methanimidamide...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

Methanimidamide,N,N-dimethyl-N'-(1-b-D-ribofuranosyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-结构式

Methanimidamide...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~%

Methanimidamide,N,N-dimethyl-N'-(1-b-D-ribofuranosyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-结构式

Methanimidamide...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~87%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-.beta.-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-.beta.-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,1-(5-O-acetyl-b-D-ribofuranosyl)-N-(phenylmethyl)-结构式

1H-Pyrazolo[3,4...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

苄胺结构式

~38%

2-[5-(benzylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(benzylami...

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,1-(5-O-acetyl-b-D-ribofuranosyl)-N-(phenylmethyl)-结构式

1H-Pyrazolo[3,4...

甲硫醇结构式

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~72%

1H-Pyrazolo[3,4-d]pyrimidine,4-(methylthio)-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1H-Pyrazolo[3,4-d]pyrimidine,4-(methylthio)-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

[5-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-3,4-dihydroxy-oxolan-2-yl]methyl acetate结构式

[5-[5-(2-furylm...

糠胺结构式

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~35%

2-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(2-furylme...

[5-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-3,4-dihydroxy-oxolan-2-yl]methyl acetate结构式

[5-[5-(2-furylm...

1H-Pyrazolo[3,4-d]pyrimidine,4-(methylthio)-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

~%

2-(hydroxymethyl)-5-(2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolane-3,4-diol结构式

2-(hydroxymethy...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

2-(hydroxymethyl)-5-(2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolane-3,4-diol结构式

2-(hydroxymethy...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~%

2-(hydroxymethyl)-5-(2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolane-3,4-diol结构式

2-(hydroxymethy...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

二甲胺结构式

~90%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,N,N-dimethyl-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,N,N-dimethyl-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

[3,4-diacetyloxy-5-(5-anilino-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~90%

2-(5-anilino-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-(5-anilino-2,...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

2-(5-anilino-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-(5-anilino-2,...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

1-methyl-4-nitro-5-mercaptoimidazole ammonium salt结构式

1-methyl-4-nitr...

~95%

1H-Pyrazolo[3,4-d]pyrimidine,4-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1H-Pyrazolo[3,4-d]pyrimidine,4-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

1H-Pyrazolo[3,4...

甲醇钠结构式

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~97%

1-.beta.-D-ribofuranosyl-4-methoxypyrazolo[3,4-d] pyrimidine结构式

1-.beta.-D-ribo...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1-.beta.-D-ribofuranosyl-4-methoxypyrazolo[3,4-d] pyrimidine结构式

1-.beta.-D-ribo...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~%

2-(5-anilino-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-(5-anilino-2,...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1-b-D-ribofuranosyl-, hydrazone(9CI)结构式

4H-Pyrazolo[3,4...

4-[双-(2-氯乙基)氨基]苯甲醛结构式

4-[双-(2-氯乙基)氨基]苯甲醛

~81%

2-[5-[2-[[4-[bis(2-chloroethyl)amino]phenyl]methylidene]hydrazinyl]-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-[2-[[4-[bi...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

2-[5-[2-[[4-[bis(2-chloroethyl)amino]phenyl]methylidene]hydrazinyl]-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-[2-[[4-[bi...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~%

2-[5-[2-[[4-[bis(2-chloroethyl)amino]phenyl]methylidene]hydrazinyl]-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-[2-[[4-[bi...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

氨基甲烷结构式

~92%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,N-methyl-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,N-methyl-1-b-D-ribofuranosyl-结构式

1H-Pyrazolo[3,4...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~71%

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1-b-D-ribofuranosyl-, hydrazone(9CI)结构式

4H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1-b-D-ribofuranosyl-, hydrazone(9CI)结构式

4H-Pyrazolo[3,4...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

2-[5-(benzylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(benzylami...

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,1-(5-O-acetyl-b-D-ribofuranosyl)-N-(phenylmethyl)-结构式

1H-Pyrazolo[3,4...

~%

2-[5-(benzylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(benzylami...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~%

2-[5-(benzylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(benzylami...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

苄胺结构式

~41%

2-[5-(benzylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(benzylami...

1H-Pyrazolo[3,4-d]pyrimidin-4-amine,1-(5-O-acetyl-b-D-ribofuranosyl)-N-(phenylmethyl)-结构式

1H-Pyrazolo[3,4...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

2,4,6-三溴苯胺结构式

2,4,6-三溴苯胺

~68%

[3,4-diacetyloxy-5-(5-anilino-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

[3,4-diacetyloxy-5-(5-anilino-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-结构式

4H-Pyrazolo[3,4...

~%

2-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(2-furylme...

[5-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-3,4-dihydroxy-oxolan-2-yl]methyl acetate结构式

[5-[5-(2-furylm...

~%

2-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(2-furylme...

糠胺结构式

~%

2-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(2-furylme...

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~%

2-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(2-furylme...

糠胺结构式

[3,4-diacetyloxy-5-(5-chloro-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)oxolan-2-yl]methyl acetate结构式

[3,4-diacetylox...

~41%

2-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol结构式

2-[5-(2-furylme...

[5-[5-(2-furylmethylamino)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl]-3,4-dihydroxy-oxolan-2-yl]methyl acetate结构式

[5-[5-(2-furylm...