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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

Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors

…, D Garrido, W Mills, J Peckham, F Preugschat…

文献索引：Peat, Andrew J.; Boucheron, Joyce A.; Dickerson, Scott H.; Garrido, Dulce; Mills, Wendy; Peckham, Jennifer; Preugschat, Frank; Smalley, Terrence; Schweiker, Stephanie L.; Wilson, Jayme R.; Wang, Tony Y.; Zhou, Huiqiang Q.; Thomson, Stephen A. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 9 p. 2121 - 2125

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被引用次数: 62

摘要

A series of [1-aryl-1H-pyrazolo [3, 4-d] pyrimidin-4-yl] arylhydrazones were discovered as novel inhibitors glycogen synthase kinase-3 (GSK-3). Based on initial modeling a detailed SAR was constructed. Modification of the interior binding aryl ring (Ar1) determined this to be a tight binding region with little room for modification. As predicted from the model, a large variety of modifications could be incorporated into the hydrazone aryl ring. This work led to ...

p-anisylhydrazine结构式

p-anisylhydrazine

~%

4-氯-1-(4-甲氧基苯基)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(4-甲氧基苯基)...

5-氨基-1-(4-甲氧基苯基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(4-甲氧基苯基...

~%

4-氯-1-(4-甲氧基苯基)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(4-甲氧基苯基)...

3-肼基吡啶结构式

乙氧基亚甲基丙二腈结构式

乙氧基亚甲基丙二腈

~%

5-氨基-1-(3-吡啶)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-吡啶)-1...

3-甲苯肼结构式

~%

1,5-二氢-1-(3-甲基苯基)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(3-甲基苯...

3-甲苯肼结构式

~%

4-chloro-1-(3-methylphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-m...

1,5-二氢-1-(3-甲基苯基)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(3-甲基苯...

~%

4-chloro-1-(3-methylphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-m...

3-肼基吡啶结构式

~%

1,5-二氢-1-(3-吡啶)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(3-吡啶)...

甲酸结构式

5-氨基-1-(3-吡啶)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-吡啶)-1...

~%

1,5-二氢-1-(3-吡啶)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(3-吡啶)...

3-肼基吡啶结构式

~%

4-氯-1-(3-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(3-吡啶)-1H...

1,5-二氢-1-(3-吡啶)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(3-吡啶)...

~%

4-氯-1-(3-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(3-吡啶)-1H...

5-氨基-1-(3-吡啶)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-吡啶)-1...

~%

4-氯-1-(3-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(3-吡啶)-1H...

对甲基苯肼结构式

对甲基苯肼

~%

4-氯-1-(对甲苯)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(对甲苯)-1H-...

1-(p-tolyl)-1,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(p-tolyl)-1,5...

~%

4-氯-1-(对甲苯)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(对甲苯)-1H-...

5-氨基-1-甲苯-1H-吡唑-4-甲腈结构式

5-氨基-1-甲苯-1H-吡唑-4-甲腈

~%

4-氯-1-(对甲苯)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(对甲苯)-1H-...

3-溴苯肼结构式

~%

1-(3-bromophenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-bromopheny...

甲酸结构式

5-氨基-1-(3-溴苯基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-溴苯基)-...

~%

1-(3-bromophenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-bromopheny...

(3-甲氧基苯基)肼结构式

(3-甲氧基苯基)肼

~%

1-(3-methoxyphenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-methoxyphe...

甲酸结构式

5-amino-1-(3-methoxyphenyl)pyrazole-4-carbonitrile结构式

5-amino-1-(3-me...

~%

1-(3-methoxyphenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-methoxyphe...

乙氧基亚甲基丙二腈结构式

乙氧基亚甲基丙二腈

2-肼基-6-甲氧基吡啶结构式

2-肼基-6-甲氧基吡啶

~%

5-氨基-1-(6-甲氧基-2-吡啶)-1H-吡唑-4-甲腈结构式

5-氨基-1-(6-甲氧基-2...

3-溴苯肼结构式

~%

1-(3-溴苯基)-4-氯-1H-吡唑并[3,4-d]嘧啶结构式

1-(3-溴苯基)-4-氯-1...

1-(3-bromophenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-bromopheny...

~%

1-(3-溴苯基)-4-氯-1H-吡唑并[3,4-d]嘧啶结构式

1-(3-溴苯基)-4-氯-1...

5-氨基-1-(3-溴苯基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-溴苯基)-...

~%

1-(3-溴苯基)-4-氯-1H-吡唑并[3,4-d]嘧啶结构式

1-(3-溴苯基)-4-氯-1...

乙氧基亚甲基丙二腈结构式

乙氧基亚甲基丙二腈

2-甲氧基苯肼结构式

2-甲氧基苯肼

~%

5-amino-1-(2-methoxyphenyl)pyrazole-4-carbonitrile结构式

5-amino-1-(2-me...

2-肼基-6-甲氧基吡啶结构式

2-肼基-6-甲氧基吡啶

~%

4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(6-甲氧基-2-...

1-(6-methoxypyridin-2-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(6-methoxypyr...

~%

4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(6-甲氧基-2-...

5-氨基-1-(6-甲氧基-2-吡啶)-1H-吡唑-4-甲腈结构式

5-氨基-1-(6-甲氧基-2...

~%

4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(6-甲氧基-2-...

4-氯-1-苯基-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-苯基-1H-吡唑并...

~%

(1-苯基-1H-吡唑并[3,4-d]嘧啶-4-基)-肼结构式

(1-苯基-1H-吡唑并[3,...

5-氨基-1-苯基吡唑-4-腈结构式

5-氨基-1-苯基吡唑-4-腈

~%

(1-苯基-1H-吡唑并[3,4-d]嘧啶-4-基)-肼结构式

(1-苯基-1H-吡唑并[3,...

1-苯基-1H-吡唑并[3,4-d]嘧啶-4-醇结构式

1-苯基-1H-吡唑并[3,4...

~%

(1-苯基-1H-吡唑并[3,4-d]嘧啶-4-基)-肼结构式

(1-苯基-1H-吡唑并[3,...

3-乙氧基苯基肼结构式

3-乙氧基苯基肼

~%

1-(3-ethoxyphenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-ethoxyphen...

甲酸结构式

5-氨基-1-(3-乙氧基苯基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-乙氧基苯基...

~%

1-(3-ethoxyphenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-ethoxyphen...

3-乙氧基苯基肼结构式

3-乙氧基苯基肼

~%

4-chloro-1-(3-ethoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-e...

1-(3-ethoxyphenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-ethoxyphen...

~%

4-chloro-1-(3-ethoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-e...

5-氨基-1-(3-乙氧基苯基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-乙氧基苯基...

~%

4-chloro-1-(3-ethoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-e...

3-硝基苯肼结构式

~%

4-氯-1-(3-硝基苯基)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(3-硝基苯基)-...

5-氨基-1-(3-硝基苯基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(3-硝基苯基)...

~%

4-氯-1-(3-硝基苯基)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(3-硝基苯基)-...

苯肼结构式

~%

(1-苯基-1H-吡唑并[3,4-d]嘧啶-4-基)-肼结构式

(1-苯基-1H-吡唑并[3,...

2-(1-ethoxybutylidene)malononitrile结构式

2-(1-ethoxybuty...

~%

4-chloro-1-(3-methoxyphenyl)-3-propylpyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-m...

(3-甲氧基苯基)肼结构式

(3-甲氧基苯基)肼

~%

4-chloro-1-(3-methoxyphenyl)-3-propylpyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-m...

1-(3-methoxyphenyl)-3-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-methoxyphe...

~%

4-chloro-1-(3-methoxyphenyl)-3-propylpyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-m...

5-amino-1-(3-methoxyphenyl)-3-propylpyrazole-4-carbonitrile结构式

5-amino-1-(3-me...

~%

4-chloro-1-(3-methoxyphenyl)-3-propylpyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-(3-m...

2-肼吡啶结构式

~%

1,5-二氢-1-(2-吡啶)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(2-吡啶)...

甲酸结构式

5-氨基-1-(2-吡啶基)-1H-吡唑-4-甲腈结构式

5-氨基-1-(2-吡啶基)-...

~%

1,5-二氢-1-(2-吡啶)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(2-吡啶)...

5-氨基-1-苯基吡唑-4-腈结构式

5-氨基-1-苯基吡唑-4-腈

~%

4-氯-1-苯基-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-苯基-1H-吡唑并...

苯肼结构式

~%

4-氯-1-苯基-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-苯基-1H-吡唑并...

2-(1-乙氧基亚丙基)丙二腈结构式

2-(1-乙氧基亚丙基)丙二腈

(3-甲氧基苯基)肼结构式

(3-甲氧基苯基)肼

~%

5-amino-3-ethyl-1-(3-methoxyphenyl)pyrazole-4-carbonitrile结构式

5-amino-3-ethyl...

2-(1-乙氧基亚丙基)丙二腈结构式

2-(1-乙氧基亚丙基)丙二腈

~%

4-chloro-3-ethyl-1-(3-methoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-3-ethy...

3-ethyl-1-(3-methoxyphenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one结构式

3-ethyl-1-(3-me...

~%

4-chloro-3-ethyl-1-(3-methoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-3-ethy...

5-amino-3-ethyl-1-(3-methoxyphenyl)pyrazole-4-carbonitrile结构式

5-amino-3-ethyl...

~%

4-chloro-3-ethyl-1-(3-methoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-3-ethy...

甲酸结构式

5-氨基-1-(2-噻唑)-1H-吡唑-4-甲腈结构式

5-氨基-1-(2-噻唑)-1...

~%

1,5-二氢-1-(2-噻唑)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(2-噻唑)...

1,5-二氢-1-(2-噻唑)-4H-吡唑并[3,4-d]嘧啶-4-酮结构式

1,5-二氢-1-(2-噻唑)...

~%

4-氯-1-(2-噻唑)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(2-噻唑)-1H...

5-氨基-1-(2-噻唑)-1H-吡唑-4-甲腈结构式

5-氨基-1-(2-噻唑)-1...

~%

4-氯-1-(2-噻唑)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(2-噻唑)-1H...

1-(3-(trifluoromethoxy)phenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one结构式

1-(3-(trifluoro...

~%

4-chloro-1-[3-(trifluoromethoxy)phenyl]pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-[3-(...

5-amino-1-[3-(trifluoromethoxy)phenyl]pyrazole-4-carbonitrile结构式

5-amino-1-[3-(t...

~%

4-chloro-1-[3-(trifluoromethoxy)phenyl]pyrazolo[3,4-d]pyrimidine结构式

4-chloro-1-[3-(...

(3-甲氧基苯基)肼结构式

(3-甲氧基苯基)肼

~%

4-chloro-3-ethyl-1-(3-methoxyphenyl)pyrazolo[3,4-d]pyrimidine结构式

4-chloro-3-ethy...

4-肼吡啶结构式

~%

4-氯-1-(4-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(4-吡啶)-1H...

5-AMINO-1-(PYRIDIN-4-YL)-1H-PYRAZOLE-4-CARBONITRILE结构式

5-AMINO-1-(PYRI...

~%

4-氯-1-(4-吡啶)-1H-吡唑并[3,4-d]嘧啶结构式

4-氯-1-(4-吡啶)-1H...

A one step synthesis of 1-alkylpyrazolo [5, 4-d] pyrimidines

[Boyd, Scott; Campbell, Leonie; Liao, Wensheng; Meng, Qinghong; Peng, Zuozhong; Wang, Xiaoping; Waring, Michael J. Tetrahedron Letters, 2008 , vol. 49, # 52 p. 7395 - 7397]

N–N Bond-Forming Cyclization for the One-Pot Synthesis of N-...

[Evans, Lindsay E.; Cheeseman, Matthew D.; Jones, Keith Organic Letters, 2012 , vol. 14, # 13 p. 3546 - 3549]

N–N Bond-Forming Cyclization for the One-Pot Synthesis of N-...

[Evans, Lindsay E.; Cheeseman, Matthew D.; Jones, Keith Organic Letters, 2012 , vol. 14, # 13 p. 3546 - 3549]