2-amino-6-(2-benzyloxyphenyl)-4-[3-nitro-4-(1-pyrrolidinyl)phenyl]nicotinonitrile | 433958-50-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-amino-6-(2-benzyloxyphenyl)-4-[3-nitro-4-(1-pyrrolidinyl)phenyl]nicotinonitrile
• 英文别名: 2-amino-4-(3-nitro-4-pyrrolidin-1-ylphenyl)-6-(2-phenylmethoxyphenyl)pyridine-3-carbonitrile
• CAS: 433958-50-0
• 化学式: C₂₉H₂₅N₅O₃
• 分子量: 491.549
• InChiKey: WWFHNSOIAPKVLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-amino-6-(2-benzyloxyphenyl)-4-[3-nitro-4-(1-pyrrolidinyl)phenyl]nicotinonitrile 在 palladium on activated charcoal 吡啶 、 氢气 、 铁粉 、 氯化铵 、 溶剂黄146 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 生成 N-[5-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridyl]-2-pyrrolidin-1-yl-phenyl]-3-(1-piperidyl)propanamide
  参考文献：
  名称：

  Discovery of novel and selective IKK-β serine-threonine protein kinase inhibitors. Part 1

  摘要：

  IkappaB kinase beta (IKK-beta) is a serine-threonine protein kinase critically involved in the activation of the transcription factor Nuclear Factor kappa B (NF-kappaB) in response to various inflammatory stimuli. We have identified a small molecule inhibitor of IKK-beta. Optimization of the lead compound resulted in improvements in both in vitro and in vivo potency, and provided IKK-beta inhibitors exhibiting potent activity in an acute cytokine release model (LPS-induced TNFalpha). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01046-6
• 作为产物：
  描述：

  4-氯-3-硝基苯甲醛 在 乙酸铵 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 生成 2-amino-6-(2-benzyloxyphenyl)-4-[3-nitro-4-(1-pyrrolidinyl)phenyl]nicotinonitrile
  参考文献：
  名称：

  Discovery of novel and selective IKK-β serine-threonine protein kinase inhibitors. Part 1

  摘要：

  IkappaB kinase beta (IKK-beta) is a serine-threonine protein kinase critically involved in the activation of the transcription factor Nuclear Factor kappa B (NF-kappaB) in response to various inflammatory stimuli. We have identified a small molecule inhibitor of IKK-beta. Optimization of the lead compound resulted in improvements in both in vitro and in vivo potency, and provided IKK-beta inhibitors exhibiting potent activity in an acute cytokine release model (LPS-induced TNFalpha). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01046-6

文献信息

• 4-6-Diphenyl pyridine derivatives as antiinflammatory agents
  申请人：——

  公开号：US20040097563A1

  公开（公告）日：2004-05-20

  4-aryl pyrimidine compounds of general formula and salts thereof: wherein X is CH or N; R1 is hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, etc.; R2 is hydrogen or hydroxy; R3 is hydrogen, C1-6 alkyl, etc.; R4 is hydrogen, hydroxy, halogen, amino, etc.; R5 is hydroxy, amino, carboxy, etc.; R6 is hydrogen, carbamoyl, cyano, carboxy, C1-6 alkoxycarbonyl, etc. and R7 is amino or C1-6 alkanoylamino. The compounds (I) or the salts thereof have an excellent anti-inflammatory activity and the like.

  通用公式4-芳基嘧啶化合物及其盐：其中X为CH或N；R1为氢、卤素、C1-6烷基、C1-6烷氧基等；R2为氢或羟基；R3为氢、C1-6烷基等；R4为氢、羟基、卤素、氨基等；R5为羟基、氨基、羧基等；R6为氢、氨基甲酰基、氰基、羧基、C1-6烷氧羰基等；R7为氨基或C1-6烷酰胺基。化合物（I）或其盐具有出色的抗炎活性等。
• 4-6-diphenyl pyridine derivatives as antiinflammatory agents
  申请人：Bayer Aktiengesellschaft

  公开号：US07410986B2

  公开（公告）日：2008-08-12

  4-aryl pyrimidine compounds of general formula and salts thereof: wherein X is CH or N; R1 is hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, etc.; R2 is hydrogen or hydroxy; R3 is hydrogen, C1-6 alkyl, etc.; R4 is hydrogen, hydroxy, halogen, amino, etc.; R5 is hydroxy, amino, carboxy, etc.; R6 is hydrogen, carbamoyl, cyano, carboxy, C1-6 alkoxycarbonyl, etc. and R7 is amino or C1-6 alkanoylamino. The compounds (I) or the salts thereof have an excellent anti-inflammatory activity and the like.

  通式为4-芳基嘧啶化合物及其盐，其中X为CH或N；R1为氢、卤素、C1-6烷基、C1-6烷氧基等；R2为氢或羟基；R3为氢、C1-6烷基等；R4为氢、羟基、卤素、氨基等；R5为羟基、氨基、羧基等；R6为氢、氨基甲酰、氰基、羧基、C1-6烷氧羰基等；R7为氨基或C1-6脂肪酰胺基。该化合物(I)或其盐具有出色的抗炎活性等。
• 4-6-DIPHENYL PYRIDINE DERIVATIVES AS ANTIINFLAMMATORY AGENTS
  申请人：Bayer HealthCare AG

  公开号：EP1339687B1

  公开（公告）日：2008-01-23
• US7410986B2
  申请人：——

  公开号：US7410986B2

  公开（公告）日：2008-08-12