4-((R)-3-Amino-pyrrolidin-1-yl)-3-[1-(3-methoxy-1H-pyrrol-2-yl)-meth-(Z)-ylidene]-5-nitro-1,3-dihydro-indol-2-one | 573704-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-((R)-3-Amino-pyrrolidin-1-yl)-3-[1-(3-methoxy-1H-pyrrol-2-yl)-meth-(Z)-ylidene]-5-nitro-1,3-dihydro-indol-2-one
• 英文别名: (3Z)-4-[(3R)-3-aminopyrrolidin-1-yl]-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-5-nitro-2,3-dihydro-1H-indol-2-one；(3Z)-4-[(3R)-3-aminopyrrolidin-1-yl]-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-5-nitro-1H-indol-2-one
• CAS: 573704-82-2
• 化学式: C₁₈H₁₉N₅O₄
• 分子量: 369.38
• InChiKey: UVTOVXHMQMTPSH-UBYNWHESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲酸甲酯 、 4-((R)-3-Amino-pyrrolidin-1-yl)-3-[1-(3-methoxy-1H-pyrrol-2-yl)-meth-(Z)-ylidene]-5-nitro-1,3-dihydro-indol-2-one 反应 10.0h， 以91%的产率得到N-((R)-1-{3-[1-(3-Methoxy-1H-pyrrol-2-yl)-meth-(Z)-ylidene]-5-nitro-2-oxo-2,3-dihydro-1H-indol-4-yl}-pyrrolidin-3-yl)-formamide
  参考文献：
  名称：

  Synthesis of Potent Oxindole CDK2 Inhibitors

  摘要：

  A series of oxindole CDK2 inhibitors was synthesized. These novel analogues have a saturated monosubstituted cyclic moiety at their C-4 position that mimics the ribofuranoside of ATP. This substitution afforded agents with increased potency relative to the parent indolinone and nanomolar range IC50 against the CDK2 enzyme and two cancer cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00036-1
• 作为产物：
  描述：

  (Z)-4-bromo-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-nitro-2H-indol-2-one 在 水 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-((R)-3-Amino-pyrrolidin-1-yl)-3-[1-(3-methoxy-1H-pyrrol-2-yl)-meth-(Z)-ylidene]-5-nitro-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  Synthesis of Potent Oxindole CDK2 Inhibitors

  摘要：

  A series of oxindole CDK2 inhibitors was synthesized. These novel analogues have a saturated monosubstituted cyclic moiety at their C-4 position that mimics the ribofuranoside of ATP. This substitution afforded agents with increased potency relative to the parent indolinone and nanomolar range IC50 against the CDK2 enzyme and two cancer cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00036-1

文献信息

• Synthesis of Potent Oxindole CDK2 Inhibitors
  作者：Apos Dermatakis、Kin-Chun Luk、Wanda DePinto

  DOI：10.1016/s0968-0896(03)00036-1

  日期：2003.4

  A series of oxindole CDK2 inhibitors was synthesized. These novel analogues have a saturated monosubstituted cyclic moiety at their C-4 position that mimics the ribofuranoside of ATP. This substitution afforded agents with increased potency relative to the parent indolinone and nanomolar range IC50 against the CDK2 enzyme and two cancer cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.