2-amino-7-[2-(trifluoromethyl)phenyl]-3H-pyrido[2,3-d]pyrimidin-4-one | 1415048-67-7

• 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-7-[2-(trifluoromethyl)phenyl]-3H-pyrido[2,3-d]pyrimidin-4-one
• CAS: 1415048-67-7
• 化学式: C₁₄H₉F₃N₄O
• 分子量: 306.247
• InChiKey: VXULDSGGIFISEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-amino-7-[2-(trifluoromethyl)phenyl]-3H-pyrido[2,3-d]pyrimidin-4-one 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 反应 18.0h， 生成 4-Chloro-7-[2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-2-amine
  参考文献：
  名称：

  7-Phenyl-pyrido[2,3-d]pyrimidine-2,4-diamines: Novel and highly selective protein tyrosine phosphatase 1B inhibitors

  摘要：

  High throughput screening of the Roche compound collection led to the identification of diaminopyrroloquinazoline series as a novel class of PTP1B inhibitors. Structural modification of diaminopyrroloquinazoline series resulted in pyrido[2,3-d]pyrimidine-2,4-diamine series which was further optimized to give compounds 5 and 24 as potent, selective (except T-cell phosphatase) PTP1B inhibitors with good mouse PK properties. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.035
• 作为产物：
  描述：

  3-dimethylamino-1-(2-trifluoromethyl-phenyl)-propenone 、 2,4-二氨基-6-羟基嘧啶 在 溶剂黄146 作用下， 反应 48.0h， 以57%的产率得到2-amino-7-[2-(trifluoromethyl)phenyl]-3H-pyrido[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  7-Phenyl-pyrido[2,3-d]pyrimidine-2,4-diamines: Novel and highly selective protein tyrosine phosphatase 1B inhibitors

  摘要：

  High throughput screening of the Roche compound collection led to the identification of diaminopyrroloquinazoline series as a novel class of PTP1B inhibitors. Structural modification of diaminopyrroloquinazoline series resulted in pyrido[2,3-d]pyrimidine-2,4-diamine series which was further optimized to give compounds 5 and 24 as potent, selective (except T-cell phosphatase) PTP1B inhibitors with good mouse PK properties. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.035

文献信息

• 7-Phenyl-pyrido[2,3-d]pyrimidine-2,4-diamines: Novel and highly selective protein tyrosine phosphatase 1B inhibitors
  作者：Adrian Wai-Hing Cheung、Bruce Banner、Jolly Bose、Kyungjin Kim、Shiming Li、Nicholas Marcopulos、Lucja Orzechowski、Joseph A. Sergi、Kshitij C. Thakkar、Bing-Bing Wang、Weiya Yun、Catherine Zwingelstein、Steven Berthel、Andrée R. Olivier

  DOI：10.1016/j.bmcl.2012.10.035

  日期：2012.12

  High throughput screening of the Roche compound collection led to the identification of diaminopyrroloquinazoline series as a novel class of PTP1B inhibitors. Structural modification of diaminopyrroloquinazoline series resulted in pyrido[2,3-d]pyrimidine-2,4-diamine series which was further optimized to give compounds 5 and 24 as potent, selective (except T-cell phosphatase) PTP1B inhibitors with good mouse PK properties. (C) 2012 Elsevier Ltd. All rights reserved.