7-[3-[[4-Chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxylic acid | 1211956-78-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 7-[3-[[4-Chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
• CAS: 1211956-78-3
• 化学式: C₂₁H₁₃ClF₃N₅O₃
• 分子量: 475.814
• InChiKey: YTHFBTLNHOPAKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-[3-[[4-Chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxylic acid 、 3-甲氧基丙胺 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 二乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 7-{3-[({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenyl}-N-(3-methoxypropyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide
  参考文献：
  名称：

  Identification of pyrazolo[1,5-a]pyrimidine-3-carboxylates as B-Raf kinase inhibitors

  摘要：

  B-Raf kinase plays a critical role in the Raf-MEK-ERK signaling pathway and inhibitors of B-Raf could be used in the treatment of melanomas, colorectal cancer, and other Ras related human cancers. We have identified novel small molecule pyrazolo[1,5-a]pyrimidine derivatives as B-Raf kinase inhibitors. Structure-activity relationship was generated for various regions of the scaffold to improve the biochemical pro. le. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.129
• 作为产物：
  描述：

  ethyl 7-{3-[({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenyl}pyrazolo[1,5-a]pyrimidine-3-carboxylate 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 生成 7-[3-[[4-Chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
  参考文献：
  名称：

  Identification of pyrazolo[1,5-a]pyrimidine-3-carboxylates as B-Raf kinase inhibitors

  摘要：

  B-Raf kinase plays a critical role in the Raf-MEK-ERK signaling pathway and inhibitors of B-Raf could be used in the treatment of melanomas, colorectal cancer, and other Ras related human cancers. We have identified novel small molecule pyrazolo[1,5-a]pyrimidine derivatives as B-Raf kinase inhibitors. Structure-activity relationship was generated for various regions of the scaffold to improve the biochemical pro. le. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.129

文献信息

• Pyrazolo[1,5-A]pyrimidine derivatives and methods of use thereof
  申请人：Gopalsamy Ariamala

  公开号：US20070219186A1

  公开（公告）日：2007-09-20

  The present invention relates to pyrazolo[1,5-a]pyrimidine derivatives, compositions comprising an effective amount of a pyrazolo[1,5-a]pyrimidine derivative and methods for treating or preventing cancer, comprising administering to a subject in need thereof an effective amount of a pyrazolo[1,5-a]pyrimidine derivative.

  本发明涉及吡唑并[1,5-a]嘧啶衍生物，包括有效量的吡唑并[1,5-a]嘧啶衍生物的组合物，以及治疗或预防癌症的方法，包括向需要的受试者施用有效量的吡唑并[1,5-a]嘧啶衍生物。
• PYRAZOLO[1,5-A]PYRIMIDINE DERIVATIVES AND METHODS OF USE THEREOF
  申请人：Wyeth

  公开号：EP1996594A2

  公开（公告）日：2008-12-03
• [EN] PYRAZOLO[1,5-A]PYRIMIDINE DERIVATIVES AND METHODS OF USE THEREOF<br/>[FR] DERIVES DE PYRAZOLO[1,5-A]PYRIMIDINE ET PROCEDES D'UTILISATION DE CEUX-CI
  申请人：WYETH CORP

  公开号：WO2007109093A2

  公开（公告）日：2007-09-27

  [EN] The present invention relates to pyrazolo[1,5-a]pyrimidine derivatives, compositions comprising an effective amount of a pyrazolo[1,5-a]pyrimidine derivative and methods for treating or preventing cancer, comprising administering to a subject in need thereof an effective amount of a pyrazolo[1,5-a]pyrimidine derivative.
  [FR] La présente invention concerne des dérivés de pyrazolo[1,5-a]pyrimidine, des compositions comprenant une quantité efficace d'un dérivé de pyrazolo[1,5-a]pyrimidine et des procédés pour le traitement ou la prévention du cancer, consistant à administrer une quantité efficace de dérivé de pyrazolo[1,5-a]pyrimidine à un sujet en ayant besoin.
• Identification of pyrazolo[1,5-a]pyrimidine-3-carboxylates as B-Raf kinase inhibitors
  作者：Ariamala Gopalsamy、Greg Ciszewski、Yongbo Hu、Frederick Lee、Larry Feldberg、Eileen Frommer、Steven Kim、Karen Collins、Donald Wojciechowicz、Robert Mallon

  DOI：10.1016/j.bmcl.2009.03.129

  日期：2009.5

  B-Raf kinase plays a critical role in the Raf-MEK-ERK signaling pathway and inhibitors of B-Raf could be used in the treatment of melanomas, colorectal cancer, and other Ras related human cancers. We have identified novel small molecule pyrazolo[1,5-a]pyrimidine derivatives as B-Raf kinase inhibitors. Structure-activity relationship was generated for various regions of the scaffold to improve the biochemical pro. le. (C) 2009 Elsevier Ltd. All rights reserved.