N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-methyl-5-[2-[5-(pyrrolidin-1-ylmethyl)-1,3-thiazol-2-yl]ethynyl]pyrimidin-4-amine | 1198855-26-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-methyl-5-[2-[5-(pyrrolidin-1-ylmethyl)-1,3-thiazol-2-yl]ethynyl]pyrimidin-4-amine
• CAS: 1198855-26-3
• 化学式: C₂₈H₂₅ClFN₅OS
• 分子量: 534.057
• InChiKey: KERGPNUFPFTXOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氯-5-碘-6-甲基嘧啶 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-methyl-5-[2-[5-(pyrrolidin-1-ylmethyl)-1,3-thiazol-2-yl]ethynyl]pyrimidin-4-amine
  参考文献：
  名称：

  Discovery of novel 5-alkynyl-4-anilinopyrimidines as potent, orally active dual inhibitors of EGFR and Her-2 tyrosine kinases

  摘要：

  5-Alkenyl or 5-alkynyl-4-anilinopyrimidines were prepared and evaluated for in vitro inhibition of EGFR/Her-2 kinase activity and the growth of tumor cell lines (BT474 and N87). Several of these compounds inhibited the growth of BT474 and N87 at concentrations below 200 nM. Structure-activity relationship studies revealed a critical role for the 5-alkynyl moieties. The representative compound 19 exhibited significant antitumor potency in a mouse xenograft model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.103

文献信息

• Discovery of novel 5-alkynyl-4-anilinopyrimidines as potent, orally active dual inhibitors of EGFR and Her-2 tyrosine kinases
  作者：Naoyuki Suzuki、Takeshi Shiota、Fumihiko Watanabe、Norihiro Haga、Takami Murashi、Takafumi Ohara、Kenji Matsuo、Naoki Omori、Hiroshi Yari、Keiji Dohi、Makiko Inoue、Motofumi Iguchi、Jyunko Sentou、Tooru Wada

  DOI：10.1016/j.bmcl.2011.10.103

  日期：2012.1

  5-Alkenyl or 5-alkynyl-4-anilinopyrimidines were prepared and evaluated for in vitro inhibition of EGFR/Her-2 kinase activity and the growth of tumor cell lines (BT474 and N87). Several of these compounds inhibited the growth of BT474 and N87 at concentrations below 200 nM. Structure-activity relationship studies revealed a critical role for the 5-alkynyl moieties. The representative compound 19 exhibited significant antitumor potency in a mouse xenograft model. (C) 2011 Elsevier Ltd. All rights reserved.