ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide | 1022973-48-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide
• 英文别名: N-[(1R,2R)-2-[[5-chloro-2-[[3-(2-methoxyethyl)-1,2,4,5-tetrahydro-3-benzazepin-7-yl]amino]pyrimidin-4-yl]amino]cyclohexyl]ethanesulfonamide
• CAS: 1022973-48-3
• 化学式: C₂₅H₃₇ClN₆O₃S
• 分子量: 537.126
• InChiKey: RKSKGSQDRZHVPG-DHIUTWEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)-2,2,2-trifluoroacetamide 在 水 、 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.75h， 生成 ethanesulfonic acid ((1R,2R)-2-{5-chloro-2-[3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]pyrimidin-4-ylamino}cyclohexyl)amide
  参考文献：
  名称：

  Methanesulfonamido-cyclohexylamine derivatives of 2,4-diaminopyrimidine as potent ALK inhibitors

  摘要：

  The incorporation of R,R-1,2-diaminocyclohexane at C4 in a series of 2,4-diaminopyrimidines led to a number of ALK inhibitors in which optimized activity was achieved by conversion of the 2-amino group into a methanesulfonamide. Tumor growth inhibition was observed when an orally bioavailable analog was evaluated in a Karpas-299 tumor xenograft mouse model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.040

文献信息

• FUSED BICYCLIC DERIVATIVES OF 2,4-DIAMINOPYRIMIDINE AS ALK AND C-MET INHIBITORS
  申请人：Cephalon, Inc.

  公开号：EP2222647B1

  公开（公告）日：2015-08-05
• Fused bicyclic derivatives of 2,4-diaminopyrimidine as alk and C-met inhibitors
  申请人：Cephalon, Inc.

  公开号：EP2684874B1

  公开（公告）日：2017-05-17
• Methanesulfonamido-cyclohexylamine derivatives of 2,4-diaminopyrimidine as potent ALK inhibitors
  作者：Craig A. Zificsak、Jay P. Theroff、Lisa D. Aimone、Thelma S. Angeles、Mark S. Albom、Mangeng Cheng、Eugen F. Mesaros、Gregory R. Ott、Matthew R. Quail、Ted L. Underiner、Weihua Wan、Bruce D. Dorsey

  DOI：10.1016/j.bmcl.2011.05.040

  日期：2011.7

  The incorporation of R,R-1,2-diaminocyclohexane at C4 in a series of 2,4-diaminopyrimidines led to a number of ALK inhibitors in which optimized activity was achieved by conversion of the 2-amino group into a methanesulfonamide. Tumor growth inhibition was observed when an orally bioavailable analog was evaluated in a Karpas-299 tumor xenograft mouse model. (C) 2011 Elsevier Ltd. All rights reserved.