4-[[1-[(3-Fluorophenyl)methyl]indazol-5-yl]amino]-6-(methylamino)pyrimidine-5-carbaldehyde | 1095314-00-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 4-[[1-[(3-Fluorophenyl)methyl]indazol-5-yl]amino]-6-(methylamino)pyrimidine-5-carbaldehyde
• CAS: 1095314-00-3
• 化学式: C₂₀H₁₇FN₆O
• 分子量: 376.393
• InChiKey: DRKVBIKCZPXNSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-[[1-[(3-Fluorophenyl)methyl]indazol-5-yl]amino]-6-(methylamino)pyrimidine-5-carbaldehyde 、 甲氧基胺盐酸盐 以 甲醇 为溶剂， 生成 4-N-[1-[(3-fluorophenyl)methyl]indazol-5-yl]-5-(methoxyiminomethyl)-6-N-methylpyrimidine-4,6-diamine
  参考文献：
  名称：

  Discovery of novel 4-amino-6-arylaminopyrimidine-5-carbaldehyde oximes as dual inhibitors of EGFR and ErbB-2 protein tyrosine kinases

  摘要：

  We herein disclose a novel series of 4-aminopyrimidine-5-carbaldehyde oximes that are potent and selective inhibitors of both EGFR and ErbB-2 tyrosine kinases, with IC50 values in the nanomolar range. Structure-activity relationship (SAR) studies elucidated a critical role for the 4-amino and C-6 arylamino moieties. The X-ray co-crystal structure of EGFR with 37 was determined and validated our design rationale. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.024
• 作为产物：
  描述：

  4-chloro-6-(methylamino)pyrimidine-5-carbaldehyde 、 5-氨基-1-(3-氟苄基)吲唑 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 4-[[1-[(3-Fluorophenyl)methyl]indazol-5-yl]amino]-6-(methylamino)pyrimidine-5-carbaldehyde
  参考文献：
  名称：

  Discovery of novel 4-amino-6-arylaminopyrimidine-5-carbaldehyde oximes as dual inhibitors of EGFR and ErbB-2 protein tyrosine kinases

  摘要：

  We herein disclose a novel series of 4-aminopyrimidine-5-carbaldehyde oximes that are potent and selective inhibitors of both EGFR and ErbB-2 tyrosine kinases, with IC50 values in the nanomolar range. Structure-activity relationship (SAR) studies elucidated a critical role for the 4-amino and C-6 arylamino moieties. The X-ray co-crystal structure of EGFR with 37 was determined and validated our design rationale. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.024