2-Phenylamino-4-(o-carboxyphenylamino)pyrimidine | 89450-91-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Phenylamino-4-(o-carboxyphenylamino)pyrimidine
• 英文别名: N4-(2-carboxyphenyl)-N2-(phenyl)pyrimidine-2,4-diamine；Anthranilic acid, N-(2-anilino-4-pyrimidinyl)-；2-[(2-anilinopyrimidin-4-yl)amino]benzoic acid
• CAS: 89450-91-9
• 化学式: C₁₇H₁₄N₄O₂
• 分子量: 306.324
• InChiKey: POORMKCKTPLEDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.1
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Phenylamino-4-(o-carboxyphenylamino)pyrimidine 在 ammonium chloride 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 反应 6.0h， 生成 2-{[2-(Phenylamino)pyrimidin-4-yl]amino}benzamide
  参考文献：
  名称：

  Discovery of a new class of 4-anilinopyrimidines as potent c-Jun N-terminal kinase inhibitors: Synthesis and SAR studies

  摘要：

  A new series of 4-anilinopyrimidines has been synthesized and evaluated as JNK1 inhibitors. SAR studies led to the discovery of potent JNK1 inhibitors with good enzymatic activity as well as cellular potency represented by compound 2b. Kinase selectivity profile and the crystal structure of 2b are also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.093
• 作为产物：
  描述：

  邻氨基苯甲酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.33h， 生成 2-Phenylamino-4-(o-carboxyphenylamino)pyrimidine
  参考文献：
  名称：

  Discovery of a new class of 4-anilinopyrimidines as potent c-Jun N-terminal kinase inhibitors: Synthesis and SAR studies

  摘要：

  A new series of 4-anilinopyrimidines has been synthesized and evaluated as JNK1 inhibitors. SAR studies led to the discovery of potent JNK1 inhibitors with good enzymatic activity as well as cellular potency represented by compound 2b. Kinase selectivity profile and the crystal structure of 2b are also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.093

文献信息

• A POCl₃-mediated synthesis of substituted fused azoacridones derivatives
  作者：Xi Li、Chunmei Gao、Ti Yang、Bin Zhang、Chunyan Tan、Hongxia Liu、Yuyang Jiang

  DOI：10.1039/c4ra16476h

  日期：——

  We provide an efficient approach to synthesize fused azoacridone derivatives, which showed broad substrate scope and good yields.

  我们提供了一种高效的方法来合成融合的偶氮基蒽醌衍生物，该方法显示出广泛的底物范围和良好的产率。
• Synthesis and antiinflammatory properties of o-carboxyphenylamino pyrimidines
  作者：V. K. Karn、I. S. Tat'yanchenko、V. A. Portnyagina、N. A. Mokhort、T. K. Ryabukha、A. V. Vinnikova

  DOI：10.1007/bf00765130

  日期：1983.11
• KARP, V. K.;TATYANCHENKO, I. S.;PORTNYAGINA, V. A.;MOXORT, N. A.;RYABUXA,+, XIM.-FARMATS. ZH., 1983, 17, N 11, 1304-1307
  作者：KARP, V. K.、TATYANCHENKO, I. S.、PORTNYAGINA, V. A.、MOXORT, N. A.、RYABUXA,+

  DOI：——

  日期：——
• Discovery of a new class of 4-anilinopyrimidines as potent c-Jun N-terminal kinase inhibitors: Synthesis and SAR studies
  作者：Mei Liu、Sanyi Wang、Jill E. Clampit、Rebecca J. Gum、Deanna L. Haasch、Cristina M. Rondinone、James M. Trevillyan、Cele Abad-Zapatero、Elizabeth H. Fry、Hing L. Sham、Gang Liu

  DOI：10.1016/j.bmcl.2006.10.093

  日期：2007.2

  A new series of 4-anilinopyrimidines has been synthesized and evaluated as JNK1 inhibitors. SAR studies led to the discovery of potent JNK1 inhibitors with good enzymatic activity as well as cellular potency represented by compound 2b. Kinase selectivity profile and the crystal structure of 2b are also described. (c) 2006 Elsevier Ltd. All rights reserved.