4-[(2-Cyclopropyl-4-quinolinyl)methyl]benzoic acid | 461666-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-[(2-Cyclopropyl-4-quinolinyl)methyl]benzoic acid
• 英文别名: 4-[(2-cyclopropylquinolin-4-yl)methyl]benzoic acid
• CAS: 461666-07-9
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: SQPIBDWDTAFLRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.19
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-[(2-Cyclopropyl-4-quinolinyl)methyl]benzoic acid 在 盐酸羟胺 、 sodium methylate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (3R,4R)-4-({4-[(2-cyclopropyl-4-quinolinyl)methyl]benzoyl}amino)-N-hydroxytetrahydro-2H-pyran-3-carboxamide
  参考文献：
  名称：

  A new 4-(2-methylquinolin-4-ylmethyl)phenyl P1′ group for the β-amino hydroxamic acid derived TACE inhibitors

  摘要：

  A new P1' group for TACE inhibitors was identified by eliminating the oxygen atom in the linker of the original 4-(2methylquinolin-4-ylmethoxy)phenyl P1' group. Incorporation of this 4-(2-methylquinolin-4-ylmethyl)phenyl group onto different beta-aminohydroxamic acid cores provided compound 18, which demonstrated potent porcine TACE (p-TACE) and human whole blood activity, excellent PK properties, and good selectivity against a variety of MMPs. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.041
• 作为产物：
  描述：

  2-cyclopropylquinolin-4(1H)-one 在 四(三苯基膦)钯 sodium hydroxide 、 lithium chloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[(2-Cyclopropyl-4-quinolinyl)methyl]benzoic acid
  参考文献：
  名称：

  A new 4-(2-methylquinolin-4-ylmethyl)phenyl P1′ group for the β-amino hydroxamic acid derived TACE inhibitors

  摘要：

  A new P1' group for TACE inhibitors was identified by eliminating the oxygen atom in the linker of the original 4-(2methylquinolin-4-ylmethoxy)phenyl P1' group. Incorporation of this 4-(2-methylquinolin-4-ylmethyl)phenyl group onto different beta-aminohydroxamic acid cores provided compound 18, which demonstrated potent porcine TACE (p-TACE) and human whole blood activity, excellent PK properties, and good selectivity against a variety of MMPs. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.041