5'-amino-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide | 515812-98-3

• 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: 5'-amino-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide
• 英文别名: 4-(5-amino-2-methylphenyl)-N-(cyclopropylmethyl)benzamide
• CAS: 515812-98-3
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: WACMXCAOEYYEAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5'-amino-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide 、 环丙乙酸 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(4'-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1'-biphenyl-3-yl)cyclopropylacetamide
  参考文献：
  名称：

  Biphenyl amide p38 kinase inhibitors 3: Improvement of cellular and in vivo activity

  摘要：

  The biphenyl amides (BPAs) are a novel series of p38alpha MAP kinase inhibitor. The optimisation of the series to give compounds that are potent in an in vivo disease model is discussed. SAR is presented and rationalised with reference to the crystallographic binding mode.

  DOI：

  10.1016/j.bmcl.2008.06.048
• 作为产物：
  描述：

  5'-(t-butoxycarbonylamino)-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 5'-amino-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide
  参考文献：
  名称：

  Biphenyl amide p38 kinase inhibitors 3: Improvement of cellular and in vivo activity

  摘要：

  The biphenyl amides (BPAs) are a novel series of p38alpha MAP kinase inhibitor. The optimisation of the series to give compounds that are potent in an in vivo disease model is discussed. SAR is presented and rationalised with reference to the crystallographic binding mode.

  DOI：

  10.1016/j.bmcl.2008.06.048

文献信息

• 5-acylamino-1,1'-biphenyl-4-carboxamide derivatives and their use as p38 kinase inhibitors
  申请人：——

  公开号：US20040242868A1

  公开（公告）日：2004-12-02

  Compounds of formula (I): 1 or pharmaceutically acceptable salts or solvates thereof, and their use as pharmaceuticals, particularly as p38 kinase inhibitors.

  化学式为(I)的化合物1或其药学上可接受的盐或溶剂，以及它们作为药物的用途，特别是作为p38激酶抑制剂。
• 5-Acylamino-1,1′-biphenyl-4-carboxamide derivatives and their use as P38 kinase inhibitors
  申请人：Glaxo Group Limited

  公开号：US07432289B2

  公开（公告）日：2008-10-07

  Compounds of formula (I): or pharmaceutically acceptable salts or solvates thereof, and their use as pharmaceuticals, particularly as p38 kinase inhibitors.

  公式（I）的化合物：或其药学上可接受的盐或溶剂，以及它们作为药物的用途，特别是作为p38激酶抑制剂。
• Biphenyl amide p38 kinase inhibitors 4: DFG-in and DFG-out binding modes
  作者：Richard M. Angell、Tony D. Angell、Paul Bamborough、Mark J. Bamford、Chun-wa Chung、Stuart G. Cockerill、Stephen S. Flack、Katherine L. Jones、Dramane I. Laine、Timothy Longstaff、Steve Ludbrook、Rosannah Pearson、Kathryn J. Smith、Penny A. Smee、Don O. Somers、Ann L. Walker

  DOI：10.1016/j.bmcl.2008.06.028

  日期：2008.8

  The biphenyl amides (BPAs) are a series of p38alpha MAP kinase inhibitors. Compounds are able to bind to the kinase in either the DFG-in or DFG-out conformation, depending on substituents. X-ray, binding, kinetic and cellular data are shown, providing the most detailed comparison to date between potent compounds from the same chemical series that bind to different p38alpha conformations. DFG-out-binding compounds could be made more potent than DFG-in-binding compounds by increasing their size. Unexpectedly, compounds that bound to the DGF-out conformation showed diminished selectivity. The kinetics of binding to the isolated enzyme and the effects of compounds on cells were largely unaffected by the kinase conformation bound.
• 5'-ACYLAMINO-1,1'-BIPHENYL-4-CARBOXAMIDE DERIVATIVES AND THEIR USE AS P38 KINASE INHIBITORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1435934A1

  公开（公告）日：2004-07-14
• US7432289B2
  申请人：——

  公开号：US7432289B2

  公开（公告）日：2008-10-07