2-{2-[(2,6-dichlorophenyl)amino]phenyl}propanoic acid | 15307-76-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-{2-[(2,6-dichlorophenyl)amino]phenyl}propanoic acid
• 英文别名: 2-[2-(2,6-dichloroanilino)phenyl]propanoic acid
• CAS: 15307-76-3
• 化学式: C₁₅H₁₃Cl₂NO₂
• 分子量: 310.18
• InChiKey: QKZXQNPQDHXWTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-{2-[(2,6-dichlorophenyl)amino]phenyl}propanoic acid 在 N,N'-羰基二咪唑 、 氨 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以75%的产率得到2-{2-[(2,6-dichlorophenyl)amino]phenyl}propanamide
  参考文献：
  名称：

  Structure–Activity Relationship of novel phenylacetic CXCR1 inhibitors

  摘要：

  We reported recently the Structure-Activity Relationship (SAR) of a class of CXCL8 allosteric modulators. They invariably share a 2-arylpropionic moiety so far considered a key structural determinant of the biological activity. We show the results of recent SAR studies on a novel series of phenylacetic derivatives supported by a combined approach of mutagenesis experiments and conformational analysis. The results suggest novel insights on the. ne role of the propionic/acetic chain in the modulation of CXCL8 receptors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.027
• 作为产物：
  描述：

  1-(2,6-Dichlorphenyl)-3-methyl-2-indolinon 在 乙醇 、 sodium hydroxide 作用下， 反应 0.5h， 以98%的产率得到2-{2-[(2,6-dichlorophenyl)amino]phenyl}propanoic acid
  参考文献：
  名称：

  Structure–Activity Relationship of novel phenylacetic CXCR1 inhibitors

  摘要：

  We reported recently the Structure-Activity Relationship (SAR) of a class of CXCL8 allosteric modulators. They invariably share a 2-arylpropionic moiety so far considered a key structural determinant of the biological activity. We show the results of recent SAR studies on a novel series of phenylacetic derivatives supported by a combined approach of mutagenesis experiments and conformational analysis. The results suggest novel insights on the. ne role of the propionic/acetic chain in the modulation of CXCL8 receptors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.027

文献信息

• US8063242B2
  申请人：——

  公开号：US8063242B2

  公开（公告）日：2011-11-22
• Structure–Activity Relationship of novel phenylacetic CXCR1 inhibitors
  作者：Manolo Rocco Sablone、Maria Candida Cesta、Alessio Moriconi、Andrea Aramini、Cinzia Bizzarri、Claudia Di Giacinto、Rosa Di Bitondo、Isabelle Gloaguen、Massimiliano Aschi、Marcello Crucianelli、Riccardo Bertini、Marcello Allegretti

  DOI：10.1016/j.bmcl.2009.06.027

  日期：2009.8

  We reported recently the Structure-Activity Relationship (SAR) of a class of CXCL8 allosteric modulators. They invariably share a 2-arylpropionic moiety so far considered a key structural determinant of the biological activity. We show the results of recent SAR studies on a novel series of phenylacetic derivatives supported by a combined approach of mutagenesis experiments and conformational analysis. The results suggest novel insights on the. ne role of the propionic/acetic chain in the modulation of CXCL8 receptors. (C) 2009 Elsevier Ltd. All rights reserved.