N-(2-ethylphenyl)-N-[(4-methylphenyl)sulfonyl]glycine | 335416-47-2

• 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: N-(2-ethylphenyl)-N-[(4-methylphenyl)sulfonyl]glycine
• 英文别名: 2-(2-ethyl-N-(4-methylphenyl)sulfonylanilino)acetic acid
• CAS: 335416-47-2
• 化学式: C₁₇H₁₉NO₄S
• mdl: MFCD02576986
• 分子量: 333.408
• InChiKey: PWKJHKJEYRBDAB-UHFFFAOYSA-N

物化性质

• 沸点：
  519.3±60.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-ethylphenyl)-N-[(4-methylphenyl)sulfonyl]glycine 在 N-乙基吗啉 、 伯吉斯试剂 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 N-(2-ethylphenyl)-N-[[5-(4-methoxyphenoxy)-1,3,4-oxadiazol-2-yl]methyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Identification and optimization of novel 1,3,4-oxadiazole EP1 receptor antagonists

  摘要：

  A novel series of oxadiazole EP1 receptor antagonists was identified by replacing the amide of a known glycine sulfonamide derivative with a 1,3,4-oxadiazole. Optimization of the substitution patterns on the three aromatic rings led to the identification of high affinity EP1 receptor antagonists. The derivative with highest affinity displayed a binding IC50 of 2.5 nM (pIC(50) 8.6). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.014
• 作为产物：
  描述：

  2-乙基苯胺 在 吡啶 、 sodium hydroxide 、 sodium hydride 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(2-ethylphenyl)-N-[(4-methylphenyl)sulfonyl]glycine
  参考文献：
  名称：

  Identification and optimization of novel 1,3,4-oxadiazole EP1 receptor antagonists

  摘要：

  A novel series of oxadiazole EP1 receptor antagonists was identified by replacing the amide of a known glycine sulfonamide derivative with a 1,3,4-oxadiazole. Optimization of the substitution patterns on the three aromatic rings led to the identification of high affinity EP1 receptor antagonists. The derivative with highest affinity displayed a binding IC50 of 2.5 nM (pIC(50) 8.6). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.014

文献信息

• Identification of novel glycine sulfonamide antagonists for the EP1 receptor
  作者：Stephen C. McKeown、Adrian Hall、Richard Blunt、Susan H. Brown、Iain P. Chessell、Anita Chowdhury、Gerard M.P. Giblin、Mark P. Healy、Matthew R. Johnson、Olivier Lorthioir、Anton D. Michel、Alan Naylor、Xiao Lewell、Shilina Roman、Stephen P. Watson、Wendy J. Winchester、Richard J. Wilson

  DOI：10.1016/j.bmcl.2006.12.060

  日期：2007.3

  A high-throughput screen targeting the EP1 receptor identified non-acidic glycine sulfonarnide derivative 2a with a pKi of 6.2. Analogue synthesis allowed a thorough investigation of the structure-activity relationship (SAR) and led to a 100-fold increase in recombinant potency. (c) 2006 Elsevier Ltd. All rights reserved.
• Identification and optimization of novel 1,3,4-oxadiazole EP1 receptor antagonists
  作者：Adrian Hall、Susan H. Brown、Anita Chowdhury、Gerard M.P. Giblin、Mairi Gibson、Mark P. Healy、David G. Livermore、Richard J. McArthur Wilson、Alan Naylor、D. Anthony Rawlings、Shilina Roman、Emma Ward、Caroline Willay

  DOI：10.1016/j.bmcl.2007.06.014

  日期：2007.8

  A novel series of oxadiazole EP1 receptor antagonists was identified by replacing the amide of a known glycine sulfonamide derivative with a 1,3,4-oxadiazole. Optimization of the substitution patterns on the three aromatic rings led to the identification of high affinity EP1 receptor antagonists. The derivative with highest affinity displayed a binding IC50 of 2.5 nM (pIC(50) 8.6). (c) 2007 Elsevier Ltd. All rights reserved.