5-(4-chloro-2-ethoxyphenyl)-4-methyl-N-(oxan-4-yl)-1,2-oxazole-3-carboxamide | 1325228-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-chloro-2-ethoxyphenyl)-4-methyl-N-(oxan-4-yl)-1,2-oxazole-3-carboxamide
• CAS: 1325228-69-0
• 化学式: C₁₈H₂₁ClN₂O₄
• 分子量: 364.829
• InChiKey: NKHTVYWORXECGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-溴-4-甲基异恶唑-3-羧酸乙酯 在 甲醇 、 四(三苯基膦)钯 、 草酰氯 、 potassium carbonate 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-chloro-2-ethoxyphenyl)-4-methyl-N-(oxan-4-yl)-1,2-oxazole-3-carboxamide
  参考文献：
  名称：

  Discovery of potent, soluble and orally active TRPV1 antagonists. Structure–activity relationships of a series of isoxazoles

  摘要：

  Systematic optimisation of a poorly soluble lead series of isoxazole-3-carboxamides was conducted. Substitution of the 4-position with specific polar functionality afforded the requisite balance of potency, solubility and physicochemical properties. Compound 21a was found to be efficacious in the rat Capsaicin Hargreaves assay following oral administration. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.051

文献信息

• Discovery of potent, soluble and orally active TRPV1 antagonists. Structure–activity relationships of a series of isoxazoles
  作者：Paul Ratcliffe、Lynn Abernethy、Nasrin Ansari、Ken Cameron、Tom Clarkson、Maureen Dempster、David Dunn、Anna-Marie Easson、Darren Edwards、Katy Everett、Helen Feilden、Koc-Kan Ho、Steve Kultgen、Peter Littlewood、John Maclean、Duncan McArthur、Deborah McGregor、Hazel McLuskey、Irina Neagu、Olaf Nimz、Lesley-Anne Nisbet、Michael Ohlmeyer、Ronnie Palin、Quynhchi Pham、Yajing Rong、Andrew Roughton、Melanie Sammons、Robert Swanson、Heather Tracey、Glenn Walker

  DOI：10.1016/j.bmcl.2011.01.051

  日期：2011.8

  Systematic optimisation of a poorly soluble lead series of isoxazole-3-carboxamides was conducted. Substitution of the 4-position with specific polar functionality afforded the requisite balance of potency, solubility and physicochemical properties. Compound 21a was found to be efficacious in the rat Capsaicin Hargreaves assay following oral administration. (C) 2011 Elsevier Ltd. All rights reserved.