3-Acetyl-2-hydroxy-5-isobutyl-benzoic acid | 100245-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Acetyl-2-hydroxy-5-isobutyl-benzoic acid
• 英文别名: 3-Acetyl-2-hydroxy-5-(2-methylpropyl)benzoic acid
• CAS: 100245-30-5
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: LDUXOWLWOPNIJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Acetyl-2-hydroxy-5-isobutyl-benzoic acid 、 5-氨基四氮唑 在 吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成 3-Acetyl-2-hydroxy-5-isobutyl-N-(1H-tetrazol-5-yl)-benzamide
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides

  摘要：

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.

  DOI：

  10.1021/jm00154a019
• 作为产物：
  描述：

  2-Hydroxy-5-(2-methylpropyl)benzoic acid 、 乙酸酐 以34%的产率得到
  参考文献：
  名称：

  FORD, E.;KNOWLES, PH.;LUNT, E.;MARSHALL, S. M.;PENROSE, A. J.;RAMSDEN, A.+, J. MED. CHEM., 1986, 29, N 4, 538-549

  摘要：

  DOI：