3-Methyl-4-butyryl-phenoxyessigsaeure | 1144-57-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Methyl-4-butyryl-phenoxyessigsaeure
• 英文别名: 2-Methyl-4-butyrylphenoxyessigsaeure；2-(4-Butanoyl-3-methylphenoxy)acetic acid
• CAS: 1144-57-6
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: LFDLLZPLJYWYJH-UHFFFAOYSA-N

物化性质

• 熔点：
  65.0-66.5 °C
• 沸点：
  413.9±30.0 °C(predicted)
• 密度：
  1.150±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 3-Methyl-4-butyryl-phenoxyessigsaeure 在 potassium carbonate 作用下， 以33.3%的产率得到3-Methyl-4-(2-methylen-butyryl)-phenoxyessigsaeure
  参考文献：
  名称：

  The synthesis of α,β-unsaturated carbonyl derivatives with the ability to inhibit both glutathione S-transferase P1-1 activity and the proliferation of leukemia cells

  摘要：

  Ethacrynic acid (EA), an alpha,beta-unsaturated carbonyl compound, is a glutathione S-transferase P1-1 (GSTP1-1) inhibitor. Twenty-one novel EA derivatives have been synthesized. The effects of these compounds on GSTP1-1 activity and on the proliferation of human leukemia HL-60 cells have been determined. Compounds with a halogen substitution at the 3'-position of the aromatic ring have greater inhibitory effects on GSTP1-1 activity than those of compounds with a methyl substitution there. Compounds with substitutions at both the 2'- and 3'-positions of the aromatic ring have more antiproliferative ability than those with one substitution at 3'-position. Esterification of the carboxyl group appears to increase the antiproliferative ability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.037
• 作为产物：
  描述：

  间甲酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 、 三氯化铝 作用下， 以 二硫化碳 为溶剂， 生成 3-Methyl-4-butyryl-phenoxyessigsaeure
  参考文献：
  名称：

  The synthesis of α,β-unsaturated carbonyl derivatives with the ability to inhibit both glutathione S-transferase P1-1 activity and the proliferation of leukemia cells

  摘要：

  Ethacrynic acid (EA), an alpha,beta-unsaturated carbonyl compound, is a glutathione S-transferase P1-1 (GSTP1-1) inhibitor. Twenty-one novel EA derivatives have been synthesized. The effects of these compounds on GSTP1-1 activity and on the proliferation of human leukemia HL-60 cells have been determined. Compounds with a halogen substitution at the 3'-position of the aromatic ring have greater inhibitory effects on GSTP1-1 activity than those of compounds with a methyl substitution there. Compounds with substitutions at both the 2'- and 3'-positions of the aromatic ring have more antiproliferative ability than those with one substitution at 3'-position. Esterification of the carboxyl group appears to increase the antiproliferative ability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.037

文献信息

• BE639727
  申请人：——

  公开号：——

  公开（公告）日：——
• beta-aminoacylphenoxy-and beta-aminoacylphenylmercapto-derivatives of monocarboxylicacids
  申请人：SCHULTZ EVERETT M

  公开号：US03251064A1

  公开（公告）日：1966-05-10
• (2-alkylidene acyl)phenoxy-and (2-alkylidene acyl)phenylmercaptocarboxylic acids
  申请人：MERCK &

  公开号：US03255241A1

  公开（公告）日：1966-06-07