(Z)-methyl-2-(4-((4-oxo-2-(p-tolyl)-4H-thiazol-5-ylidene)methyl)phenoxy)acetate | 1272519-93-3

• 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: (Z)-methyl-2-(4-((4-oxo-2-(p-tolyl)-4H-thiazol-5-ylidene)methyl)phenoxy)acetate
• 英文别名: methyl 2-[4-[(Z)-[2-(4-methylphenyl)-4-oxo-1,3-thiazol-5-ylidene]methyl]phenoxy]acetate
• CAS: 1272519-93-3
• 化学式: C₂₀H₁₇NO₄S
• 分子量: 367.425
• InChiKey: CYHJKSMJJUKKSB-BOPFTXTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  90.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 4-(乙氧基羰基甲氧基)苯甲醛 、 巯基乙酸 、 对甲苯腈 在 三乙胺 作用下， 反应 12.0h， 以35%的产率得到(Z)-methyl-2-(4-((4-oxo-2-(p-tolyl)-4H-thiazol-5-ylidene)methyl)phenoxy)acetate
  参考文献：
  名称：

  A Class of 5-Benzylidene-2-phenylthiazolinones with High Potency as Direct 5-Lipoxygenase Inhibitors

  摘要：

  A novel class of potent direct 5-lipoxygenase (5-LO) inhibitors bearing a thiazolinone-scaffold identified by virtual screening is presented. A range of substitutions and the importance of the 2-phenyl moiety were evaluated. This series is characterized by high potency in intact polymorphonuclear leukocytes and a cell-free system, exemplified by (Z)-2-(4-chlorophenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one (18, IC(50) = 0.28 and 0.09 mu M). These disubstituted thiazolinones may possess potential for intervention with inflammatory and allergic diseases and certain cancer types.

  DOI：

  10.1021/jm101165z

文献信息

• A Class of 5-Benzylidene-2-phenylthiazolinones with High Potency as Direct 5-Lipoxygenase Inhibitors
  作者：Bettina Hofmann、Sebastian Barzen、Carmen B. Rödl、Andreas Kiehl、Julia Borig、Aleksandra Živković、Holger Stark、Gisbert Schneider、Dieter Steinhilber

  DOI：10.1021/jm101165z

  日期：2011.3.24

  A novel class of potent direct 5-lipoxygenase (5-LO) inhibitors bearing a thiazolinone-scaffold identified by virtual screening is presented. A range of substitutions and the importance of the 2-phenyl moiety were evaluated. This series is characterized by high potency in intact polymorphonuclear leukocytes and a cell-free system, exemplified by (Z)-2-(4-chlorophenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one (18, IC(50) = 0.28 and 0.09 mu M). These disubstituted thiazolinones may possess potential for intervention with inflammatory and allergic diseases and certain cancer types.