2-ethyl-4-methyl-isothiazol-3-one | 42828-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethyl-4-methyl-isothiazol-3-one
• 英文别名: 2-Ethyl-4-methyl-1,2-thiazol-3-one；2-ethyl-4-methyl-1,2-thiazol-3-one
• CAS: 42828-16-0
• 化学式: C₆H₉NOS
• 分子量: 143.21
• InChiKey: JGNMBKNINVJTCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethyl-4-methyl-isothiazol-3-one 、 亚磷酸二甲酯 在 三乙胺 作用下， 以 丙酮 为溶剂， 生成 Thiophosphoric acid S-((Z)-2-ethylcarbamoyl-propenyl) ester O,O'-dimethyl ester
  参考文献：
  名称：

  3-dialkoxyphosphorylthio-acrylamides and related compounds

  摘要：

  公开号：

  US03755512A1
• 作为产物：
  描述：

  3,3'-dithiobis(N-ethyl-2-methylpropanamide) 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 以38%的产率得到5-chloro-2-ethyl-4-methylisothiazol-3(2H)-one
  参考文献：
  名称：

  Reactivity of isothiazolones and isothiazolone-1-oxides in the inhibition of the PCAF histone acetyltransferase

  摘要：

  Development of small molecule inhibitors of the histone acetyltransferase p300/CBP associated factor (PCAF) is relevant for oncology. The inhibition of the enzyme PCAF and proliferation of the cancer cell line HEP G2 by a series of 5-chloroisothiazolones was compared to a series of 5-chloroisothiazolone-1-oxides. The PCAF inhibitory potency of 5-chloroisothiazolones and 5-chloroisothiazolone-1-oxides is influenced by substitution in the 4-position. A study on the reactivity of the HAT inhibitors towards thiols and thiolates indicates that 5-chloroisothiazolones reacted quickly with propane-1-thiolate to provide many products, whereas 5-chloroisothiazolone-1-oxides provide only one defined product. Growth inhibition studies indicate that 5-chloroisothiazolones inhibit proliferation of HEP G2 cells at concentrations between 8.6 and 24 mu M, whereas 5-chloroisothiazolone-1-oxides required higher concentrations or showed no inhibition. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.025