4-chloromethyl-2-isoprorionylaminothiazole | 152531-38-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-chloromethyl-2-isoprorionylaminothiazole
• 英文别名: 4-chloromethyl-2-isobutyrylaminothiazole；N-[4-(chloromethyl)-1,3-thiazol-2-yl]-2-methylpropanamide
• CAS: 152531-38-9
• 化学式: C₈H₁₁ClN₂OS
• 分子量: 218.707
• InChiKey: JYLKQROGSSMHRU-UHFFFAOYSA-N

物化性质

• 密度：
  1.315±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-methyl-1,2,5-oxadiazol-4-yl)pyridinemethanoneoxime 、 4-chloromethyl-2-isoprorionylaminothiazole 在 sodium hydroxide 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 21.0h， 生成 (Z)-2-(3-methyl-1,25-oxadiazol-4-yl)pyridylmethanone O-(2-isopropionylaminothiazol-4-yl)methyloxime
  参考文献：
  名称：

  EP1184382

  摘要：

  公开号：
• 作为产物：
  描述：

  4-(chloromethyl)thiazol-2-amine hydrochloride 、 异丁酸酐 反应 6.0h， 以93%的产率得到4-chloromethyl-2-isoprorionylaminothiazole
  参考文献：
  名称：

  Synthesis of 2,4-disubstituted thiazoles and selenazoles as potential antifilarial and antitumor agents. 2. 2-Arylamido and 2-alkylamido derivatives of 2-amino-4-(isothiocyanatomethyl)thiazole and 2-amino-4-(isothiocyanatomethyl)selenazole

  摘要：

  The synthesis of a series of 2-arylamido and 2-alkylamido derivatives of 2-amino-4-(isothio-cyanatomethyl)thiazole and 2-amino-4-(isothiocyanatomethyl)selenazo is described. In vitro antiproliferative evaluations were carried out using L1210 cells. The 2-(alkylamido)thiazole derivatives were moderately antiproliferative, with IC50's of 4-8 mu M. A significant increase in activity was obtained for the arylamido derivatives, with IC50's of 0.2-1 mu M. The results obtained for the selenazoles were similar to those for the thiazoles. 2-Benzamido-4-(isothiocyanatomethyl)thiazole (19) was found to be a potent inhibitor of GMP synthetase. None of the compounds prepared in this study demonstrated antifilarial activity.

  DOI：

  10.1021/jm00076a013

文献信息

• Synthesis of 2,4-disubstituted thiazoles and selenazoles as potential antifilarial and antitumor agents. 2. 2-Arylamido and 2-alkylamido derivatives of 2-amino-4-(isothiocyanatomethyl)thiazole and 2-amino-4-(isothiocyanatomethyl)selenazole
  作者：Yatendra Kumar、Rachel Green、Dean S. Wise、Linda L. Wotring、Leroy B. Townsend

  DOI：10.1021/jm00076a013

  日期：1993.11

  The synthesis of a series of 2-arylamido and 2-alkylamido derivatives of 2-amino-4-(isothio-cyanatomethyl)thiazole and 2-amino-4-(isothiocyanatomethyl)selenazo is described. In vitro antiproliferative evaluations were carried out using L1210 cells. The 2-(alkylamido)thiazole derivatives were moderately antiproliferative, with IC50's of 4-8 mu M. A significant increase in activity was obtained for the arylamido derivatives, with IC50's of 0.2-1 mu M. The results obtained for the selenazoles were similar to those for the thiazoles. 2-Benzamido-4-(isothiocyanatomethyl)thiazole (19) was found to be a potent inhibitor of GMP synthetase. None of the compounds prepared in this study demonstrated antifilarial activity.
• EP1184382
  申请人：——

  公开号：——

  公开（公告）日：——