2-(3-Bromo-propionylamino)-thiazole-4-carboxylic acid ethyl ester | 223790-88-3

• 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-(3-Bromo-propionylamino)-thiazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-(3-bromopropanoylamino)-1,3-thiazole-4-carboxylate
• CAS: 223790-88-3
• 化学式: C₉H₁₁BrN₂O₃S
• 分子量: 307.168
• InChiKey: WSBHESPAJYDTES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  吗啉 、 2-(3-Bromo-propionylamino)-thiazole-4-carboxylic acid ethyl ester 以 甲苯 为溶剂， 以74%的产率得到Ethyl 2-(3-morpholin-4-ylpropanoylamino)-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Ethyl 2-Substituted-aminothiazole-4-carboxylate Analogs

  摘要：

  The synthesis of several new ethyl 2-substituted-aminothiazole-4-carboxylate analogs is described. The prepared compounds were tested for their in vitro antitumor activity against 60 human tumor cell lines by the National Cancer Institute (NCI) and showed potential anticancer activity. Ethyl 2-[3-(diethylamino)-propanamido]-thiazole-4-carboxylate (14) exhibited remarkable activity against RPMI-8226 leukemia cell line with GI50 value of 0.08 microM, and a broad spectrum activity against all the tumor cell lines used with GI50 (MG-MID) value of 38.3 microM. The detailed synthesis and antitumor screening data are reported.

  DOI：

  10.1002/(sici)1521-4184(19994)332:4<137::aid-ardp137>3.0.co;2-0
• 作为产物：
  描述：

  2-氨基噻唑-4-甲酸乙酯 、 3-溴丙酰氯 以 甲苯 为溶剂， 以94%的产率得到2-(3-Bromo-propionylamino)-thiazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Ethyl 2-Substituted-aminothiazole-4-carboxylate Analogs

  摘要：

  The synthesis of several new ethyl 2-substituted-aminothiazole-4-carboxylate analogs is described. The prepared compounds were tested for their in vitro antitumor activity against 60 human tumor cell lines by the National Cancer Institute (NCI) and showed potential anticancer activity. Ethyl 2-[3-(diethylamino)-propanamido]-thiazole-4-carboxylate (14) exhibited remarkable activity against RPMI-8226 leukemia cell line with GI50 value of 0.08 microM, and a broad spectrum activity against all the tumor cell lines used with GI50 (MG-MID) value of 38.3 microM. The detailed synthesis and antitumor screening data are reported.

  DOI：

  10.1002/(sici)1521-4184(19994)332:4<137::aid-ardp137>3.0.co;2-0