ethyl 2-(formylamino)-4-methylthiazole-5-carboxylate | 51755-34-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-(formylamino)-4-methylthiazole-5-carboxylate
• 英文别名: ethyl 2-formamido-4-methylthiazole-5-carboxylate；Ethyl 2-formamido-4-methyl-1,3-thiazole-5-carboxylate
• CAS: 51755-34-1
• 化学式: C₈H₁₀N₂O₃S
• 分子量: 214.245
• InChiKey: PSGBDJJLXGYBOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲酸 、 2-氨基-4-甲基噻唑-5-甲酸乙酯 在 乙酸酐 作用下， 反应 12.0h， 以48%的产率得到ethyl 2-(formylamino)-4-methylthiazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of novel thiazole-containing DNA minor groove binding oligopeptides related to the antibiotic distamycin

  摘要：

  DOI：

  10.1021/jo00289a057

文献信息

• Synthesis of novel thiazole-containing DNA minor groove binding oligopeptides related to the antibiotic distamycin
  作者：K. Ekambareswara Rao、Yadagiri Bathini、J. William Lown

  DOI：10.1021/jo00289a057

  日期：1990.1
• RAO, K. EKAMBARESWARA;BATHINI, YADAGIRI;LOWN, J. WILLIAM, J. ORG. CHEM., 55,(1990) N, C. 728-737
  作者：RAO, K. EKAMBARESWARA、BATHINI, YADAGIRI、LOWN, J. WILLIAM

  DOI：——

  日期：——
• Bifunctional ethyl 2-amino-4-methylthiazole-5-carboxylate derivatives: Synthesis and in vitro biological evaluation as antimicrobial and anticancer agents
  作者：Sherif A.F. Rostom、Hassan M. Faidallah、Mohammed F. Radwan、Mona H. Badr

  DOI：10.1016/j.ejmech.2014.02.027

  日期：2014.4

  Thirty thiazole compounds bearing chemotherapeutically-active pharmacophores were synthesized and evaluated for their preliminary in vitro antimicrobial and anticancer activities. Nineteen compounds displayed obvious antibacterial potential, with special bactericidal activity against Gram positive bacteria, whereas, nine analogs showed moderate to weak antifungal activity against Candida albicans. The analog 12f proved to be the most active antimicrobial member identified in this study being comparable to ampicillin and gentamicin sulfate against Staphylococcus aureus and Bacillus subtilis, together with a moderate antifungal activity. Additionally, nine derivatives were tested for their preliminary in vitro anticancer activity according to the current one-dose protocol of the NCI. Compound 9b revealed a broad spectrum of anticancer activity against 29 out of the tested 60 subpanel tumor cell lines. Collectively, compounds 4, 9b, 10b and 12f could be considered as promising dual anticancer antibiotics. (C) 2014 Elsevier Masson SAS. All rights reserved.