(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester | 5319-74-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester
• 英文别名: 2-Aethoxycarbonylamino-5-methylmercapto-1.3.4-thiadiazol；Ethyl [5-(methylsulfanyl)-1,3,4-thiadiazol-2-yl]carbamate；ethyl N-(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)carbamate
• CAS: 5319-74-4
• 化学式: C₆H₉N₃O₂S₂
• mdl: MFCD08817778
• 分子量: 219.288
• InChiKey: PSCBXDKVPYCBHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester 、 肼 以85%的产率得到
  参考文献：
  名称：

  OTTO, T.;GALEWICZ, K., ANN. UMCS, 1982, 37, 147-155

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl N-[(methylsulfanylcarbothioylamino)carbamothioyl]carbamate 以91%的产率得到
  参考文献：
  名称：

  OTTO, T.;GALEWICZ, K., ANN. UMCS, 1982, 37, 147-155

  摘要：

  DOI：

文献信息

• Chemistry of biureas—II
  作者：R. Esmail、F. Kurzer

  DOI：10.1016/0040-4020(77)80392-x

  日期：1977.1

  Carbonohydrazide and its thio-analogue undergo di-addition with ethoxycarbonyl isothiocyanate. The reaction terminates at the mono-addition stage when one of the hydrazine moieties of the (thio)carbonohydrazide is blocked. The resulting 6-(substiiuted)amino-1-ethoxycarbonyl-thiobiureas and bithioureas are cyclised to the appropriate 1-ethoxycarbonamido-1,3,4-thiadiazoles by acids, and to mercapto-1

  碳酰肼及其硫代类似物与乙氧基羰基异硫氰酸酯进行双加成反应。当（硫代）碳酰肼的肼部分之一被封端时，反应在单加成阶段终止。将所得的6-（取代的）氨基-1-乙氧基羰基-硫代双脲和联硫脲通过酸环化为合适的1-乙氧基碳酰胺基-1,3,4-噻二唑，并通过碱环化为巯基-1,2,4-三唑。
• Synthesis and antimicrobial activity of N-[5-(4-t-amino-2-butynyl)thio-1,3,4-thiadiazol-2-yl]-2-carbamates
  作者：ME Zuhair、A Abu-Al-Teman、FA Hussein、SR Salman、D Al-Dujaili、VF Roche

  DOI：10.1016/0223-5234(92)90096-j

  日期：1992.3

  Three series of 5-thio-1,3,4-thiadiazole carbamates containing alkynyl, aminoalkynyl, alkenyl or alkyl thio substituents have been synthesized as potential antimicrobial agents. The influence of both the alkynyl linkage and the various terminal nitrogen heterocyclic moieties on antimicrobial activity was assessed utilizing representative Gram-positive, Gram-negative and fungal species. Mannich base analogs containing a 2-ethyl carbamate group and a nitrogen heterocyclic of limited bulk provided the broadest spectrum of antimicrobial activity. The thiadiazole carbamates containing a 5-alkylthio substituent were consistently active against the Pseudomonas and Candida organisms studied. It is concluded that an acetylenic linkage is not an absolute requirement for potent antimicrobial activity in this molecular series, and that the binding sites of the organisms tested exhibit a steric requirement for lipophilic, but non-bulky, amine-containing heterocycles on Mannich base analogs.
• ESMAIL R.; KURZER F., TETRAHEDRON <TETR-AB>, 1977, 33, NO 15, 2007-2012
  作者：ESMAIL R.、 KURZER F.

  DOI：——

  日期：——