2-氯-N-(5-乙基-1,3,4-噻二唑-2-基)-乙酰胺 | 21521-90-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-氯-N-(5-乙基-1,3,4-噻二唑-2-基)-乙酰胺
• 中文别名: 2-(2-氯乙酰氨基)-5-乙基-1,3,4-噻二唑
• 英文名称: 2-Chloroacetylamino-5-ethyl-1,3,4-thiadiazole
• 英文别名: 2-chloroacetyl-5-ethyl-1,3,4-thiadiazole；PCM-0102166；2-chloro-N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-acetamide；2-Chloracetamido-5-aethyl-1,3,4-thiadiazol；2-Chloro-N-(5-ethyl-1,3,4-thiadiazol-2-yl)acetamide
• CAS: 21521-90-4
• 化学式: C₆H₈ClN₃OS
• mdl: MFCD00466386
• 分子量: 205.668
• InChiKey: GBCHYYJDLIXCPN-UHFFFAOYSA-N

物化性质

• 熔点：
  224-226 °C(Solv: ethanol (64-17-5))
• 密度：
  1.441±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 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：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-氯-N-(5-乙基-1,3,4-噻二唑-2-基)-乙酰胺 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 一水合肼 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 N(1)-{[(5-ethyl-1,3,4-thiadiazol-2-yl)amino]-carbonyl}-2-hydrazino-2-thiooxacetamide
  参考文献：
  名称：

  Novel agonists of free fatty acid receptor 1 (GPR40) based on 3-(1,3,4-thiadiazol-2-yl)propanoic acid scaffold

  摘要：

  1,3,4-Thiadiazole was explored as a more polar, heterocyclic replacement for the phenyl ring in the 3-arylpropionic acid pharmacophore present in the majority of GPR40 agonists. Out of 13 compounds synthesized using a flexible, three-step protocol (involving no chromatographic purification), four compounds were confirmed to activate the target in micromolar concentration range. While the potency of the series should be subject of further optimization, the remarkable aqueous solubility and microsomal stability observed for the lead compound (8g) apparently attests to this new scaffold's high promise in the GPR40 agonist field.

  DOI：

  10.3109/14756366.2016.1142984
• 作为产物：
  描述：

  2-氨基-5-乙基-1,3,4-噻二唑 、 氯乙酰氯 以 苯 为溶剂， 生成 2-氯-N-(5-乙基-1,3,4-噻二唑-2-基)-乙酰胺
  参考文献：
  名称：

  合成和评估取代的喹唑酮衍生物的抗菌，抗真菌和抗乙酰胆碱酯酶活性。

  摘要：

  新的6-溴和6,8-二溴-2- [N-（2'-烷基-1'，3'，4'-噻二唑-5'-基）氨基甲酰基甲硫基] -3-芳基/环己基的合成描述了-4-（3H）-喹唑酮。筛选合成衍生物的体外抗菌，抗真菌和抗乙酰胆碱酯酶活性。大多数化合物表现出显着的生物学活性。研究了它们的生物学活性与化学结构之间的关系。

  DOI：

  10.1002/jps.2600691120

文献信息

• Synthesis and pesticidal activities of some new substituted 1,2,4-triazoles and their derivatives.
  作者：Anil K. Sen GUPTA、Hemant K. MISRA

  DOI：10.1271/bbb1961.44.1009

  日期：——

  In a continued search for new potential pesticidal agents, two new substituted 1, 2, 4-triazole derivatives were synthesized. These were condensed with various substituted 1, 3, 4-thiadiazole and N-chloroacetyl-N'-aryl urea derivatives. The compounds thus obtained were screened for their insecticidal and bactericidal activities. Most of these have been found to possess significant pesticidal activities. The relation between their pesticidal properties and chemical structure has been studied.

  在不断寻找新的潜在杀虫剂的过程中，合成了两种新的取代的 1,2,4-三唑衍生物。它们与各种取代的1,3,4-噻二唑和N-氯乙酰基-N'-芳基脲衍生物缩合。筛选由此获得的化合物的杀虫和杀菌活性。其中大多数已被发现具有显着的杀虫活性。研究了它们的杀虫特性和化学结构之间的关系。
• Synthesis of Some New Substituted 1,3,4-Oxadiazoles as Potential Insecticidal, Antibacterial and Anti-acetylcholine Esterase Agents
  作者：Hemant K. Misra

  DOI：10.1002/ardp.19833160603

  日期：——

  A series of 5‐substituted phenoxymethyl‐2‐[N‐(2‐alkyl‐1,3,4‐thiadiazol‐5‐yl)carbamoylmethylthio]‐1,3,4‐oxadiazoles have been synthesized. All compounds were tested for their insecticidal, antibacterial and anti‐acetylcholine esterase activities. Most of the compounds exhibited significant biological activity. Structure‐activity relationships have further been studied and are discussed.

  合成了一系列 5-取代苯氧基甲基-2-[N-(2-烷基-1,3,4-噻二唑-5-基)氨基甲酰甲硫基]-1,3,4-恶二唑。测试了所有化合物的杀虫、抗菌和抗乙酰胆碱酯酶活性。大多数化合物表现出显着的生物活性。构效关系已被进一步研究和讨论。
• Synthesis and biological evaluation of 2-[substituted acetyl]amino-5-alkyl-1,3,4-thiadiazoles
  作者：AK Shakya、GK Patnaik、P Mishra

  DOI：10.1016/0223-5234(92)90063-7

  日期：1992.1

  Some new N-substituted acetyl derivatives of 2-amino-5-alkyl-1,3,4-thiadiazoles have been prepared and investigated for antihistaminic and spasmolytic activity on guinea pig ileum. A few of the compounds showed encouraging effects. In addition, some of the compounds also showed anti-inflammatory activity.
• Sengupta; Avasthi, Journal of the Indian Chemical Society, 1975, vol. 52, # 5, p. 433 - 435
  作者：Sengupta、Avasthi

  DOI：——

  日期：——
• Mishra; Shakya; Agrawal, Journal of the Indian Chemical Society, 1990, vol. 67, # 6, p. 520 - 521
  作者：Mishra、Shakya、Agrawal、Patnaik

  DOI：——

  日期：——