(5-甲基-1,3,4-噻二唑-2-基)硫脲 | 58326-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (5-甲基-1,3,4-噻二唑-2-基)硫脲
• 英文名称: 1-(5-methyl-1,3,4-thiadiazol-2-yl)thiourea
• 英文别名: (5-methyl-[1,3,4]thiadiazol-2-yl)-thiourea；N-(5-Methyl-1,3,4-thiadiazol-2-yl)thioharnstoff；Thiourea, (5-methyl-1,3,4-thiadiazol-2-yl)-；(5-methyl-1,3,4-thiadiazol-2-yl)thiourea
• CAS: 58326-38-8
• 化学式: C₄H₆N₄S₂
• 分子量: 174.25
• InChiKey: WLYWAVBSPYLFGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯乙酸 、 (5-甲基-1,3,4-噻二唑-2-基)硫脲 在 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[(5-methyl-1,3,4-thiadiazol-2-yl)imino]-1,3-thiazolidin-4-one
  参考文献：
  名称：

  A Synthetic Approach, Characterization and Biological Evaluation of Novel 5-(Arylidene)-2-(5-methyl-1,3,4-thiadiazol-2-ylimino)thiazolidin-4-one Derivatives

  摘要：

  利用串联管稀释法对合成的衍生物进行了抗微生物潜力筛选。结果显示，所有合成的化合物对被测试的微生物具有显著的生物活性。化合物TA2、TA3、TA4、TA9、TA10和TA20对被测试的微生物菌株具有很好的抗菌活性。化合物TA4（2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)-5-(4-硝基苄亚甲基)-噻唑烷-4-酮）和TA2（5-(4-氯苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）显示出对微生物菌株有很好的抗菌活性。化合物TA9（5-(4-(苄氧基)苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）对枯草杆菌最有效。化合物TA10（5-(3,4-二甲氧基苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）被发现对革兰氏阴性细菌最具潜力。化合物TA3（5-(4-溴苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）和TA20（5-(2-溴苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）是对真菌菌株最有效的化合物。

  DOI：

  10.14233/ajchem.2021.23203
• 作为产物：
  描述：

  4-(5-methyl-[1,3,4]thiadiazol-2-yl)-3-thio-allophanic acid methyl ester 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 (5-甲基-1,3,4-噻二唑-2-基)硫脲
  参考文献：
  名称：

  Russo; Santagati; Alberghina, Farmaco, Edizione Scientifica, 1975, vol. 30, # 12, p. 1031 - 1038

  摘要：

  DOI：

文献信息

• Solid Supported Synthesis of New 2,4-Dithioxo-6-aryl-3-(1′,3′,4′-thiadiazolo)-1,3,5-triazines Using Microwaves
  作者：Mazaahir Kidwai、Akkal Deo Mishra

  DOI：10.1002/jccs.200400085

  日期：2004.6

  A series of novel 2,4-dithioxo-6-aryl-3-(1′,3′,4′-thiadiazolo)-1,3,5-triazines have been synthesized from 1,3,4-thiadiazolo-thioureas and arylaldehydes using microwave irradiations (MWI) over inorganic solid supports. The yield afforded in microwave reactions was 80% whereas it was 60% in conventional reactions. Solid supported synthesis using microwaves has eliminated the usage of toxic substances

  以 1,3,4-噻二唑并硫脲和芳醛在无机固体支持物上使用微波辐射 (MWI)。微波反应的产率为 80%，而常规反应的产率为 60%。使用微波的固体支持合成已经消除了有毒物质和有机溶剂的使用，除了在反应前和反应后阶段对甲醇和乙醇的消耗有限。该方法已被证明是一种高效、简便、快速、环保的合成技术。
• ——
  作者：M. Kidwai、A. D. Mishra

  DOI：10.1023/a:1025649227322

  日期：——

  Novel 2-(5-R-1,3,4-thiadiazol-2-yl)aminothiazolin-4-ones 6a-h and 2-imino-3-(5-R-1,3,4-thiadiazol-2-yl)thiazolidin-4-ones 7a-h were prepared by treating N-(5-R-1,3,4-thiadiazol-2-yl)thioureas 4a-h with chloroacetic acid on various solid supports under microwave irradiation. Tautomeric mixtures of compounds 6a-h and 7a-h were obtained in all cases. In alkaline and neutral media, compounds 6a-h were the major products, while ill acid media, 7a-h were the major products.
• RUSSO F.; SANTAGATI M.; ALBERGHINA M., FARMACO, ED. SCI. <FRPS-AX>, 1975, 30, NO 12, 1031-1038
  作者：RUSSO F.、 SANTAGATI M.、 ALBERGHINA M.

  DOI：——

  日期：——
• A Synthetic Approach, Characterization and Biological Evaluation of Novel 5-(Arylidene)-2-(5-methyl-1,3,4-thiadiazol-2-ylimino)thiazolidin-4-one Derivatives
  作者：Navidha Aggarwal、Sandeep Jain

  DOI：10.14233/ajchem.2021.23203

  日期：——

  The extensive biological potential of thiazolidin-4-one and 1,3,4-thiadiazole moieties, the novel string of 5-(arylidene)-2-(5-methyl-1,3,4-thiadiazol-2-ylimino)thiazolidin-4-one has been synthesized and characterized. The synthesized derivatives were screened for antimicrobial potential using serial tube dilution method. The results showed that all the synthesized compounds have significant biological activity against the microorganisms being tested. The antimicrobial activity of the compounds TA2, TA3, TA4, TA9, TA10 and TA20 against the tested microbial strains was promising. Compound TA4 (2-((5-methyl-1,3,4-thiadiazol-2-yl)imino)-5-(4-nitrobenzylidene)- thiazolidin-4-one) and TA2 (5-(4-chlorobenzylidene)-2-((5-methyl-1,3,4-thiadiazol-2-yl)imino)thiazolidin-4-one) showed promising antimicrobial activity against microbial strains. Compound TA9 (5-(4-(benzyloxy)benzylidene)-2-((5-methyl-1,3,4-thiadiazol-2-yl)imino)thiazolidin-4-one) was found to be the most effective towards B. subtilis. Compound TA10 (5-(3,4-dimethoxybenzylidene)-2-((5- methyl-1,3,4-thiadiazol-2-yl)imino)thiazolidin-4-one) was discovered to be the most potent against the Gram-negative bacteria. Compounds TA3 (5-(4-bromobenzylidene)-2-((5-methyl-1,3,4-thiadiazol- 2-yl)imino)thiazolidin-4-one) and TA20 (5-(2-bromobenzylidene)-2-((5-methyl-1,3,4-thiadiazol-2- yl)imino)thiazolidin-4-one) were the most effective compounds against the fungal strain.

  利用串联管稀释法对合成的衍生物进行了抗微生物潜力筛选。结果显示，所有合成的化合物对被测试的微生物具有显著的生物活性。化合物TA2、TA3、TA4、TA9、TA10和TA20对被测试的微生物菌株具有很好的抗菌活性。化合物TA4（2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)-5-(4-硝基苄亚甲基)-噻唑烷-4-酮）和TA2（5-(4-氯苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）显示出对微生物菌株有很好的抗菌活性。化合物TA9（5-(4-(苄氧基)苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）对枯草杆菌最有效。化合物TA10（5-(3,4-二甲氧基苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）被发现对革兰氏阴性细菌最具潜力。化合物TA3（5-(4-溴苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）和TA20（5-(2-溴苄亚甲基)-2-((5-甲基-1,3,4-噻二唑-2-基)亚胺)噻唑烷-4-酮）是对真菌菌株最有效的化合物。
• Russo; Santagati; Alberghina, Farmaco, Edizione Scientifica, 1975, vol. 30, # 12, p. 1031 - 1038
  作者：Russo、Santagati、Alberghina

  DOI：——

  日期：——