2-methylthio-5-(4-pyridyl)-1,3,4-thiadiazole | 89806-20-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-methylthio-5-(4-pyridyl)-1,3,4-thiadiazole
• 英文别名: 4-(methylsulfanyl-[1,3,4]thiadiazol-2-yl)-pyridine；4-(Methylmercapto-[1,3,4]thiadiazol-2-yl)-pyridin；4-[5-(Methylsulfanyl)-1,3,4-thiadiazol-2-yl]pyridine；2-methylsulfanyl-5-pyridin-4-yl-1,3,4-thiadiazole
• CAS: 89806-20-2
• 化学式: C₈H₇N₃S₂
• 分子量: 209.296
• InChiKey: JWYZEKAEHIXWIV-UHFFFAOYSA-N

物化性质

• 熔点：
  119-121 °C
• 沸点：
  398.6±44.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methylthio-5-(4-pyridyl)-1,3,4-thiadiazole 在 potassium permanganate 、 溶剂黄146 作用下， 生成 2-甲基磺酰基-5-(4-吡啶基)-1,3,4-噻二唑
  参考文献：
  名称：

  Yoshida; Asai, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 951

  摘要：

  DOI：
• 作为产物：
  描述：

  2-[(amino)(4-pyridyl)methylene]hydrazinocarbodithioic acid methyl ester 在 盐酸 作用下， 反应 0.08h， 以96%的产率得到2-methylthio-5-(4-pyridyl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Reactivity of N ¹-Dithioester Substituted Pyridinand Pyrazincarboxamidrazones

  摘要：

  The N1-dithioester substituted pyridin- and pyrazincarboxamidrazones underwent cyclocondensation to 5-methylsulfanyl-1,3,4-thiadiazole or 1,2,4-triazole derivatives, depending on the reaction conditions. With an excess of secondary amines, pyrazincarboxamidrazone dithioester gave 5-amino-1,3,4-thiadiazoles and with an ethanoloamine a 1,2,4-triazole derivative. Prepared compounds were evaluated as potential tuberculostatic agents, but the minimum inhibitory concentrations values indicated no significant activity.

  DOI：

  10.1080/10426500500270065

文献信息

• Yoshida; Asai, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 951
  作者：Yoshida、Asai

  DOI：——

  日期：——
• ZnCl2 catalyzed efficient synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole
  作者：Md.A. Rahman、Mohammad R. Karim、Md. Arifuzzaman、Tasneem A. Siddiquee、Aminul H. Mirza

  DOI：10.1016/j.tetlet.2014.04.046

  日期：2014.5

  New methods for the synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole have been described. No cyclizations took place in the absence of ZnCl2. 1,3,4-Thiadiazoles are formed in the presence of ZnCl2 alone, whereas oxadiazoles are produced when a base such as Et3N or KOH was used along with ZnCl2. % Yields are optimized. (C) 2014 Elsevier Ltd. All rights reserved.
• KUBOTA, SEIJU;TOYOOKA, KOUHEI;MISRA, HEMANT, K.;KAWANO, MICHINOBU;SHIBUYA+, J. CHEM. SOC. PERKIN TRANS., 1983, N 12, 2957-2961
  作者：KUBOTA, SEIJU、TOYOOKA, KOUHEI、MISRA, HEMANT, K.、KAWANO, MICHINOBU、SHIBUYA+

  DOI：——

  日期：——
• Kubota, Seiju; Toyooka, Kouhei; Misra, Hemant K., Journal of the Chemical Society. Perkin transactions I, 1983, # 12, p. 2957 - 2962
  作者：Kubota, Seiju、Toyooka, Kouhei、Misra, Hemant K.、Kawano, Michinobu、Shibuya, Masayuki

  DOI：——

  日期：——
• Reactivity of <i>N</i> ¹-Dithioester Substituted Pyridinand Pyrazincarboxamidrazones
  作者：Czeslawa Orlewska、Danuta Pancechowska-Ksepko、Henryk Foks、Zofia Zwolska、Ewa Augustynowicz-Kopec

  DOI：10.1080/10426500500270065

  日期：2006.4.1

  The N1-dithioester substituted pyridin- and pyrazincarboxamidrazones underwent cyclocondensation to 5-methylsulfanyl-1,3,4-thiadiazole or 1,2,4-triazole derivatives, depending on the reaction conditions. With an excess of secondary amines, pyrazincarboxamidrazone dithioester gave 5-amino-1,3,4-thiadiazoles and with an ethanoloamine a 1,2,4-triazole derivative. Prepared compounds were evaluated as potential tuberculostatic agents, but the minimum inhibitory concentrations values indicated no significant activity.