2-bromo-N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-acetamide | 42458-68-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-bromo-N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-acetamide
• 英文别名: Acetamide, 2-bromo-N-(5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)-；2-bromo-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]acetamide
• CAS: 42458-68-4
• 化学式: C₅H₃BrF₃N₃OS
• 分子量: 290.064
• InChiKey: QZJANWLGIWMKMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-acetamide 在 copper(l) iodide 、 sodium azide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (Z)-2-(4-(((3-(furan-2-ylmethyl)-2-((4-methoxyphenyl)imino)-4-(trifluoromethyl)thiazolidin-4-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)-N-(5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)acetamide
  参考文献：
  名称：

  Appalanaidu, K.; Dadmal, Tulshiram L.; Kumbhare, Ravindra M., Indian Journal of Heterocyclic Chemistry, 2021, vol. 31, # 1, p. 81 - 89

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-5-三氟甲基-1,3,4-噻二唑 、 溴乙酰溴 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 2-bromo-N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-acetamide
  参考文献：
  名称：

  Synthesis of novel fluoro 1,2,3-triazole tagged amino bis(benzothiazole) derivatives, their antimicrobial and anticancer activity

  摘要：

  A new series of fluoro 1,2,3-triazole tagged amino bis (benzothiazole) derivatives 8, 9 were prepared starting from 2-amino benzothiazole in four steps via amination, cyclization, alkylation followed by reaction with various azides under sharpless conditions through click chemistry approach. All newly synthesized compounds were screened for their antimicrobial and cytotoxic activity against four human cancer cell lines (U937, THP-1, Colo205, and A549), and promising compounds have been identified.

  DOI：

  10.1007/s00044-014-1006-0

文献信息

• Gyoerfi, Z.; Csavassy, Gy., Acta Chimica Hungarica, 1974, vol. 82, p. 91 - 97
  作者：Gyoerfi, Z.、Csavassy, Gy.

  DOI：——

  日期：——
• Synthesis of novel fluoro 1,2,3-triazole tagged amino bis(benzothiazole) derivatives, their antimicrobial and anticancer activity
  作者：Ravindra M. Kumbhare、Tulshiram L. Dadmal、R. Pamanji、Umesh B. Kosurkar、L. R. Velatooru、K. Appalanaidu、Y. Khageswara Rao、J. Venkateswara Rao

  DOI：10.1007/s00044-014-1006-0

  日期：2014.10

  A new series of fluoro 1,2,3-triazole tagged amino bis (benzothiazole) derivatives 8, 9 were prepared starting from 2-amino benzothiazole in four steps via amination, cyclization, alkylation followed by reaction with various azides under sharpless conditions through click chemistry approach. All newly synthesized compounds were screened for their antimicrobial and cytotoxic activity against four human cancer cell lines (U937, THP-1, Colo205, and A549), and promising compounds have been identified.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.2, 6.2.1.5.2, page 41 - 61
  作者：

  DOI：——

  日期：——
• Appalanaidu, K.; Dadmal, Tulshiram L.; Kumbhare, Ravindra M., Indian Journal of Heterocyclic Chemistry, 2021, vol. 31, # 1, p. 81 - 89
  作者：Appalanaidu, K.、Dadmal, Tulshiram L.、Kumbhare, Ravindra M.、Pamanji, R.、Rao, J. Venkateswara、Reddy, Prathyusha J.、Velatooru, L. R.

  DOI：——

  日期：——