tert-butyl 4-(5-(3-(2-cyanopropane-2-yl)benzamido)-1,3,4-thiadiazole-2-yl)piperazine-1-carboxylate | 1613222-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(5-(3-(2-cyanopropane-2-yl)benzamido)-1,3,4-thiadiazole-2-yl)piperazine-1-carboxylate
• CAS: 1613222-81-3
• 化学式: C₂₂H₂₈N₆O₃S
• 分子量: 456.569
• InChiKey: NPLZMQXLTRJCHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  111.45
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(5-(3-(2-cyanopropane-2-yl)benzamido)-1,3,4-thiadiazole-2-yl)piperazine-1-carboxylate 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 10.0h， 生成 3-(2-cyanopropan-2-yl)-N-((2-nitrophenyl)sulfonyl)-N-(5-(4-((2-nitrophenyl)sulfonyl)piperazin-1-yl)-1,3,4-thiadiazol-2-yl)benzamide
  参考文献：
  名称：

  Synthesis of new 2,5-disubstituted-1,3,4-thiadiazole derivatives and their in vivo anticonvulsant activity

  摘要：

  A series of 2,5-disubstituted-1,3,4-thiadiazole derivatives were synthesized by the reaction of 3-(2-cyanopropan-2-yl)-N-(5-(piperazine-1-yl)-1,3,4-thiadiazol-2-yl)benzamide with various sulfonyl chlorides and evaluated for their anticonvulsant activity in MES test. Rotorod method was employed to determine the neurotoxicity. The purity of the compounds is confirmed on the basis of their elemental analysis. The structures of all the new compounds are established on the basis of 1H NMR and mass spectral data. Out of fifteen compounds, three were found to be potent anticolvunstants. The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg).

  DOI：

  10.1134/s1068162014010051
• 作为产物：
  描述：

  3-(1-氰基-1-甲基乙基)苯甲酸 、 tert-butyl 4-(5-amino-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到tert-butyl 4-(5-(3-(2-cyanopropane-2-yl)benzamido)-1,3,4-thiadiazole-2-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis of new 2,5-disubstituted-1,3,4-thiadiazole derivatives and their in vivo anticonvulsant activity

  摘要：

  A series of 2,5-disubstituted-1,3,4-thiadiazole derivatives were synthesized by the reaction of 3-(2-cyanopropan-2-yl)-N-(5-(piperazine-1-yl)-1,3,4-thiadiazol-2-yl)benzamide with various sulfonyl chlorides and evaluated for their anticonvulsant activity in MES test. Rotorod method was employed to determine the neurotoxicity. The purity of the compounds is confirmed on the basis of their elemental analysis. The structures of all the new compounds are established on the basis of 1H NMR and mass spectral data. Out of fifteen compounds, three were found to be potent anticolvunstants. The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg).

  DOI：

  10.1134/s1068162014010051