N-(1,3,4-thiadiazol-2-yl) benzamidine | 132380-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1,3,4-thiadiazol-2-yl) benzamidine
• 英文别名: (e)-N'-(1,3,4-thiadiazol-2-yl)benzamidine；N'-(1,3,4-thiadiazol-2-yl)benzenecarboximidamide
• CAS: 132380-81-5
• 化学式: C₉H₈N₄S
• 分子量: 204.255
• InChiKey: XMUBWMCIYVSYSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(1,3,4-噻二唑-2-基)苯甲酰胺 在 ammonium hydroxide 、 copper(II) oxide 作用下， 反应 0.25h， 以77%的产率得到N-(1,3,4-thiadiazol-2-yl) benzamidine
  参考文献：
  名称：

  One-Pot CuO-Catalyzed Green Synthesis of N(N′)-Arylbenzamidines as Potential Enzyme Inhibitors

  摘要：

  Ten N(N ')-arylbenzamidines were synthesized in 60-77% yield by one-pot microwave-assisted reaction of the corresponding N-arylbenzamides with aniline or ammonia in the presence of copper(II) oxide powder. The synthesized compounds were evaluated in vitro for inhibitory activity against several enzymes, namely acetylcholinesterase, butyrylcholinesterase, lipoxygenase, alpha-glucosidase, urease, and reverse transcriptase. Some compounds showed very good acetylcholinesterase and butyrylcholinesterase inhibitory activity. N '-(1,3-Benzothiazol-2-yl)- and N '-(1,3,4-thiadiazol-2-yl)benzamidines were the most active alpha-glucosidase inhibitors with IC50 values of 134.2 and 244.57 mu M, respectively. N '-(1,3-Benzothiazol-2-yl)benzamidine also inhibited urease. Most of the obtained compounds showed inhibitory activity against reverse transcriptase (anti-HIV activity), presumably due to intermolecular hydrogen bonding, good solubility, and hydrophilicity.

  DOI：

  10.1134/s1070428019070224

文献信息

• Loiseau; Bonnafous; Caujolle, Il Farmaco, 1990, vol. 45, # 9, p. 953 - 963
  作者：Loiseau、Bonnafous、Caujolle、Payard、Loiseau、Bories、Gayral

  DOI：——

  日期：——
• LOISEAU, PHILIPPE RAYMOND;BONNAFOUS, MONIQUE;CAUJOLLE, RAYMOND;PAYARD, MA+, FARMACO, 45,(1990) N, C. 953-963
  作者：LOISEAU, PHILIPPE RAYMOND、BONNAFOUS, MONIQUE、CAUJOLLE, RAYMOND、PAYARD, MA+

  DOI：——

  日期：——