(9ci)-4-氨基-3-乙基-4,5-二氢-5-氧代-1H-1,2,4-噻唑-1-乙酸肼 | 773862-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (9ci)-4-氨基-3-乙基-4,5-二氢-5-氧代-1H-1,2,4-噻唑-1-乙酸肼
• 英文名称: (4-Amino-3-ethyl-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid hydrazide
• 英文别名: 2-(4-Amino-3-ethyl-5-oxo-1,2,4-triazol-1-yl)acetohydrazide
• CAS: 773862-56-9
• 化学式: C₆H₁₂N₆O₂
• 分子量: 200.2
• InChiKey: PYBYPCSRVQLNOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Ethyl 2-(4-amino-3-ethyl-5-oxo-1,2,4-triazol-1-yl)acetate 在 一水合肼 作用下， 以 正丁醇 为溶剂， 反应 4.0h， 以68.21%的产率得到(9ci)-4-氨基-3-乙基-4,5-二氢-5-氧代-1H-1,2,4-噻唑-1-乙酸肼
  参考文献：
  名称：

  Synthesis and antimicrobial activities of some new 1-(5-phenylamino-[1,3,4]thiadiazol-2-yl)methyl-5-oxo-[1,2,4]triazole and 1-(4-phenyl-5-thioxo-[1,2,4]triazol-3-yl)methyl-5-oxo- [1,2,4]triazole derivatives

  摘要：

  Acetic acid ethyl esters containing 5-oxo-[1,2,4]triazole ring (2) were synthesized by the condensation of compounds 1a-f with ethyl bromoacetate in basic media. The reaction of compounds 2a-f with hydrazine hydrate led to the formation of acid hydrazides (3a-f). The treatment of compounds 3 with two divers aromatic aldehydes resulted in the formation of arylidene hydrazides as cis-tralls conformers (4a,c,e,f, 5a,e,f). The thiosemicarbazide derivatives (6a,c,d,f) were afforded by the reaction of corresponding compounds 3 with phenylisothiocyanate. The treatment of compounds 6a,c,d,f with sulfuric acidic caused the conversion of side-chain of compounds 6a,c,d,f into 1,3,4-thiadiazol ring; thus, compounds 7a,c,d,f were obtained. On the other hand, the cyclization of compounds 6a,c,d,f in the presence of 2 N NaOH resulted in the formation of compounds 8a,c,d,f containing two [1,2,4]triazole rings which are linked to each other via it methylene bridge. Compounds 4a, f, 5a, 7a, d, f, 8a and d have shown antimicrobial activity against one or more microorganism, but no antifungal activity has been observed against yeast like fungi. Also inhibitory effect on mycelial growth by compounds 4e, 7d and 8f hits been observed. Compounds 4c and 5f were found to possess antitumor active towards breast cancer. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.06.007