1-氨茴酰-2-水杨酰肼 | 28864-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氨茴酰-2-水杨酰肼
• 英文名称: N-1-(2-aminobenzoyl)-N-2-(2-hydroxybenzoyl)hydrazine
• 英文别名: 2-N-(2-hydroxybenzoyl)anthranilohydrazide；N-(2-aminobenzoyl)-N'-salicylhydrazine；Salicylic acid, (o-aminobenzoyl)hydrazide；2-amino-N'-(2-hydroxybenzoyl)benzohydrazide
• CAS: 28864-31-5
• 化学式: C₁₄H₁₃N₃O₃
• 分子量: 271.276
• InChiKey: ZELPKRZUDOCMIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 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：
  104
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  1-氨茴酰-2-水杨酰肼 在 劳森试剂 作用下， 反应 3.0h， 以86%的产率得到2-(2-aminophenyl)-5-(2-hydroxyphenyl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Pandey, Ajit K.; Kashyap, Pranita P.; Kaur, Chanchal D., Indian Journal of Heterocyclic Chemistry, 2016, vol. 26, # 3-4, p. 163 - 171

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基苯甲酸乙酯 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-氨茴酰-2-水杨酰肼
  参考文献：
  名称：

  Pentafluorophenyl ester activation for the preparation of N,N′-diaroylhydrazines

  摘要：

  Procedures are reported for the preparation of N,N'-diaroylhydrazines using pentafluorophenyl (Pfp) ester activation of aryl carboxylic acids. Mild conditions which avoid intermediate protection of ring substituents, allows the synthesis of both symmetrical and unsymmetrical diaroylhydrazines in high yields. The recent discovery of potent HIV-1 integrase inhibition by N,N'-bis-salicylhydrazine (1) highlights the potential importance of this class of compounds. The stability of pre-activated Pfp ester intermediates and the facility with which N,N'-diaroylhydrazines can be synthesized using this procedure (stirring at room temperature in DMF) may make the method particularly attractive for synthesis of hydrazide libraries.

  DOI：

  10.1016/s0040-4020(97)00149-x

文献信息

• Synthesis and antioxidant activity of new analogs of Quin-C1
  作者：I. Mieriņa、Z. Tetere、D. Zicāne、I. Rāviņa、M. Turks、M. Jure

  DOI：10.1007/s10593-013-1215-3

  日期：2013.3

  New derivatives of 4-oxo-1,2,3,4-tetrahydroquinazoline, analogs of Quin-C1, have been synthesized by the condensation of aroyl- and heteroaroylhydrazides of anthranilic acid with cinnamic, crotonic, and 4-hydroxy-3-methoxybenzoic aldehydes. The antioxidant activity of the obtained compounds has been determined.

  通过邻氨基苯甲酸的芳酰基-和杂芳基酰肼与肉桂酸，巴豆酸和4-羟基-3-甲氧基苯甲酸的缩合反应，合成了4-氧代-1,2,3,4-四氢喹唑啉的新衍生物，即Quin-C1的类似物。醛。已经确定了所获得的化合物的抗氧化活性。
• Synthesis of 2-R-3-Hydroxy[1,2,4]triazino[6,1-b]-quinazoline-4,10-diones
  作者：L. A. Shemchuk、V. P. Chernykh、O. S. Krys’kiv

  DOI：10.1134/s1070428006050186

  日期：2006.5

  A preparation method was developed for [1,2,4]triazino[6,1-b]quinazoline-4,10-diones using isatoic anhydride, carboxylic acids hydrazides, ethyl oxalyl chloride, and hydroxylamine.
• Daidone; Raffa; Plescia, Il Farmaco, 1989, vol. 44, # 5, p. 465 - 473
  作者：Daidone、Raffa、Plescia、Matera、Caruso、Leone、Amico-Roxas

  DOI：——

  日期：——
• Pentafluorophenyl ester activation for the preparation of N,N′-diaroylhydrazines
  作者：He Zhao、Terrence R. Burke

  DOI：10.1016/s0040-4020(97)00149-x

  日期：1997.3

  Procedures are reported for the preparation of N,N'-diaroylhydrazines using pentafluorophenyl (Pfp) ester activation of aryl carboxylic acids. Mild conditions which avoid intermediate protection of ring substituents, allows the synthesis of both symmetrical and unsymmetrical diaroylhydrazines in high yields. The recent discovery of potent HIV-1 integrase inhibition by N,N'-bis-salicylhydrazine (1) highlights the potential importance of this class of compounds. The stability of pre-activated Pfp ester intermediates and the facility with which N,N'-diaroylhydrazines can be synthesized using this procedure (stirring at room temperature in DMF) may make the method particularly attractive for synthesis of hydrazide libraries.
• Pandey, Ajit K.; Kashyap, Pranita P.; Kaur, Chanchal D., Indian Journal of Heterocyclic Chemistry, 2016, vol. 26, # 3-4, p. 163 - 171
  作者：Pandey, Ajit K.、Kashyap, Pranita P.、Kaur, Chanchal D.、Sawarkar, Hemant A.、Singh, Mukesh K.

  DOI：——

  日期：——