2-(4-isothiocyanatobenzamido)acetic acid | 53384-26-2

• 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: 2-(4-isothiocyanatobenzamido)acetic acid
• 英文别名: 4-Isothiocyanatobenzoylglycin；2-[(4-Isothiocyanatobenzoyl)amino]acetic acid；2-[(4-isothiocyanatobenzoyl)amino]acetic acid
• CAS: 53384-26-2
• 化学式: C₁₀H₈N₂O₃S
• 分子量: 236.251
• InChiKey: CGLBAAGBXSLYSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-isothiocyanatobenzamido)acetic acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以85%的产率得到2-(4-(hydrazinecarbothioamido)benzamido)acetic acid
  参考文献：
  名称：

  Synthesis of thiosemicarbazones derived from N-(4-hippuric acid)thiosemicarbazide and different carbonyl compounds as antimicrobial agents

  摘要：

  New series of thiosemicarbazone derivatives incorporating a hippuric acid moiety have been synthesized through the reaction of N-(4-hippuric acid)thiosemicarbazide with various carbonyl compounds such as aldehydes, ketones and cyclic ketones. The synthesized compounds were tested against bacterial and fungal strains. Most of compounds, such as 2-(4-(2-(4-fluorobenzylidene)hydrazinecarbothioamido) benzamido)acetic acid showed significant antibacterial and antifungal activities. These compounds comprise a new class of promising broad-spectrum antibacterial and antifungal agents. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.031
• 作为产物：
  描述：

  对氨基马尿酸 、 硫光气 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以74%的产率得到2-(4-isothiocyanatobenzamido)acetic acid
  参考文献：
  名称：

  结合有马尿酸部分的硫脲衍生物：抗菌和抗真菌活性的合成和评估

  摘要：

  通过使4-庚酸异硫氰酸酯与各种氮亲核试剂如脂肪族胺，芳族胺，磺胺类药物，氨基吡唑，苯肼和酰肼反应，已合成了结合有马尿酸部分的新系列硫脲衍生物。测试了合成化合物的抗细菌和真菌菌株。大多数化合物，例如2-（4-（3-（3-溴苯基）硫脲基）苯甲酰胺基）乙酸和2-（4-（3-（4-（N-嘧啶-2-基氨磺酰基）苯基）硫脲基）苯甲酰氨基）乙酸，具有显着的抗菌和抗真菌活性。这些化合物包括一类新的有前景的广谱抗菌和抗真菌剂。

  DOI：

  10.1016/j.ejmech.2013.04.002

文献信息

• Thiourea derivatives incorporating a hippuric acid moiety: Synthesis and evaluation of antibacterial and antifungal activities
  作者：Samir Y. Abbas、Marwa A.M.Sh. El-Sharief、Wahid M. Basyouni、Issa M.I. Fakhr、Eman W. El-Gammal

  DOI：10.1016/j.ejmech.2013.04.002

  日期：2013.6

  New series of thiourea derivatives incorporating a hippuric acid moiety have been synthesized through the reaction of 4-hippuric acid isothiocyanate with various nitrogen nucleophiles such as aliphatic amines, aromatic amines, sulfa drugs, aminopyrazoles, phenylhydrazine and hydrazides. The synthesized compounds were tested against bacterial and fungal strains. Most of compounds, such as 2-(4-(3-(

  通过使4-庚酸异硫氰酸酯与各种氮亲核试剂如脂肪族胺，芳族胺，磺胺类药物，氨基吡唑，苯肼和酰肼反应，已合成了结合有马尿酸部分的新系列硫脲衍生物。测试了合成化合物的抗细菌和真菌菌株。大多数化合物，例如2-（4-（3-（3-溴苯基）硫脲基）苯甲酰胺基）乙酸和2-（4-（3-（4-（N-嘧啶-2-基氨磺酰基）苯基）硫脲基）苯甲酰氨基）乙酸，具有显着的抗菌和抗真菌活性。这些化合物包括一类新的有前景的广谱抗菌和抗真菌剂。
• Synthesis of thiosemicarbazones derived from N-(4-hippuric acid)thiosemicarbazide and different carbonyl compounds as antimicrobial agents
  作者：Marwa A.M.Sh. El-Sharief、Samir Y. Abbas、Khairy A.M. El-Bayouki、Eman W. El-Gammal

  DOI：10.1016/j.ejmech.2013.06.031

  日期：2013.9

  New series of thiosemicarbazone derivatives incorporating a hippuric acid moiety have been synthesized through the reaction of N-(4-hippuric acid)thiosemicarbazide with various carbonyl compounds such as aldehydes, ketones and cyclic ketones. The synthesized compounds were tested against bacterial and fungal strains. Most of compounds, such as 2-(4-(2-(4-fluorobenzylidene)hydrazinecarbothioamido) benzamido)acetic acid showed significant antibacterial and antifungal activities. These compounds comprise a new class of promising broad-spectrum antibacterial and antifungal agents. (C) 2013 Elsevier Masson SAS. All rights reserved.