2-[(2,6-二氟苯甲酰基)氨基]乙酸 | 66648-38-2

• 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: 2-[(2,6-二氟苯甲酰基)氨基]乙酸
• 英文名称: 2,6-Difluorhippursaeure
• 英文别名: 2,6-difluoro-hippuric acid；2-[(2,6-difluorobenzoyl)amino]acetic Acid
• CAS: 66648-38-2
• 化学式: C₉H₇F₂NO₃
• mdl: MFCD00218151
• 分子量: 215.156
• InChiKey: GKFLIRAXEAGJGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(2,6-二氟苯甲酰基)氨基]乙酸 、 乙酸酐 在 N,N-二异丙基乙胺 作用下， 反应 2.0h， 生成 acetic 2-(2,6-difluorobenzamido)acetic anhydride
  参考文献：
  名称：

  Substituents Effect on the Erlenmeyer−Plöchl Reaction: Understanding an Observed Process Reaction Time

  摘要：

  A systematic study on hippuric acid substituents was performed in order to better understand the influence of stereoelectronic factors on the Erlenmeyer reaction rate. In addition, two reaction systems were evaluated: Hunig's base solvent free conditions and catalytic sodium acetate in 2-methyl-THF. The effect on reaction rate of electron withdrawing and electron donating groups are reported. Specifically, the study led to the conclusion that stereoelectronic factors have significant influence in one of our key Erlenmeyer reaction by affecting its reaction rate.

  DOI：

  10.1021/op100032s
• 作为产物：
  描述：

  2,6-二氟苯甲酰氯 在 水 、 碳酸氢钠 、 sodium hydroxide 作用下， 以 2-甲基四氢呋喃 、 水 为溶剂， 反应 4.5h， 生成 2-[(2,6-二氟苯甲酰基)氨基]乙酸
  参考文献：
  名称：

  Substituents Effect on the Erlenmeyer−Plöchl Reaction: Understanding an Observed Process Reaction Time

  摘要：

  A systematic study on hippuric acid substituents was performed in order to better understand the influence of stereoelectronic factors on the Erlenmeyer reaction rate. In addition, two reaction systems were evaluated: Hunig's base solvent free conditions and catalytic sodium acetate in 2-methyl-THF. The effect on reaction rate of electron withdrawing and electron donating groups are reported. Specifically, the study led to the conclusion that stereoelectronic factors have significant influence in one of our key Erlenmeyer reaction by affecting its reaction rate.

  DOI：

  10.1021/op100032s

文献信息

• 一种含双酰胺结构的哌啶噻唑类衍生物及其 制备方法和应用
  申请人：浙江工业大学

  公开号：CN109232552B

  公开（公告）日：2021-02-09

  本发明公开了一种含双酰胺结构的哌啶噻唑类衍生物，并公开了其制备方法，以及作为杀菌剂和杀虫剂的应用。本发明提供了一种新的含双酰胺结构的哌啶噻唑类衍生物，制备方法简便，可用于黄瓜灰霉病、水稻纹枯病、马铃薯晚疫病的防治，具有良好的杀菌活性，也可用于粘虫、蚕豆蚜、棉红蜘蛛等虫害的防治，为哌啶噻唑类农药的研究开发提供了基础。
• The synthesis, structural characterization and biological evaluation of <i>N</i> -(ferrocenylmethyl amino acid) fluorinated benzene-carboxamide derivatives as potential anticancer agents
  作者：William E. Butler、Paula N. Kelly、Andy G. Harry、Rachel Tiedt、Blanaid White、Rosaleen Devery、Peter T. M. Kenny

  DOI：10.1002/aoc.2994

  日期：2013.5

  N‐(ferrocenylmethyl amino acid) fluorinated benzene‐carboxamide derivatives 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i and 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i have been synthesized by coupling ferrocenylmethyl amine 3 with various substituted N‐(fluorobenzoyl) amino acid derivatives using the standard N‐(3‐dimethylaminopropyl)‐N′‐ethylcarbodiimide hydrochloride, 1‐hydroxybenzotriazole protocol. The amino acids employed in

  一系列ñ - （二茂铁基氨基酸）氟代苯甲酰胺衍生物4b中，图4c，图4d，图4e，4f中，4克，4H，4I和图5b，图5c，图5d，图5e，图5f，5克，5H，5I已经由合成使用标准N-（3-二甲基氨基丙基）-N将二茂铁基甲胺3与各种取代的N-（氟苯甲酰基）氨基酸衍生物偶联′-乙基碳二亚胺盐酸盐，1-羟基苯并三唑方案。在这项研究中使用的氨基酸是甘氨酸和L-丙氨酸。所有的化合物的使用的组合物完全表征1 H NMR，13 C NMR，19 F NMR，畸变极化转移增强（DEPT）-135，1个H- 1 h相互关系光谱（COZY）和1 H- 13 C ^ COZY（异核多量子相关性）光谱。这些化合物在雌激素阳性MCF-7乳腺癌细胞系中进行了生物学评估。化合物4g，4i，5h和5i对MCF-7乳腺癌细胞系表现出细胞毒性作用。ñ - （二茂铁基-L-丙氨酸）-3,4,5-三氟苯甲酰胺（5H）是最活跃的化合物，与IC
• Prasad; George; Vasuki, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 10, p. 951 - 953
  作者：Prasad、George、Vasuki、Kalyanasundaram

  DOI：——

  日期：——
• PRASAD, M. P.;GEORGE, NISHA;VASUKI, V.;KALYANASUNDARAM, M., INDIAN J. CHEM. B, 29,(1990) N0, C. 951-953
  作者：PRASAD, M. P.、GEORGE, NISHA、VASUKI, V.、KALYANASUNDARAM, M.

  DOI：——

  日期：——
• Substituents Effect on the Erlenmeyer−Plöchl Reaction: Understanding an Observed Process Reaction Time
  作者：Flavio Chavez、Nicole Kennedy、Thimma Rawalpally、R. Thomas Williamson、Thomas Cleary

  DOI：10.1021/op100032s

  日期：2010.5.21

  A systematic study on hippuric acid substituents was performed in order to better understand the influence of stereoelectronic factors on the Erlenmeyer reaction rate. In addition, two reaction systems were evaluated: Hunig's base solvent free conditions and catalytic sodium acetate in 2-methyl-THF. The effect on reaction rate of electron withdrawing and electron donating groups are reported. Specifically, the study led to the conclusion that stereoelectronic factors have significant influence in one of our key Erlenmeyer reaction by affecting its reaction rate.