methyl 2-(3-fluorobenzamido)benzoate | 67836-46-8

• 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: methyl 2-(3-fluorobenzamido)benzoate
• 英文别名: Methyl 2-[(3-fluorobenzoyl)amino]benzoate
• CAS: 67836-46-8
• 化学式: C₁₅H₁₂FNO₃
• mdl: MFCD00091763
• 分子量: 273.264
• InChiKey: DSCOXMJXTRORLX-UHFFFAOYSA-N

物化性质

• 沸点：
  333.2±27.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  methyl 2-(3-fluorobenzamido)benzoate 在 4-二甲氨基吡啶 、 N,N'-羰基二咪唑 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 48.0h， 生成 (E)-3-fluoro-N-(2-((((3-(4-fluorophenyl)-6,7-dihydrobenzo[c]isoxazol-4(5H)-ylidene)amino)oxy)carbonyl)phenyl)benzamide
  参考文献：
  名称：

  Novel O-acylated (E)-3-aryl-6,7-dihydrobenzisoxazol-4(5H)-one oximes targeting HSP90-HER2 axis in breast cancer cells

  摘要：

  DOI：

  10.1016/j.bmc.2021.116521
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 间氟苯甲酰氯 在 三乙胺 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 methyl 2-(3-fluorobenzamido)benzoate
  参考文献：
  名称：

  Fungicidal Activity ofN-Benzoylanthranilates and Related Compounds

  摘要：

  甲基N-(取代苯甲酰基)邻氨基苯甲酸酯被发现对瓜类白粉病具有抑制活性，该病由单丝壳属的真菌引起。邻氨基苯甲酸和N-苯甲酰基对于这种类型的杀菌活性都是必不可少的。N-苯甲酰基的2位和4位取代不利于活性，除非是4-甲氧基。3位取代会以不同程度改变杀菌活性。通过对取代基参数的定量分析和回归分析表明，取代基的空间尺寸变化最能够解释活性的变化。

  DOI：

  10.1080/00021369.1980.10864289

文献信息

• Fungicidal Activity of<i>N</i>-Benzoylanthranilates and Related Compounds
  作者：Osamu Kirino、Shigeo Yamamoto、Toshiro Kato

  DOI：10.1080/00021369.1980.10864289

  日期：1980.9

  Methyl N-(substituted benzoyl)anthranilates were found to possess inhibitory activity against the powdery mildew of cucumber caused by Sphaerotheca fuliginea. Both the anthranilate and the N-benzoyl moieties were essential for this type of fungicidal activity. Substitution at the 2- and 4-positions of the N-benzoyl group was unfavorable to the activity except for the 4-methoxy group. Substitution at the 3-position varied the fungicidal activity to various extents. The variation in the activity of 3-substituted derivatives was analyzed quantitatively with substituent parameters and regression analysis indicating that the variation in the steric dimension of substituents was most responsible for the activity.

  甲基N-(取代苯甲酰基)邻氨基苯甲酸酯被发现对瓜类白粉病具有抑制活性，该病由单丝壳属的真菌引起。邻氨基苯甲酸和N-苯甲酰基对于这种类型的杀菌活性都是必不可少的。N-苯甲酰基的2位和4位取代不利于活性，除非是4-甲氧基。3位取代会以不同程度改变杀菌活性。通过对取代基参数的定量分析和回归分析表明，取代基的空间尺寸变化最能够解释活性的变化。
• The evaluation and structure–activity relationships of 2-benzoylaminobenzoic esters and their analogues as anti-inflammatory and anti-platelet aggregation agents
  作者：Pei-Wen Hsieh、Tsong-Long Hwang、Chin-Chung Wu、Shin-Zan Chiang、Chung-I Wu、Yang-Chang Wu

  DOI：10.1016/j.bmcl.2006.12.038

  日期：2007.3

  Forty-seven 2-benzoylaminobenzoic esters were synthesized and evaluated in anti-platelet aggregation, inhibition of superoxide anion generation, and inhibition of neutrophil elastase release assays. Most 2-benzoylamino-4-chlorobenzoic acid derivatives showed selective inhibitory effects on arachidonic acid (AA)-induced platelet aggregation. Among them, compounds 615 and 7b exhibited more potent inhibitory effects (ca. 200-fold) than aspirin. Additionally, compounds 1a and 5a showed strong inhibitory effects on neutrophil superoxide generation with IC50 values of 0.65 and 0.17 mu M, respectively. However, compounds 6d and 6e exhibited dual inhibitory effects on platelet aggregation and neutrophil elastase (NE) release; therefore, these two compounds may be new leads for development as anti-inflammatory and anti-platelet aggregatory agents. (c) 2006 Elsevier Ltd. All rights reserved.
• Novel O-acylated (E)-3-aryl-6,7-dihydrobenzisoxazol-4(5H)-one oximes targeting HSP90-HER2 axis in breast cancer cells
  作者：Yuri A. Piven、Margarita A. Yastrebova、Alvina I. Khamidullina、Alexander M. Scherbakov、Victor V. Tatarskiy、Julia A. Rusanova、Alexander V. Baranovsky、Veronica G. Zinovich、Tatyana S. Khlebnicova、Fedor A. Lakhvich

  DOI：10.1016/j.bmc.2021.116521

  日期：2022.1