2-acetylamino-6-methoxybenzoic acid | 50868-77-4

• 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-acetylamino-6-methoxybenzoic acid
• 英文别名: 2-acetamido-6-methoxybenzoic acid；2-Acetylamino-6-methoxy-benzoesaeure；2-Acetamido-6-methoxybenzoic acid
• CAS: 50868-77-4
• 化学式: C₁₀H₁₁NO₄
• 分子量: 209.202
• InChiKey: SNXGSPZWYIUBID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetylamino-6-methoxybenzoic acid 在 sodium hydroxide 作用下， 生成 2-氨基-6-甲氧基苯甲酸
  参考文献：
  名称：

  Budesinsky; Rockova, Chemicke Listy, 1954, vol. 48, p. 427,430,431

  摘要：

  DOI：
• 作为产物：
  描述：

  acetic acid-(2-allyl-3-methoxy-anilide) 在 potassium permanganate 、 水 作用下， 生成 2-acetylamino-6-methoxybenzoic acid
  参考文献：
  名称：

  Budesinsky; Rockova, Chemicke Listy, 1954, vol. 48, p. 427,430,431

  摘要：

  DOI：

文献信息

• Ligand‐Enabled γ‐C(sp ³ )−H Olefination of Free Carboxylic Acids
  作者：Kiron Kumar Ghosh、Alexander Uttry、Arup Mondal、Francesca Ghiringhelli、Philipp Wedi、Manuel Gemmeren

  DOI：10.1002/anie.202002362

  日期：2020.7.27

  We report the ligand‐enabled C−H activation/olefination of free carboxylic acids in the γ‐position. Through an intramolecular Michael addition, δ‐lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium‐catalyzed activation of free carboxylic acids in the γ‐position. The developed protocol features a wide range of acid substrates and olefin

  我们报告了配体驱动的 γ 位游离羧酸的 CH 活化/烯化。通过分子内迈克尔加成，得到δ-内酯产品。确定了两种不同的配体类别，它们能够实现具有挑战性的钯催化 γ 位游离羧酸的活化。所开发的方案具有广泛的酸性底物和烯烃反应伙伴，并被证明适用于制备有用的规模。报告了通过动力学研究获得的对潜在反应机制的见解。
• Synthesis, molecular modeling of<i>N</i>-acyl benzoazetinones and their docking simulation on fungal modeled target
  作者：Inul Ansary、Arijit Das、Parth Sarthi Sen Gupta、Amal Kumar Bandyopadhyay

  DOI：10.1080/00397911.2017.1328514

  日期：2017.8.3

  A series of stable N-acyl benzoazetinones have been synthesized in moderate to good yields (58-85%) from easily available substrates such as 2-(N-acyl) amino benzoic acids through intramolecular amidation under mild conditions. These geometry-optimized benzoazetinones were docked in the model target of P450, class CYP53A15, a benzoate 4-monooxygenase abundantly found in the genome of ascomycetes and Basidiomycetes classes of pathogenic fungi. Low per residue root-mean-square deviation (RMSD) of modeled structure of the enzyme indicated similar topology as template (4D6Z.pdb). Observed score judges site-specific docking, and the interaction of quantum mechanically optimized benzoazetinone derivatives with the target enzyme. These results suggest that 3i is the best antifungal agent. The specific hydrophobic substituent in the benzoazetinones contributed to the stability of ligand-target complex. Overall, the study provided insight into the specificity of the site-specific interactions, thereby, facilitating the possibility of development of broad-spectrum antifungal agents against opportunistic and infectious fungi.
• Budesinsky; Rockova, Collection of Czechoslovak Chemical Communications, 1954, vol. 19, p. 966,972
  作者：Budesinsky、Rockova

  DOI：——

  日期：——