2-(acetamido)-5-methoxy-4-phenylbenzoic acid | 1237518-35-2

• 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-(acetamido)-5-methoxy-4-phenylbenzoic acid
• 英文别名: 2-acetamido-5-methoxy-4-phenylbenzoic acid
• CAS: 1237518-35-2
• 化学式: C₁₆H₁₅NO₄
• 分子量: 285.299
• InChiKey: HHNLFHUMNYOAPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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-(acetamido)-5-methoxy-4-phenylbenzoic acid 在 水 、 magnesium sulfate 作用下， 以 1,4-二氧六环 、 盐酸 为溶剂， 反应 3.67h， 以to obtain 2-amino-5-methoxy-4-phenylbenzoic acid as a brown solid的产率得到2-amino-5-methoxy-4-phenylbenzoic acid
  参考文献：
  名称：

  N-ACYL ANTHRANILIC ACID DERIVATIVE OR SALT THEREOF

  摘要：

  一种由一般式（1）表示的N-酰基蒽酰氨衍生物或其盐，对于预防或治疗与胶原蛋白过度生产相关的疾病是有用的。（在公式中，R1代表羧基或类似物；R2代表氢原子或类似物；R3代表可选取代的芳基或类似物；X1代表羰基；X2代表连接手；X3代表连接手；X4代表连接手或类似物；A代表可选取代的苯基或类似物。）

  公开号：

  US20110275797A1
• 作为产物：
  描述：

  2-amino-5-methoxy-4-phenylbenzoic acid 、 乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(acetamido)-5-methoxy-4-phenylbenzoic acid
  参考文献：
  名称：

  Synthesis, molecular modeling ofN-acyl benzoazetinones and their docking simulation on fungal modeled target

  摘要：

  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.

  DOI：

  10.1080/00397911.2017.1328514

文献信息

• N-ACYL ANTHRANILIC ACID DERIVATIVE OR SALT THEREOF
  申请人：Yokotani Junichi

  公开号：US20110275797A1

  公开（公告）日：2011-11-10

  An N-acyl anthranilic acid derivative represented by general formula (1) or a salt thereof is useful for prevention or treatment of diseases associated with excessive production of collagen. (In the formula, R 1 represents a carboxyl group or the like; R 2 represents a hydrogen atom or the like; R 3 represents an optionally substituted aryl group or the like; X 1 represents a carbonyl group; X 2 represents a bonding hand; X 3 represents a bonding hand; X 4 represents a bonding hand or the like; and A represents an optionally substituted phenyl group or the like.)

  通用公式（1）表示的N-酰基蒽酸衍生物或其盐对预防或治疗与胶原蛋白过度产生相关的疾病具有用处。（在该公式中，R1代表羧基或类似物；R2代表氢原子或类似物；R3代表可选择取代的芳基或类似物；X1代表羰基；X2代表连接手；X3代表连接手；X4代表连接手或类似物；A代表可选择取代的苯基或类似物。）
• US8492582B2
  申请人：——

  公开号：US8492582B2

  公开（公告）日：2013-07-23
• [EN] N-ACYL ANTHRANILIC ACID DERIVATIVE OR SALT THEREOF<br/>[FR] DÉRIVÉ DE L'ACIDE N-ACYLE ANTHRANILIQUE OU SON SEL
  申请人：TOYAMA CHEMICAL CO LTD

  公开号：WO2010087430A1

  公开（公告）日：2010-08-05

  一般式「式中、Ｒ１は、カルボキシル基などを；Ｒ２は、水素原子などを；Ｒ３は、置換されていてもよいアリール基などを；Ｘ１は、カルボニル基を；Ｘ２は、結合手を；Ｘ３は、結合手を；Ｘ４は、結合手などを；Ａは、置換されていてもよいフェニル基などを示す。」で表されるＮ－アシルアントラニル酸誘導体またはその塩は、コラーゲンの過剰産生が関与する疾患の予防または治療などの処置に有用である。
• 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.
• N-acyl anthranilic acid derivative or salt thereof
  申请人：Yokotani Junichi

  公开号：US08492582B2

  公开（公告）日：2013-07-23

  The invention relates to an N-acyl anthranilic acid derivative or it's salt having collagen production inhibitory action.

  本发明涉及一种具有胶原蛋白生成抑制作用的N-酰基蒽酰氨酸衍生物或其盐。