methyl 2-(2-methoxybenzamido)benzoate

• 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-(2-methoxybenzamido)benzoate
• 英文别名: 2-[(2-methoxybenzoyl)amino]benzoic acid methyl ester；Methyl 2-[(2-methoxybenzoyl)amino]benzoate
• 化学式: C₁₆H₁₅NO₄
• mdl: MFCD01152874
• 分子量: 285.299
• InChiKey: XLYUKWSGXILQAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-methoxybenzamido)benzoate 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.5h， 生成 methyl 2-(2-methoxy-N-methylbenzamido)benzoate
  参考文献：
  名称：

  MODULATORS OF THE RELAXIN RECEPTOR 1

  摘要：

  本文揭示了人类松弛素受体1的调节剂，例如，公式（I）中的A、R1和R2如本文所定义，这些调节剂在治疗哺乳动物松弛素受体1介导的人类健康方面，例如心血管疾病中是有用的。还公开了一种包含药用适宜载体和本公开的至少一种化合物的组合物，以及一种用于治疗介导人类松弛素受体1的哺乳动物健康方面的干预方法。

  公开号：

  US20150119426A1
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 甲氧基苯甲酰氯 在 三乙胺 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 methyl 2-(2-methoxybenzamido)benzoate
  参考文献：
  名称：

  Structure-activity relationships of fungicidal N-benzoylanthranilic esters.

  摘要：

  37种N-(甲氧基取代的苯甲酰)蒽醌酯的抗真菌活性通过盆栽试验在由小麦白粉病（Erysiphe graminis）引起的大麦粉状霉菌上进行了测试。在测试的甲基N-(甲氧基取代的苯甲酰)蒽醌酯中，3,4-二甲氧基苯甲酰衍生物表现出最高的活性。N-(3,4-二甲氧基苯甲酰)蒽醌酯的杀真菌活性的变化被证明与酯的醇基的疏水性和电子性质的变化相关。醇基在α位的支链对活性是有害的。

  DOI：

  10.1271/bbb1961.44.2149

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。
• Quinazolin-4-one derivatives
  申请人：Itai Akiko

  公开号：US20060229324A1

  公开（公告）日：2006-10-12

  A medicament having an inhibitory activity against hematopoietic prostaglandin D2 synthase, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein X represents a group represented by the formula —N═C(R 5 )— or the formula —NH—CH(R 5 )—, R 1 , R 2 , R 3 , and R 4 represent a hydrogen atom, a halogen atom, a C 1 to C 6 alkyl group, or a hydroxy group, R 5 represents a C 1 to C 6 alkyl group or a C 6 to C 10 aryl group, and R represents an amino group.

  一种具有对造血前列腺素D2合成酶抑制活性的药物，其包括以下一般式（I）所代表的化合物或其盐作为活性成分： 其中X代表由式—N═C(R5)—或式—NH—CH(R5)—所代表的基团，R1、R2、R3和R4代表氢原子、卤原子、C1到C6烷基或羟基，R5代表C1到C6烷基或C6到C10芳基，R代表氨基。
• Application of H/D Exchange to Hydrogen Bonding in Small Molecules
  作者：Tanya L. Schneider、Kevin T. Halloran、Julie A. Hillner、Rebecca R. Conry、Brian R. Linton

  DOI：10.1002/chem.201302354

  日期：2013.11.4

  Do you recognize me? A series of simple amides has been used to demonstrate the application of hydrogen/deuterium exchange in small‐molecule hydrogen bonding. By comparison with similar controls, the degree of protection from H/D exchange can provide insight into the degree of hydrogen bonding (see scheme).

  你认识我吗？一系列简单的酰胺已用于证明氢/氘交换在小分子氢键中的应用。通过与类似的控件进行比较，防止H / D交换的程度可以深入了解氢键的程度（请参阅方案）。
• Modulators of the relaxin receptor 1
  申请人：The United States of America, as Represented by the Secretary, Department of Health and Human Service

  公开号：US10125112B2

  公开（公告）日：2018-11-13

  Disclosed are modulators of the human relaxin receptor 1, for example, of formula (I), wherein A, R1, and R2 are as defined herein, that are useful in treating mammalian relaxin receptor 1 mediated facets of human health, e.g., cardiovascular disease. Also disclosed is a composition comprising a pharmaceutically suitable carrier and at least one compound of the disclosure, and a method for therapeutic intervention in a facet of mammalian health that is mediated by a human relaxin receptor 1.

  公开了人类松弛素受体1的调节剂，例如式（I），其中A、R1和R2如本文所定义，可用于治疗哺乳动物松弛素受体1介导的人类健康问题，例如心血管疾病。还公开了一种组合物，该组合物包含药学上合适的载体和至少一种本公开的化合物，以及一种治疗干预哺乳动物健康的方法，该哺乳动物的健康是由人类松弛素受体1介导的。
• 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.