2-(2-aminobenzoylamino)-3-o-tolylpropionic acid ethyl ester | 856571-04-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-aminobenzoylamino)-3-o-tolylpropionic acid ethyl ester
• 英文别名: Ethyl 2-[(2-aminobenzoyl)amino]-3-(2-methylphenyl)propanoate
• CAS: 856571-04-5
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: QABHXICRJMUULD-UHFFFAOYSA-N

物化性质

• 熔点：
  70 °C
• 沸点：
  546.7±50.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-aminobenzoylamino)-3-o-tolylpropionic acid ethyl ester 在 氢氧化钾 、 五氯化磷 、 乙酰氯 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 生成 2-{2-[(1H-indole-2-carbonyl)amino]benzoylamino}-3-o-tolylpropionic acid
  参考文献：
  名称：

  Anthranilic acid based CCK1 receptor antagonists: preliminary investigation on their second “touch point”

  摘要：

  In this phase of structure-affinity relationship study of VL-0395, a new anthranilic acid based CCK1 selective antagonist, we propose a series Of Unnatural aminoacidic derivatives. The result of this work is the identification of a new CCK ligand, which possesses an affinity (IC50 = 35 nm) one order of magnitude greater than the lead and, as a general rule, it points out how the hypothesized receptorial pocket which accommodates the Phe residue allows much more structural modification than that interacting with the N-terminal group. Hence, the modification of the C-terminal pharmacophoric group of our lead VL-0395 can not only enhance the affinity of anthranific acid derivatives but can modulate the selectivity for one CCK receptor subtype or afford mixed antagonists. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.01.002
• 作为产物：
  描述：

  2-乙酰氨基-2-[(2-甲基苯基)甲基]丙二酸二乙酯 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 乙酸乙酯 为溶剂， 反应 4.0h， 生成 2-(2-aminobenzoylamino)-3-o-tolylpropionic acid ethyl ester
  参考文献：
  名称：

  Anthranilic acid based CCK1 receptor antagonists: preliminary investigation on their second “touch point”

  摘要：

  In this phase of structure-affinity relationship study of VL-0395, a new anthranilic acid based CCK1 selective antagonist, we propose a series Of Unnatural aminoacidic derivatives. The result of this work is the identification of a new CCK ligand, which possesses an affinity (IC50 = 35 nm) one order of magnitude greater than the lead and, as a general rule, it points out how the hypothesized receptorial pocket which accommodates the Phe residue allows much more structural modification than that interacting with the N-terminal group. Hence, the modification of the C-terminal pharmacophoric group of our lead VL-0395 can not only enhance the affinity of anthranific acid derivatives but can modulate the selectivity for one CCK receptor subtype or afford mixed antagonists. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.01.002