3-[3-(3-cyanophenyl)ureidomethyl]benzoic acid methyl ester | 1203719-47-4

• 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: 3-[3-(3-cyanophenyl)ureidomethyl]benzoic acid methyl ester
• 英文别名: Methyl 3-[[(3-cyanophenyl)carbamoylamino]methyl]benzoate
• CAS: 1203719-47-4
• 化学式: C₁₇H₁₅N₃O₃
• 分子量: 309.324
• InChiKey: JEVIHSUSBZAQPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 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：
  91.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[3-(3-cyanophenyl)ureidomethyl]benzoic acid methyl ester 在 甲醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以85 mg的产率得到3-[3-(3-cyanophenyl)ureidomethyl]benzoic acid
  参考文献：
  名称：

  Hit to Lead Account of the Discovery of Bisbenzamide and Related Ureidobenzamide Inhibitors of Rho Kinase

  摘要：

  A highly selective series of bisbenzamide inhibitors of Rho-associated coiled-coil forming protein kinase (ROCK) and a related ureidoberizamide series, both identified by high throughput screening (HTS), are described. Details of the lilt validation and lead generation process, Including structure-activity relationship (SAR) studies, a selectivity assessment, target-independent profiling (TIP) results, and an analysis of functional activity using a rat aortic ring assay are discussed.

  DOI：

  10.1021/jm9014263
• 作为产物：
  描述：

  异氰酸间氰基苯酯 、 methyl 3-(aminomethyl)benzoate hydrochloride 在 Si-DMA 、 Bond Elut SCX 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.5h， 生成 3-[3-(3-cyanophenyl)ureidomethyl]benzoic acid methyl ester
  参考文献：
  名称：

  Hit to Lead Account of the Discovery of Bisbenzamide and Related Ureidobenzamide Inhibitors of Rho Kinase

  摘要：

  A highly selective series of bisbenzamide inhibitors of Rho-associated coiled-coil forming protein kinase (ROCK) and a related ureidoberizamide series, both identified by high throughput screening (HTS), are described. Details of the lilt validation and lead generation process, Including structure-activity relationship (SAR) studies, a selectivity assessment, target-independent profiling (TIP) results, and an analysis of functional activity using a rat aortic ring assay are discussed.

  DOI：

  10.1021/jm9014263