2-[N-(tert-butoxycarbonylmethyl)-N-(N'-{m-[2-(triphenylmethyl)tetrazol-5-ylmethyloxy]phenyl}ureidomethylcarbonyl)amino]benzophenone | 197807-71-9

• 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-[N-(tert-butoxycarbonylmethyl)-N-(N'-{m-[2-(triphenylmethyl)tetrazol-5-ylmethyloxy]phenyl}ureidomethylcarbonyl)amino]benzophenone
• CAS: 197807-71-9
• 化学式: C₄₉H₄₅N₇O₆
• 分子量: 827.94
• InChiKey: DKULURCZOAKWBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.82
• 重原子数：
  62.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  157.64
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-[N-(tert-butoxycarbonylmethyl)-N-(N'-{m-[2-(triphenylmethyl)tetrazol-5-ylmethyloxy]phenyl}ureidomethylcarbonyl)amino]benzophenone 在 盐酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 生成 2-(N-(tert-butoxycarbonylmethyl)-N-{N'-[m-(tetrazol-5-ylmethyloxy)phenyl]ureidomethylcarbonyl}amino)benzophenone
  参考文献：
  名称：

  Synthesis and pharmacological properties of ureidomethylcarbamoylphenylketone derivatives. A new potent and subtype-selective nonpeptide CCK-B/gastrin receptor antagonist, S-0509

  摘要：

  A novel series of CCK-B/gastrin receptor antagonists-ureidomethylcarbamoylphenylketone derivatives were designed, synthesized, and evaluated for activity. Structure-activity relationship studies revealed the importance of a carboxylic acid at substituent R-2 and a tert-butoxycarbonyl group at R-1 in structure A. Compound 7a (S-0509) showed remarkable affinity for the CCK-B/gastrin receptor and a subtype selectivity profile in vitro. Administration (id) of 7a led to excellent inhibition of gastric acid secretion induced by pentagastrin in anesthetized rats with an ED50 value of 0.014 mg/kg. Furthermore, 7a proved to have poor blood-brain permeability by its small effect on enhancement of morphine analgesia. Thus, S-0509 has an increase in selectivity for the peripheral effects of gastrin antagonism from the central effects of CCK-B antagonism. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00104-1
• 作为产物：
  描述：

  3-amino-[1H-(triphenylmethyl)tetrazol-5-yl]methoxybenzene 在 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[N-(tert-butoxycarbonylmethyl)-N-(N'-{m-[2-(triphenylmethyl)tetrazol-5-ylmethyloxy]phenyl}ureidomethylcarbonyl)amino]benzophenone
  参考文献：
  名称：

  Synthesis and pharmacological properties of ureidomethylcarbamoylphenylketone derivatives. A new potent and subtype-selective nonpeptide CCK-B/gastrin receptor antagonist, S-0509

  摘要：

  A novel series of CCK-B/gastrin receptor antagonists-ureidomethylcarbamoylphenylketone derivatives were designed, synthesized, and evaluated for activity. Structure-activity relationship studies revealed the importance of a carboxylic acid at substituent R-2 and a tert-butoxycarbonyl group at R-1 in structure A. Compound 7a (S-0509) showed remarkable affinity for the CCK-B/gastrin receptor and a subtype selectivity profile in vitro. Administration (id) of 7a led to excellent inhibition of gastric acid secretion induced by pentagastrin in anesthetized rats with an ED50 value of 0.014 mg/kg. Furthermore, 7a proved to have poor blood-brain permeability by its small effect on enhancement of morphine analgesia. Thus, S-0509 has an increase in selectivity for the peripheral effects of gastrin antagonism from the central effects of CCK-B antagonism. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00104-1