(R)-2'-(benzo[d][1,3]dioxol-5-ylmethyl)-1-(tert-butoxycarbonyl)-1',3'-dioxotetrahydro-1'H,6'H-spiro[piperidine-4,5'-[1,2,4]triazolo[1,2-a]pyridazine]-8'-carboxylic acid | 848411-45-0

• 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: (R)-2'-(benzo[d][1,3]dioxol-5-ylmethyl)-1-(tert-butoxycarbonyl)-1',3'-dioxotetrahydro-1'H,6'H-spiro[piperidine-4,5'-[1,2,4]triazolo[1,2-a]pyridazine]-8'-carboxylic acid
• CAS: 848411-45-0
• 化学式: C₂₄H₃₀N₄O₈
• 分子量: 502.524
• InChiKey: BSPGTSHEPHXHCU-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  36.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  134.23
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (R)-2'-(benzo[d][1,3]dioxol-5-ylmethyl)-1-(tert-butoxycarbonyl)-1',3'-dioxotetrahydro-1'H,6'H-spiro[piperidine-4,5'-[1,2,4]triazolo[1,2-a]pyridazine]-8'-carboxylic acid 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Discovery of a Potent and Novel Motilin Agonist

  摘要：

  A novel series of dihydro- and tetrahydrotriazolopyridazine-1,3-dione-based amino acid derivatives were identified as very potent motilin receptor agonists. Incorporating one additional phenylethyl glycinamide subunit to 1 (EC50 = 660 nM) was found to improve in vitro potency approximately 3000-fold, resulting in compound 10 (EC50 = 0.22 nM). The more potent enantiomer 11A has an EC50 of 0.047 nM in the motilin receptor functional assay and a K-i of 0.7 nM in the binding assay. In addition, compound 11A was shown to have a significantly reduced tendency to cause receptor desensitization as compared with the motilin receptor agonist ABT-229.

  DOI：

  10.1021/jm0304865
• 作为产物：
  描述：

  1-O'-tert-butyl 8-O-methyl 2-(1,3-benzodioxol-5-ylmethyl)-1,3-dioxospiro[7,8-dihydro-6H-[1,2,4]triazolo[1,2-a]pyridazine-5,4'-piperidine]-1',8-dicarboxylate 生成 (R)-2'-(benzo[d][1,3]dioxol-5-ylmethyl)-1-(tert-butoxycarbonyl)-1',3'-dioxotetrahydro-1'H,6'H-spiro[piperidine-4,5'-[1,2,4]triazolo[1,2-a]pyridazine]-8'-carboxylic acid
  参考文献：
  名称：

  Discovery of a Potent and Novel Motilin Agonist

  摘要：

  A novel series of dihydro- and tetrahydrotriazolopyridazine-1,3-dione-based amino acid derivatives were identified as very potent motilin receptor agonists. Incorporating one additional phenylethyl glycinamide subunit to 1 (EC50 = 660 nM) was found to improve in vitro potency approximately 3000-fold, resulting in compound 10 (EC50 = 0.22 nM). The more potent enantiomer 11A has an EC50 of 0.047 nM in the motilin receptor functional assay and a K-i of 0.7 nM in the binding assay. In addition, compound 11A was shown to have a significantly reduced tendency to cause receptor desensitization as compared with the motilin receptor agonist ABT-229.

  DOI：

  10.1021/jm0304865