Bis(5-methyl-1,2,4-oxadiazol-3-yl)methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Bis(5-methyl-1,2,4-oxadiazol-3-yl)methanone
• 英文别名: bis(5-methyl-1,2,4-oxadiazol-3-yl)methanone
• 化学式: C₇H₆N₄O₃
• 分子量: 194.15
• InChiKey: WEDNKWJZJAQKBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Bis(5-methyl-1,2,4-oxadiazol-3-yl)methanone 、 (R)-1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)-ethanamine hydrochloride 在 吡啶 作用下， 反应 96.0h， 以69 mg的产率得到(R)-3,3'-(3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1,1-diyl)bis(5-methyl-1,2,4-oxadiazole)
  参考文献：
  名称：

  The Discovery of MK-4256, a Potent SSTR3 Antagonist as a Potential Treatment of Type 2 Diabetes

  摘要：

  A structure-activity relationship study of the imidazolyl-beta-tetrahydrocarboline series identified MK-4256 as a potent, selective SSTR3 antagonist, which demonstrated superior efficacy in a mouse oGTT model. MK-4256 reduced glucose excursion in a dose-dependent fashion with maximal efficacy achieved at doses as low as 0.03 mg/kg po. As compared with glipizide, MK-4256 showed a minimal hypoglycemia risk in mice.

  DOI：

  10.1021/ml300063m
• 作为产物：
  描述：

  bis(5-methyl-1,2,4-oxadiazol-3-yl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 Bis(5-methyl-1,2,4-oxadiazol-3-yl)methanone
  参考文献：
  名称：

  The Discovery of MK-4256, a Potent SSTR3 Antagonist as a Potential Treatment of Type 2 Diabetes

  摘要：

  A structure-activity relationship study of the imidazolyl-beta-tetrahydrocarboline series identified MK-4256 as a potent, selective SSTR3 antagonist, which demonstrated superior efficacy in a mouse oGTT model. MK-4256 reduced glucose excursion in a dose-dependent fashion with maximal efficacy achieved at doses as low as 0.03 mg/kg po. As compared with glipizide, MK-4256 showed a minimal hypoglycemia risk in mice.

  DOI：

  10.1021/ml300063m