ethyl ({4-[6-(4-chlorophenyl)-3-oxopyridazin-2-yl]phenyl}sulfonyl)carbamate | 1160787-37-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl ({4-[6-(4-chlorophenyl)-3-oxopyridazin-2-yl]phenyl}sulfonyl)carbamate
• 英文别名: ethyl N-[4-[3-(4-chlorophenyl)-6-oxopyridazin-1-yl]phenyl]sulfonylcarbamate
• CAS: 1160787-37-0
• 化学式: C₁₉H₁₆ClN₃O₅S
• 分子量: 433.872
• InChiKey: FMMYRZSDVPRQPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl ({4-[6-(4-chlorophenyl)-3-oxopyridazin-2-yl]phenyl}sulfonyl)carbamate 、 正丁胺 以 甲苯 为溶剂， 以38%的产率得到1-[4-{6-(4-chlorophenyl)-3-oxopyridazin-2-yl}benzenesulfonyl]-3-(1-butyl)urea
  参考文献：
  名称：

  Synthesis and blood glucose lowering effect of novel pyridazinone substituted benzenesulfonylurea derivatives

  摘要：

  Fifteen novel pyridazinone substituted benzenesulfonylurea derivatives (3a-o) were synthesized from corresponding sulfonamides derivatives via novel carbamates (2a-e). These were characterized by elemental analysis and various spectroscopic methods viz. IR, H-1 NMR, C-13 NMR and MS. Blood sugar lowering effect of thirteen (3a-c, 3e, 3g-o) sulfonylurea derivatives at the dose of 20 mg/kg (p.o.) were assessed using glucose tolerance test in normal and NIDDM (n2-STZ) rat models. All compounds except 3c, 3e and 3o almost completely prevented the rise of blood glucose of NIDDM rats as compared with NIDDM control. While compounds 3c and 3o showed more than 50% prevention in the rise of blood glucose levels. in glucose-fed normal rats these compounds at the same dose except 3e significantly prevented the rise of blood glucose (more than 50%) when compared with control of glucose-fed normal rats. From the results, novel compounds (3a-c, 3g-n) exhibited considerably potent blood glucose lowering activity and may be used as lead compounds for developing new antidiabetic drugs. Some structure-activity relationship was observed while varying nature of 'Ar' and 'R'. (C) 2008 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2008.12.013
• 作为产物：
  描述：

  6-(4-chlorophenyl)-2-(4-(aminosulfonyl)phenyl)pyridazin-3(2H)-one 、 氯甲酸乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以41.2%的产率得到ethyl ({4-[6-(4-chlorophenyl)-3-oxopyridazin-2-yl]phenyl}sulfonyl)carbamate
  参考文献：
  名称：

  Synthesis and blood glucose lowering effect of novel pyridazinone substituted benzenesulfonylurea derivatives

  摘要：

  Fifteen novel pyridazinone substituted benzenesulfonylurea derivatives (3a-o) were synthesized from corresponding sulfonamides derivatives via novel carbamates (2a-e). These were characterized by elemental analysis and various spectroscopic methods viz. IR, H-1 NMR, C-13 NMR and MS. Blood sugar lowering effect of thirteen (3a-c, 3e, 3g-o) sulfonylurea derivatives at the dose of 20 mg/kg (p.o.) were assessed using glucose tolerance test in normal and NIDDM (n2-STZ) rat models. All compounds except 3c, 3e and 3o almost completely prevented the rise of blood glucose of NIDDM rats as compared with NIDDM control. While compounds 3c and 3o showed more than 50% prevention in the rise of blood glucose levels. in glucose-fed normal rats these compounds at the same dose except 3e significantly prevented the rise of blood glucose (more than 50%) when compared with control of glucose-fed normal rats. From the results, novel compounds (3a-c, 3g-n) exhibited considerably potent blood glucose lowering activity and may be used as lead compounds for developing new antidiabetic drugs. Some structure-activity relationship was observed while varying nature of 'Ar' and 'R'. (C) 2008 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2008.12.013