3-pyridinecarboxylic acid 1,1'-[2,2'-[methylenebis(4,1-phenyleneiminocarbonyl)]dihydrazide] | 1163681-37-5

• 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-pyridinecarboxylic acid 1,1'-[2,2'-[methylenebis(4,1-phenyleneiminocarbonyl)]dihydrazide]
• 英文别名: 1-(Pyridine-3-carbonylamino)-3-[4-[[4-[(pyridine-3-carbonylamino)carbamoylamino]phenyl]methyl]phenyl]urea
• CAS: 1163681-37-5
• 化学式: C₂₇H₂₄N₈O₄
• 分子量: 524.539
• InChiKey: LDWMOBIXSJNIDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-吡啶甲酰肼 、 4,4'-二苯甲烷二异氰酸酯、2,4'-二苯甲烷二异氰酸酯和2,2'-二苯甲烷二异氰酸酯的混合物 以 N,N-二甲基乙酰胺 为溶剂， 反应 20.0h， 以71%的产率得到3-pyridinecarboxylic acid 1,1'-[2,2'-[methylenebis(4,1-phenyleneiminocarbonyl)]dihydrazide]
  参考文献：
  名称：

  Synthesis and antinociceptive activity of 4,4′-bis(1-substituted-semicarbazidyl)diphenylmethane and 4,4′-bis(5-substituted-2,4-dihydro-3-oxo-3H-1,2,4-triazol-4-yl)diphenylmethane derivatives

  摘要：

  In the reaction of 4,4'-diphenylmethane diisocyanate with carboxylic acid hydrazides, 4,4'-bis(1-substituted-semicarbazidyl) diphenylmethane derivatives were obtained. Depending on their chemical nature, cyclization of these compounds in alkaline medium led to the formation of two groups of compounds: bis(2,4-dihydro-3H-1,2,4-triazol-3-one) derivatives or carboxylic acids. The pharmacological effects of the selected compounds on the central nervous system in mice were investigated. Strong antinociceptive properties of some derivatives, at a wide range of doses, were observed.

  DOI：

  10.1007/s00706-009-0242-3

文献信息

• Synthesis and antinociceptive activity of 4,4′-bis(1-substituted-semicarbazidyl)diphenylmethane and 4,4′-bis(5-substituted-2,4-dihydro-3-oxo-3H-1,2,4-triazol-4-yl)diphenylmethane derivatives
  作者：Monika Pitucha、Anna Chodkowska、Mariusz Maciejewski、Ewa Jagiello-Wójtowicz、Anna Pachuta-Stec

  DOI：10.1007/s00706-009-0242-3

  日期：2010.2

  In the reaction of 4,4'-diphenylmethane diisocyanate with carboxylic acid hydrazides, 4,4'-bis(1-substituted-semicarbazidyl) diphenylmethane derivatives were obtained. Depending on their chemical nature, cyclization of these compounds in alkaline medium led to the formation of two groups of compounds: bis(2,4-dihydro-3H-1,2,4-triazol-3-one) derivatives or carboxylic acids. The pharmacological effects of the selected compounds on the central nervous system in mice were investigated. Strong antinociceptive properties of some derivatives, at a wide range of doses, were observed.