potassium 3-cyano-1-ethoxy-1-oxobut-2-en-2-olate | 68350-64-1

• 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: potassium 3-cyano-1-ethoxy-1-oxobut-2-en-2-olate
• 英文别名: 3-cyano-2-oxo-butyric acid ethyl ester; potassium-compound；3-Cyan-2-oxo-buttersaeure-aethylester; Kalium-Verbindung；Potassium;ethyl 3-cyano-2-oxobutanoate；potassium;ethyl 3-cyano-2-oxobutanoate
• CAS: 68350-64-1
• 化学式: C₇H₈NO₃*K
• 分子量: 193.244
• InChiKey: JRBFZROBTKXOID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.76
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.16
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  potassium 3-cyano-1-ethoxy-1-oxobut-2-en-2-olate 在 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 22.0h， 生成 N-(3,4-dichlorobenzyl)-1-(3,4-dichlorophenyl)-5-(2,5-diethyl-1H-pyrrol-1-yl)-4-methyl-1H-pyrazole-3-carboxamide
  参考文献：
  名称：

  1-Aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamide: An effective scaffold for the design of either CB1 or CB2 receptor ligands

  摘要：

  New 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides were synthesized as cannabinoid (CB) receptor ligands. Compound 11 (CB1 K-i = 2.3 nM, CB1 SI = 163.6) showed CB1 receptor affinity and selectivity superior to Rimonabant and AM251. Acute administration of 2 mg/kg 11 reduced sucrose, but not regular food, intake in rats. On the other hand, compound 23 (CB2 K-i = 0.51 nM, CB2 SI =30.0) showed significant affinity and selectivity for the CB2 receptor. The results presented here show that the 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamide may serve as an effective scaffold for the design of either CB1 or CB2 receptor ligands. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.037
• 作为产物：
  描述：

  草酸二乙酯 、 丙腈 在 18-冠醚-6 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 potassium 3-cyano-1-ethoxy-1-oxobut-2-en-2-olate
  参考文献：
  名称：

  1-Aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamide: An effective scaffold for the design of either CB1 or CB2 receptor ligands

  摘要：

  New 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides were synthesized as cannabinoid (CB) receptor ligands. Compound 11 (CB1 K-i = 2.3 nM, CB1 SI = 163.6) showed CB1 receptor affinity and selectivity superior to Rimonabant and AM251. Acute administration of 2 mg/kg 11 reduced sucrose, but not regular food, intake in rats. On the other hand, compound 23 (CB2 K-i = 0.51 nM, CB2 SI =30.0) showed significant affinity and selectivity for the CB2 receptor. The results presented here show that the 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamide may serve as an effective scaffold for the design of either CB1 or CB2 receptor ligands. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.037

文献信息

• Wislicenus; Silberstein, Chemische Berichte, 1910, vol. 43, p. 1835
  作者：Wislicenus、Silberstein

  DOI：——

  日期：——