3-phenyl-4-furoxancarboxylic acid | 125520-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-phenyl-4-furoxancarboxylic acid
• 英文别名: 3-Phenyl-furoxan4-carboxylic acid；5-oxido-4-phenyl-1,2,5-oxadiazol-5-ium-3-carboxylic acid
• CAS: 125520-61-8
• 化学式: C₉H₆N₂O₄
• 分子量: 206.158
• InChiKey: WTGNYVRIGODLIT-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C(Solv: water (7732-18-5))
• 沸点：
  404.9±37.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-phenyl-4-furoxancarboxylic acid 生成 α-oximinophenylacetonitrile oxide
  参考文献：
  名称：

  Calvino; Di Stilo; Fruttero, Il Farmaco, 1993, vol. 48, # 2, p. 321 - 334

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(chlorocarbonyl)-4-phenyl-1,2,5-oxadiazole 2-oxide 在 氢氧化钾 作用下， 反应 18.25h， 生成 3-phenyl-4-furoxancarboxylic acid
  参考文献：
  名称：

  Fruttero, Roberta; Ferrarotti, Bruno; Serafino, Anna, Liebigs Annalen der Chemie, 1990, # 4, p. 335 - 338

  摘要：

  DOI：

文献信息

• ——
  作者：Donatella Boschi、Antonella Di Stilo、Clara Cena、Marco Lolli、Roberta Fruttero、Alberto Gasco

  DOI：10.1023/a:1012136030849

  日期：——

  Purpose. A series of derivatives having a propranolol-like moiety linked to NO-donor furoxan substructures were synthesized. The main objective of this investigation was to obtain agents with mixed No-dependent vasodilating and beta-blocking activities.Methods. Most of the target compounds were synthesized from the appropriate furoxans bearing XCH2CH2NH2 (X = O, S, SO2) chains at the 4 position of the ring, using AI(C2H5)(3) in methylene chloride solution and (+/-)2,3-epoxypropyl 1-naphtyl ether. Two of the final products (X = CONH) were obtained by coupling the appropriate furoxancarboxylic acids with N-[2-hydroxy-3-(1-naphthoxy)propyl]ethylenediamine. beta(1)- and beta(2)-blocking activities were examined on isolated guinea pig right atria and on guinea pig trachea respectively. Vasodilating properties were assessed on endothelium denuded strips of rat aortaResult. Some derivatives behave as well balanced "hybrids" displaying NO-dependent vasodilating and beta-blocking properties in the same concentration range. Some others display either prevalent beta-blocking or vasodilating activity. Generally speaking hybrid formation lowers the affinity for beta-receptors, in particular for beta(2)-type, to give an increase in beta(1)/beta(2) selectivity.Conclusions. The furoxan system is a flexible tool in designing analogues of propranolol whose NO-donating and beta-blocking properties are modulated over a wide range.
• Gasco, Andrea Marcello; Fruttero, Roberta; Sorba, Giovanni, Liebigs Annalen der Chemie, 1991, # 11, p. 1211 - 1213
  作者：Gasco, Andrea Marcello、Fruttero, Roberta、Sorba, Giovanni、Gasco, Alberto

  DOI：——

  日期：——
• FRUTTERO, ROBERTA;FERRAROTTI, BRUNO;SERAFINO, ANNA;GASCO, ALBERTO, LIEBIGS ANN. CHEM.,(1990) N, C. 335-338
  作者：FRUTTERO, ROBERTA、FERRAROTTI, BRUNO、SERAFINO, ANNA、GASCO, ALBERTO

  DOI：——

  日期：——
• Calvino; Di Stilo; Fruttero, Il Farmaco, 1993, vol. 48, # 2, p. 321 - 334
  作者：Calvino、Di Stilo、Fruttero、Gasco、Sorba、Gasco

  DOI：——

  日期：——
• Fruttero, Roberta; Ferrarotti, Bruno; Serafino, Anna, Liebigs Annalen der Chemie, 1990, # 4, p. 335 - 338
  作者：Fruttero, Roberta、Ferrarotti, Bruno、Serafino, Anna、Gasco, Alberto

  DOI：——

  日期：——

表征谱图