2-戊酮(对硝基苯基)腙 | 102148-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-戊酮(对硝基苯基)腙
• 英文名称: 2-pentanone (p-nitrophenyl)hydrazone
• 英文别名: pentan-2-one-(4-nitro-phenylhydrazone)；Pentan-2-on-(4-nitro-phenylhydrazon)；Methylpropylketon-(4-nitro-phenylhydrazon)；Methyl-propyl-keton-(4-nitro-phenylhydrazon)；4-nitro-N-(pentan-2-ylideneamino)aniline
• CAS: 102148-72-1
• 化学式: C₁₁H₁₅N₃O₂
• mdl: MFCD01918816
• 分子量: 221.259
• InChiKey: SVHKFVVSPMRRIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-戊酮(对硝基苯基)腙 在 盐酸 、 sodium hydride 作用下， 反应 2.5h， 生成 (3-乙基-2-甲基-5-硝基-吲哚-1-基)-(4-氟-苯基)-甲酮
  参考文献：
  名称：

  2,3-Dialkyl(dimethylamino)indoles: interaction with 5HT1, 5HT2, and rat stomach fundal serotonin receptors

  摘要：

  2,3-Dialkyl(dimethylamino)indoles, synthesized via the Fisher indole synthesis, were found to weakly bind to 5HT1 and 5HT2 sites in brain cortical membranes (IC50 greater than 1 microM at both sites for all compounds). These (dimethylamino)indoles were relatively potent antagonists of the serotonin receptor in the rat stomach fundus. At higher concentrations, several of the compounds were weak agonists at this receptor. For direct comparison with data obtained in the isolated rat fundus, antagonism of serotonin-induced contractions at 5HT2 receptors in the rat jugular vein was also examined. Several of the compounds showed good selectivity for the fundus receptor relative to the 5HT2 receptor; together with minimal affinity for 5HT1 and 5HT2 binding sites in brain cortical membranes, these results support the idea that the serotonin receptor in the stomach fundus is distinct from 5HT1 and 5HT2 binding sites.

  DOI：

  10.1021/jm00161a048
• 作为产物：
  描述：

  2-戊酮 、 4-硝基苯肼 在 溶剂黄146 作用下， 生成 2-戊酮(对硝基苯基)腙
  参考文献：
  名称：

  Buelow; Deiglmayr, Chemische Berichte, 1904, vol. 37, p. 4529

  摘要：

  DOI：

文献信息

• The Synthesis of Nitro- and Aminoindoles Analogous to Serotonin
  作者：Elliott Shaw、D. W. Woolley

  DOI：10.1021/ja01104a029

  日期：1953.4
• 311. Indoles. Part II. The preparation and oxidation of the Bz-nitro-2-methyl-3-ethyl-, -2 : 3-diphenyl-, and -2-methyl-3-phenyl-indoles
  作者：K. Schofield、R. S. Theobald

  DOI：10.1039/jr9500001505

  日期：——
• Buelow; Deiglmayr, Chemische Berichte, 1904, vol. 37, p. 4529
  作者：Buelow、Deiglmayr

  DOI：——

  日期：——
• 2,3-Dialkyl(dimethylamino)indoles: interaction with 5HT1, 5HT2, and rat stomach fundal serotonin receptors
  作者：Pawel Fludzinski、Laura A. Wittenauer、Kathryn W. Schenck、Marlene L. Cohen

  DOI：10.1021/jm00161a048

  日期：1986.11

  2,3-Dialkyl(dimethylamino)indoles, synthesized via the Fisher indole synthesis, were found to weakly bind to 5HT1 and 5HT2 sites in brain cortical membranes (IC50 greater than 1 microM at both sites for all compounds). These (dimethylamino)indoles were relatively potent antagonists of the serotonin receptor in the rat stomach fundus. At higher concentrations, several of the compounds were weak agonists at this receptor. For direct comparison with data obtained in the isolated rat fundus, antagonism of serotonin-induced contractions at 5HT2 receptors in the rat jugular vein was also examined. Several of the compounds showed good selectivity for the fundus receptor relative to the 5HT2 receptor; together with minimal affinity for 5HT1 and 5HT2 binding sites in brain cortical membranes, these results support the idea that the serotonin receptor in the stomach fundus is distinct from 5HT1 and 5HT2 binding sites.