6-溴-2-硝基苯基丙酮酸 | 98592-11-1

• 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: 6-溴-2-硝基苯基丙酮酸
• 英文名称: 6-bromo-2-nitrophenylpyruvic acid
• 英文别名: (2-bromo-6-nitro-phenyl)-pyruvic acid；(2-Brom-6-nitro-phenyl)-brenztraubensaeure；2-Brom-6-nitro-phenylbrenztraubensaeure；3-(2-Bromo-6-nitrophenyl)-2-oxopropanoic acid
• CAS: 98592-11-1
• 化学式: C₉H₆BrNO₅
• 分子量: 288.054
• InChiKey: PZKXFJHTVUESPG-UHFFFAOYSA-N

物化性质

• 熔点：
  117 °C(Solv: benzene (71-43-2))
• 沸点：
  418.7±35.0 °C(Predicted)
• 密度：
  1.817±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-溴-2-硝基苯基丙酮酸 在 ammonium hydroxide 、 iron hydroxide 、 水 作用下， 生成 4-氨基吲哚
  参考文献：
  名称：

  Plieninger, Chemische Berichte, 1955, vol. 88, p. 370,373

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-6-硝基甲苯 在 盐酸 、 potassium ethoxide 作用下， 以 乙醇 为溶剂， 生成 6-溴-2-硝基苯基丙酮酸
  参考文献：
  名称：

  Indoline analogs of idazoxan: potent .alpha.2-antagonists and .alpha.1-agonists

  摘要：

  The synthesis and alpha-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this alpha 2-antagonism is often accompanied by alpha 1-agonist activity. It was not possible to separate alpha 2-antagonist from alpha 1-agonist properties in this series. Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18, and 5-chloro-N-ethyl 23 derivatives, all being potent alpha 2-antagonists and alpha 1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.

  DOI：

  10.1021/jm00400a009

文献信息

• Synthesis and some reactions of 6-bromooxindole.
  作者：TAKUO KOSUGE、HITOSHI ISHIDA、ATSUHIRO INABA、HARUO NUKAYA

  DOI：10.1248/cpb.33.1414

  日期：——

  An efficient synthesis of 4-and 6-bromooxindoles, previously unknown compounds, from 6-and 4-amino-2-nitrotoluenes and the transformation of 6-bromooxindole to 3-acylated derivatives are described.

  描述了一种高效合成4-和6-溴吲哚酮的过程，这些化合物之前未被报道，合成原料为6-和4-氨基-2-硝基甲苯，同时还介绍了6-溴吲哚酮转化为3-酰化衍生物的过程。
• Experiments on the synthesis of lysergic acid. Part II. Derivatives of 1-azaphenanthrene
  作者：J. A. Barltrop、D. A. H. Taylor

  DOI：10.1039/jr9540003403

  日期：——
• Piper,J.R.; Stevens,F.J., Journal of Heterocyclic Chemistry, 1966, vol. 3, p. 95 - 97
  作者：Piper,J.R.、Stevens,F.J.

  DOI：——

  日期：——
• Indoline analogs of idazoxan: potent .alpha.2-antagonists and .alpha.1-agonists
  作者：Gay P. Fagan、Christopher B. Chapleo、Anthony C. Lane、Malcolm Myers、Alan G. Roach、Colin F. C. Smith、Michael R. Stillings、Anthony P. Welbourn

  DOI：10.1021/jm00400a009

  日期：1988.5

  The synthesis and alpha-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this alpha 2-antagonism is often accompanied by alpha 1-agonist activity. It was not possible to separate alpha 2-antagonist from alpha 1-agonist properties in this series. Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18, and 5-chloro-N-ethyl 23 derivatives, all being potent alpha 2-antagonists and alpha 1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.
• Plieninger, Chemische Berichte, 1955, vol. 88, p. 370,373
  作者：Plieninger

  DOI：——

  日期：——