Pyridine, 2-hydroxyamino-5-phenyl- | 96721-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Pyridine, 2-hydroxyamino-5-phenyl-
• 英文别名: N-(5-phenylpyridin-2-yl)hydroxylamine
• CAS: 96721-85-6
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: XXBYLOVPPUOSHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 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：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

ADMET

代谢

2-羟基氨基-5-苯基吡啶已知的人体代谢物包括[(5-苯基吡啶-2-基)氨基]硫酸氢盐。

2-hydroxylamino-5-phenylpyridine has known human metabolites that include [(5-phenylpyridin-2-yl)amino] hydrogen sulfate.

来源:NORMAN Suspect List Exchange

反应信息

• 作为反应物：
  描述：

  丙酮腈 、 Pyridine, 2-hydroxyamino-5-phenyl- 在 三乙胺 作用下， 生成 [(5-苯基吡啶-2-基)氨基]乙酸酯
  参考文献：
  名称：

  HeterocyclicN-Acetoxyarylamines, Models for the Putative Ultimate Carcinogens of Aromatic Amines: 2-Acetoxyamino-5-phenylpyridine and 2-Acetoxyaminopyridine

  摘要：

  The structures of O-acetyl-N-(5-phenyl-2-pyridyl)-hydroxylamine, C13H12N2O2, (I), and O-acetyl-N-(2-pyridyl)hydroxylamine, C7H8N2O2, (II), have been determined in order to confirm earlier structure assignments based on spectroscopic information. Compound (I) is the probable mutagenic metabolite of the phenylalanine pyrolysis product 2-amino-5-phenyl-pyridine, The crystal structures of (I) and (II) are the first reported for heterocyclic N-acetoxyarylamines, the corresponding homocyclic arylamine derivatives being extremely unstable. In the solid state, both (I) and (II) exist as hydrogen-bended dimers, with the arylamine N atom acting as donor and the pyridine N atom of a neighboring inversion-related molecule as acceptor; the distance between donor and acceptor N atoms is 3.007(2) in (I) and 2.956(2) Angstrom in (II). This orientation of the N-H bond results in the rotation of the acetoxy group out of the plane of the pyridine ring by 22.5(2) in (I) and 27.4(2)degrees in (II).

  DOI：

  10.1107/s0108270196015168
• 作为产物：
  描述：

  2-硝基-5-苯基吡啶 在 palladium on activated charcoal 、 肼 作用下， 生成 Pyridine, 2-hydroxyamino-5-phenyl-
  参考文献：
  名称：

  HeterocyclicN-Acetoxyarylamines, Models for the Putative Ultimate Carcinogens of Aromatic Amines: 2-Acetoxyamino-5-phenylpyridine and 2-Acetoxyaminopyridine

  摘要：

  The structures of O-acetyl-N-(5-phenyl-2-pyridyl)-hydroxylamine, C13H12N2O2, (I), and O-acetyl-N-(2-pyridyl)hydroxylamine, C7H8N2O2, (II), have been determined in order to confirm earlier structure assignments based on spectroscopic information. Compound (I) is the probable mutagenic metabolite of the phenylalanine pyrolysis product 2-amino-5-phenyl-pyridine, The crystal structures of (I) and (II) are the first reported for heterocyclic N-acetoxyarylamines, the corresponding homocyclic arylamine derivatives being extremely unstable. In the solid state, both (I) and (II) exist as hydrogen-bended dimers, with the arylamine N atom acting as donor and the pyridine N atom of a neighboring inversion-related molecule as acceptor; the distance between donor and acceptor N atoms is 3.007(2) in (I) and 2.956(2) Angstrom in (II). This orientation of the N-H bond results in the rotation of the acetoxy group out of the plane of the pyridine ring by 22.5(2) in (I) and 27.4(2)degrees in (II).

  DOI：

  10.1107/s0108270196015168

文献信息

• Heterocyclic<i>N</i>-Acetoxyarylamines, Models for the Putative Ultimate Carcinogens of Aromatic Amines: 2-Acetoxyamino-5-phenylpyridine and 2-Acetoxyaminopyridine
  作者：W. H. Ojala、R. A. Iyer、P. E. Hanna、W. B. Gleason

  DOI：10.1107/s0108270196015168

  日期：1997.5.15

  The structures of O-acetyl-N-(5-phenyl-2-pyridyl)-hydroxylamine, C13H12N2O2, (I), and O-acetyl-N-(2-pyridyl)hydroxylamine, C7H8N2O2, (II), have been determined in order to confirm earlier structure assignments based on spectroscopic information. Compound (I) is the probable mutagenic metabolite of the phenylalanine pyrolysis product 2-amino-5-phenyl-pyridine, The crystal structures of (I) and (II) are the first reported for heterocyclic N-acetoxyarylamines, the corresponding homocyclic arylamine derivatives being extremely unstable. In the solid state, both (I) and (II) exist as hydrogen-bended dimers, with the arylamine N atom acting as donor and the pyridine N atom of a neighboring inversion-related molecule as acceptor; the distance between donor and acceptor N atoms is 3.007(2) in (I) and 2.956(2) Angstrom in (II). This orientation of the N-H bond results in the rotation of the acetoxy group out of the plane of the pyridine ring by 22.5(2) in (I) and 27.4(2)degrees in (II).