2-(1-hydroxy-2-nitroethyl)3,4,6-trichlorophenol | 78335-96-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(1-hydroxy-2-nitroethyl)3,4,6-trichlorophenol
• 英文别名: 3,4,6-Trichloro-2-(1-hydroxy-2-nitroethyl)phenol
• CAS: 78335-96-3
• 化学式: C₈H₆Cl₃NO₄
• 分子量: 286.499
• InChiKey: QZJQQIIARJSXSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-hydroxy-2-nitroethyl)3,4,6-trichlorophenol 在 Rh on carbon 盐酸 、 氢气 作用下， 反应 48.0h， 以1.15 g的产率得到2-(2-amino-1-hydroxyethyl)-3,4,6-trichlorophenol hydrochloride
  参考文献：
  名称：

  2-(Aminomethyl)phenols, a new class of saluretic agents. 3. Effects of functional group reorientation and modification

  摘要：

  A series of modified 2-(aminomethyl)phenols was synthesized and tested orally in rats for saluretic and diuretic effects. Intravenous dog data are included as supplementary material to show that the diuretic responses, or lack thereof, may be obtained in a second species. Reorientation of the 2-(aminomethyl) group either meta or para to the hydroxyl substituent resulted in loss of diuretic effects. Similarly, replacement of either the phenolic hydroxyl or the aminomethyl group with other functional moieties substantially diminished saluretic effects.

  DOI：

  10.1021/jm00141a009
• 作为产物：
  描述：

  2,4,5-三氯苯酚 在 calcium hydroxide 、 sodium hydroxide 、 sodium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-(1-hydroxy-2-nitroethyl)3,4,6-trichlorophenol
  参考文献：
  名称：

  2-(Aminomethyl)phenols, a new class of saluretic agents. 3. Effects of functional group reorientation and modification

  摘要：

  A series of modified 2-(aminomethyl)phenols was synthesized and tested orally in rats for saluretic and diuretic effects. Intravenous dog data are included as supplementary material to show that the diuretic responses, or lack thereof, may be obtained in a second species. Reorientation of the 2-(aminomethyl) group either meta or para to the hydroxyl substituent resulted in loss of diuretic effects. Similarly, replacement of either the phenolic hydroxyl or the aminomethyl group with other functional moieties substantially diminished saluretic effects.

  DOI：

  10.1021/jm00141a009

文献信息

• STOKKER, G. E.;DEANA, A. A.;DESOLMS, S. J.;SCHULTZ, E. M.;SMITH, R. L.;CR+, J. MED. CHEM., 1981, 24, N 9, 1063-1067
  作者：STOKKER, G. E.、DEANA, A. A.、DESOLMS, S. J.、SCHULTZ, E. M.、SMITH, R. L.、CR+

  DOI：——

  日期：——
• 2-(Aminomethyl)phenols, a new class of saluretic agents. 3. Effects of functional group reorientation and modification
  作者：G. E. Stokker、A. A. Deana、S. J. DeSolms、E. M. Schultz、R. L. Smith、E. J. Cragoe、J. E. Baer、H. F. Russo、L. S. Watson

  DOI：10.1021/jm00141a009

  日期：1981.9

  A series of modified 2-(aminomethyl)phenols was synthesized and tested orally in rats for saluretic and diuretic effects. Intravenous dog data are included as supplementary material to show that the diuretic responses, or lack thereof, may be obtained in a second species. Reorientation of the 2-(aminomethyl) group either meta or para to the hydroxyl substituent resulted in loss of diuretic effects. Similarly, replacement of either the phenolic hydroxyl or the aminomethyl group with other functional moieties substantially diminished saluretic effects.