2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-ol; hydrochloride | 63991-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-ol; hydrochloride
• 英文别名: (-)-2-amino-1-(2,4-dimethoxyphenyl)-1-propanol hydrochloride；2-Amino-1-(2,4-dimethoxyphenyl)propan-1-ol--hydrogen chloride (1/1)；2-amino-1-(2,4-dimethoxyphenyl)propan-1-ol;hydrochloride
• CAS: 63991-14-0
• 化学式: C₁₁H₁₇NO₃*ClH
• 分子量: 247.722
• InChiKey: KOXGZZKWEVONRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.63
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  66.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-ol; hydrochloride 在 Pd-BaSO₄ 高氯酸 、 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 18.5h， 以17%的产率得到(+/-)-2,4-Dimethoxyamphetamine hydrochloride
  参考文献：
  名称：

  Serotonin receptor affinities of psychoactive phenalkylamine analogs

  摘要：

  Employing a rat fundus model, the serotonin (5-HT) receptor affinities of 45 phenalkylamine analogues were determined. Phenethylamine and phenylisopropylamine possess relatively low receptor affinities; in general, mono-, di-, and trimethoxylation enhance affinity. Of the disubstituted compounds, methoxyl groups at the 2 and 5 positions are optimal for imparting a high affinity. 4-Methylation, 4-ethylation and 4-bromination also enhance receptor affinity, while N,N-dimethylation of the terminal amine decreases affinity. alpha-Methylation of phenethylamines has little effect on affinity when racemates are examined. Introduction of a benzylic keto group can either increase or decrease affinity, depending upon the presence of other aromatic substituents. The most behaviorally active compounds were found to possess the highest 5-HT receptor affinities, while less active compounds were found to possess lower affinities.

  DOI：

  10.1021/jm00177a017
• 作为产物：
  描述：

  2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-one; hydrochloride 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以76%的产率得到2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-ol; hydrochloride
  参考文献：
  名称：

  Serotonin receptor affinities of psychoactive phenalkylamine analogs

  摘要：

  Employing a rat fundus model, the serotonin (5-HT) receptor affinities of 45 phenalkylamine analogues were determined. Phenethylamine and phenylisopropylamine possess relatively low receptor affinities; in general, mono-, di-, and trimethoxylation enhance affinity. Of the disubstituted compounds, methoxyl groups at the 2 and 5 positions are optimal for imparting a high affinity. 4-Methylation, 4-ethylation and 4-bromination also enhance receptor affinity, while N,N-dimethylation of the terminal amine decreases affinity. alpha-Methylation of phenethylamines has little effect on affinity when racemates are examined. Introduction of a benzylic keto group can either increase or decrease affinity, depending upon the presence of other aromatic substituents. The most behaviorally active compounds were found to possess the highest 5-HT receptor affinities, while less active compounds were found to possess lower affinities.

  DOI：

  10.1021/jm00177a017

文献信息

• Asymmetrically modified boron hydride type compound, a production method
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04760149A1

  公开（公告）日：1988-07-26

  The present invention relates to an asymmetrically modified borohydride type compound obtained by reacting an optically active amino alcohol represented by the formula, ##STR1## or its salt with an acid with a borohydride compound; its production method; and a method for producing an optically active alcohol derivative useful as fungicides, herbicides or plant growth regulators and represented by the formula, ##STR2## which comprises asymmetrically reducing a ketone compound represented by the formula, ##STR3## with the asymmetrically modified borohydride type compound.

  本发明涉及一种不对称修饰的硼氢化物类化合物，该化合物是通过将化学式为 ##STR1## 的手性氨基醇或其盐与酸反应得到的硼氢化物化合物；其制备方法；以及一种制备用作杀菌剂、除草剂或植物生长调节剂的手性醇衍生物的方法，该方法包括使用不对称修饰的硼氢化物类化合物不对称还原化学式为 ##STR3## 的酮化合物。
• GLENNON R. A.; LIEBOWITZ S. M.; ANDERSON III G. M., J. MED. CHEM., 1980, 23, NO 3, 294-299
  作者：GLENNON R. A.、 LIEBOWITZ S. M.、 ANDERSON III G. M.

  DOI：——

  日期：——
• US4760149A
  申请人：——

  公开号：US4760149A

  公开（公告）日：1988-07-26
• US5041651A
  申请人：——

  公开号：US5041651A

  公开（公告）日：1991-08-20
• Serotonin receptor affinities of psychoactive phenalkylamine analogs
  作者：Richard A. Glennon、Stephen M. Liebowitz、George M. Anderson

  DOI：10.1021/jm00177a017

  日期：1980.3

  Employing a rat fundus model, the serotonin (5-HT) receptor affinities of 45 phenalkylamine analogues were determined. Phenethylamine and phenylisopropylamine possess relatively low receptor affinities; in general, mono-, di-, and trimethoxylation enhance affinity. Of the disubstituted compounds, methoxyl groups at the 2 and 5 positions are optimal for imparting a high affinity. 4-Methylation, 4-ethylation and 4-bromination also enhance receptor affinity, while N,N-dimethylation of the terminal amine decreases affinity. alpha-Methylation of phenethylamines has little effect on affinity when racemates are examined. Introduction of a benzylic keto group can either increase or decrease affinity, depending upon the presence of other aromatic substituents. The most behaviorally active compounds were found to possess the highest 5-HT receptor affinities, while less active compounds were found to possess lower affinities.