(R)-N-[(2,6-dimethylphenoxy)ethyl]-2-aminopropan-1-ol hydrochloride | 1254734-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-N-[(2,6-dimethylphenoxy)ethyl]-2-aminopropan-1-ol hydrochloride
• 英文别名: (R)-2-[(2,6-dimethylphenoxy)ethyl]aminopropan-1-ol hydrochloride；R-(-)-2-([2-(2,6-dimethylphenoxy)ethyl]amino)-1-propanol hydrochloride；(2R)-2-[2-(2,6-dimethylphenoxy)ethylamino]propan-1-ol;hydrochloride
• CAS: 1254734-11-6
• 化学式: C₁₃H₂₁NO₂*ClH
• 分子量: 259.776
• InChiKey: NIIZTFOZIFXMEL-UTONKHPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  41.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-N-[(2,6-dimethylphenoxy)ethyl]-2-aminopropan-1-ol 在 盐酸 作用下， 以 丙酮 为溶剂， 生成 (R)-N-[(2,6-dimethylphenoxy)ethyl]-2-aminopropan-1-ol hydrochloride
  参考文献：
  名称：

  N-[(2,6-Dimethylphenoxy)alkyl]aminoalkanols—their physicochemical and anticonvulsant properties

  摘要：

  Twenty four new N-[(dimethylphenoxy) alkyl] aminoalkanols have been synthesized and evaluated for anticonvulsant activity in a series of in vivo tests: the maximum electroshock (MES), 6 Hz, and subcutaneous metrazole (ScMet). The compounds were also evaluated for possible neurotoxicity in the rotarod test. The majority of the achieved compounds exhibit quantified anticonvulsant activity. The most active compound 4: R-(-)-2N-[(2,6-dimethylphenoxy) ethyl] aminopropan-1-ol is active in MES with ED50 = 5.34 (male mice, ip), 22.28 (female mice, ip), 51.19 (male mice, po), 7.43 (rats, ip), and 28.60 (rats, po). Thermal analysis proved that its hydrochloride (4a) can exist in polymorphic forms. The compound binds to sigma, 5-HT1A, and alpha(2) receptors as well as 5-HT transporter and it does not exhibit mutagenic properties. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.06.045

文献信息

• N-[(2,6-Dimethylphenoxy)alkyl]aminoalkanols—their physicochemical and anticonvulsant properties
  作者：Anna M. Waszkielewicz、Marek Cegła、Ewa Żesławska、Wojciech Nitek、Karolina Słoczyńska、Henryk Marona

  DOI：10.1016/j.bmc.2015.06.045

  日期：2015.8

  Twenty four new N-[(dimethylphenoxy) alkyl] aminoalkanols have been synthesized and evaluated for anticonvulsant activity in a series of in vivo tests: the maximum electroshock (MES), 6 Hz, and subcutaneous metrazole (ScMet). The compounds were also evaluated for possible neurotoxicity in the rotarod test. The majority of the achieved compounds exhibit quantified anticonvulsant activity. The most active compound 4: R-(-)-2N-[(2,6-dimethylphenoxy) ethyl] aminopropan-1-ol is active in MES with ED50 = 5.34 (male mice, ip), 22.28 (female mice, ip), 51.19 (male mice, po), 7.43 (rats, ip), and 28.60 (rats, po). Thermal analysis proved that its hydrochloride (4a) can exist in polymorphic forms. The compound binds to sigma, 5-HT1A, and alpha(2) receptors as well as 5-HT transporter and it does not exhibit mutagenic properties. (C) 2015 Elsevier Ltd. All rights reserved.