1-(3-chloro-4-methoxyphenyl)-2-aminoethanol hydrochloride | 110014-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(3-chloro-4-methoxyphenyl)-2-aminoethanol hydrochloride
• 英文别名: 2-Amino-1-(3-chloro-4-methoxyphenyl)ethanol;hydrochloride
• CAS: 110014-01-2
• 化学式: C₉H₁₂ClNO₂*ClH
• 分子量: 238.114
• InChiKey: MNEMOYMUJXAGNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-chloro-4-methoxyphenyl)-2-aminoethanol hydrochloride 在 sodium tetrahydroborate 、 三氯化铝 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.75h， 生成 4-(3-氯-4-甲氧基苯基)-1,2,3,4-四氢异喹啉
  参考文献：
  名称：

  Evaluation of isomeric 4-(chlorohydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines as dopamine D-1 antagonists

  摘要：

  The isomeric 4-(3-chloro-4-hydroxyphenyl)- and 4-(4-chloro-3-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines, the N-methyl derivative of the 4-(4-chloro-3-hydroxyphenyl) isomer, and 4-(3-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline were synthesized and evaluated for dopamine D-1 antagonist activity. The 4-(3-chloro-4-hydroxyphenyl) and the 4-(3-hydroxyphenyl) isomer possessed similar potencies as D-1 antagonists. Introduction of the N-methyl group enhanced potency about twofold. The "pharmacophore" for selective dopamine D-1 antagonist activity appears to be a tertiary 2-(3-hydroxyphenyl)-2-phenethylamine.

  DOI：

  10.1021/jm00393a033
• 作为产物：
  描述：

  3-氯-4-甲氧基苯甲醛 、 三甲基氰硅烷 、 碘化锌 、 硼烷 、 盐酸 以53%的产率得到
  参考文献：
  名称：

  RIGGS, ROBERT M.;NICHOLS, DAVID E.;FOREMAN, MARK M.;TRUEX, LEWIS L., J. MED. CHEM., 30,(1987) N 10, 1887-1891

  摘要：

  DOI：

文献信息

• Novel tyrosine kinase inhibitors
  申请人：——

  公开号：US20040044203A1

  公开（公告）日：2004-03-04

  The present invention provides compounds of formula I 1 and pharmaceutically acceptable salts thereof. The formula I compounds inhibit tyrosine kinase enzymes thereby making them useful as anti-cancer agents. The formula I compounds are also useful for the treatment of other diseases which can be treated by inhibiting tyrosine kinase enzymes.

  本发明提供了公式I1的化合物及其药用盐。公式I化合物抑制酪氨酸激酶酶，因此可用作抗癌剂。公式I化合物还可用于治疗其他可以通过抑制酪氨酸激酶酶来治疗的疾病。
• RIGGS, ROBERT M.;NICHOLS, DAVID E.;FOREMAN, MARK M.;TRUEX, LEWIS L., J. MED. CHEM., 30,(1987) N 10, 1887-1891
  作者：RIGGS, ROBERT M.、NICHOLS, DAVID E.、FOREMAN, MARK M.、TRUEX, LEWIS L.

  DOI：——

  日期：——
• Evaluation of isomeric 4-(chlorohydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines as dopamine D-1 antagonists
  作者：Robert M. Riggs、David E. Nichols、Mark M. Foreman、Lewis L. Truex

  DOI：10.1021/jm00393a033

  日期：1987.10

  The isomeric 4-(3-chloro-4-hydroxyphenyl)- and 4-(4-chloro-3-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines, the N-methyl derivative of the 4-(4-chloro-3-hydroxyphenyl) isomer, and 4-(3-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline were synthesized and evaluated for dopamine D-1 antagonist activity. The 4-(3-chloro-4-hydroxyphenyl) and the 4-(3-hydroxyphenyl) isomer possessed similar potencies as D-1 antagonists. Introduction of the N-methyl group enhanced potency about twofold. The "pharmacophore" for selective dopamine D-1 antagonist activity appears to be a tertiary 2-(3-hydroxyphenyl)-2-phenethylamine.