2-[2-(4-methylphenyl)ethoxy]ethanol | 81228-12-8

• 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-[2-(4-methylphenyl)ethoxy]ethanol
• CAS: 81228-12-8
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: NMHBCDOZIGARCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-(4-methylphenyl)ethoxy]ethanol 在 吡啶 、 sodium hydride 作用下， 反应 1.08h， 生成 1-[4-[2-(4-methylphenethyloxy)ethoxy]phenoxy]-3-isopropylamino-2-propanol
  参考文献：
  名称：

  .beta.1-Selective adrenoceptor antagonists. 2. 4-Ether-linked phenoxypropanolamines

  摘要：

  A series of 4-substituted phenoxypropanolamines was prepared and examined for beta-adrenoceptor activity. Some of the compounds, especially the [4-[2-[[2-(4-fluorophenyl)ethyl] oxy]ethoxy]phenoxy]propanolamines (14, 15, and 24), showed potent beta 1-blockade with virtually no beta 2-blockade at doses over a 1000 times greater. The compounds also possessed partial agonist activity. Structure-activity relationships are discussed, and conclusions are drawn about the binding sites on beta-adrenoceptors.

  DOI：

  10.1021/jm00365a005
• 作为产物：
  描述：

  2-(4-甲基苯基)乙醇 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 生成 2-[2-(4-methylphenyl)ethoxy]ethanol
  参考文献：
  名称：

  .beta.1-Selective adrenoceptor antagonists. 2. 4-Ether-linked phenoxypropanolamines

  摘要：

  A series of 4-substituted phenoxypropanolamines was prepared and examined for beta-adrenoceptor activity. Some of the compounds, especially the [4-[2-[[2-(4-fluorophenyl)ethyl] oxy]ethoxy]phenoxy]propanolamines (14, 15, and 24), showed potent beta 1-blockade with virtually no beta 2-blockade at doses over a 1000 times greater. The compounds also possessed partial agonist activity. Structure-activity relationships are discussed, and conclusions are drawn about the binding sites on beta-adrenoceptors.

  DOI：

  10.1021/jm00365a005

文献信息

• Substituted phenoxy-aminopropanols
  申请人：Hoffmann-La Roche Inc.

  公开号：US04649160A1

  公开（公告）日：1987-03-10

  Substituted phenoxy-aminopropanols of the formula ##STR1## wherein R is a branched-chain alkyl of 3 or 4 carbon atoms, R.sup.1 is hydrogen, halogen or lower alkyl and R.sup.2 and R.sup.3, independently, are hydrogen, halogen, lower alkyl, lower alkoxy or lower alkylthio, and pharmaceutically acceptable acid addition salts thereof, are described. A process for their preparation, as well as pharmaceutical preparations containing them are also described. The compounds of formula I and their salts possess cardioselective .beta.-adrenergic blocking activity and antihypertensive activity.

  描述了公式##STR1##中R为3或4个碳原子的支链烷基，R.sup.1为氢，卤素或较低的烷基，R.sup.2和R.sup.3，独立地为氢，卤素，较低的烷基，较低的烷氧基或较低的烷硫基，以及其药学上可接受的酸加盐。还描述了它们的制备过程以及含有它们的药物制剂。公式I的化合物及其盐具有心脏选择性β-肾上腺素受体阻滞活性和降压活性。
• Substituierte Phenoxy-aminopropanol-Derivate, Zwischenprodukte und Verfahren zu ihrer Herstellung sowie diese enthaltende Arzneimittel
  申请人：F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft

  公开号：EP0041233A1

  公开（公告）日：1981-12-09

  Die vorliegende Erfindung beschreibt Verbindungen der allgemeinen Formel worin R eine verzweigte, 3 bis 4 Kohlenstoffatome enthaltende Alkylgruppe, R' Wasserstoff, Halogen oder niederes Alkyl und R2 und R3 je Wasserstoff, Halogen, niederes Alkyl, niederes Alkoxy oder niederes Alkylthio bedeuten, und pharmazeutisch annehmbare Säureadditionssalze davon, Verfahren zu deren Herstellung und pharmazeutische Präparate enthalten solche Verbindungen. Diese Verbindungen und Salze besitzen β-adrenergische Blockereigenschaften und anti-hypertensive Eigenschaften.

  本发明描述了通式如下的化合物 其中 R 是含有 3 至 4 个碳原子的支链烷基，R'是氢、卤素或低级烷基，R2 和 R3 分别是氢、卤素、低级烷基、低级烷氧基或低级烷硫基，以及它们的药学上可接受的酸加成盐、它们的制备工艺和含有这些化合物的药物组合物。这些化合物和盐具有β-肾上腺素能阻断特性和抗高血压特性。
• MACHIN, P. J.;HURST, D. N.;BRADSHAW, R. M.;BLABER, L. C.;BURDEN, D. T.;FR+, J. MED. CHEM., 1983, 26, N 11, 1570-1576
  作者：MACHIN, P. J.、HURST, D. N.、BRADSHAW, R. M.、BLABER, L. C.、BURDEN, D. T.、FR+

  DOI：——

  日期：——
• US4649160A
  申请人：——

  公开号：US4649160A

  公开（公告）日：1987-03-10
• .beta.1-Selective adrenoceptor antagonists. 2. 4-Ether-linked phenoxypropanolamines
  作者：Peter J. Machin、David N. Hurst、Rachel M. Bradshaw、Leslie C. Blaber、David T. Burden、Allison D. Fryer、Rosemary A. Melarange、Celia Shivdasani

  DOI：10.1021/jm00365a005

  日期：1983.11

  A series of 4-substituted phenoxypropanolamines was prepared and examined for beta-adrenoceptor activity. Some of the compounds, especially the [4-[2-[[2-(4-fluorophenyl)ethyl] oxy]ethoxy]phenoxy]propanolamines (14, 15, and 24), showed potent beta 1-blockade with virtually no beta 2-blockade at doses over a 1000 times greater. The compounds also possessed partial agonist activity. Structure-activity relationships are discussed, and conclusions are drawn about the binding sites on beta-adrenoceptors.