β-(3-benzyloxy-4-methoxyphenyl)ethanolamine | 67387-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: β-(3-benzyloxy-4-methoxyphenyl)ethanolamine
• 英文别名: 2-amino-1-(3-benzoxy-4-methoxyphenyl)ethanol；2-amino-1-(3-benzyloxy-4-methoxyphenyl)-ethanol；2-amino-1-(4-methoxy-3-phenylmethoxyphenyl)ethanol
• CAS: 67387-79-5
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: JJBPZTLYONVMMO-UHFFFAOYSA-N

物化性质

• 沸点：
  467.3±45.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  β-(3-benzyloxy-4-methoxyphenyl)ethanolamine 在 盐酸 、 sodium tetrahydroborate 、 (per)acetylperoxyboric acid 、 3 A molecular sieve 、 碘 、 silver trifluoroacetate 、 碳酸氢钠 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 氯仿 为溶剂， 反应 16.5h， 生成 5-(2-Iodo-4-methoxy-5-phenylmethoxyphenyl)-3-[(2-iodophenyl)methyl]-1,3-oxazolidine
  参考文献：
  名称：

  合成阿朴加兰他敏类似物作为ALPHA-肾上腺素能阻断剂。十三。酚8-羟基-5,6,7,8-四氢二苯并（c，e）偶氮星的合成。

  摘要：

  通过用三溴化硼将二甲氧基偶氮电影碱12脱甲基来制备具有肾上腺素部分结构的10，11-二酚型8-羟基-5，6，7，8-四氢二苯并[c，e]偶氮电影碱3。通过用零价镍将二卤代-β-苯基乙醇胺6c和7c环化，然后将O-保护的二苯并[c，e]偶氮星13和14分别水解和脱苄基反应，制备相关的单酚8-羟基偶氮星4和5。

  DOI：

  10.1248/cpb.37.1744
• 作为产物：
  描述：

  I+/--Hydroxy-4-methoxy-3-(phenylmethoxy)benzeneacetonitrile 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以29.5%的产率得到β-(3-benzyloxy-4-methoxyphenyl)ethanolamine
  参考文献：
  名称：

  合成阿朴加兰他敏类似物作为ALPHA-肾上腺素能阻断剂。十三。酚8-羟基-5,6,7,8-四氢二苯并（c，e）偶氮星的合成。

  摘要：

  通过用三溴化硼将二甲氧基偶氮电影碱12脱甲基来制备具有肾上腺素部分结构的10，11-二酚型8-羟基-5，6，7，8-四氢二苯并[c，e]偶氮电影碱3。通过用零价镍将二卤代-β-苯基乙醇胺6c和7c环化，然后将O-保护的二苯并[c，e]偶氮星13和14分别水解和脱苄基反应，制备相关的单酚8-羟基偶氮星4和5。

  DOI：

  10.1248/cpb.37.1744

文献信息

• ANTI-INFLAMMATORY COMPOUND, AND PREPARATION AND USE THEREOF
  申请人：VivaVision Biotech, Inc.

  公开号：US20200377460A1

  公开（公告）日：2020-12-03

  The present invention provides an anti-inflammatory compound, which is a compound having a structure (I) as shown below: The compound is a target that is important for autoimmune activation, and that has strong inhibitory effect on PDE4 and penetrates the skin easily, and is a new type anti-inflammatory compound that is easily degraded.

  本发明提供一种抗炎化合物，该化合物具有如下所示的结构（I）： 该化合物是一个重要的自身免疫激活靶点，对PDE4具有强烈的抑制作用，易于渗透皮肤，并且是一种易于降解的新型抗炎化合物。
• 5-(Substituted phenyl)-oxazolidinones and their sulfur analogs
  申请人：Schering Aktiengesellschaft

  公开号：US04186129A1

  公开（公告）日：1980-01-29

  Novel 5-(substituted phenyl)-oxazolidinones and their sulfur analogs of Formula I ##STR1## wherein R.sub.1 is optionally substituted lower alkyl, cycloalkyl or cycloalkylalkyl; R.sub.2 is hydrogen, optionally substituted lower alkyl, cycloalkyl, cycloalkylalkyl, optionally substituted aryl, optionally substituted aralkyl, alkenyl or a heterocyclic group; R.sub.3 is hydrogen, optionally substituted lower alkyl, alkenyl, alkynyl, optionally substituted aryl, optionally substituted aralkyl, or optionally substituted acyl; R.sub.4 is hydrogen or optionally substituted lower alkyl; R.sub.5 is hydrogen or optionally substituted lower alkyl or optionally substituted lower alkoxycarbonyl; and X is oxygen or sulfur, have valuable pharmacological effects.

  五取代苯基噁唑烷酮及其硫代衍生物I式 ##STR1## 其中R.sub.1是可选取代的低碳基、环烷基或环烷基烷基；R.sub.2是氢、可选取代的低碳基、环烷基、环烷基烷基、可选取代的芳基、可选取代的芳基烷基、烯基或杂环基；R.sub.3是氢、可选取代的低碳基、烯基、炔基、可选取代的芳基、可选取代的芳基烷基或可选取代的酰基；R.sub.4是氢或可选取代的低碳基；R.sub.5是氢或可选取代的低碳基或可选取代的低碳氧羰基；X是氧或硫，具有有价值的药理作用。
• 2-PHENYLMORPHOLIN-5-ONE DERIVATIVES AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME
  申请人：Nikken Chemicals Company, Limited

  公开号：EP0924204A1

  公开（公告）日：1999-06-23

  A 2-phenylmorpholin-5-one derivative having the formula (I): wherein R1 represents a C1 to C8 alkyl group, a C3 to C7 cycloalkyl group or an indanyl group, R2 represents a C1 to C4 alkyl group, R3 represents a hydrogen atom, a C1 to C5 alkyl group, etc., R4 represents a hydrogen atom, a C1 to C6 alkyl group, etc., R5, R6 represent a hydrogen atom, a C1 to C5 alkyl group, etc., an optical isomer thereof or a pharmacologically acceptable salt thereof, or a hydrate or solvate thereof and a pharmaceutical composition containing the same. The above compound has a strong type IV phosphodiesterase (PDE) inhibitory activity and has bronchodilater and antiinflammatory effects.

  具有式(I)的2-苯基吗啉-5-酮衍生物： 其中 R1 代表 C1 至 C8 烷基、C3 至 C7 环烷基或茚基，R2 代表 C1 至 C4 烷基，R3 代表氢原子、C1 至 C5 烷基等，R4 代表氢原子、C1 至 C6 烷基等，R5、R6 代表氢原子、C1 至 C5 烷基等、 其光学异构体或其药理学上可接受的盐，或其水合物或溶液，以及含有上述物质的药物组合物。 上述化合物具有很强的 IV 型磷酸二酯酶（PDE）抑制活性，并具有支气管扩张和抗炎作用。
• ANTI-INFLAMMATORY COMPOUND AND PREPARATION AND USE THEREOF
  申请人：Vivavision Biotech, Inc.

  公开号：EP3777979A1

  公开（公告）日：2021-02-17

  The present invention provides an anti-inflammatory compound, which is a compound having a structure (I) as shown below: The compound is a target that is important for autoimmune activation, and that has strong inhibitory effect on PDE4 and penetrates the skin easily, and is a new type anti-inflammatory compound that is easily degraded.

  本发明提供了一种抗炎化合物，它是一种具有如下所示结构（I）的化合物： 该化合物以自身免疫活化为重要靶点，对 PDE4 有较强的抑制作用，易渗透皮肤，是一种易降解的新型抗炎化合物。
• Synthesis and structure-activity relationships among .alpha.-adrenergic receptor agonists of the phenylethanolamine type
  作者：Gerard Leclerc、Jean Claude Bizec、Nicole Bieth、Jean Schwartz

  DOI：10.1021/jm00181a008

  日期：1980.7

  Nineteen arylethanolamine derivatives related to norepinephrine were prepared and tested for alpha-adrenergic stimulant activity. In one series the analogues possess a p-hydroxy function, while the meta position is substituted by methyl, ethyl, isopropyl, chlohexyl, fluoro, chloro, iodo, carboxy, carbomethoxy, and methylsulfamido groups. The other series is meta hydroxylated with the para position substituted by the same groups. The influence of these groups upon the alpha-adrenergic activity is discussed, and the compounds are compared to octopamine, normetanephrine, norepinephrine, and norphenylephrine. It has been found that the introduction of an isopropyl, cyclohexyl, and fluoro group in the meta position of octopamine improves its affinity by three, five, and six times, respectively, whereas when these groups are introduced in the para position of norphenylephrine their effects are always detrimental. The most active compound, alpha-(aminomethyl)(4-fluoro-3-hydroxyphenyl)methanol (44), has about one-hundredth the affinity and the same intrinsic activity as norepinephrine.