N-methyl-β-(3-hydroxy-4-methoxyphenyl)ethylamine | 35266-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-methyl-β-(3-hydroxy-4-methoxyphenyl)ethylamine
• 英文别名: 2-Methoxy-5-[2-(methylamino)ethyl]phenol
• CAS: 35266-68-3
• 化学式: C₁₀H₁₅NO₂
• 分子量: 181.235
• InChiKey: RXFHZXFNOINZJF-UHFFFAOYSA-N

物化性质

• 沸点：
  305.2±27.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-β-(3-hydroxy-4-methoxyphenyl)ethylamine 在 copper(I) bromide dimethylsulfide complex 、 sodium hydride 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 4-Methoxy-10-methyl-11-oxo-2-azatricyclo<12.2.2.1^3,7>nonadeca-3,5,7(19),14,16,17-hexaene
  参考文献：
  名称：

  Intramolecular Ullmann condensation reaction: an effective approach to macrocyclic diaryl ethers

  摘要：

  The demonstration and definition of the scope of the intramolecular Ullmann condensation reaction suitable for use in macrocyclization reactions leading to 14-membered para- and metacyclophanes possessing a diaryl ether are detailed.

  DOI：

  10.1021/jo00005a020
• 作为产物：
  描述：

  2-(3-(苄氧基)-4-甲氧基苯基)乙胺 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 19.5h， 生成 N-methyl-β-(3-hydroxy-4-methoxyphenyl)ethylamine
  参考文献：
  名称：

  Organocatalytic Enantioselective Pictet–Spengler Reactions for the Syntheses of 1-Substituted 1,2,3,4-Tetrahydroisoquinolines

  摘要：

  A series of 1-substituted 1,2,3,4-tetrahydroisoquinolines was prepared from N-(o-nitrophenylsulfenyl)phenylethylamines through BINOL-phosphoric acid [(R)-TRIP]-catalyzed asymmetric Pictet-Spengler reactions. The sulfenamide moiety is crucial for the rate and enantioselectivity of the iminium ion cyclization and the products are readily recrystallized to high enantiomeric purity. Using this methodology we synthesized the natural products (R)-crispine A, (R)-calycotomine and (R)-colchietine, the synthetic drug (R)-almorexant and the (S)-enantiomer of a biologically active (R)-AMPA-antagonist.

  DOI：

  10.1021/jo501099h

文献信息

• [EN] NOVEL E,E-DIENE COMPOUNDS AND THEIR USE AS MEDICAMENTS AND COSMETICS<br/>[FR] NOUVEAUX COMPOSÉS E,E-DIÉNIQUES ET LEUR UTILISATION COMME MÉDICAMENTS ET PRODUITS COSMÉTIQUES
  申请人：WOLFF AUGUST GMBH & CO KG ARZNEIMITTEL DR

  公开号：WO2012069605A1

  公开（公告）日：2012-05-31

  The present invention relates to a novel class of E,E-diene compounds and their use as a medicament, preferably as a dermatologic agent, and as a cosmetic. These novel compounds are particularly useful in treating and/or preventing inflammation, irritation, itching, pruritus, pain, oedema and/or pro-allergic or allergic conditions in a patient. Usually they are topically applied to the skin or mucosa in the form of a pharmaceutical or cosmetic composition comprising the compound and a pharmaceutically and/or cosmetically acceptable carrier.

  本发明涉及一种新型的E,E-二烯化合物及其作为药物的用途，优选作为皮肤科药剂和化妆品。这些新型化合物在治疗和/或预防病人的炎症、刺激、瘙痒、瘙痒、疼痛、水肿和/或过敏或过敏性疾病方面特别有用。通常它们以药用或化妆品组合物的形式局部应用于皮肤或粘膜，该组合物包括该化合物和药学和/或化妆学上可接受的载体。
• BIODEGRADABLE BONE GLUE
  申请人：Evonik Operations GmbH

  公开号：EP3615586B1

  公开（公告）日：2021-02-17
• US7375100B2
  申请人：——

  公开号：US7375100B2

  公开（公告）日：2008-05-20
• Organocatalytic Enantioselective Pictet–Spengler Reactions for the Syntheses of 1-Substituted 1,2,3,4-Tetrahydroisoquinolines
  作者：Elma Mons、Martin J. Wanner、Steen Ingemann、Jan H. van Maarseveen、Henk Hiemstra

  DOI：10.1021/jo501099h

  日期：2014.8.15

  A series of 1-substituted 1,2,3,4-tetrahydroisoquinolines was prepared from N-(o-nitrophenylsulfenyl)phenylethylamines through BINOL-phosphoric acid [(R)-TRIP]-catalyzed asymmetric Pictet-Spengler reactions. The sulfenamide moiety is crucial for the rate and enantioselectivity of the iminium ion cyclization and the products are readily recrystallized to high enantiomeric purity. Using this methodology we synthesized the natural products (R)-crispine A, (R)-calycotomine and (R)-colchietine, the synthetic drug (R)-almorexant and the (S)-enantiomer of a biologically active (R)-AMPA-antagonist.
• Intramolecular Ullmann condensation reaction: an effective approach to macrocyclic diaryl ethers
  作者：Dale L. Boger、D. Yohannes

  DOI：10.1021/jo00005a020

  日期：1991.3

  The demonstration and definition of the scope of the intramolecular Ullmann condensation reaction suitable for use in macrocyclization reactions leading to 14-membered para- and metacyclophanes possessing a diaryl ether are detailed.