1-(3-甲氧基苯基)乙胺 | 62409-13-6

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(3-甲氧基苯基)乙胺
• 英文名称: 1-(3-methoxy-phenyl)-ethylamine
• 英文别名: 1-(3-methoxyphenyl)ethanamine；1-(3-methoxyphenyl)ethan-1-amine；(RS)-1-(m-methoxyphenyl)ethylamine
• CAS: 62409-13-6
• 化学式: C₉H₁₃NO
• mdl: MFCD00673998
• 分子量: 151.208
• InChiKey: CJWGCBRQAHCVHW-UHFFFAOYSA-N

物化性质

• 沸点：
  234.6±23.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)
• LogP：
  1.5 at 23℃ and pH10.5

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2922299090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338
• 危险品运输编号：
  2735
• 危险性描述：
  H314
• 储存条件：
  室温和干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(3-Methoxyphenyl)ethylamine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1-(3-Methoxyphenyl)ethylamine
CAS number: 62409-13-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H13NO
Molecular weight: 151.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：1-(3-甲氧基苯基)乙胺是一种有机胺化合物，它是制备药物利凡斯的明的关键中间体。

反应信息

• 作为反应物：
  描述：

  1-(3-甲氧基苯基)乙胺 在 甲酸 、 氢溴酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 18.5h， 生成 3-(1-(S)-(N,N-二甲基氨基)乙基)苯酚
  参考文献：
  名称：

  [EN] PROCESSES FOR PREPARING RIVASTIGMINE, SALTS AND INTERMEDIATES THEREOF
  [FR] PROCÉDÉS DE PRÉPARATION DE RIVASTIGMINE, DE SES SELS ET PRODUITS INTERMÉDIAIRES

  摘要：

  本文披露了制备利他林、其盐和中间体的过程。更具体地，提供了一种制备S-(-)-3-[(l-二甲氨基)乙基]-苯酚的方法。

  公开号：

  WO2011070585A1
• 作为产物：
  描述：

  3-甲氧基苯乙酮 在 水 、 formamide 作用下， 以 neat (no solvent) 为溶剂， 生成 1-(3-甲氧基苯基)乙胺
  参考文献：
  名称：

  苏氨酸氨基甲酸酯氨基甲酸酯衍生物的药效团模型设计，合成及抗真菌活性

  摘要：

  摘要 使用基于活性片段的药效团模型设计并合成了36种新型苏氨酸氨基甲酸酯氨基甲酸酯衍生物。在体外和体内测试了这些化合物对卵菌疫霉的抗真菌活性。有趣的是，化合物I-1，I-2，I-3，I-6和I-7在6.25μg/ mL的温室中表现出对立方假单胞菌孢子的中等控制作用（> 50％），优于对照。同时，这些化合物中的大多数对辣椒衣原体具有明显的抑制作用。其他九种真菌也进行了测试。更重要的是，某些化合物对菌核菌，核果假单胞菌和茄形假单胞菌在体外的EC 50值为3.74–9.76μg/ mL。该模型可能是可靠的，并且该方法可用于发现用于开发杀菌剂的先导化合物。

  DOI：

  10.1080/14756366.2020.1729144

文献信息

• SYNTHESIS OF NOVEL INTERMEDIATE(S) FOR PREPARING RIVASTIGMINE
  申请人：Cadila Pharmaceuticals Ltd.

  公开号：US20200095195A1

  公开（公告）日：2020-03-26

  The present invention relates to novel intermediate(s), which are useful for the preparation of Rivastigmine compound of formula (I) and its pharmaceutically acceptable salts. The present invention further relates to the processes for the preparation of such novel intermediate(s) and preparation of Rivastigmine using such novel intermediate(s).

  本发明涉及新型中间体，该中间体对于制备化合物Rivastigmine的公式（I）及其药用可接受的盐是有用的。本发明还涉及制备这种新型中间体的方法以及使用这种新型中间体制备Rivastigmine的方法。
• A process for the preparation of rivastigmine or a salt thereof
  申请人：Dr. Reddy's Laboratories Ltd.

  公开号：EP1980552A3

  公开（公告）日：2008-10-29

  There are provided processes for making rivastigmine. In one embodiment, the process includes reacting S-(-)-[1-(3-hydroxyphenyl)ethyl]dimethylamine with N-ethyl-N-methyl carbamoyl chloride in the presence of an organic base to obtain a free base of rivastigmine.

  提供了制备利伐司明的过程。在一个实施例中，该过程包括在有机碱的存在下，将S-(-)-[1-(3-羟基苯基)乙基]二甲基胺与N-乙基-N-甲基氨基甲酰氯反应，以获得利伐司明的自由碱。
• Reductive Amination of Ketonic Compounds Catalyzed by Cp*Ir(III) Complexes Bearing a Picolinamidato Ligand
  作者：Kouichi Tanaka、Takashi Miki、Kunihiko Murata、Ayumi Yamaguchi、Yoshihito Kayaki、Shigeki Kuwata、Takao Ikariya、Masahito Watanabe

  DOI：10.1021/acs.joc.9b01565

  日期：2019.9.6

  Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low

  带有2-吡啶甲酸酰胺部分的Cp * Ir配合物可作为有效的催化剂，用于在酮的转移氢化条件下，使用甲酸铵作为氮源和氢源，对酮类化合物进行直接还原胺化，从而生成伯胺。清洁且操作简单的转化过程是在相对较低的温度下以高达20,000的底物与催化剂的摩尔比（S / C）进行的，并且对伯胺表现出出色的化学选择性。
• Primary Amines by Transfer Hydrogenative Reductive Amination of Ketones by Using Cyclometalated Ir^IIICatalysts
  作者：Dinesh Talwar、Noemí Poyatos Salguero、Craig M. Robertson、Jianliang Xiao

  DOI：10.1002/chem.201303541

  日期：2014.1.3

  Cyclometalated iridium complexes are found to be versatile catalysts for the direct reductive amination (DRA) of carbonyls to give primary amines under transfer‐hydrogenation conditions with ammonium formate as both the nitrogen and hydrogen source. These complexes are easy to synthesise and their ligands can be easily tuned. The activity and chemoselectivity of the catalyst towards primary amines

  已发现环金属化铱配合物是通用的催化剂，用于羰基的直接还原胺化（DRA），在转移加氢条件下以甲酸铵作为氮源和氢源生成伯胺。这些复合物易于合成，其配体易于调节。催化剂对伯胺的活性和化学选择性极好，底物与催化剂之比（S / C）为1000是可行的。芳族和脂族伯胺均以高收率获得。此外，对于β-酮醚已经实现了均相催化的转移加氢DRA的第一个实例，从而产生了相应的β-氨基醚。此外，通过这种方法还可以以极高的收率获得非天然α-氨基酸。
• Novel chemoenzymatic oxidation of amines into oximes based on hydrolase-catalysed peracid formation
  作者：Daniel Méndez-Sánchez、Iván Lavandera、Vicente Gotor、Vicente Gotor-Fernández

  DOI：10.1039/c7ob00374a

  日期：——

  chemoenzymatic process. This strategy is based on a two-step sequence developed in one-pot at 30 °C and atmospheric pressure. First, the formation of a reactive peracid intermediate occurs by means of a lipase-catalysed perhydrolysis reaction, and then this peracid acts as a chemical oxidising agent of the amines. A total of nine ketoximes were isolated in high purity after a simple extraction protocol (90–98%

  已经通过化学酶促方法描述了苄胺向相应肟的有效转化。此策略基于在30°C和大气压下在一锅中开发的两步顺序。首先，借助于脂肪酶催化的过水解反应发生反应性过酸中间体的形成，然后该过酸充当胺的化学氧化剂。通过简单的提取操作，总共可以分离出九种高纯度的酮肟（分离产率为90-98％），而对于11种合成的醛肟，则需要进一步的柱色谱纯化（分离产率为71-82％）。在所有情况下，均具有出色的选择性，为胺在短反应时间内（1小时）的氧化提供了一种实用的方法。电子因子值。