(2-氨基-5-甲氧基苯基)甲醇 | 55414-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (2-氨基-5-甲氧基苯基)甲醇
• 中文别名: 2-氨基-5-甲氧基苯甲醇
• 英文名称: (2-amino-5-methoxyphenyl)methanol
• 英文别名: 2-amino-5-methoxybenzyl alcohol
• CAS: 55414-72-7
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: HWUGOLZPDIJNFX-UHFFFAOYSA-N

物化性质

• 熔点：
  88-90 °C
• 沸点：
  328.1±27.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922509090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在室温、避光且处于惰性气体保护的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (2-Amino-5-methoxyphenyl)methanol
Synonyms: 2-Hydroxymethyl-4-methoxyaniline

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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: (2-Amino-5-methoxyphenyl)methanol
CAS number: 55414-72-7

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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.
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: C8H11NO2
Molecular weight: 153.2

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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

反应信息

• 作为反应物：
  描述：

  (2-氨基-5-甲氧基苯基)甲醇 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-(2-(氯甲基)-4-甲氧基苯基)-4-甲基苯磺酰胺
  参考文献：
  名称：

  钯（II）催化的好氧分子内烯丙基C H活化用于合成吲哚

  摘要：

  开发了一种通过钯催化的好氧分子内烯丙基C H活化制备二氢吲哚的方法。氧气已成功用作催化量为1,4-苯醌的氧化剂。报告了16个实施例，大多数底​​物的产率中等至良好。

  DOI：

  10.1016/j.tet.2017.02.040
• 作为产物：
  描述：

  5-甲氧基-2-硝基苯甲酸 在 10% palladium on activated carbon 盐酸 、 sodium tetrahydroborate 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 20.0 ℃ 、414.01 kPa 条件下， 反应 26.0h， 生成 (2-氨基-5-甲氧基苯基)甲醇
  参考文献：
  名称：

  [EN] SUBSTITUTED TRIAZOLE DERIVATIVES AS OXYTOCIN ANTAGONISTS
  [FR] DERIVES TRIAZOLE SUBSTITUES UTILISES EN TANT QU'ANTAGONISTES DE L'OXYTOCINE

  摘要：

  这项发明涉及具有氧催产素拮抗活性的化合物(I)，其用途，其制备方法以及含有该抑制剂的组合物。这些抑制剂在多种治疗领域中具有用途，包括性功能障碍，特别是早泄（P.E.）。

  公开号：

  WO2005121152A1

文献信息

• Enantioselective synthesis of tunable chiral pyridine–aminophosphine ligands and their applications in asymmetric hydrogenation
  作者：Youran Liu、Fei Chen、Yan-Mei He、Chenghao Li、Qing-Hua Fan

  DOI：10.1039/c9ob00770a

  日期：——

  ligands were enantioselectively synthesized based on chiral 2-(pyridin-2-yl)-substituted 1,2,3,4-tetrahydroquinoline scaffolds, which were obtained in high yields and with excellent enantioselectivities via ruthenium-catalyzed asymmetric hydrogenation of 2-(pyridin-2-yl)quinolines. The protocol features a wide substrate scope and mild reaction conditions, enabling scalable synthesis. These chiral

  基于手性2-（吡啶-2-基）-取代的1,2,3,4-四氢喹啉骨架，对映选择性地合成了一个可调谐的手性吡啶-氨基膦配体的小型文库，该文库以高收率和优异的对映选择性通过钌催化的2-（吡啶-2-基）喹啉不对称氢化。该方案具有广泛的底物范围和温和的反应条件，可实现可扩展的合成。这些手性P，N配体已成功应用于Ir催化的基准烯烃和具有挑战性的七元环亚胺（包括苯并ze庚因和苯并二氮杂卓）的不对称加氢反应。在2,4-二芳基-3 H-苯并[ b ]氮杂和2,4-不对称氢化反应中，具有出色的对映和非对映选择性（高达99％ee和> 20：1 dr）和/或前所未有的化学选择性。二芳基-3 H-苯并[ b ] [1,4]二氮杂pine。
• Highly Diastereo- and Enantioselective Ir-Catalyzed Hydrogenation of 2,3-Disubstituted Quinolines with Structurally Fine-Tuned Phosphine–Phosphoramidite Ligands
  作者：Xin-Hu Hu、Xiang-Ping Hu

  DOI：10.1021/acs.orglett.9b03925

  日期：2019.12.20

  diastereo- and enantioselective Ir-catalyzed hydrogenation of unfunctionalized 2,3-disubstituted quinolines, especially 3-alkyl-2-arylquinolines, has been realized. The success of this hydrogenation is ascribed to the use of a structurally fine-tuned chiral phosphine-phosphoramidite ligand with a (Sa)-3,3'-dimethyl H8-naphthyl moiety and (Rc)-1-phenylethylamine backbone. The hydrogenation displayed broad

  已经实现了高度非对映和对映选择性的Ir催化的未官能化的2，3-二取代喹啉，特别是3-烷基-2-芳基喹啉的氢化。该氢化的成功归因于使用具有（Sa）-3，3'-二甲基H8-萘基部分和（Rc）-1-苯基乙胺主链的结构精细调节的手性膦-次膦酸酯配体。氢化显示出宽泛的官能团耐受性，因此可提供高达96％ee的多种旋光性2,3-二取代的四氢喹啉，并具有完美的顺-非对映选择性。
• Copper-Catalyzed (4+1) Cascade Annulation of Terminal Alkynes with 2-(Tosylmethyl)anilines: Synthesis of 2,3-Disubstituted Indoles
  作者：Xu Yan、Chun-Fang Liu、Xian-Tao An、Xiao-Min Ge、Qing Zhang、Lin-Han Pang、Xu Bao、Chun-An Fan

  DOI：10.1021/acs.orglett.1c03402

  日期：2021.11.19

  alkynes as one-carbon synthons with 2-(tosylmethyl)anilines has been developed for the expeditious synthesis of 2,3-disubstituted indoles, in which in situ generations of aza-o-quinone methides and alkynyl-copper(I) species are involved. This annulation provides an effective method for the assembly of synthetically and structurally interesting 2,3-disubstituted indoles.

  已经开发了一种基于 Cu 催化 (4+1) 级联环化末端炔作为单碳合成子与 2-（甲苯磺酰甲基）苯胺的新策略，用于快速合成 2,3-二取代吲哚，其中原位生成的氮杂Ó -quinone甲基化物和炔基-铜（I）类的参与。这种环化为合成和结构上有趣的 2,3-二取代吲哚的组装提供了一种有效的方法。
• AROMATIC SULFONE COMPOUND AS ALDOSTERONE RECEPTOR MODULATOR
  申请人：Dainippon Sumitomo Pharma Co., Ltd.

  公开号：EP1844768A1

  公开（公告）日：2007-10-17

  The present invention provides a compound represented by the following formula (I): [wherein, A represents a group of the following formula (A-1): etc., R1 and R2 each independently represent a hydrogen atom etc., Z represents CR3 etc., W represents CR4 etc., Q represents CR5 etc., R3, R4 and R5 each independently represent a hydrogen atom etc., Y represents an oxygen atom or sulfur atom, X represents an oxygen atom etc. and B represents an optionally substituted aryl group or optionally substituted heteroaryl group], the prodrug thereof or the pharmaceutically acceptable salt thereof for preventing or treating various diseases such as hypertesion, cerebral stroke, cardiac failure, etc.

  本发明提供了以下式（I）所表示的化合物： [其中，A表示以下式（A-1）的基团： 等等，R1和R2分别独立表示氢原子等，Z表示CR3等，W表示CR4等，Q表示CR5等，R3、R4和R5分别独立表示氢原子等，Y表示氧原子或硫原子，X表示氧原子等，B表示可选择地取代的芳基或可选择地取代的杂环基]，其前药或其药学上可接受的盐，用于预防或治疗高血压、脑卒中、心力衰竭等各种疾病。
• N-Heterocyclic carbene copper catalyzed quinoline synthesis from 2-aminobenzyl alcohols and ketones using DMSO as an oxidant at room temperature
  作者：Jingxiu Xu、Qingmao Chen、Zhigao Luo、Xiaodong Tang、Jinwu Zhao

  DOI：10.1039/c9ra04926f

  日期：——

  A facile and practical process for the synthesis of quinolines through an N-heterocyclic carbene copper catalyzed indirect Friedländer reaction from 2-aminobenzyl alcohol and aryl ketones using DMSO as an oxidant at room temperature is reported. A series of quinolines were synthesized in acceptable yields.

  报道了一种在室温下以 DMSO 为氧化剂，通过 N-杂环卡宾铜催化 2-氨基苯甲醇和芳基酮间接 Friedländer 反应合成喹啉的简便实用方法。以可接受的收率合成了一系列喹啉。