4-氨基-3-甲基苯甲酸乙酯 | 40800-65-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-3-甲基苯甲酸乙酯
• 英文名称: 4-amino-3-methylbenzoic acid ethyl ester
• 英文别名: ethyl 4-amino-3-methylbenzoate；4-Amino-3-methyl-benzoesaeure-ethylester；1-amino-2-methylbenzene-4-carboxylic acid ethyl ester
• CAS: 40800-65-5
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: JUKRQDBAJXYXIR-UHFFFAOYSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  327.0±22.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 4-amino-3-methylbenzoate
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: Ethyl 4-amino-3-methylbenzoate
CAS number: 40800-65-5

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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: C10H13NO2
Molecular weight: 179.2

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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：

  4-氨基-3-甲基苯甲酸乙酯 在 盐酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 40.0~125.0 ℃ 、506.66 kPa 条件下， 反应 5.0h， 生成 2,6-二甲基苯胺
  参考文献：
  名称：

  奈非西坦中间体2,6-二甲基苯胺的合成方法

  摘要：

  本发明公开了一种奈非西坦中间体2‑吡咯烷酮的合成方法，将4‑氨基‑3‑甲基苯甲酸酯与卤代甲烷在催化剂的作用下反应得到2,6‑二甲基苯胺，将4‑氨基‑3‑甲基苯甲酸酯、保护剂和溶剂A反应得到混合物Ⅰ；卤代甲烷、催化剂和溶剂B混匀，再将混合物Ⅰ滴入反应得到混合物Ⅱ；将盐酸水溶液加入混合物Ⅱ中混匀反应得到混合物Ⅲ；将碱水滴入混合物Ⅲ，反应得到混合物Ⅳ；将混合物Ⅳ倒入3～4倍体积的水中，加入溶剂C提取，分层，有机层经水洗、干燥剂干燥后，浓缩蒸除溶剂得产物。该方法成本较低、产率较高、排污较少。

  公开号：

  CN109761817B
• 作为产物：
  描述：

  4-氨基-3-甲基苯甲酸 生成 4-氨基-3-甲基苯甲酸乙酯
  参考文献：
  名称：

  Zur Photochemie von 2，1-Benzisoxazolen（Anthranilen）und thermischen und photochemischen Umsetzungen von 2-Azido-acylbenzolen in stark saurerLösung

  摘要：

  强酸性溶液中2,1-苯并异恶唑（蒽）的光化学和2-叠氮基-酰基苯的热和光化学分解

  DOI：

  10.1002/hlca.19790620133

文献信息

• Potential antiatherosclerotic agents. 3. Substituted benzoic and nonbenzoic acid analogs of cetaben
  作者：J. Donald Albright、Vern G. DeVries、Mila T. Du、Elwood E. Largis、Thomas G. Miner、Marvin F. Reich、Robert G. Shepherd

  DOI：10.1021/jm00364a010

  日期：1983.10

  acid group of cetaben is replaced by carboxylate ester, carboxamide, or a variety of other substituent groups is described. Also reported are the syntheses of analogues in which the phenyl ring of cetaben is either modified by the presence of additional substituents or replaced entirely by another moiety. Structure-activity relationships of these compounds both as hypolipidemic agents and as inhibitors

  描述了一系列类似物的合成，其中cetaben的羧酸基被羧酸酯，羧酰胺或各种其他取代基取代。还报道了类似物的合成，其中cetaben的苯环被其他取代基的存在修饰或被另一部分完全取代。讨论了这些化合物作为降血脂药和作为脂肪酰基辅酶A：胆固醇酰基转移酶（ACAT）抑制剂的结构活性关系。被设计为产生比西他本更好口服吸收的化合物的类似物合成未能产生任何具有增强生物活性的同类物。相反，针对酸度与西他本相似的非羧酸的类似物合成产生了非常活跃的磺酰胺类。
• Pharmaceutical compositions comprising a basic drug compound, a surfactant, and a physiologically tolerable water soluble acid
  申请人：Vandecruys Roger Petrus Gerebern

  公开号：US09192577B2

  公开（公告）日：2015-11-24

  The invention provides a novel pharmaceutical composition comprising a basic respectively acidic drug compound, a surfactant and a physiologically tolerable water-soluble acid respectively base characterized in that the acid respectively base:drug compound ratio is at least 1:1 by weight.

  这项发明提供了一种新型的药物组合物，包括一种碱性或酸性药物化合物、表面活性剂和一种生理耐受的水溶性酸或碱，其特点在于酸或碱与药物化合物的比例至少为1:1（按重量计）。
• Process for producing azasulfonium salts and rearrangement thereof to
  申请人：The Ohio State University Research Foundation

  公开号：US03985756A1

  公开（公告）日：1976-10-12

  Preparing ortho-substituted anilines by reacting an N-chloroaniline with a non-carbonylic di-hydrocarbon sulfide to form an azasulfonium chloride, reacting the azasulfonium chloride with a strong base to form an aniline substituted in the 2-position with a hydrocarbon-S-hydrocarbyl thio-ether group. The ortho-substituted thio-ether compounds can be reduced with a de-sulfurizing reducing agent such as Raney nickel or the like to form the ortho-alkylated aniline. The aniline may be an amino-pyridine. The azasulfonium salt and thio-ether intermediate products can be isolated and recovered. If desired, the thio-ether compounds can be reduced to form ortho-alkylated aniline products which are useful as intermediates for a wide variety of purposes, including their uses in making dyes, herbicides, and the like.

  通过将N-氯苯胺与非酮二烃硫化物反应，形成_azasulfonium_氯化物，将_azasulfonium_氯化物与强碱反应，在2位上带有烃基-S-烃基硫醚基团的苯胺。这种正构硫醚化合物可以用脱硫还原剂如Raney镍等还原，形成正构烷基化苯胺。苯胺可以是氨基吡啶。可以分离和回收_azasulfonium_盐和硫醚中间体。如果需要，硫醚化合物可以还原形成正构烷基化苯胺产品，这些产品可用作多种用途的中间体，包括用于制造染料、除草剂等。
• THIAZOLIDINONE COMPOUNDS AND USE THEREOF
  申请人：National Health Research Institutes

  公开号：US20170253569A1

  公开（公告）日：2017-09-07

  A pharmaceutical composition containing a compound of Formula (I) for treating an opioid receptor-associated condition. Also disclosed is a method for treating an opioid receptor-associated condition using such a compound. Further disclosed are two sets of thiazolidinone compounds of formula (I): (i) compounds each having an enantiomeric excess greater than 90% and (ii) compounds each being substituted with deuterium.

  一种含有化合物（I）的药物组合物，用于治疗与阿片受体相关的疾病。还公开了一种使用这种化合物治疗阿片受体相关疾病的方法。进一步公开了两组式（I）的噻唑烷酮化合物：（i）每种化合物的对映体过量大于90%；（ii）每种化合物被氘取代。
• Synthesis of Symmetric Diester-Functionalised Tröger's Base Analogues
  作者：M. Delower H. Bhuiyan、Kai-Xian Zhu、Paul Jensen、Andrew C. Try

  DOI：10.1002/ejoc.201000086

  日期：2010.8

  The yields of ester-functionalised Troger's base analogues are dramatically improved by incorporating an electron-donating group on the aromatic ring and/or enhancing solubility of the aniline unit. In addition to 2,8-diester compounds, 1,7-, 3,9- and 4,10-diester-functionalised Troger's base analogues have been prepared for the first time.

  通过在芳环上加入给电子基团和/或提高苯胺单元的溶解度，酯官能化的 Troger 碱类似物的产率得到显着提高。除了 2,8-二酯化合物外，1,7-、3,9- 和 4,10-二酯官能化的 Troger 碱类似物也是首次制备。