3-三氟甲基-4-硝基苯甲醚 | 344-39-8

• 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: 3-三氟甲基-4-硝基苯甲醚
• 中文别名: 4-甲氧基-1-硝基-2-(三氟甲基)苯
• 英文名称: 4-methoxy-1-nitro-2-(trifluoromethyl)benzene
• 英文别名: 4-nitro-3-trifluoromethylanisol；4-nitro-3-trifluoromethyl-anisole；4-Nitro-3-trifluormethyl-anisol；α.α.α-Trifluor-6-nitro-3-methoxy-toluol；Methyl-(4-nitro-3-trifluormethyl-phenyl)-aether；6-Nitro-3-methoxy-1-trifluormethyl-benzol
• CAS: 344-39-8
• 化学式: C₈H₆F₃NO₃
• mdl: MFCD00053611
• 分子量: 221.136
• InChiKey: RBEXRIBHQSUANC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2909309090
• 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: 4-Methoxy-1-nitro-2-(trifluoromethyl)benzene
Synonyms: 4-Nitro-3-(trifluoromethyl)anisole

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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: 4-Methoxy-1-nitro-2-(trifluoromethyl)benzene
CAS number: 344-39-8

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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: C8H6F3NO3
Molecular weight: 221.1

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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, hydrogen fluoride.

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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：

  3-三氟甲基-4-硝基苯甲醚 在 盐酸 、 锌 作用下， 以 甲醇 、 水 为溶剂， 生成 2-氨基-5-甲氧基三氟甲苯
  参考文献：
  名称：

  新型甲氟喹-异恶唑羧酸酯的前药合成与抗结核活性

  摘要：

  据报道，5-（2,8-双（三氟甲基）喹啉-4-基氧基甲基）异恶唑-3-羧酸乙酯（化合物3）对复制型和非复制型结核分枝杆菌均具有优异的抗结核活性，且抑制最小浓度（MIC）分别为0.9μM和12.2μM。在这项研究中，进一步研究了化合物3的抗结核活性。它的活性似乎对结核分枝杆菌复合物的生物非常有特异性，并以4.1μM的EC 90显着降低了感染巨噬细胞中细菌的数量。更重要的是，相应酸的体外抗结核活性增加（化合物4）在pH 6.0时提示它可能在由结核病患者的肺部炎症引起的酸性环境中具有体内活性。化合物3的各种酯生物等排体失去抗TB活性的事实进一步表明，酯化合物3可以起前药的作用。这项研究的详细的结构-活性关系（SAR）应该有助于我们提高该异恶唑酯系列抗TB药效的最终目标。

  DOI：

  10.1016/j.bmcl.2009.11.105
• 作为产物：
  描述：

  5-氯-2-硝基三氟甲苯 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 以75%的产率得到3-三氟甲基-4-硝基苯甲醚
  参考文献：
  名称：

  Process for producing 2,6-disubstituted tyrosine

  摘要：

  通过使用贵金属催化，将二取代芳香卤化物或重氮盐与氨基保护的2-氨基丙烯酸偶联，形成(Z)-β-(二取代苯基)-α-酰氨基丙烯酸酯，然后不对称地氢化丙烯酸酯以产生2,6-二取代酪氨酸的方法。

  公开号：

  US04879398A1

文献信息

• Phenyl derivatives, their manufacture and use as pharmaceutical agents
  申请人：Ackermann Jean

  公开号：US20050096337A1

  公开（公告）日：2005-05-05

  This invention relates to compounds of the formula wherein one of R 5 , R 6 and R 7 is and X 1 , X 2 , Y 1 to Y 4 , R 1 to R 13 and m and n are defined in the description, and to all enantiomers and pharmaceutically acceptable salts and/or esters thereof. The invention further relates to pharmaceutical compositions containing such compounds, to a process for their preparation and to their use for the treatment and/or prevention of diseases which are modulated by PPARδ and/or PPARα agonists.

  这项发明涉及以下结构的化合物 其中R 5 、R 6 和R 7 中的一个是 以及X 1 、X 2 、Y 1 到Y 4 、R 1 到R 13 以及m和n在描述中有定义，以及所有的对映体和药用上可接受的盐和/或酯。该发明还涉及含有这类化合物的药物组合物，以及用于制备它们的方法以及它们用于治疗和/或预防由PPARδ和/或PPARα激动剂调节的疾病的用途。
• CYCLOALKENYL ARYL DERIVATIVES FOR CETP INHIBITOR
  申请人：Lee SeoHee

  公开号：US20140031335A1

  公开（公告）日：2014-01-30

  The present invention relates to cycloalkenyl aryl derivatives, isomers thereof, pharmaceutically acceptable salts thereof, hydrates thereof, or solvates thereof; a method for preparing the derivatives; and pharmaceutical compositions containing the same. The compounds of the present invention show the effect of CETP activity inhibition. It means that the compounds can increase HDL-cholesterol and decrease LDL-cholesterol.

  本发明涉及环烯基芳基衍生物及其异构体、药学上可接受的盐、水合物或溶剂合物；制备这些衍生物的方法；以及含有这些衍生物的药物组合物。本发明的化合物显示出CETP活性抑制的效果。这意味着这些化合物可以增加HDL-胆固醇并降低LDL-胆固醇。
• [EN] TRICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS<br/>[FR] COMPOSÉS TRICYCLIQUES EN TANT QU'INHIBITEURS DE MPGES-1
  申请人：GLENMARK PHARMACEUTICALS SA

  公开号：WO2012110860A1

  公开（公告）日：2012-08-23

  The present invention relates to tricyclic compounds of formula (I) or pharmaceutically acceptable salt thereof as mPGES-1 inhibitors. These compounds are inhibitors of the microsomal prostaglandin E synthase- 1 (mPGES-1) enzyme and are therefore useful in the treatment of pain and/or inflammation from a variety of diseases or conditions, such as asthama, osteoarthritis, rheumatoid arthritis, acute or chronic pain and neurodegenerative diseases. (I).

  本发明涉及式(I)的三环化合物或其药用可接受的盐，作为mPGES-1抑制剂。这些化合物是微粒体前列腺素E合成酶-1（mPGES-1）酶的抑制剂，因此在治疗各种疾病或症状引起的疼痛和/或炎症方面具有用处，如哮喘、骨关节炎、类风湿性关节炎、急性或慢性疼痛和神经退行性疾病。
• PEt3-mediated deoxygenative C N coupling of nitroarenes and boronic acids
  作者：Trevor V. Nykaza、Junyu Yang、Alexander T. Radosevich

  DOI：10.1016/j.tet.2019.03.035

  日期：2019.6

  A method for the preparation of aryl- and heteroarylamine products by triethylphosphine-mediated deoxygenative coupling of nitroarenes and boronic acids is reported. This method provides access to an array of functionalized (hetero)arylamine products from readily available starting materials under the action of an inexpensive commercial reagent. The developed triethylphosphine-mediated transformation

  报道了一种通过三乙基膦介导的硝基芳烃和硼酸的脱氧偶联来制备芳基和杂芳基胺产物的方法。该方法在廉价的商业试剂的作用下提供了从容易获得的起始原料获得的一系列官能化（杂）芳基胺产物的途径。发达的三乙基膦介导的转化突出了有机磷化合物进行这种有用的脱氧转化的能力，而无需任何过渡金属添加剂。
• Activation and stabilization of aldimines by an ortho-trifluoromethyl substituent in direct vinylogous Mannich-type reactions
  作者：Mark Lautens、Eiji Tayama、Duy Nguyen

  DOI：10.1016/j.tetlet.2004.04.165

  日期：2004.6

  Lewis acid catalyzed direct vinylogous Mannich-type reaction with a weak nucleophile dienol, generated in situ by ring-opening and rearrangement of vinyloxiranes, could be demonstrated in excellent yields under mild conditions using benzylidene(4-methoxy-2-trifluoromethyl)aniline (MTMA) as an electrophile. The o-trifluoromethyl substituent can stabilize imines by a steric effect and activate by an electron-withdrawing

  路易斯酸催化的弱乙烯基亲二烯醇通过开环和乙烯基氧杂环戊烷的重排原位生成的直接乙烯基类Mannich型反应可以在温和的条件下使用亚苄基（4-甲氧基-2-三氟甲基）苯胺（MTMA）以优异的产率证明）作为亲电试剂。所述ø三氟甲基的取代基可以通过位阻效应稳定亚胺和由吸电子效果激活。它被证明是直接进行曼尼希型反应的易于脱保护的保护基。