3-(三氟甲基)-1,1-联苯-4-胺 | 397-28-4

• 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)-1,1-联苯-4-胺
• 英文名称: 4-amino-3'-(trifluoromethyl)-1,1'-biphenyl
• 英文别名: 3'-(trifluoromethyl)biphenyl-4-ylamine；3'-(trifluoromethyl)-4-biphenylamine；3'-(trifluoromethyl)biphenyl-4-amine；3'-trifluoromethyl-biphenyl-4-ylamine；3'-Trifluormethyl-biphenyl-4-ylamin；4-(3-trifluoromethylphenyl)aniline；4-[3-(Trifluoromethyl)phenyl]aniline
• CAS: 397-28-4
• 化学式: C₁₃H₁₀F₃N
• mdl: MFCD03424686
• 分子量: 237.224
• InChiKey: XREKLJQACWAWSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2921499090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-[3-(Trifluoromethyl)phenyl]aniline
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: 4-[3-(Trifluoromethyl)phenyl]aniline
CAS number: 397-28-4

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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: C13H10F3N
Molecular weight: 237.2

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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, 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)-1,1-联苯-4-胺 在 potassium permanganate 、 硫酸 作用下， 生成 3-三氟甲基苯甲酸
  参考文献：
  名称：

  765.某些三氟甲基二苯基衍生物的合成

  摘要：

  DOI：

  10.1039/jr9510003459
• 作为产物：
  描述：

  3-(三氟甲基)联苯 在 盐酸 、 tin 、 硫酸 、 硝酸 、 溶剂黄146 作用下， 生成 3-(三氟甲基)-1,1-联苯-4-胺
  参考文献：
  名称：

  765.某些三氟甲基二苯基衍生物的合成

  摘要：

  DOI：

  10.1039/jr9510003459

文献信息

• Palladium-Catalyzed C−H Aminations of Anilides with <i>N</i>-Fluorobenzenesulfonimide
  作者：Kai Sun、Yan Li、Tao Xiong、Jingping Zhang、Qian Zhang

  DOI：10.1021/ja1101695

  日期：2011.2.16

  The first amide-directed, palladium-catalyzed, intermolecular, highly selective C-H aminations with the non-nitrene-based nitrogen source N-fluorobenzenesulfonimide have been developed. This methodology might provide a new pathway for directed metal-catalyzed aromatic C-H amination.

  已经开发出第一个酰胺导向、钯催化、分子间、高选择性 CH 胺化与非氮基氮源 N-氟苯磺酰亚胺。这种方法可能为定向金属催化的芳香族 CH 胺化提供了一条新途径。
• Novel ATP-Competitive Kinesin Spindle Protein Inhibitors
  作者：Cynthia A. Parrish、Nicholas D. Adams、Kurt R. Auger、Joelle L. Burgess、Jeffrey D. Carson、Amita M. Chaudhari、Robert A. Copeland、Melody A. Diamond、Carla A. Donatelli、Kevin J. Duffy、Leo F. Faucette、Jeffrey T. Finer、William F. Huffman、Erin D. Hugger、Jeffrey R. Jackson、Steven D. Knight、Lusong Luo、Michael L. Moore、Ken A. Newlander、Lance H. Ridgers、Roman Sakowicz、Antony N. Shaw、Chiu-Mei M. Sung、David Sutton、Kenneth W. Wood、Shu-Yun Zhang、Michael N. Zimmerman、Dashyant Dhanak

  DOI：10.1021/jm070435y

  日期：2007.10.1

  Kinesin spindle protein (KSP), an ATPase responsible for spindle pole separation during mitosis that is present only in proliferating cells, has become a novel and attractive anticancer target with potential for reduced side effects compared to currently available therapies. We report herein the discovery of the first known ATP-competitive inhibitors of KSP, which display a unique activity profile

  Kinesin纺锤体蛋白（KSP）是负责有丝分裂期间纺锤体极点分离的ATPase，仅存在于增殖细胞中，它已成为一种新颖且有吸引力的抗癌靶标，与目前可用的疗法相比，具有降低副作用的潜力。我们在此报告了第一批已知的KSP ATP竞争性抑制剂的发现，与目前正在临床评估中的已知loop 5（L5）变构KSP抑制剂相比，KSP显示出独特的活性。该系列产品的优化导致鉴定出联苯磺酰胺20，这是一种有效的KSP抑制剂，具有野生型KSP（HCT116）或突变型KSP（HCT116 D130V）对人细胞具有体外抗增殖活性。在具有HCT116 D130V肿瘤的鼠异种移植模型中，
• Amide bridged piphenyl or biazaphenyl derivatives
  申请人：Ackermann Jean

  公开号：US20060183754A1

  公开（公告）日：2006-08-17

  This invention is concerned with compounds of the formula wherein one of R 5 , R 6 and R 7 is and R 1 to R 13 , X 1 , X 2 , m and n are defined in the description, and all 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.

  本发明涉及以下式中的化合物，其中R5、R6和R7中的一个是R1到R13，X1、X2、m和n在说明中有定义，以及其所有药学上可接受的盐和/或酯。此外，该发明还涉及含有这种化合物的药物组合物，以及用于治疗和/或预防由PPARδ和/或PPARα激动剂调节的疾病的方法。
• Base‐Promoted Aerobic Oxidation/Homolytic Aromatic Substitution Cascade toward the Synthesis of Phenanthridines
  作者：Debabrata Maiti、Atreyee Halder、Suman De Sarkar

  DOI：10.1002/adsc.201900995

  日期：2019.11.5

  transition metal‐free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2‐iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C−N bond formation followed by a radical C−C coupling in a cascade sequence. The used base potassium tert‐butoxide plays a dual role in dehydrogenation

  目前的方案代表了从苯甲醛和2-碘苯胺衍生物等丰富的原料中无过渡金属合成多取代菲啶的方法。该反应涉及依次进行的醇氧化和与胺的直接缩合反应，形成C-N键，然后以级联顺序进行自由基C-C偶联。使用的碱式叔丁醇钾在脱氢和均相芳族取代反应中起双重作用。使用这种方法，合成了二十种取代的菲啶衍生物，分离产率高达85％。
• Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents
  作者：Carsten Glende、Markus Klein、Heimo Schmitt、Lothar Erdinger、Gernot Boche

  DOI：10.1016/s1383-5718(01)00345-x

  日期：2002.3

  the 3'-, 5'-positions (DiMe, DiCF(3)). Compound 7 was modified by introduction of alkyl groups (methyl, tert-butyl, adamantyl) and a trifluoromethyl group (CF(3)) in the 7-position. The derivatives of 1 and 7 show for groups with growing steric demand decreased mutagenic activity. The bulkiest groups (CF(3), tert-butyl and adamantyl) induce the strongest effects on the mutagenicity. It was even possible

  合成了4-氨基联苯（1）（4ABP）和2-氨基芴（7）（2AF）的烷基和三氟甲基衍生物，并使用鼠伤寒沙门氏菌测试仪菌株TA98和TA100在添加和不添加S9混合物的情况下进行了诱变分析。1的修饰是通过在4'-位置，3'-位置（烷基）上连接烷基（甲基，乙基，异丙基，正丁基，叔丁基）和三氟甲基（CF（3））来实现的Me，CF（3））和3'-，5'-位置（DiMe，DiCF（3））。通过在7位引入烷基（甲基，叔丁基，金刚烷基）和三氟甲基（CF（3））对化合物7进行修饰。1和7的导数表明，对于空间需求增长的组，诱变活性降低。最大的组（CF（3），叔丁基和金刚烷基）诱变上最强的影响。通过引入这样的取代基甚至可以消除1和7的诱变性。在工作的最后一部分，我们将实验诱变性与从QSAR相关性得出的计算值进行了比较。我们的发现表明，对于具有大取代基的芳族胺的预测通常过高。在CF（3）-，叔丁基-和金刚烷基中观