甲基-(3-三氟甲基苯基)-胺 | 2026-70-2

• 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: 甲基-(3-三氟甲基苯基)-胺
• 中文别名: N-甲基-3-(三氟甲基)苯胺
• 英文名称: N-methyl-3-(trifluoromethyl)aniline
• 英文别名: N-methyl-3-(trifluoromethyl)benzenamine
• CAS: 2026-70-2
• 化学式: C₈H₈F₃N
• mdl: MFCD07368696
• 分子量: 175.153
• InChiKey: SRTKIHVQZYXHHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  103 °C(Press: 33 Torr)
• 密度：
  1.229g/ml

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2921430090
• 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2-8°C的环境中，避免光照，并保持在惰性气体中保存。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: N-methyl-3-(trifluoromethyl)aniline
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: N-methyl-3-(trifluoromethyl)aniline
CAS number: 2026-70-2

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C8H8F3N
Molecular weight: 175.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  甲基-(3-三氟甲基苯基)-胺 在 铁粉 、 potassium carbonate 、 氯化铵 、 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 、 戊醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成 N-(5-((5-chloro-4-(methyl(3-(trifluoromethyl)phenyl)amino)pyrimidin-2-yl)amino)-4-methoxy-2-(4-methylpiperazin-1-yl)phenyl)acrylamide
  参考文献：
  名称：

  Discovery of N -(5-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)amino)pyrimidin-2-yl)amino)-4-methoxy-2-(4-methyl-1,4-diazepan-1-yl)phenyl)acrylamide (CHMFL-ALK/EGFR-050) as a potent ALK/EGFR dual kinase inhibitor capable of overcoming a variety of ALK/EGFR associated drug resistant mutants in NSCLC

  摘要：

  Recently, more and more concomitant EGFR mutations and ALK rearrangement are observed from the clinic, which still lacks effective single-agent therapy, Starting from ALK inhibitor 14 (TAE684), we have developed a highly potent EGFR/ALK dual kinase inhibitor compound 18 (CHMFL-ALK/EGFR-050), which potently inhibited EGFR L858R, del 19 and T790M mutants as well as EML4-ALK, R1275Q L1196M, F1174L and C1156Y mutants biochemically. Compound 18 significantly inhibited the proliferation of EGFR mutant and EML4-ALK driven NSCLC cell lines. In the cellular context it strongly affected EGFR and ALK mediated signaling pathways, induced apoptosis and arrested cell cycle at G0/G1 phase. In the in vivo studies, 18 significantly suppressed the tumor growth in H1975 cell inoculated xenograft model (40 mg/kg/d, TGI: 99%) and H3122 cell inoculated xenograft model (40 mg/kg/d, TGI: 78%). Compound 18 might be a potential drug candidate for EGFR- or ALK-individual as well as concomitant EGFR/ALK NSCLC. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.08.035
• 作为产物：
  描述：

  ethyl (3-(trifluoromethyl)phenyl)carbamate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 甲基-(3-三氟甲基苯基)-胺
  参考文献：
  名称：

  1,7-Palladium Migration via C−H Activation, Followed by Intramolecular Amination: Regioselective Synthesis of Benzotriazoles

  摘要：

  A novel 1,7-palladium migration-cyclization-dealkylation sequence for the regioselective synthesis of benzotriazoles has been developed. These reactions proceed in excellent yields with high regioselectivities. The mechanism of the reaction has also been investigated.

  DOI：

  10.1021/ja2007438

文献信息

• Catalytic Formal Hydroamination of Allylic Alcohols Using Manganese PNP‐Pincer Complexes
  作者：Leandro Duarte de Almeida、Florian Bourriquen、Kathrin Junge、Matthias Beller

  DOI：10.1002/adsc.202100081

  日期：2021.9.7

  Several manganese-PNP pincer catalysts for the formal hydroamination of allylic alcohols are presented. The resulting γ-amino alcohols are selectively obtained in high yields applying Mn-1 in a tandem process under mild conditions.

  介绍了几种用于烯丙醇正式加氢胺化的锰-PNP 钳形催化剂。在温和条件下，采用串联工艺中的Mn-1，选择性地以高产率获得了所得的 γ-氨基醇。
• [EN] TRPV4 RECEPTOR LIGANDS<br/>[FR] LIGANDS DU RÉCEPTEUR DU TRPV4
  申请人：UNIV UTAH RES FOUND

  公开号：WO2021102314A1

  公开（公告）日：2021-05-27

  Described are receptor ligands of transient receptor potential cation channel subfamily V member 4 (TRPV4), pharmaceutical compositions including the compounds, and methods of using the compounds and compositions for treating ocular disorders.

  描述了转瞬性受体电位阳离子通道亚家族V成员4（TRPV4）的受体配体，包括这些化合物的药物组合物，以及使用这些化合物和组合物治疗眼部疾病的方法。
• Improved and General Manganese‐Catalyzed N‐Methylation of Aromatic Amines Using Methanol
  作者：Jacob Neumann、Saravanakumar Elangovan、Anke Spannenberg、Kathrin Junge、Matthias Beller

  DOI：10.1002/chem.201605218

  日期：2017.4.24

  A novel lutidine‐based manganese PNP‐pincer complex has been synthesized for the selective N‐methylation of aromatic amines with methanol. Using borrowing hydrogen methodology, a selection of differently functionalized aniline derivatives is selectively methylated in good yields.

  已经合成了一种新型的基于二甲基吡啶的锰PNP钳配合物，用于甲醇对芳香胺的选择性N-甲基化。使用借用氢方法学，可以以良好的收率选择性地选择不同功能化的苯胺衍生物。
• Effective <i>N</i>-methylation of nitroarenes with methanol catalyzed by a functionalized NHC-based iridium catalyst: a green approach to <i>N</i>-methyl amines
  作者：Miguel González-Lainez、M. Victoria Jiménez、Vincenzo Passarelli、Jesús J. Pérez-Torrente

  DOI：10.1039/d0cy00707b

  日期：——

  nitroarenes using methanol as both the reducing agent and the C1 source. A range of functionalized nitroarenes including heterocyclic or sterically hindered derivatives have been efficiently converted to the corresponding N-monomethyl amines in good yields at low catalyst loadings using sub-stoichiometric amounts of Cs2CO3 as a base. Mechanistic investigations support a borrowing-hydrogen mechanism in which

  化合物[IrBr（CO）2（κC-吨BuImCH 2 PyCH 2 OME）]设有柔性吡啶/ OME官能NHC配体κ 1个Ç有效协调催化选择性Ñ使用甲醇作为两者还原剂和C1硝基芳烃的-monomethylation资源。使用亚化学计量量的Cs 2 CO 3，在低催化剂负载下，已将包括杂环或空间受阻衍生物在内的一系列官能化硝基芳烃以良好的收率有效地转化为相应的N-单甲胺作为基础。机理研究支持借氢机制，其中甲醇充当氢源和甲基化剂。此外，在优化的反应条件下，硝基苯向苯胺的氢转移还原应通过涉及亚硝基苯和N-苯基羟胺中间体的直接机理进行。
• Highly Selective N-Monomethylanilines Synthesis From Nitroarene and Formaldehyde via Kinetically Excluding of the Thermodynamically Favorable N,N-Dimethylation Reaction
  作者：Hongli Wang、Hangkong Yuan、Benqun Yang、Xingchao Dai、Shan Xu、Feng Shi

  DOI：10.1021/acscatal.8b00116

  日期：2018.5.4

  The synthesis of N-monomethylamine remains a challenging topic because the N,N-dimethylation reaction is thermodynamically favorable. In this work, the kinetically controlled N-monomethylamine synthesis from nitroarene and paraformaldehyde/H2 is reported to have superhigh N-monomethylamine selectivity in the presence of a Pd/TiO2 catalyst. The superior selectivity should be attributed to the preferential

  N-单甲胺的合成仍然是一个具有挑战性的课题，因为N，N-二甲基化反应在热力学上是有利的。在这项工作中，据报道，在Pd / TiO 2催化剂存在下，由硝基芳烃和多聚甲醛/ H 2进行动力学控制的N-单甲胺合成具有超高的N-单甲胺选择性。如NH 3 / Me 2 NH-TPD所表明的那样，较高的选择性应归因于Pd / TiO 2表面伯胺优先于N-单甲胺的吸附，而优良的催化活性可能与良好的H有关。2 NH阐明的催化剂的活化能力和高胺吸附能力3 -TPD和H 2 -TPR测试。以含有甲基，甲氧基，羟基，氟化物，三氟甲基，酯和酰胺取代基的各种硝基芳烃为起始原料，均获得了良好的结果，该方法在药物中的潜在合成效用通过药物分子的N-单甲基化来说明，例如如clinidipine，尼美舒利，普鲁卡因和氨基水杨酸甲酯。