5-溴-2-(三氟甲基)苯胺 | 703-91-3

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 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: 5-溴-2-(三氟甲基)苯胺
• 中文别名: 5-溴-2-三氟甲基苯胺；2-三氟甲基-5-溴苯胺；2-氨基-4-溴三氟甲苯
• 英文名称: 5-bromo-2-(trifluoromethyl)aniline
• CAS: 703-91-3
• 化学式: C₇H₅BrF₃N
• 分子量: 240.023
• InChiKey: OLFKWTOKOOPCTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  84-86 °C(Press: 5 Torr)
• 密度：
  1.712 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2921420090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件为室温、避光且在惰性气体环境下。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 5-Bromo-2-(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: 5-Bromo-2-(trifluoromethyl)aniline
CAS number: 703-91-3

---

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: C7H5BrF3N
Molecular weight: 240

---

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, hydrogen bromide.

---

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

制备方法与用途

化学性质：黄色至橙色的透明液体

反应信息

• 作为反应物：
  描述：

  5-溴-2-(三氟甲基)苯胺 在 palladium diacetate 、 三苯基膦 亚硝酸特丁酯 、 三氟化硼乙醚 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 17.67h， 生成 3-(5-bromo-2-(trifluoromethyl)phenyl)acrylic acid methyl ester
  参考文献：
  名称：

  NOVEL CALCIUM SENSING RECEPTOR MODULATING COMPOUNDS AND PHARMACEUTICAL USE THEREOF

  摘要：

  该发明涉及新型钙感受受体(CaSR)调节三氟甲基苯基环戊烯化合物，其在式(I)中表示及其衍生物，用作药物的这些化合物，用于治疗的这些化合物，含有这些化合物的药物组合物，使用这些化合物治疗疾病的方法，以及使用这些化合物制造药物。

  公开号：

  US20120129926A1
• 作为产物：
  描述：

  N-(5-bromo-2-(trifluoromethyl)phenyl)picolinamide 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 5-溴-2-(三氟甲基)苯胺
  参考文献：
  名称：

  协调活化策略诱导的苯胺选择性CH三氟甲基化

  摘要：

  通过协调活化策略，开发了一种简单的合成2-（三氟甲基）苯胺衍生物的方案。反应显示出良好的反应性，并以中等至良好的产率得到目标产物。令人愉悦的是，可以以优异的产率回收指导基团。此外，该策略允许有效地获得氟他芬宁的合成。有人提出单电子转移机制负责该三氟甲基化反应。

  DOI：

  10.1002/cctc.201701596

文献信息

• [EN] TRIAZOLONE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE TRIAZOLONE ET LEURS UTILISATIONS
  申请人：INCEPTION 2 INC

  公开号：WO2013134562A1

  公开（公告）日：2013-09-12

  The invention disclosed herein is directed to compounds of Formula (I) and pharmaceutically acceptable salts thereof, which are useful in the treatment of prostate, breast, colon, pancreatic, human chronic lymphocytic leukemia, melanoma and other cancers. The invention also comprises pharmaceutical compositions comprising a therapeutically effective amount of compound of Formula (I), or a pharmaceutically acceptable salt thereof. The invention disclosed herein is also directed to methods of treating prostate, breast, ovarian, liver, kidney, colon, pancreatic, human chronic lymphocytic leukemia, melanoma and other cancers. The invention disclosed herein is further directed to methods of treating prostate, breast, colon, pancreatic, chronic lymphocytic leukemia, melanoma and other cancers comprising administration of a of a therapeutically effective amount of a selective PPARα antagonist. The compounds and pharmaceutical compositions of the invention are also useful in the treatment of viral infections, such as HCV infections and HIV infections. The invention disclosed herein is also directed to a methods of preventing the onset of and/or recurrence of acute and chronic myeloid leukemia, as well as other cancers, comprising administration of a of a therapeutically effective amount of a selective PPARα antagonist.

  本发明涉及的化合物属于式(I)及其药学上可接受的盐，可用于治疗前列腺、乳腺、结肠、胰腺、人类慢性淋巴细胞白血病、黑色素瘤和其他癌症。该发明还包括含有式(I)化合物的治疗有效量或其药学上可接受的盐的药物组合物。本发明还涉及治疗前列腺、乳腺、卵巢、肝脏、肾脏、结肠、胰腺、人类慢性淋巴细胞白血病、黑色素瘤和其他癌症的方法。本发明还涉及治疗前列腺、乳腺、结肠、胰腺、慢性淋巴细胞白血病、黑色素瘤和其他癌症的方法，包括给予选择性PPARα拮抗剂的治疗有效量。本发明的化合物和药物组合物还可用于治疗病毒感染，如HCV感染和HIV感染。本发明还涉及一种预防急性和慢性骨髓性白血病以及其他癌症发作和/或复发的方法，包括给予选择性PPARα拮抗剂的治疗有效量。
• Nickel-Catalyzed Direct C–H Trifluoromethylation of Free Anilines with Togni’s Reagent
  作者：Xianying Gao、Yang Geng、Shuaijun Han、Apeng Liang、Jingya Li、Dapeng Zou、Yusheng Wu、Yangjie Wu

  DOI：10.1021/acs.orglett.8b01216

  日期：2018.7.6

  nickel-catalyzed C–H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni’s reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.

  已经开发出一种有效的镍催化的C–H三氟甲基化，用于使用Togni试剂合成三氟甲基化的游离苯胺。该方法在温和条件下显示出良好的官能团耐受性，良好的区域选择性和化学选择性。新开发的经济型一步法是合成三氟甲基化游离苯胺的更好选择。
• 一种三氟甲基芳香胺的制备方法
  申请人：郑州泰基鸿诺医药股份有限公司

  公开号：CN108503552B

  公开（公告）日：2022-01-28

  本发明涉及一种三氟甲基芳香胺的制备方法。该方法包括以下步骤：式(1)所示的芳香胺和式(2)所示的三氟甲基化试剂在溶剂中于碱和/或镍化合物存在的条件下反应，生成式(3)所示的三氟甲基化芳香胺类化合物。本发明提供的三氟甲基芳香胺的制备方法，以芳香胺和1‑三氟甲基‑1,2‑苯碘酰‑3(H)‑酮为原料，利用芳香环上的氨基定位作用，在碱和/或镍化合物存在的条件下进行反应，其合成步骤简单、原料成本低，可大大降低三氟甲基芳香胺的生产成本，有利于大规模工业化生产。
• [EN] MK2 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS MK2 ET UTILISATIONS ASSOCIÉES
  申请人：CELGENE AVILOMICS RES INC

  公开号：WO2014149164A1

  公开（公告）日：2014-09-25

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用方法。
• [EN] TLR7/8 ANTAGONISTS AND USES THEREOF<br/>[FR] ANTAGONISTES DE TLR7/8 ET LEURS UTILISATIONS
  申请人：MERCK PATENT GMBH

  公开号：WO2018031434A1

  公开（公告）日：2018-02-15

  The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as TLR7/8 antagonists.

  本发明涉及式I化合物及其药用可接受的组合物，用作TLR7/8拮抗剂。