5-溴-2-硝基苯胺 | 5228-61-5

• 物质功能分类: 有机原料 - 氨基化合物
• 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-硝基苯胺
• 中文别名: 2-硝基-5-溴苯胺
• 英文名称: 5-bromo-2-nitroaniline
• 英文别名: 5-bromo-2-nitrobenzenamine；2-Nitro-5-brom-anilin；2-nitro-5-bromoaniline
• CAS: 5228-61-5
• 化学式: C₆H₅BrN₂O₂
• mdl: MFCD09056836
• 分子量: 217.022
• InChiKey: RMIFLIVHJLREFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  151-152 °C
• 沸点：
  331.9±22.0 °C(Predicted)
• 密度：
  1.812±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

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：
  H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-2-nitroaniline
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: 5-Bromo-2-nitroaniline
CAS number: 5228-61-5

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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: C6H5BrN2O2
Molecular weight: 217.0

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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 bromide.

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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：

  5-溴-2-硝基苯胺 在 palladium on activated charcoal 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 45.0~80.0 ℃ 、500.01 kPa 条件下， 反应 5.0h， 生成 5-苯基硫代-1,2-二氨基苯
  参考文献：
  名称：

  一种芬苯达唑的制备方法

  摘要：

  本发明公开了芬苯达唑的一种制备方法。其特征在于：（1）以间二溴苯为起始原料，经过硝酸/硫酸体系硝化反应，制备中间体1（2,4‑二溴硝基苯）；（2）以中间体1为原料，经过氨气甲醇溶液参与的氨化反应，制备出中间体2（5‑溴‑2‑硝基苯胺）；（3）以中间体2和苯硫酚钠溶液为原料，经过缩合反应，制备中间体3（4‑苯硫基‑2‑硝基苯胺）；（4）中间体3经过钯碳催化加氢还原，生成中间体4（4‑苯硫基‑1,2‑苯二胺）；（5）中间体4和氰胺基甲酸甲酯水溶液，经过环合反应，生成产品芬苯达唑。本方法清洁环保，生产成本低，产品纯度在99.5%以上，收率不低于84.0%。

  公开号：

  CN109467535B
• 作为产物：
  描述：

  1,4-二溴苯 在 硫酸 、 氨 、 硝酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 5-溴-2-硝基苯胺
  参考文献：
  名称：

  一种芬苯达唑的制备方法

  摘要：

  本发明公开了芬苯达唑的一种制备方法。其特征在于：（1）以间二溴苯为起始原料，经过硝酸/硫酸体系硝化反应，制备中间体1（2,4‑二溴硝基苯）；（2）以中间体1为原料，经过氨气甲醇溶液参与的氨化反应，制备出中间体2（5‑溴‑2‑硝基苯胺）；（3）以中间体2和苯硫酚钠溶液为原料，经过缩合反应，制备中间体3（4‑苯硫基‑2‑硝基苯胺）；（4）中间体3经过钯碳催化加氢还原，生成中间体4（4‑苯硫基‑1,2‑苯二胺）；（5）中间体4和氰胺基甲酸甲酯水溶液，经过环合反应，生成产品芬苯达唑。本方法清洁环保，生产成本低，产品纯度在99.5%以上，收率不低于84.0%。

  公开号：

  CN109467535B

文献信息

• [EN] HETEROBICYCLIC N-AMINOPHENYL-AMIDES AS INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] N-AMINOPHÉNYL-AMIDES HÉTÉROCYCLIQUES EN TANT QU'INHIBITEURS DE L'HISTONE DÉSACÉTYLASE
  申请人：RODIN THERAPEUTICS INC

  公开号：WO2017007755A1

  公开（公告）日：2017-01-12

  This invention provides compounds that are inhibitors of HDAC2. The compounds (e.g., compounds according to Formula (I) or any one of Compounds 100-175) accordingly are useful for treating, alleviating, or preventing a condition in a subject such as a neurological disorder, memory or cognitive function disorder or impairment, extinction learning disorder, fungal disease or infection, inflammatory disease, hematological disease, or neoplastic disease, or for improving memory or treating, alleviating, or preventing memory loss or impairment.

  这项发明提供了抑制HDAC2的化合物。这些化合物（例如，符合式（I）的化合物或化合物100-175中的任何一种）可用于治疗、缓解或预防受试者中的某种疾病，如神经系统疾病、记忆或认知功能障碍或损伤、消退学习障碍、真菌疾病或感染、炎症性疾病、血液疾病或肿瘤性疾病，或用于改善记忆或治疗、缓解或预防记忆丧失或损伤。
• [EN] ALKYNE COMPOUNDS FOR TREATMENT OF IMMUNE AND INFLAMMATORY DISORDERS<br/>[FR] COMPOSÉS ALCYNE POUR LE TRAITEMENT DE TROUBLES IMMUNITAIRES ET INFLAMMATOIRES
  申请人：ACHILLION PHARMACEUTICALS INC

  公开号：WO2017035415A1

  公开（公告）日：2017-03-02

  Compounds, methods of use, and processes for making inhibitors of complement Factor D are provided comprising Formula I, I" and I'" or a pharmaceutically acceptable salt or composition thereof. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade. The inhibitors of Factor D described herein reduce the excessive activation of complement.

  提供含有公式I、I"和I'"的补体因子D抑制剂、使用方法和制备过程，或其药物可接受的盐或组合物。本文所述的抑制剂针对因子D并抑制或调节补体级联反应。本文所述的因子D抑制剂减少了补体的过度激活。
• [EN] ARYL, HETEROARYL, AND HETEROCYCLIC COMPOUNDS FOR TREATMENT OF IMMUNE AND INFLAMMATORY DISORDERS<br/>[FR] COMPOSÉS ARYLE, HÉTÉROARYLE, ET HÉTÉROCYCLIQUES POUR LE TRAITEMENT DE TROUBLES IMMUNITAIRES ET INFLAMMATOIRES
  申请人：ACHILLION PHARMACEUTICALS INC

  公开号：WO2017035409A1

  公开（公告）日：2017-03-02

  Compounds, methods of use, and processes for making inhibitors of complement Factor D are provided comprising Formula I, I" and I'" or a pharmaceutically acceptable salt or composition thereof. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade. The inhibitors of Factor D described herein reduces the excessive activation of complement.

  提供含有公式I、I"和I'"的补体因子D抑制剂、使用方法和制备过程，或其药物可接受的盐或组合物。本文所述的抑制剂针对因子D并抑制或调节补体级联反应。本文所述的因子D抑制剂减少了补体的过度激活。
• Cu-Catalyzed π-Core Evolution of Benzoxadiazoles with Diaryliodonium Salts for Regioselective Synthesis of Phenazine Scaffolds
  作者：Jinyu Sheng、Ru He、Jie Xue、Chao Wu、Juan Qiao、Chao Chen

  DOI：10.1021/acs.orglett.8b01748

  日期：2018.8.3

  The Cu-catalyzed regioselective synthesis of phenazine N-oxides was realized from benzoxadiazoles and diaryliodonium salts. The process was initiated by the electrophilic arylation of benzoxadiazoles with diaryliodonium salts and followed by benzocyclization reactions. The further reduction of N-oxides in situ to phenazine scaffolds and deviation to organic fluorescent materials were readily accomplished

  由苯并恶二唑和二芳基碘鎓盐实现了铜催化的吩嗪N-氧化物的区域选择性合成。该过程通过苯并恶二唑与二芳基碘鎓盐的亲电芳基化反应开始，然后进行苯并环化反应。容易将原位N-氧化物进一步还原为吩嗪支架并偏离有机荧光材料。
• [EN] HETEROARYL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLE ET UTILISATIONS ASSOCIÉES
  申请人：CELGENE AVILOMICS RES INC

  公开号：WO2014144737A1

  公开（公告）日：2014-09-18

  The present invention relates to compounds useful as inhibitors of protein kinases, containing a cysteine residue in the ATP binding site. The invention further provides for pharmaceutically acceptable compositions comprising therapeutically effective amounts of one or more of the protein kinase inhibitor compounds and methods of using said compositions in the treatment of cancers and carcinomas.

  本发明涉及作为蛋白激酶抑制剂的化合物，这些化合物在ATP结合位点包含一个半胱氨酸残基。该发明还提供了包含一种或多种蛋白激酶抑制剂化合物的药用可接受组合物，以及使用所述组合物治疗癌症和癌的方法。