3-溴-5-硝基吲哚 | 525593-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3-溴-5-硝基吲哚
• 中文别名: 3-溴-5-硝基-1H-吲哚
• 英文名称: 3-bromo-5-nitro-1H-indole
• CAS: 525593-33-3
• 化学式: C₈H₅BrN₂O₂
• mdl: MFCD11110951
• 分子量: 241.044
• InChiKey: LBTWTOYAMQQAKO-UHFFFAOYSA-N

物化性质

• 熔点：
  191-194 °C
• 沸点：
  417.6±25.0 °C(Predicted)
• 密度：
  1.855

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-5-nitro-1h-indole
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: 3-Bromo-5-nitro-1h-indole
CAS number: 525593-33-3

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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: C8H5BrN2O2
Molecular weight: 241.0

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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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  5-硝基吲哚	5-nitroindole	6146-52-7	C8H6N2O2	162.148

反应信息

• 作为反应物：
  描述：

  3-溴-5-硝基吲哚 在 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 8-bromo-1-(4-chlorophenyl)-6-ethyl-6H-isoxazolo[4,3-e]indole
  参考文献：
  名称：

  新型异恶唑并[4,3-e]吲哚抗菌剂的合成及生物学评价

  摘要：

  描述了一系列新的 8-溴-6-烷基-1-芳基-6H-异恶唑并 [4,3-e] 吲哚衍生物的合成。筛选了所有新合成的化合物对大肠杆菌HB101、金黄色葡萄球菌病原体（耐甲氧西林金黄色葡萄球菌和甲氧西林敏感金黄色葡萄球菌）、铜绿假单胞菌和枯草芽孢杆菌的抗菌活性；还测定了这些化合物的 MIC 值。

  DOI：

  10.1134/s1068162013020106
• 作为产物：
  描述：

  5-硝基吲哚 在 N-chloro-N-fluorobenzenesulfonamide 、 potassium bromide 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以86%的产率得到3-溴-5-硝基吲哚
  参考文献：
  名称：

  使用CFBSA / KBr系统进行快速，温和和有效的溴化†

  摘要：

  溴化是有机化学中的一个基本转变，而溴化化合物则是有机合成中最重要的组成部分。在我们的研究中，我们通过在室温下以短反应时间使用CFBSA / KBr系统开发了一种有效的溴化方法。值得注意的是，该方法已被证明适用于一系列底物，包括1,3-二酮和β-酮​​酯，苯酚，芳族胺和杂芳烃，具有良好或优异的收率。

  DOI：

  10.1039/c6ra20217a

文献信息

• [EN] METHODS FOR TREATING HEPATITIS C<br/>[FR] PROCEDES POUR LE TRAITEMENT DE L'HEPATITE C
  申请人：PTC THERAPEUTICS INC

  公开号：WO2006019831A1

  公开（公告）日：2006-02-23

  In accordance with the present invention, compounds that inhibit viral replication, preferably Hepatitis C Virus (HCV) replication, have been identified, and methods for their use provided. In one aspect of the invention, compounds useful in the treatment or prevention of a viral infection are provided. In another aspect of the invention, compounds useful in the treatment or prevention of HCV infection are provided.

  根据本发明，已经确定了抑制病毒复制的化合物，优选是抑制丙型肝炎病毒（HCV）复制的化合物，并提供了它们的使用方法。在本发明的一个方面，提供了用于治疗或预防病毒感染的化合物。在本发明的另一个方面，提供了用于治疗或预防HCV感染的化合物。
• A quick, mild and efficient bromination using a CFBSA/KBr system
  作者：Pan-Pan Jiang、Xian-Jin Yang

  DOI：10.1039/c6ra20217a

  日期：——

  chemistry and brominated compounds as building blocks are of paramount importance in organic synthesis. In our study, we have developed an efficient method of bromination by using a CFBSA/KBr system at room temperature in a short reaction time. Notably, this approach has been proven to be applicable to a range of substrates including 1,3-diketones and β-keto esters, phenols, aromatic amines and heteroarenes

  溴化是有机化学中的一个基本转变，而溴化化合物则是有机合成中最重要的组成部分。在我们的研究中，我们通过在室温下以短反应时间使用CFBSA / KBr系统开发了一种有效的溴化方法。值得注意的是，该方法已被证明适用于一系列底物，包括1,3-二酮和β-酮​​酯，苯酚，芳族胺和杂芳烃，具有良好或优异的收率。
• PhI(OAc)₂/NaX-mediated halogenation providing access to valuable synthons 3-haloindole derivatives
  作者：Vittam Himabindu、Sai Prathima Parvathaneni、Vaidya Jayathirtha Rao

  DOI：10.1039/c8nj03822h

  日期：——

  diacetate mediated method for selective chlorination, bromination, and iodination of indole C–H bonds using sodium halide as a source for analogous halogenations. The combination of NaX and phenyliodine diacetate provides an invincible system for halogenation of indoles. This protocol was compatible with a wide array of indole substrates and provides straight forward access to potential halogenated arenes

  本文介绍了一种温和的苯基碘二乙酸酯介导的方法，该方法使用卤化钠作为类似卤代的来源，选择性地氯化，溴化和碘化吲哚CH键的碘化。NaX和二乙酸苯基碘的结合提供了无害的吲哚卤化体系。该协议与各种吲哚底物兼容，并提供了直接接触潜在卤代芳烃的途径。
• Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study
  作者：Hong-Yi Zhao、Xue-Yan Yang、Hao Lei、Minhang Xin、San-Qi Zhang

  DOI：10.1080/00397911.2019.1598558

  日期：2019.6.3

  and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired

  摘要 已开发出一种简单有效的苯胺、苯胺衍生物和类似物的溴化方法。给出了43个例子，最高产率为98%。包括取代苯胺、吡啶胺、N-取代苯胺、N,N-二取代苯胺、N-苯基-酰胺、N-苯基-磺酰胺和含氮杂环在内的不同底物都具有反应性并选择性地生成所需的溴代产物。该方法可用于合成药物中间体和喹喔啉衍生物。图形概要
• RORC2 INHIBITORS AND METHODS OF USE THEREOF
  申请人：PFIZER INC.

  公开号：US20160046597A1

  公开（公告）日：2016-02-18

  The present invention provides compounds, pharmaceutical compositions, methods of inhibiting RORγ activity and/or reducing the amount of IL-17 in a subject, and methods of treating various medical disorders using such compounds and pharmaceutical compositions.

  本发明提供化合物、药物组合物、抑制RORγ活性和/或减少受试者体内IL-17含量的方法，以及利用这些化合物和药物组合物治疗各种医学疾病的方法。