4-溴-3-硝基苯酚 | 78137-76-5

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-溴-3-硝基苯酚
• 中文别名: 3-硝基-4-溴苯酚
• 英文名称: 4-bromo-3-nitrophenol
• 英文别名: 3-nitro-4-bromo-phenol；2-Bromo-5-hydroxynitrobenzene
• CAS: 78137-76-5
• 化学式: C₆H₄BrNO₃
• 分子量: 218.007
• InChiKey: MTNZLOXGKDQNKA-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 ºC
• 沸点：
  281 ºC
• 密度：
  1.881
• 闪点：
  124 ºC

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 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：
  66
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 包装等级：
  III
• 危险类别：
  9
• 危险性防范说明：
  P261,P264,P270,P272,P273,P280,P301+P312+P330,P302+P352,P305+P351+P338+P310,P333+P313,P391,P501
• 危险品运输编号：
  3077
• 危险性描述：
  H302,H315,H317,H318,H410
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-bromo-3-nitrophenol
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-bromo-3-nitrophenol
CAS number: 78137-76-5

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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: C6H4BrNO3
Molecular weight: 218.0

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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：

  4-溴-3-硝基苯酚 在 iron(III) oxide 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以70.9%的产率得到3-氨基-4-溴苯酚
  参考文献：
  名称：

  3-氨基-4-溴苯酚的合成方法

  摘要：

  3‑氨基‑4‑溴苯酚的合成方法。其步骤为：(1)重氮化反应：将原料3‑硝基‑4‑氨基苯酚溶解在氢溴酸中，在0‑10℃下滴加亚硝酸钠水溶液反应1‑3h，得到的3‑硝基苯酚‑4‑重氮盐水溶液。(2)溴化反应：将步骤(1)所得溶液滴加至溴化亚铜的氢溴酸水溶液中，搅拌40‑50℃，进行反应经过析晶、过滤得到3‑硝基‑4‑溴苯酚固体；(3)还原反应：向步骤(2)所得固体溶于乙醇中的溶液中加入氧化铁催化剂，加热至50‑100℃，并向混合物中加入水合肼水溶液，进行2‑5h反应，得到3‑氨基‑4‑溴苯酚。本发明的3‑氨基‑4‑溴苯酚的合成方法设计合理、条件温和、易操作，产品收率较高，适合工业化生产。

  公开号：

  CN102060717B
• 作为产物：
  描述：

  间硝基苯酚 在 1,2-ethanediylbis(triphenylphosphonium) ditribromide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.08h， 以85%的产率得到4-溴-3-硝基苯酚
  参考文献：
  名称：

  在溶剂存在下和无溶剂条件下合成1,2-乙二基双（三苯基phosph）二溴化新溴化剂

  摘要：

  摘要定量制备了1,2-乙二烷基双（三苯基））二三溴化物，并在混合溶剂系统（DCM / MeOH 2：1）的存在下以及在无溶剂条件下用于苯胺和苯酚的溴化。这种新型离子液体在反应时间短，后处理简单，区域选择性高和产率方面均优于同类溴化剂。标题盐的单晶X射线分析表明，双三苯基phosph阳离子围绕位于–CH 2 –CH 2 –桥中心的反型中心周围组织，并且两个三苯基膦链段彼此相对。所有三溴化物阴离子均采用线性几何结构，每个阴离子具有不同的Br–Br–Br键角。 图形概要

  DOI：

  10.1007/s13738-016-0919-6

文献信息

• [EN] NOVEL COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF INFLAMMATORY DISORDERS<br/>[FR] NOUVEAUX COMPOSÉS ET COMPOSITIONS PHARMACEUTIQUES LES COMPRENANT POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：GALAPAGOS NV

  公开号：WO2017012647A1

  公开（公告）日：2017-01-26

  The present invention discloses compounds according to Formula (I), wherein R1, R3, R4, R5, L1, and Cy are as defined herein. The present invention also provides compounds, methods for the production of said compounds of the invention, pharmaceutical compositions comprising the same and their use in allergic or inflammatory conditions, autoimmune diseases, proliferative diseases, transplantation rejection, diseases involving impairment of cartilage turnover, congenital cartilage malformations, and/or diseases associated with hypersecretion of IL6 and/or interferons. The present invention also methods for the prevention and/or treatment of the aforementioned diseases by administering a compound of the invention.

  本发明公开了根据式（I）的化合物，其中R1、R3、R4、R5、L1和Cy如本文所定义。本发明还提供了该发明的化合物、制备该化合物的方法、包括相同化合物的药物组合物以及它们在过敏或炎症症状、自身免疫疾病、增殖性疾病、移植排斥、涉及软骨周转障碍的疾病、先天软骨畸形和/或与IL6和/或干扰素过度分泌相关的疾病中的使用。本发明还提供了通过给予该发明的化合物来预防和/或治疗上述疾病的方法。
• Design, synthesis and biological evaluation of biphenylamide derivatives as Hsp90 C-terminal inhibitors
  作者：Huiping Zhao、Gaurav Garg、Jinbo Zhao、Elisabetta Moroni、Antwan Girgis、Lucas S. Franco、Swapnil Singh、Giorgio Colombo、Brian S.J. Blagg

  DOI：10.1016/j.ejmech.2014.10.034

  日期：2015.1

  discovery efforts toward Hsp90 C-terminal inhibition focus on novobiocin, an antibiotic that was transformed into an Hsp90 inhibitor. Based on structural information obtained during the development of novobiocin derivatives and molecular docking studies, scaffolds containing a biphenyl moiety in lieu of the coumarin ring present in novobiocin were identified as new Hsp90 C-terminal inhibitors. Structure–activity

  Hsp90 C端功能的调节代表了一种有前途的治疗方法，用于治疗癌症和神经退行性疾病。目前针对Hsp90 C末端抑制的药物发现工作集中在新霉素（一种转化为Hsp90抑制剂的抗生素）上。根据在开发新霉素衍生物和进行分子对接研究期间获得的结构信息，将含有联苯部分代替新霉素中存在的香豆素环的支架鉴定为新的Hsp90 C末端抑制剂。结构-活性关系研究产生了新的衍生物，它们以纳摩尔浓度抑制乳腺癌细胞系的增殖，这直接与Hsp90抑制作用相对应。
• Mild, Efficient, and Regioselective Monobromination of Arylamines and Phenols Using [BBIm]Br₃ as a New Reagent
  作者：Sanjay P. Borikar、Thomas Daniel、Vincent Paul

  DOI：10.1080/00397910903009430

  日期：2010.2.12

  synthesis and characterization of the room-temperature ionic liquid 1,3-di-n-butylimidazolium tribromide ([BBIm]Br3) (2) and its application as an efficient reagent and solvent for regioselective bromination of arylamines and phenols under mild conditions. The bromination was carried out in the absence of organic solvents, and in most cases, the only extraction solvent needed was water. The spent 1,3-di-n-butylimidazolium

  我们在此报告了一种合成和表征室温离子液体 1,3-二正丁基咪唑鎓三溴化物 ([BBIm]Br3) (2) 的有效方法及其作为区域选择性溴化的有效试剂和溶剂的应用芳胺和酚类在温和条件下。溴化是在没有有机溶剂的情况下进行的，在大多数情况下，唯一需要的萃取溶剂是水。用过的溴化 1,3-二正丁基咪唑鎓 (1) 很容易回收利用。
• [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING CFTR<br/>[FR] COMPOSÉS, COMPOSITIONS ET MÉTHODES PERMETTANT DE MODULER LE CFTR
  申请人：PROTEOSTASIS THERAPEUTICS INC

  公开号：WO2017062581A1

  公开（公告）日：2017-04-13

  The present disclosure is directed to disclosed compounds that modulate, e.g., address underlying defects in cellular processing of CFTR activity.

  本公开涉及揭示的化合物，可以调节，例如，解决CFTR活性细胞处理中的潜在缺陷。
• Trisubstituted carbocyclic cyclophilin binding compounds and their use
  申请人：——

  公开号：US20020165275A1

  公开（公告）日：2002-11-07

  The present invention relates to novel, non-peptidic small organic compounds having an affinity for cyclophilin (CyP)-type immunophilin proteins, and to pharmaceutical compositions comprising one or more of the said compounds. The invention further relates to the uses of these compounds and compositions for binding CyP-type proteins, inhibiting their peptidyl-prolyl isomerase activity, and for research, development, and therapeutic applications in a variety of medical disorders.

  本发明涉及一种新型的非肽类小有机化合物，其具有与环肽亚精蛋白（CyP）型免疫蛋白亲和力，并且涉及包含所述化合物中的一个或多个的药物组合物。该发明还涉及这些化合物和组合物用于结合CyP型蛋白，抑制其肽基脯氨酸异构酶活性，并在各种医学疾病的研究、开发和治疗应用中的用途。