2-氨基-3-溴-5-硝基吡啶 | 15862-31-4

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 2-氨基-3-溴-5-硝基吡啶
• 中文别名: 2-氨基-3-溴-5-硝基砒啶；3-溴-5-硝基-2-氨基吡啶
• 英文名称: 3-bromo-5-nitro-pyridin-2-ylamine
• 英文别名: 3-bromo-5-nitropyridin-2-amine；2-amino-3-bromo-5-nitropyridine
• CAS: 15862-31-4
• 化学式: C₅H₄BrN₃O₂
• mdl: MFCD00955628
• 分子量: 218.01
• InChiKey: OFXNHXMPRZDIDM-UHFFFAOYSA-N

物化性质

• 熔点：
  215-219 °C
• 沸点：
  347.3±37.0 °C(Predicted)
• 密度：
  1.9128 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 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：
  84.7
• 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
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  存于阴凉干燥处

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-Amino-3-bromo-5-nitropyridine
Product Name:
Synonyms: 3-Bromo-5-nitropyridin-2-amine

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
2-Amino-3-bromo-5-nitropyridine
Ingredient name:
CAS number: 15862-31-4

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

---

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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C5H4BrN3O2
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

制备方法与用途

化学性质：淡黄色粉末

反应信息

• 作为反应物：
  描述：

  2-氨基-3-溴-5-硝基吡啶 在 铁粉 、 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以80%的产率得到3-溴-2,5-二氨基吡啶
  参考文献：
  名称：

  2'-脱氧氨基吡啶基-伪docytidine衍生物的3-卤代取代对具有CG反转位点的反平行三链体DNA的选择性和稳定性的影响

  摘要：

  针对靶双链体DNA的三链体形成可能成为基因组研究的工具。但是，对能够形成三链DNA的双链DNA序列存在固有的限制。最近，我们证明了使用2'-脱氧-1-甲基伪聚吡啶衍生物（ΨdC）选择性地形成包含CG反转位点的稳定的反平行三链体，其衍生物的氨基在其5位与2-氨基吡啶共轭。氢键单元（AP-ΨdC）。1- N据推测2-氨基吡啶的2-氨基吡啶被质子化以与CG转化位点的鸟嘌呤形成氢键。在这项研究中，为了测试AP-ΨdC的2-氨基吡啶单元的3-取代对三链体稳定性的影响，我们合成了AP-ΨdC的3-卤代2-氨基吡啶衍生物。在p ķ一个值1- Ñ测定AP-ΨdC作为单体核苷的2-氨基吡啶单元的是6.3 3-CH 3（我AP-ΨdC），6.1 3-H（AP-ΨdC）， 4.3 3-CL（氯AP-ΨdC），4.4 3 -溴（溴AP-ΨdC），和4.7 3-I（我AP-ΨdC），表明所有卤化的AP-ΨdC在中性

  DOI：

  10.1016/j.bmc.2017.05.035
• 作为产物：
  描述：

  2-氨基-5-硝基吡啶 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以31%的产率得到2-氨基-3-溴-5-硝基吡啶
  参考文献：
  名称：

  2'-脱氧氨基吡啶基-伪docytidine衍生物的3-卤代取代对具有CG反转位点的反平行三链体DNA的选择性和稳定性的影响

  摘要：

  针对靶双链体DNA的三链体形成可能成为基因组研究的工具。但是，对能够形成三链DNA的双链DNA序列存在固有的限制。最近，我们证明了使用2'-脱氧-1-甲基伪聚吡啶衍生物（ΨdC）选择性地形成包含CG反转位点的稳定的反平行三链体，其衍生物的氨基在其5位与2-氨基吡啶共轭。氢键单元（AP-ΨdC）。1- N据推测2-氨基吡啶的2-氨基吡啶被质子化以与CG转化位点的鸟嘌呤形成氢键。在这项研究中，为了测试AP-ΨdC的2-氨基吡啶单元的3-取代对三链体稳定性的影响，我们合成了AP-ΨdC的3-卤代2-氨基吡啶衍生物。在p ķ一个值1- Ñ测定AP-ΨdC作为单体核苷的2-氨基吡啶单元的是6.3 3-CH 3（我AP-ΨdC），6.1 3-H（AP-ΨdC）， 4.3 3-CL（氯AP-ΨdC），4.4 3 -溴（溴AP-ΨdC），和4.7 3-I（我AP-ΨdC），表明所有卤化的AP-ΨdC在中性

  DOI：

  10.1016/j.bmc.2017.05.035

文献信息

• Commercially Available CuO Catalyzed Hydrogenation of Nitroarenes Using Ammonia Borane as a Hydrogen Source
  作者：Jialei Du、Jie Chen、Hehuan Xia、Yiwei Zhao、Fang Wang、Hong Liu、Weijia Zhou、Bin Wang

  DOI：10.1002/cctc.201902391

  日期：2020.5.7

  dehydrogenation and nitroarenes hydrogenation has been reported as a novel strategy for the preparation of aromatic amines. However, the practical application of this strategy is subjected to the high‐cost and tedious preparation of supported noble metal nanocatalysts. The commercially available CuO powder is herein demonstrated to be a robust catalyst for hydrogenation of nitroarenes using ammonia borane

  串联氨硼烷脱氢和硝基芳烃氢化已被报道为制备芳族胺的新策略。然而，该策略的实际应用受到昂贵且繁琐的负载型贵金属纳米催化剂的制备的影响。本文证明可商购获得的CuO粉末是在温和条件下使用氨硼烷作为氢源用于硝基芳烃加氢的强力催化剂。通过这种方法可以获得许多胺（甚至是位阻，卤代和二胺）。这种单金属催化剂的特点是无载体，出色的化学选择性，低成本和高可回收性，这将有利于其在制备还原化学中的未来应用。
• [EN] PROTEIN KINASE INHIBITORS AND USE THEREOF<br/>[FR] INHIBITEURS DE PROTÉINE KINASE ET LEUR UTILISATION
  申请人：MERCK SERONO SA

  公开号：WO2009108670A1

  公开（公告）日：2009-09-03

  Disclosed are benzonaphthyridinyl derivative compounds and analogs thereof, pharmaceutical compositions comprising such compounds and processes for preparing the same. The compounds are useful in the treatment of diseases amenable to kinase signal transduction inhibition, regulation or modulation.

  揭示了苯并萘啶衍生物化合物及其类似物，包括含有这些化合物的药物组合物以及制备这些化合物的方法。这些化合物在治疗对激酶信号传导抑制、调节或调控敏感的疾病中很有用。
• HETEROCYCLIC COMPOUNDS AS INHIBITORS OF FATTY ACID BIOSYSNTHESIS FOR BACTERIAL INFECTIONS
  申请人：VITAS PHARMA RESEARCH PRIVATE LIMITED

  公开号：US20140249170A1

  公开（公告）日：2014-09-04

  The present invention relates to novel heterocyclic compounds which specifically inhibit bacterial FabI and can be used for the treatment of Staphylococcal infections.

  这项发明涉及一种新型杂环化合物，可以特异性地抑制细菌FabI，并可用于治疗葡萄球菌感染。
• Heterocyclic Carbamate Derivatives, Their Manufacture And Use As Pharmaceutical Agents
  申请人：Honold Konrad

  公开号：US20080009492A1

  公开（公告）日：2008-01-10

  Objects of the present invention are the compounds of formula I their pharmaceutically acceptable salts, enantiomeric forms, diastereoisomers and racemates, the preparation of the above-mentioned compounds, medicaments containing them and their manufacture, as well as the use of the above-mentioned compounds in the control or prevention of illnesses such as cancer.

  本发明的对象是公式I的化合物，它们的药学上可接受的盐、对映体形式、二对映异构体和消旋体，上述化合物的制备，含有它们的药物以及其制造，以及上述化合物在控制或预防癌症等疾病中的应用。
• [EN] N- (6-AMINOPYRIDIN-3-YL) -3- (SULFONAMIDO) BENZAMIDE DERIVATIVES AS B-RAF INHIBITORS FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE N-(6-AMINOPYRIDIN-3-YL)-3-(SULFONAMIDO) BENZAMIDE COMME INHIBITEURS DE B-RAF POUR LE TRAITEMENT DU CANCER
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2009111280A1

  公开（公告）日：2009-09-11

  Compounds of Formula (I) are useful for inhibition of Raf kinases. Methods of using compounds of Formula I and stereoisomers and pharmaceutically acceptable salts thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.

  式(I)的化合物对于抑制Raf激酶是有用的。本文揭示了利用式(I)的化合物及其立体异构体和药学上可接受的盐，在哺乳动物细胞中进行体外、体内和体内诊断、预防或治疗这些疾病，或相关病理条件的方法。