2-肼基-5-硝基吡啶 | 6343-98-2

• 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-肼基-5-硝基吡啶
• 英文名称: 2-hydrazino-5-nitropyridine
• 英文别名: 2-hydrazinyl-5-nitropyridine；5-nitro-2-hydrazinopyridine；(5-nitropyridin-2-yl)hydrazine
• CAS: 6343-98-2
• 化学式: C₅H₆N₄O₂
• mdl: MFCD00118332
• 分子量: 154.128
• InChiKey: DDWAPSXNXHYQLK-UHFFFAOYSA-N

物化性质

• 熔点：
  205-206 °C (decomp)
• 沸点：
  266.3±43.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.8
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090
• 包装等级：
  III
• 危险类别：
  4.1,6.1
• 危险性防范说明：
  P501,P270,P240,P210,P241,P264,P280,P370+P378,P301+P310+P330,P405
• 危险品运输编号：
  2926
• 危险性描述：
  H301,H228
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Hydrazinyl-5-nitropyridine
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: 2-Hydrazinyl-5-nitropyridine
CAS number: 6343-98-2

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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: C5H6N4O2
Molecular weight: 154.1

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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.

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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：

  2-肼基-5-硝基吡啶 在 肼 作用下， 以 水 为溶剂， 反应 10.0h， 以35%的产率得到3-氨基吡啶
  参考文献：
  名称：

  Reduction of 2-amino-3- and -5-nitropyridine derivatives with hydrazine hydrate

  摘要：

  The reactions of 2-amino-3-nitropyridine and 2-amino-5-nitropyridine with hydrazine hydrate resulted in elimination of the amino group and reduction of the nitro group with formation of 3-aminopyridine. A probable reaction mechanism involves addition of hydrazine hydrate at the N-C(2) bond, followed by elimination of ammonia and reduction of the nitro group to amino. 2-Amino-4-methyl-3-nitropyridine and 2-amino-5-methyl-3-nitropyridine reacted with hydrazine hydrate in a similar way.

  DOI：

  10.1134/s107042800901014x
• 作为产物：
  描述：

  2-乙氧基-5-硝基吡啶 在 乙醇 、 一水合肼 作用下， 生成 2-肼基-5-硝基吡啶
  参考文献：
  名称：

  Colonna; Dal Monte Casoni, Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1944, vol. 5, p. 32

  摘要：

  DOI：
• 作为试剂：
  描述：

  3-乙酰基吡啶 、 三氟乙酸乙酯 在 2-肼基-5-硝基吡啶 、 溶剂黄146 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 以75.5%的产率得到4,4,4-三氟-1-(吡啶-3-基)-1,3-丁二酮
  参考文献：
  名称：

  WO2007/67836

  摘要：

  公开号：

文献信息

• New bicyclic compounds as crac channel modulators
  申请人：Almirall, S.A.

  公开号：EP2738172A1

  公开（公告）日：2014-06-04

  The present invention relates to novel compounds which are inhibitors of CRAC channel activity. This invention also relates to pharmaceutical compositions containing them, process for their preparation and their use in therapy.

  这项发明涉及一种新型化合物，它们是CRAC通道活性的抑制剂。该发明还涉及含有这些化合物的药物组合物，它们的制备方法以及它们在治疗中的应用。
• SUBSTITUTED OXOPYRIDINE DERIVATIVES
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US20160272637A1

  公开（公告）日：2016-09-22

  The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

  这项发明涉及替代的氧代吡啶衍生物及其制备方法，以及它们用于制备用于治疗和/或预防疾病的药物，特别是心血管疾病，优选为血栓性或血栓栓塞性疾病，水肿，以及眼科疾病。
• Synthesis of Diverse Nitrogen-Enriched Heterocyclic Scaffolds Using a Suite of Tunable One-Pot Multicomponent Reactions
  作者：Guillermo Martinez-Ariza、Muhammad Ayaz、Federico Medda、Christopher Hulme

  DOI：10.1021/jo500723d

  日期：2014.6.6

  anhydrides, and acyl chlorides) five-membered triazolopyridine scaffolds (B, D, F, G) are generated in a single step. Furthermore, the use of phenyl hydrazine enables access to dihydroindazole-carboxamides, devoid of a bridge-head nitrogen (C). All protocols are robust and tolerate a diverse collection of reactants, and as such, it is expected that the new scaffolds and associated chemistry will garner

  报道了五种优雅且可切换的三组分反应，这些反应能够获得一系列新的含氮杂环。一种新颖的一步法将异氰化物添加到肼衍生的席夫碱中，提供了独特的六元吡啶并三嗪支架（A和E）。通过稍微修改反应条件并用不同的亲电子试剂（即异氰酸酯、异硫氰酸酯、环酸酐和酰氯）取代亲核异氰化物部分，一步生成五元三唑并吡啶支架（B、D、F、G） 。此外，使用苯肼可以得到不含桥头氮（C）的二氢吲唑甲酰胺。所有协议都很稳健，并且能够耐受多种反应物，因此，预计新的支架和相关化学将引起参与文件增强或特定目标相关药物发现活动的药物化学家的高度兴趣。
• Synthesis of Hydrazinylpyridines via Nucleophilic Aromatic Substitution and Further Transformation to Bicyclo[2.2.2]octenes Fused with Two N-Aminosuccinimide Moieties
  作者：Krištof Kranjc、Jernej Ekar

  DOI：10.1055/s-0040-1706481

  日期：2021.3

  Abstract Efficient and reliable synthesis of substituted hydrazinylpyridines in thick-wall ACE tubes via nucleophilic substitution of a chlorine substituent in different chloropyridines is presented. Hydrazine hydrate and alkylhydrazines were used as nucleophiles and simple alcohols and diethyl ether were the only organic solvents necessary, making the process environmentally and user friendly, potentially

  摘要 提出了通过在不同的氯吡啶中氯取代基的亲核取代，在厚壁ACE管中高效可靠地合成取代的肼基吡啶的方法。水合肼和烷基肼被用作亲核试剂，简单的醇和乙醚是唯一必需的有机溶剂，使该方法对环境和用户友好，有可能达到100％的原子效率。在下一步中，通过氧的亲核取代，将与双环[2.2.2]辛烯骨架融合的琥珀酸酐部分转化为琥珀酰亚胺部分。作为亲核试剂，使用了两种合成的肼基吡啶（2-肼基-3-硝基吡啶和2-肼基-5-硝基吡啶）以及水合肼，苯肼和4-硝基苯肼。再次在ACE管中进行反应，仅需要简单的醇，二乙醚和丙酮作为溶剂。制备的双环[2.2.2]辛烯加合物之一显示出水溶性，因此作为水溶液中各种金属阳离子的新型双齿配体或作为前所未有的卤素键受体，是未来研究的有希望的候选者。 出版历史 收到：2020年7月21日 修订后接受：2020年9月4日 发布日期： 2020年10月12日（在线） ©2020年。Thieme。版权所有
• [EN] SUBSTITUTED SULFONYL HYDRAZIDES AS INHIBITORS OF LYSINE BIOSYNTHESIS VIA THE DIAMINOPIMELATE PATHWAY<br/>[FR] SULFONYLHYDRAZIDES SUBSTITUÉS UTILISÉS COMME INHIBITEURS DE LA BIOSYNTHÈSE DE LA LYSINE PAR L'INTERMÉDIAIRE DE LA VOIE DU DIAMINOPIMÉLATE
  申请人：UNIV LA TROBE

  公开号：WO2019241850A1

  公开（公告）日：2019-12-26

  The present invention relates to substituted sulfonyl hydrazides that have the ability to inhibit lysine biosynthesis via the diaminopimelate pathway in certain organisms. As a result of this activity these compounds can be used in applications where inhibition of lysine biosynthesis is useful applications of this type include the use of the compound as herbicides and/or anti- bacterial agents.

  本发明涉及替代磺酰基腙，其具有通过二氨基戊二酸途径抑制某些生物体中赖氨酸生物合成的能力。由于这种活性，这些化合物可用于抑制赖氨酸生物合成有用的应用中，这类应用包括将该化合物用作除草剂和/或抗菌剂。