2-肼基-6-氯吡嗪 | 63286-29-3

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-肼基-6-氯吡嗪
• 中文别名: 2-氯-6-肼基吡嗪
• 英文名称: 2-chloro-6-hydrazinylpyrazine
• 英文别名: (6-chloropyrazin-2-yl)hydrazine
• CAS: 63286-29-3
• 化学式: C₄H₅ClN₄
• 分子量: 144.564
• InChiKey: FEDQSVIJHNBUHH-UHFFFAOYSA-N

物化性质

• 熔点：
  118°
• 沸点：
  254.8±50.0℃ (760 Torr)
• 密度：
  1.63±0.1 g/cm3 (20 ºC 760 Torr)
• 闪点：
  107.9±30.1℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 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：
  63.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,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: 2-Chloro-6-hydrazinylpyrazine
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-Chloro-6-hydrazinylpyrazine
CAS number: 63286-29-3

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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: C4H5ClN4
Molecular weight: 144.6

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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 chloride.

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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：淡黄色结晶体

反应信息

• 作为反应物：
  描述：

  反式-巴豆腈(含有约20的顺式同分异构体) 、 2-肼基-6-氯吡嗪 以 乙醇 、 二氯甲烷 、 水 、 苯 为溶剂， 生成 2-(3-amino-5-methyl-2-pyrazolin-1-yl)-6-chloropyrazine
  参考文献：
  名称：

  Heterocyclic substituted-amino-pyrazolines

  摘要：

  这项发明涉及新颖的3-氨基-1-杂环芳基-2-吡唑啉及其C.sub.4和C.sub.5类似物，可用于改善关节炎疾病特有的炎症和/或渐进性关节恶化，预防哮喘症状和过敏疾病的发作，或作为镇痛剂、抗菌剂或抗真菌剂。

  公开号：

  US04622401A1
• 作为产物：
  描述：

  2,6-二氯吡嗪 在 一水合肼 作用下， 以 乙醇 为溶剂， 以93%的产率得到2-肼基-6-氯吡嗪
  参考文献：
  名称：

  非经典苯基生物甾体作为一系列新型开源抗疟药的有效替代品。

  摘要：

  一种化学基序被另一种广泛相似的基序替代是药物化学中调节分子的物理和生物学特性（即生物等排体）的常用方法。近年来，诸如古巴烯和双环[1.1.1]戊烷（BCP）等生物等排体已被用作高效的苯基模拟物。在本文中，我们显示了在抗疟疾系列的开源优化过程中成功结合了一系列苯基生物甾体。立方烷（19）和闭合碳-carborane（23）的类似物具有改进的体外针对效力恶性疟原虫与母体苯基化合物相比；然而，这些变化导致代谢稳定性降低；不寻常的是，发现酶介导的氧化作用发生在古巴核心。发现BCP类似物（22）与它的母体苯基化合物等价，并显示出明显改善的代谢特性。虽然这些结果证明了这些非典型生物等排体在药物化学程序中的用途，但寻找合适的生物等排体的搜索可能很可能需要制备许多候选化合物，在我们的情况下为32种化合物。

  DOI：

  10.1021/acs.jmedchem.0c00746

文献信息

• [EN] HERBICIDAL COMPOUNDS<br/>[FR] COMPOSÉS HERBICIDES
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021058595A1

  公开（公告）日：2021-04-01

  Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as herbicides.

  式(I)的化合物，其中取代基如权利要求1所定义，作为杀虫剂特别是除草剂时有用。
• Synthesis and in vitro evaluation of diverse heterocyclic diphenolic compounds as inhibitors of DYRK1A
  作者：Qingqing Zhou、Tristan A. Reekie、Ramzi H. Abbassi、Dinesh Indurthi Venkata、Josep S. Font、Renae M. Ryan、Lenka Munoz、Michael Kassiou

  DOI：10.1016/j.bmc.2018.10.034

  日期：2018.12

  We report here the synthesis and biological evaluation of new heterocyclic diphenolic derivatives designed as novel DYRK1A inhibitors. The generation of these heterocycles such as benzimidazole, imidazole, naphthyridine, pyrazole-pyridines, bipyridine, and triazolopyrazines was made based on the structural modification of the lead DANDY and tested for their ability to inhibit DYRK1A. None of these

  双特异性酪氨酸磷酸化相关激酶1A（DYRK1A）是一种双特异性蛋白激酶，可催化磷酸化和自身磷酸化。较高的DYRK1A表达与癌症有关，特别是与脑内存在的胶质母细胞瘤有关。我们在这里报告设计为新型DYRK1A抑制剂的新型杂环二酚衍生物的合成和生物学评估。根据DANDY铅的结构修饰，制备了这些杂环，如苯并咪唑，咪唑，萘啶，吡唑-吡啶，联吡啶和三唑并吡嗪，并测试了它们抑制DYRK1A的能力。这些衍生物均未显示出明显的DYRK1A抑制作用，但提供了有关7-氮杂吲哚部分重要性的有价值的知识。
• [EN] 3-AMINO-4-PHENYLBUTANOIC ACID DERIVATIVES AS DIPEPTIDYL PEPTIDASE INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES<br/>[FR] DERIVES DE 3-AMINO-4-PHENYLBUTANOIQUE ACIDE UTILISES EN TANT QU'INHIBITEURS DE DIPEPTIDYL PEPTIDASE POUR LE TRAITEMENT OU LA PREVENTION DU DIABETE
  申请人：MERCK & CO INC

  公开号：WO2004058266A1

  公开（公告）日：2004-07-15

  The present invention is directed to 3-amino-4-phenylbutanoic acid derivatives which are inhibitors of the dipeptidyl peptidase-IV enzyme ('DP-IV inhibitors') and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.

  本发明涉及3-氨基-4-苯基丁酸衍生物，这些衍生物是二肽基肽酶-IV酶（'DP-IV抑制剂'）的抑制剂，并且在治疗或预防二肽基肽酶-IV酶参与的疾病中有用，如糖尿病，特别是2型糖尿病。该发明还涉及包含这些化合物的药物组合物以及在预防或治疗二肽基肽酶-IV酶参与的这类疾病中使用这些化合物和组合物。
• <i>tele</i>-Substitution Reactions in the Synthesis of a Promising Class of 1,2,4-Triazolo[4,3-<i>a</i>]pyrazine-Based Antimalarials
  作者：Marat Korsik、Edwin G. Tse、David G. Smith、William Lewis、Peter J. Rutledge、Matthew H. Todd

  DOI：10.1021/acs.joc.0c01045

  日期：2020.11.6

  We have discovered and studied a tele-substitution reaction in a biologically important heterocyclic ring system. Conditions that favor the tele-substitution pathway were identified: the use of increased equivalents of the nucleophile or decreased equivalents of base or the use of softer nucleophiles, less polar solvents, and larger halogens on the electrophile. Using results from X-ray crystallographic

  我们已经发现并研究了生物学上重要的杂环系统中的远程取代反应。确定了有利于远程取代途径的条件：亲核试剂的当量增加或碱的当量减少或亲电子试剂上使用更柔软的亲核试剂，极性较小的溶剂和较大的卤素。利用X射线晶体学和同位素标记实验的结果，提出了这种异常转变的机制。我们专注于这种三唑并吡嗪，因为它是开源疟疾协会系列4的体内活性抗疟原虫化合物的核心结构。
• Synthesis, bioactivity, action mode and 3D-QSAR of novel anthranilic diamide derivatives
  作者：Weijie Liu、Jiao Li、Kai He、Fangfang Huang、Yi Ma、Yuxin Li、Qingshan Li、Fengbo Xu

  DOI：10.1016/j.cclet.2018.05.023

  日期：2019.2

  Abstract To study the pesticide effect, action mode, structure-activity relationships (SARs) of anthranilic diamide insecticide and screen highly active pesticides, novel anthranilic diamide derivatives were synthesized. Bioassays indicated that all of the title compounds displayed 100% mortality against diamondback moth and oriental armyworm at 100 mg/L, among which 12v and 12w showed 100% insecticidal

  摘要为研究邻氨基苯甲酰胺类杀虫剂的农药作用，作用方式，构效关系以及筛选高活性农药，合成了新型邻氨基苯甲酰胺类衍生物。生物测定法表明，所有标题化合物在100 mg / L时对小菜蛾和东方粘虫均显示100％的死亡率，其中12v和12w在5 mg / L时显示100％的杀虫活性。出乎意料的是，化合物12w的杀虫活性优于商业化的扑热息痛，其对Pyrausta nubilalis（0.1 mg / L）和Cnaphalocrocis Medinalis（2 mg / L）的杀虫活性。3D-QSAR和SARs统计分析表明，R2固定为甲氧基的标题化合物具有较高的活性，可能性最高。