5-氯吡嗪-2-甲酰胺 | 21279-64-1

• 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: 5-氯吡嗪-2-甲酰胺
• 中文别名: 2-氯吡嗪-5-酰胺；2-氯-5-酰胺吡嗪
• 英文名称: 5-chloro-pyrazine-2-carboxylic acid amide
• 英文别名: 5-chloropyrazine-2-carboxamide；5-chloropyrazinamide
• CAS: 21279-64-1
• 化学式: C₅H₄ClN₃O
• mdl: MFCD10686873
• 分子量: 157.559
• InChiKey: GFEFMHWOSWUJSO-UHFFFAOYSA-N

物化性质

• 熔点：
  171-172 °C
• 沸点：
  331.3±42.0 °C(Predicted)
• 密度：
  1.478±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 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：
  68.9
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件为2-8°C，并需保存在惰性气体中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Chloropyrazine-2-carboxamide
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: 5-Chloropyrazine-2-carboxamide
CAS number: 21279-64-1

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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: C5H4ClN3O
Molecular weight: 157.6

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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

反应信息

• 作为反应物：
  描述：

  5-氯吡嗪-2-甲酰胺 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以49%的产率得到5-氨基吡嗪-2-羧酰胺
  参考文献：
  名称：

  Alkylamino derivatives of pyrazinamide: Synthesis and antimycobacterial evaluation

  摘要：

  A series of pyrazinamide derivatives with alkylamino substitution was designed, synthesized and tested for their ability to inhibit the growth of selected mycobacterial, bacterial and fungal strains. The target structures were prepared from the corresponding 5-chloro (1) or 6-chloropyrazine-2-carboxamide (2) by nucleophilic substitution of chlorine by various non-aromatic amines (alkylamines). To determine the influence of alkyl substitution, corresponding amino derivatives (1a, 2a) and compounds with phenylalkylamino substitution were prepared. Some of the compounds exerted antimycobacterial activity against Mycobacterium tuberculosis H37Rv significantly better than standard pyrazinamide and corresponding starting compounds (1 and 2). Basic structure-activity relationships are presented. Only weak antibacterial and no antifungal activity was detected. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.054
• 作为产物：
  描述：

  吡嗪酰胺 在 盐酸 、 双氧水 、 三氯氧磷 作用下， 生成 5-氯吡嗪-2-甲酰胺
  参考文献：
  名称：

  Reaction between 2-amino-2-deoxy-d-glucose derivatives and sulfite. Synthesis of 2-(D-arabino-tetra-hydroxybutyl)pyrazine-5-sulfonic acid.

  摘要：

  DOI：

  10.1271/bbb1961.46.2169

文献信息

• Benzoxaborole Antimalarial Agents. Part 4. Discovery of Potent 6-(2-(Alkoxycarbonyl)pyrazinyl-5-oxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaboroles
  作者：Yong-Kang Zhang、Jacob J. Plattner、Eric E. Easom、Robert T. Jacobs、Denghui Guo、Virginia Sanders、Yvonne R. Freund、Brice Campo、Philip J. Rosenthal、Wei Bu、Francisco-Javier Gamo、Laura M. Sanz、Min Ge、Liang Li、Jie Ding、Yin Yang

  DOI：10.1021/acs.jmedchem.5b00678

  日期：2015.7.9

  synthesized for a structure–activity relationship (SAR) investigation to assess the changes in antimalarial activity which result from 6-aryloxy structural variation, substituent modification on the pyrazine ring, and optimization of the side chain ester group. This SAR study discovered highly potent 6-(2-(alkoxycarbonyl)pyrazinyl-5-oxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaboroles (9, 27–34) with IC50s

  设计并合成了一系列6-杂芳氧基苯并x硼烷化合物，用于结构-活性关系（SAR）研究，以评估由6-芳氧基结构变化，吡嗪环上的取代基修饰和侧链优化导致的抗疟疾活性变化链酯基。此SAR研究发现高度有效的6-（2-（烷氧基羰基）吡嗪基-5-氧基）-1,3-二氢-1-羟基-2,1- benzoxaboroles（9，27 - 34）与IC 50 S = 0.2〜针对培养的恶性疟原虫W2和3D7菌株为22 nM 。化合物9在感染的小鼠中也显示出优异的抗伯氏疟原虫的体内功效（ED 90 = 7.0 mg / kg）。
• SIP3 antagonists
  申请人：Siena Biotech S.p.A.

  公开号：EP2878339A1

  公开（公告）日：2015-06-03

  The present invention relates to antagonists of the S1P3 receptor formula (A) as herein described and pharmaceutical compositions thereof. The compounds of formula (A) are useful in the preparation of a medicament, in particular for the treatment of Alzheimer's disease.

  本发明涉及如下所述的S1P3受体拮抗剂（A）的公式及其药物组合物。公式（A）的化合物在制备药物方面非常有用，特别是用于治疗阿尔茨海默病。
• [EN] [1,3]OXAZINES<br/>[FR] [1,3]OXAZINES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2012168175A1

  公开（公告）日：2012-12-13

  The present invention provides compounds of formula (I) having BACE1 and/or BACE2 inhibitory activity, their manufacture, pharmaceutical compositions containing them and their use as therapeutically active substances. The active compounds of the present invention are useful in the therapeutic and/or prophylactic treatment of e.g. Alzheimer's disease and type 2 diabetes. The invention further provides a radio-labelled derivative thereof.

  本发明提供具有BACE1和/或BACE2抑制活性的式(I)化合物，其制备方法，含有它们的药物组合物以及它们作为治疗活性物质的用途。本发明的活性化合物在治疗和/或预防治疗例如阿尔茨海默病和2型糖尿病等疾病中是有用的。该发明还提供了其放射标记衍生物。
• [EN] BENZENE OR THIOPHENE DERIVATIVE AND USE THEREOF AS VAP-1 INHIBITOR<br/>[FR] DÉRIVÉ DE BENZÈNE OU DE THIOPHÈNE ET SON UTILISATION EN TANT QU'INHIBITEUR DE LA VAP-1
  申请人：R TECH UENO LTD

  公开号：WO2009145360A1

  公开（公告）日：2009-12-03

  The present invention provides a novel benzene derivative or thiophene derivative useful as a VAP-1 inhibitor, or a medicament for the prophylaxis or treatment of a VAP-1 associated disease and the like, namely, a compound represented by the formula (I): wherein each symbol is as defined in the present specification, or a pharmaceutically acceptable salt thereof.

  本发明提供了一种新颖的苯衍生物或噻吩衍生物，可用作VAP-1抑制剂，或用作预防或治疗与VAP-1相关的疾病等的药物，即由以下式（I）表示的化合物：其中每个符号如本说明书中所定义，或其药学上可接受的盐。
• [EN] ISOXAZOLIDINES AS RIPK1 INHIBITORS AND USE THEREOF<br/>[FR] ISOXAZOLIDINES EN TANT QU'INHIBITEURS DE RIPK1 ET LEUR UTILISATION
  申请人：SANOFI SA

  公开号：WO2021245070A1

  公开（公告）日：2021-12-09

  The present invention relates to isoxazolidines of formula I and their use as receptor-interacting protein kinase 1 inhibitors, for example in the treatment of diseases and disorders mediated by RIP kinase (1) such as rheumatoid arthritis (RA), psoriasis, inflammatory bowel disease (IBD), Crohn's disease or ulcerative colitis.

  本发明涉及式I的异噁唑啉及其作为受体相互作用蛋白激酶1抑制剂的用途，例如用于治疗由RIP激酶（1）介导的疾病和紊乱，如类风湿性关节炎（RA）、牛皮癣、炎症性肠病（IBD）、克罗恩病或溃疡性结肠炎。