3-羟基-2-吡嗪甲酸 | 20737-42-2

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡嗪类化合物
• 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: 3-羟基-2-吡嗪甲酸
• 中文别名: 3-羟基吡嗪-2-羧酸；2-羟基吡嗪-3-羧酸；2-羟基-3-羧酸吡嗪
• 英文名称: 3-hydroxypyrazine-2-carboxylic acid
• 英文别名: 3-hydroxy-2-pyrazinecarboxylic acid；2-oxo-1H-pyrazine-3-carboxylic acid
• CAS: 20737-42-2
• 化学式: C₅H₄N₂O₃
• mdl: MFCD00235136
• 分子量: 140.098
• InChiKey: FJZRUSFQHBBTCC-UHFFFAOYSA-N

物化性质

• 熔点：
  218-220 °C
• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 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：
  78.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H319
• 储存条件：
  应存储于室温、避光且在惰性气体环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Hydroxy-3-pyrazinecarboxylic acid
Synonyms: 3,

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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-Hydroxy-3-pyrazinecarboxylic acid
CAS number: 20737-42-2

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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: C5H4N2O3
Molecular weight: 140.1

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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：

  3-羟基-2-吡嗪甲酸 在 吡啶 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 3-chloro-N-methylpyrazine-2-carboxamide
  参考文献：
  名称：

  [EN] NITROGEN- HETEROCYCLIC COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS
  [FR] COMPOSÉS AZOTÉS HÉTÉROCYCLIQUES CONVENANT COMME INHIBITEURS DE LA PHOSPHODIESTÉRASE 10

  摘要：

  芳基和杂环氮杂环化合物，以及含有它们的组合物，以及制备这类化合物的方法。本文还提供了通过抑制PDEIO治疗可治疗的疾病或疾病的方法，如肥胖症，非胰岛素依赖型糖尿病，精神分裂症，亨廷顿病，躁郁症，强迫症等。

  公开号：

  WO2011143129A1
• 作为产物：
  描述：

  3-氨基吡嗪-2-羧酸甲酯 在 硫酸 、 水 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 2.41h， 生成 3-羟基-2-吡嗪甲酸
  参考文献：
  名称：

  [EN] ALPHA 7 NICOTINIC ACETYLCHOLINE ALLOSTERIC MODULATORS, THEIR DERIVATIVES AND USES THEREOF
  [FR] MODULATEURS ALLOSTÉRIQUES DE RÉCEPTEURS NICOTINIQUES DE L'ACÉTYLCHOLINE DE TYPE ALPHA 7, LEURS DÉRIVÉS ET UTILISATIONS

  摘要：

  本申请涉及公式I所代表的化合物，这些化合物是al nAChRs的新型正向变构调节剂。该申请还披露了通过给哺乳动物施加公式I化合物的有效量来增强乙酰胆碱对al nAChRs的作用以治疗对增强乙酰胆碱作用有反应的疾病。

  公开号：

  WO2013169907A1

文献信息

• Pharmacologically active guanidine compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US03950333A1

  公开（公告）日：1976-04-13

  The compounds are substituted thioalkyl-, aminoalkyl- and oxyalkyl-guanidines which are inhibitors of histamine activity.

  这些化合物是取代的硫代烷基、氨基烷基和氧烷基胍，它们是组胺活性的抑制剂。
• Alkylamino derivatives of N-benzylpyrazine-2-carboxamide: synthesis and antimycobacterial evaluation
  作者：Barbora Servusova-Vanaskova、Ondrej Jandourek、Pavla Paterova、Jana Kordulakova、Magdalena Plevakova、Vladimir Kubicek、Radim Kucera、Vladimir Garaj、Lieve Naesens、Jiri Kunes、Martin Dolezal、Jan Zitko

  DOI：10.1039/c5md00178a

  日期：——

  A series of alkylamino derivatives ofN-benzylpyrazine-2-carboxamide was designed, synthesized and assayedin vitrofor their antimycobacterial activity.

  一系列烷基氨基衍生物的N-苄基吡嗪-2-甲酰胺被设计、合成并在体外评估其抗分枝杆菌活性。
• Derivatives of pyrazinecarboxylic acid:¹H,¹³C and¹⁵N NMR spectroscopic investigations
  作者：Wolfgang Holzer、Gernot A. Eller、Barbara Datterl、Daniela Habicht

  DOI：10.1002/mrc.2437

  日期：2009.7

  NMR spectroscopic studies are undertaken with derivatives of 2‐pyrazinecarboxylic acid. Complete and unambiguous assignment of chemical shifts (1H, 13C, 15N) and coupling constants (1H,1H; 13C,1H; 15N,1H) is achieved by combined application of various 1D and 2D NMR spectroscopic techniques. Unequivocal mapping of 13C,1H spin coupling constants is accomplished by 2D (δ,J) long‐range INEPT spectra with

  核磁共振光谱研究是用 2-吡嗪羧酸的衍生物进行的。化学位移 (1H, 13C, 15N) 和耦合常数 (1H,1H; 13C,1H; 15N,1H) 的完整和明确分配是通过各种 1D 和 2D NMR 光谱技术的组合应用来实现的。13C,1H 自旋耦合常数的明确映射是通过具有选择性激发的 2D (δ,J) 长程 INEPT 光谱完成的。讨论了诸如 3-羟基-2-吡嗪羧酸的互变异构现象。版权所有 © 2009 John Wiley & Sons, Ltd.
• [EN] HETEROCYCLIC CARBOXYLIC ACID AMIDES AS PDK1 INIHIBITORS<br/>[FR] AMIDES D'ACIDE CARBOXYLIQUE HÉTÉROCYCLIQUES COMME INHIBITEURS DE PDK1
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2011131741A1

  公开（公告）日：2011-10-27

  The present invention encompasses compounds of general formula (1) wherein the groups R1 to R4, Qa, Qb, QH, L and n are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, pharmaceutical preparations which contain such compounds and their use as medicaments.

  本发明涵盖了通式（1）中的化合物，其中基团R1至R4、Qa、Qb、QH、L和n的定义如权利要求书中所述，这些化合物适用于治疗以细胞过度或异常增殖为特征的疾病，包括含有这些化合物的药物制剂以及它们作为药物的使用。
• NEW CHEMICAL COMPOUNDS
  申请人：Engelhardt Harald

  公开号：US20120094976A1

  公开（公告）日：2012-04-19

  The present invention encompasses compounds of general formula (1) wherein the groups R 1 to R 4 , Q a , Q b , Q H , L and n are defined as in claim 1 , which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, pharmaceutical preparations which contain such compounds and their use as medicaments.

  本发明涵盖了一般式（1）中的化合物，其中基团R1至R4、Qa、Qb、QH、L和n的定义如权利要求书中所述，这些化合物适用于治疗由细胞过度或异常增殖特征的疾病，包括含有这些化合物的药物制剂以及它们作为药物的用途。