3-氨基-6-溴吡嗪-2-甲酸 | 486424-37-7

• 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-氨基-6-溴吡嗪-2-甲酸
• 中文别名: 3-氨基-6-溴吡啶-2-羧酸；3-氨基-6-溴-2-吡嗪甲酸；3-氨基-6-溴吡嗪-2-羧酸；2-甲酸-3-氨基-6-溴吡嗪
• 英文名称: 3-amino-6-bromo-pyrazine-2-carboxylic acid
• 英文别名: 2-amino-5-bromopyrazine-3-carboxylic acid；3-Amino-6-bromopyrazine-2-carboxylic acid
• CAS: 486424-37-7
• 化学式: C₅H₄BrN₃O₂
• mdl: MFCD08275681
• 分子量: 218.01
• InChiKey: MTNAQEKMSVDTAQ-UHFFFAOYSA-N

物化性质

• 熔点：
  178-183℃
• 沸点：
  397.8±42.0 °C(Predicted)
• 密度：
  2.039±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜和甲醇。

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 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：
  89.1
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 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：
  储存条件：室温、密封、干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Amino-6-bromopyrazine-2-carboxylic acid
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: 3-Amino-6-bromopyrazine-2-carboxylic acid
CAS number: 486424-37-7

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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: C5H4BrN3O2
Molecular weight: 218

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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

反应信息

• 作为反应物：
  描述：

  3-氨基-6-溴吡嗪-2-甲酸 在 ammonium carbonate 、 potassium fluoride 、 硫酸 、 palladium 10% on activated carbon 、 四丁基溴化铵 、 氢气 、 溴 、 potassium carbonate 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 、 甲苯 为溶剂， 反应 67.5h， 生成 法匹拉韦
  参考文献：
  名称：

  一种法匹拉韦的合成方法

  摘要：

  本发明属于药物化学领域，具体涉及一种法匹拉韦的新合成方法。该方法是以式II为原料，经过羧基保护生成化合物III,在浓硫酸和亚硝钠的作用下经重氮水解反应生成化合物IV，然后经过苄基保护反应生成化合物V，然后在氟化钾和四丁基溴化铵的作用下生成化合物VI，脱苄基保护基生成化合物VII,然后加入氨化剂进行胺化反应生成法匹拉韦(式I)。本发明提供的方法反应周期短，操作简便，生产成本低，产品质量好，适合工业化生产。

  公开号：

  CN104496917B
• 作为产物：
  描述：

  3-氨基吡嗪-2-羧酸 在 N-溴代丁二酰亚胺(NBS) 、 N-methoxy-n-butylsulfonamide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.2h， 以83.7%的产率得到3-氨基-6-溴吡嗪-2-甲酸
  参考文献：
  名称：

  一种2-氨基-3,5-二卤代吡嗪的合成方法

  摘要：

  本发明涉及一种2‑氨基‑3,5‑二卤代吡嗪的合成方法，合成路线如下：其中，X1＝Cl，Br，I；X2＝Cl，Br，I；且X1和X2不同，第一卤源提供X1，第二卤源提供X2。本发明的合成方法可适用于除了氟代吡嗪之外的所有种类2‑氨基‑3,5‑二卤代吡嗪。本发明方法反应条件温和，所有反应都可以在80℃以下，常压条件完成，无需特殊设备；反应收率高，放大量收率稳定，而且后处理简单，经济方便。

  公开号：

  CN113234029B

文献信息

• Ataxia Telengiectasia And RAD3-Related (ATR) Inhibitors And Methods Of Their Use
  申请人：Atrin Pharmaceuticals LLC

  公开号：US20170291911A1

  公开（公告）日：2017-10-12

  The disclosure is directed to compounds and compositions that inhibit Ataxia Telengiectasia And Rad3-Related (ATR) Protein Kinase and methods of their use.

  该披露涉及抑制共济失调毛细血管扩张性和Rad3相关蛋白激酶（ATR）的化合物和组合物，以及它们的使用方法。
• [EN] AMINO PYRAZINE DERIVATIVES AS PHOSPHATIDYLINOSITOL 3-KINASE INHIBITORS<br/>[FR] DÉRIVÉS AMINÉS DE PYRAZINE UTILISABLES EN TANT QU'INHIBITEURS DE LA PHOSPHATIDYLINOSITOL 3-KINASE
  申请人：NOVARTIS AG

  公开号：WO2015162459A1

  公开（公告）日：2015-10-29

  The present invention provides compounds of formula (I) which inhibit the activity of PI 3-kinase gamma isoform, which are useful for the treatment of diseases mediated by the activation of PI 3-kinase gamma isoform.

  本发明提供了一种公式（I）的化合物，该化合物抑制PI 3-激酶γ同工酶的活性，对于治疗由PI 3-激酶γ同工酶激活介导的疾病是有用的。
• [EN] STRAD-BINDING AGENTS AND USES THEREOF<br/>[FR] AGENTS DE LIAISON À STRAD ET LEURS UTILISATIONS
  申请人：UNIV CALIFORNIA

  公开号：WO2021155004A1

  公开（公告）日：2021-08-05

  Disclosed herein, inter alia, are compounds for binding STRAD pseudokinase and uses thereof.

  披露的内容包括，但不限于，用于结合STRAD假激酶的化合物及其用途。
• [EN] HETEROCYCLIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS UTILISATIONS
  申请人：INFINITY PHARMACEUTICALS INC

  公开号：WO2015051241A1

  公开（公告）日：2015-04-09

  Compounds and pharmaceutical compositions that modulate kinase activity, including PI3 kinase activity, and compounds, pharmaceutical compositions, and methods of treatment of diseases and conditions associated with kinase activity, including PI3 kinase activity, are described herein.

  本发明描述了调节激酶活性的化合物和药物组合物，包括PI3激酶活性，以及用于治疗与激酶活性相关的疾病和状况的化合物、药物组合物和方法，包括PI3激酶活性。
• PYRAZOL-4-YL-HETEROCYCLYL-CARBOXAMIDE COMPOUNDS AND METHODS OF USE
  申请人：Wang Xiaojing

  公开号：US20110251176A1

  公开（公告）日：2011-10-13

  Pyrazol-4-yl-heterocyclyl-carboxamide compounds of Formula I, including stereoisomers, geometric isomers, tautomers, and pharmaceutically acceptable salts thereof, wherein X is a thiazolyl, picolinyl, pyridinyl, or pyrimidinyl, are useful for inhibiting Pim kinase, and for treating disorders such as cancer mediated by Pim kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  Pyrazol-4-yl-heterocyclyl-carboxamide化合物的化学式I，包括其立体异构体、几何异构体、互变异构体和药学上可接受的盐，其中X是噻唑基、吡啶基、吡啉基或嘧啶基，用于抑制Pim激酶，并用于治疗由Pim激酶介导的癌症等疾病。公开了使用化合物I的方法，用于体外、体内和体内诊断、预防或治疗哺乳动物细胞中的这类疾病，或相关的病理状况。