2-氨基-3-溴-5-氯吡嗪 | 76537-18-3

• 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: 2-氨基-3-溴-5-氯吡嗪
• 英文名称: 3-bromo-5-chloropyrazin-2-amine
• 英文别名: 2-amino-3-bromo-5-chloropyrazine；3-bromo-5-chloro-2-aminopyrazine
• CAS: 76537-18-3
• 化学式: C₄H₃BrClN₃
• 分子量: 208.445
• InChiKey: ACFBUXHJONGLLF-UHFFFAOYSA-N

物化性质

• 沸点：
  298.4±35.0 °C(Predicted)
• 密度：
  1.96

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

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：
  H315,H319,H335
• 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-Amino-3-bromo-5-chloropyrazine
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-Amino-3-bromo-5-chloropyrazine
CAS number: 76537-18-3

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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: C4H3BrClN3
Molecular weight: 208.4

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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, 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：

  2-氨基-3-溴-5-氯吡嗪 在 硫酸 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 3.0h， 以54%的产率得到3-bromo-5-chloropyrazin-2(1H)-one
  参考文献：
  名称：

  从2-氨基吡嗪完全合成法维拉韦

  摘要：

  首先从廉价的和可商购的起始原料2-氨基吡嗪合成法维拉韦。方案4中嵌入的优选路线由七个步骤组成，并且通过3,6-二氯吡嗪-2-甲腈8的新颖而有效的合成得到了强调。在四个连续步骤中制备该中间体，所述四个步骤为吡嗪环的区域选择性氯化，溴化，Pd催化的氰化和Sandmeyer重氮化/氯化。该方案消除了先前合成方法中的有害POCl 3并提供了更高的收率（48％），比最近公布的方法高1.3倍。从中间8然后，随后的亲核氟化，腈水合和羟基取代有效地提供了目标产物。还研究了另一种使用相同原料的合成方法，以绕过引起过敏的二氯中间体8。但是，未实现中间体19或22在吡嗪C6位置进行单氟化的关键步骤。

  DOI：

  10.1007/s11696-018-0654-9
• 作为产物：
  描述：

  2-氨基-5-氯吡嗪 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以87%的产率得到2-氨基-3-溴-5-氯吡嗪
  参考文献：
  名称：

  从2-氨基吡嗪完全合成法维拉韦

  摘要：

  首先从廉价的和可商购的起始原料2-氨基吡嗪合成法维拉韦。方案4中嵌入的优选路线由七个步骤组成，并且通过3,6-二氯吡嗪-2-甲腈8的新颖而有效的合成得到了强调。在四个连续步骤中制备该中间体，所述四个步骤为吡嗪环的区域选择性氯化，溴化，Pd催化的氰化和Sandmeyer重氮化/氯化。该方案消除了先前合成方法中的有害POCl 3并提供了更高的收率（48％），比最近公布的方法高1.3倍。从中间8然后，随后的亲核氟化，腈水合和羟基取代有效地提供了目标产物。还研究了另一种使用相同原料的合成方法，以绕过引起过敏的二氯中间体8。但是，未实现中间体19或22在吡嗪C6位置进行单氟化的关键步骤。

  DOI：

  10.1007/s11696-018-0654-9

文献信息

• [EN] NOVEL HETEROCYCLIC DERIVATIVES USEFUL AS SHP2 INHIBITORS<br/>[FR] NOUVEAUX DÉRIVÉS HÉTÉROCYCLIQUES UTILES EN TANT QU'INHIBITEURS DE SHP2
  申请人：JACOBIO PHARMACEUTICALS CO LTD

  公开号：WO2017211303A1

  公开（公告）日：2017-12-14

  Provided are certain pyrazine derivatives (I) as SHP2 inhibitors which is shown as formula (I), their synthesis and their use for treating a SHP2 mediated disorder. More particularly, provided are fused heterocyclic derivatives useful as inhibitors of SHP2, methods for producing such compounds and methods for treating a SHP2-mediated disorder.

  提供了某些吡嗪衍生物（I）作为SHP2抑制剂，其化学式如下（I），以及它们的合成和用于治疗SHP2介导的疾病。更具体地，提供了有用作为SHP2抑制剂的融合杂环衍生物，生产这类化合物的方法以及治疗SHP2介导的疾病的方法。
• [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] INHIBITORS OF INFLUENZA VIRUS REPLICATION AND USES THEREOF<br/>[FR] INHIBITEURS DE RÉPLICATION DU VIRUS DE LA GRIPPE ET UTILISATIONS ASSOCIÉES
  申请人：SUNSHINE LAKE PHARMA CO LTD

  公开号：WO2018108125A1

  公开（公告）日：2018-06-21

  The invention provides a class of compounds as inhibitors of influenza virus replication, preparation methods thereof, pharmaceutical compositions containing these compounds, and uses of these compounds and pharmaceutical compositions thereof in the treatment of influenza.

  本发明提供了一类作为流感病毒复制抑制剂的化合物、其制备方法、含有这些化合物的药物组合物，以及这些化合物和药物组合物在治疗流感中的用途。
• [EN] INDOLE COMPOUNDS AS ANDROGEN RECEPTOR MODULATORS<br/>[FR] COMPOSÉS INDOLIQUES UTILES EN TANT QUE MODULATEURS DU RÉCEPTEUR DES ANDROGÈNES
  申请人：NIDO BIOSCIENCES INC

  公开号：WO2022020342A1

  公开（公告）日：2022-01-27

  Provided herein are compounds of formula (V) that bind to BF3 of an androgen receptor (AR), which can modulate the AR for the treatment of Kennedy's disease.

  本文提供了一种公式（V）的化合物，它们与雄激素受体（AR）的BF3结合，可以调节AR以治疗肯尼迪病。
• 流感病毒复制抑制剂及其用途
  申请人：广东东阳光药业有限公司

  公开号：CN110117285B

  公开（公告）日：2023-02-03

  本发明提供一类作为流感病毒复制抑制剂的化合物、制备它们的方法、包含所述化合物的药物组合物以及所述化合物及其药物组合物在治疗流感中的应用。