3-溴吡唑并[1,5-a]吡啶 | 5910-12-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 中文名称: 3-溴吡唑并[1,5-a]吡啶
• 中文别名: 3-溴吡唑并[1,5-A]吡啶；3-溴吡唑并[1,5-Α]吡啶；3-溴-吡唑并[1,5-a]吡啶；3-溴吡唑并1,5-A吡啶
• 英文名称: 3-bromopyrazolo[1,5-a]pyridine
• CAS: 5910-12-3
• 化学式: C₇H₅BrN₂
• 分子量: 197.034
• InChiKey: NMPZEHJXHWTZNI-UHFFFAOYSA-N

物化性质

• 熔点：
  55 °C(Solv: ligroine (8032-32-4))
• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-pyrazolo[1,5-a]pyridine
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-Bromo-pyrazolo[1,5-a]pyridine
CAS number: 5910-12-3

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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, refrigerated.
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: C7H5BrN2
Molecular weight: 197.0

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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-溴吡唑并[1,5-a]吡啶 在 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium diacetate potassium phosphate 、 potassium carbonate 、 N,N-二异丙基乙胺 、 cesium fluoride 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 、 三环己基膦 作用下， 以 二氯甲烷 、 二乙二醇二甲醚 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.67h， 生成 tert-butyl (2-oxo-2-{(3R)-3-[(6-pyrazolo[1,5-a]pyridin-3-ylpyrazin-2-yl)amino]piperidin-1-yl}ethyl)carbamate
  参考文献：
  名称：

  [EN] PYRAZOLE DERIVATIVES AS JAK INHIBITORS
  [FR] DÉRIVÉS PYRAZOLE COMME INHIBITEURS JAK

  摘要：

  新的吡唑衍生物具有化学结构公式（I），公开了它们的制备方法，包括含有它们的药物组合物以及它们作为Janus激酶（JAK）抑制剂在治疗中的用途。

  公开号：

  WO2011101161A1
• 作为产物：
  描述：

  吡唑并[1,5-a]吡啶-3-羧酸 在 N-溴代丁二酰亚胺(NBS) 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以76%的产率得到3-溴吡唑并[1,5-a]吡啶
  参考文献：
  名称：

  [EN] PYRAZOLE DERIVATIVES AS JAK INHIBITORS
  [FR] DÉRIVÉS PYRAZOLE COMME INHIBITEURS JAK

  摘要：

  新的吡唑衍生物具有化学结构公式（I），公开了它们的制备方法，包括含有它们的药物组合物以及它们作为Janus激酶（JAK）抑制剂在治疗中的用途。

  公开号：

  WO2011101161A1

文献信息

• 一种氮杂环二酮化合物及其制备方法
  申请人：维清生物科技(上海)有限公司

  公开号：CN111606928A

  公开（公告）日：2020-09-01

  本发明提供了一种氮杂环二酮化合物，其特征在于，为如下结构所示的化合物：该化合物对帽依赖性核酸内切酶抑有制活性。
• HPK1 ANTAGONISTS AND USES THEREOF
  申请人：Nimbus Saturn, Inc.

  公开号：US20210078996A1

  公开（公告）日：2021-03-18

  The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of HPK1, and the treatment of HPK1-mediated disorders.

  本发明提供了化合物、其组合物以及使用这些化合物用于抑制HPK1和治疗HPK1介导的疾病的方法。
• Novel Quinazolinone Inhibitors of ALK2 Flip between Alternate Binding Modes: Structure–Activity Relationship, Structural Characterization, Kinase Profiling, and Cellular Proof of Concept
  作者：Liam Hudson、James Mui、Santiago Vázquez、Diana M. Carvalho、Eleanor Williams、Chris Jones、Alex N. Bullock、Swen Hoelder

  DOI：10.1021/acs.jmedchem.8b00782

  日期：2018.8.23

  Structure-activity relationship and crystallographic data revealed that quinazolinone-containing fragments flip between two distinct modes of binding to activin receptor-like kinase-2 (ALK2). We explored both binding modes to discover potent inhibitors and characterized the chemical modifications that triggered the flip in binding mode. We report kinase selectivity and demonstrate that compounds of

  构效关系和晶体学数据表明，含有喹唑啉酮的片段在两种不同的与激活素受体样激酶-2 (ALK2) 结合的模式之间翻转。我们探索了两种结合模式以发现有效的抑制剂，并表征了触发结合模式翻转的化学修饰。我们报告激酶选择性并证明该系列化合物可调节癌细胞中的 ALK2。这些抑制剂是发现更先进的 ALK2 抑制剂的有吸引力的起点。
• [EN] PYRAZOLO[1,5-A]PYRIDINES AS MARK INHIBITORS<br/>[FR] PYRAZOLO[1,5-A]PYRIDINES EN TANT QU'INHIBITEURS DE MARK
  申请人：MERCK & CO INC

  公开号：WO2010017046A1

  公开（公告）日：2010-02-11

  The invention encompasses pyrazolo[1,5-a]pyridine derivatives which selectively inhibit microtubule affinity regulating kinase (MARK) and are therefore useful for the treatment or prevention of Alzheimer's disease. Pharmaceutical compositions and methods of use are also included.

  这项发明涵盖了选择性抑制微管亲和调节激酶（MARK）的吡唑并[1,5-a]吡啶衍生物，因此对于治疗或预防阿尔茨海默病具有用处。药物组合物和使用方法也包括在内。
• [EN] PYRAZOLE[1,5a]PYRIDINE DERIVATIVES<br/>[FR] DÉRIVÉS DE PYRAZOLE[1,5A]PYRIDINE
  申请人：PALAU PHARMA SA

  公开号：WO2010072823A1

  公开（公告）日：2010-07-01

  Pyrazolo[1,5-a]pyridine derivatives of formula I, wherein the meaning for R1, R2 and R3 is as disclosed in the description. These compounds are useful as JAK3 kinase inhibitors.

  式I的吡唑并[1,5-a]吡啶衍生物，其中R1、R2和R3的含义如描述中所披露的。这些化合物可用作JAK3激酶抑制剂。

表征谱图