咪唑并[1,2-a]吡啶-3-甲酸乙酯 | 123531-52-2

• 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 - 咪唑并吡啶类
• 中文名称: 咪唑并[1,2-a]吡啶-3-甲酸乙酯
• 中文别名: 咪唑[1,2-A]吡啶-3-甲酸乙酯
• 英文名称: ethyl imidazo[1,2-a]pyridine-3-carboxylate
• CAS: 123531-52-2
• 化学式: C₁₀H₁₀N₂O₂
• mdl: MFCD11656766
• 分子量: 190.202
• InChiKey: YHUJITROXZCZNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl imidazo[1,2-a]pyridine-3-carboxylate
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: Ethyl imidazo[1,2-a]pyridine-3-carboxylate
CAS number: 123531-52-2

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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.

---

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: C10H10N2O2
Molecular weight: 190.2

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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：

  咪唑并[1,2-a]吡啶-3-甲酸乙酯 在 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 咪唑并[1,2-a]吡啶-3-甲酸
  参考文献：
  名称：

  通过取代铰链结合剂部分发现有效的集落刺激因子1受体抑制剂

  摘要：

  肿瘤相关的巨噬细胞（TAM）主要与肿瘤的生长有关。集落刺激因子1受体（CSF1R）充当TAM存活和分化的关键调节剂，并且是癌症治疗的分子靶标。本文中，通过铰链结合部分的替代策略鉴定了新型CSF1R抑制剂。咪唑并[1,2- a ]吡啶（49）或吡唑并[1,5- a ]吡啶（50）作为铰链粘合剂的引入在酶法测定中对CSF1R在10 nM抑制率分别为87％和82％。 IC 50在MNFS60单元中分别为25 nM和27 nM的值。这些衍生物显着抑制细胞中的CSF1R磷酸化。我们的方法可以用作发现新型激酶抑制剂的策略。

  DOI：

  10.1016/j.ejmech.2021.113298
• 作为产物：
  描述：

  2-氨基吡啶 在 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 咪唑并[1,2-a]吡啶-3-甲酸乙酯
  参考文献：
  名称：

  方便的两步一锅合成3-取代的咪唑并[1,2-a]吡啶和咪唑并[1,2-b]哒嗪

  摘要：

  摘要通过杂环胺与N的反应，开发了一种简便，新颖的两步法一锅法合成3-取代的咪唑并[1,2- a ]吡啶和3-取代的咪唑并[1,2- b ]哒嗪， 具有活性亲电子试剂的N-二甲基甲酰胺乙酸二甲酯\（\ hbox {RCH} _ {2} \ hbox {Br} \）（\（\ hbox {R} = \ hbox {CO} _ {2} \ hbox {Et} \），CN，COPh，4'-MeO-PhCO和4'-F-PhCO）。该协议为中度至高收率的3-取代稠合咪唑杂环化合物提供了一种简单实用的方法。 图形概要 概要。通过杂环胺与N，N-二甲基甲酰胺乙酸二甲酯与活性亲电试剂的便捷，新颖的两步一锅反应，合成了3-取代的咪唑并[1,2- a ]吡啶和咪唑并[1,2- b ]哒嗪中等至高产。

  DOI：

  10.1007/s12039-018-1462-z

文献信息

• Tetrahydropyranyl Benzamide Derivatives
  申请人：Eli Lilly and Company

  公开号：US20180194755A1

  公开（公告）日：2018-07-12

  The present invention provides compounds of the Formula below wherein R, R1-R3 are as described herein; methods of treating patients for diabetes using the compounds, and processes for preparing the compounds

  本发明提供了以下式中的化合物，其中R、R1-R3如本说明书所述；利用这些化合物治疗糖尿病患者的方法，以及制备这些化合物的过程。
• Tetrahydropyranyl benzamide derivatives
  申请人：Eli Lilly and Company

  公开号：US10196385B2

  公开（公告）日：2019-02-05

  The present invention provides compounds of the Formula below wherein R, R1-R3 are as described herein; methods of treating patients for diabetes using the compounds, and processes for preparing the compounds.

  本发明提供下式化合物 其中R、R1-R3如本文所述；使用该化合物治疗糖尿病患者的方法，以及制备该化合物的工艺。
• Synthesis and cardiotonic activity of 2,4-diamino-1.3,5-triazines
  作者：J KOSARY、E KASZTREINER、G RABLOCZKY、M KURTHY

  DOI：10.1016/0223-5234(89)90171-2

  日期：1989.1
• Identification of fused bicyclic heterocycles as potent and selective 5-HT2A receptor antagonists for the treatment of insomnia
  作者：Yifeng Xiong、Brett Ullman、Jin-Sun Karoline Choi、Martin Cherrier、Sonja Strah-Pleynet、Marc Decaire、Konrad Feichtinger、John M. Frazer、Woo H. Yoon、Kevin Whelan、Erin K. Sanabria、Andrew J. Grottick、Hussien Al-Shamma、Graeme Semple

  DOI：10.1016/j.bmcl.2012.01.080

  日期：2012.3

  A series of fused bicyclic heterocycles was identified as potent and selective 5-HT2A receptor antagonists. Optimization of the series resulted in compounds that had improved PK properties, favorable CNS partitioning, good pharmacokinetic properties, and significant improvements on deep sleep (delta power) and sleep consolidation. (c) 2012 Elsevier Ltd. All rights reserved.
• Imidazo(1,2-a)pyridines, processes for their preparation and pharmaceutical compositions containing them
  申请人：SCHERING CORPORATION

  公开号：EP0033094B1

  公开（公告）日：1984-10-10