Lot numbers can be found on the outside label of a product:
3-Ethynylimidazo[1,2-a]pyridine
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CAS No. 943320-53-4
- Cat. No. CS-0122551
- Purity≥98%
- MDL No.MFCD17012026
*For research and further manufacturing use only, not for direct human use.
![3-Ethynylimidazo[1,2-a]pyridine|CS-0122551](https://file.chemscene.com/productPIC/CS-0122551.gif)
Structure of 943320-53-4
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General Information
- CAS No. 943320-53-4
- Cat. No. CS-0122551
- Purity ≥98%
- MDL No. MFCD17012026
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆N₂
- Molecular Weight 142.16
- Synonym(s) 3-acetylenylimidazo[1,2-a]pyridine
- SMILES C#CC1=CN=C2C=CC=CN21
Description
3-Ethynylimidazo[1,2-a]pyridine is a synthetically versatile heterocyclic scaffold featuring a terminal alkyne group that enables efficient copper-catalyzed coupling reactions. This electron-deficient imidazopyridine core integrates readily into bioactive molecules and functional materials, offering enhanced stability and predictable reactivity in click chemistry applications.
Application
3-Ethynylimidazo[1,2-a]pyridine serves as a versatile building block for constructing nitrogen-rich heterocyclic scaffolds via copper-catalyzed coupling reactions. Its terminal alkyne functionality enables efficient Sonogashira and Huisgen cycloadditions, facilitating rapid access to complex fused architectures. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.
Synthesis
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Route1
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![3-[2-(Trimethylsilyl)ethynyl]imidazo[1,2-a]pyridine|CS-0122282](https://file.chemscene.com/productPIC/CS-0122282.gif)
1148027-21-7 - ~%
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In-stock
943320-53-4
References
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ARIAD PHARMACEUTICALS, INC. Patent: WO2007/75869 A2, 2007 ; Location in patent: Page/Page column 56-57 ;
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Route2
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In-stock
![3-Bromoimidazo[1,2-a]pyridine|CS-M1377](https://file.chemscene.com/productPIC/CS-M1377.gif)
4926-47-0 -
1066-54-2 - ~%
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In-stock
943320-53-4
References
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ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C. Patent: WO2013/162727 A1, 2013 ; Location in patent: Page/Page column 59 ;
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Route3
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In-stock
4926-47-0
- ~%
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In-stock
943320-53-4
References
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Li, Yupeng; Shen, Mengjie; Zhang, Zhang; Luo, Jinfeng; Pan, Xiaofen; Lu, Xiaoyun; Long, Huoyou; Wen, Donghai; Zhang, Fengxiang; Leng, Fang; Li, Yingjun; Tu, Zhengchao; Ren, Xiaomei; Ding, Ke Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 10033 - 10046
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.3
- LogP 1.3156
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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