Lot numbers can be found on the outside label of a product:
5-Ethynyl-1H-indazole
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CAS No. 403660-57-1
- Cat. No. CS-0050496
- Purity≥96%
- MDL No.MFCD20528036
*For research and further manufacturing use only, not for direct human use.
Structure of 403660-57-1
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General Information
- CAS No. 403660-57-1
- Cat. No. CS-0050496
- Purity ≥96%
- MDL No. MFCD20528036
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆N₂
- Molecular Weight None
- Synonym(s) None
- SMILES C#CC1=CC2=C(NN=C2)C=C1
Description
5-Ethynyl-1H-indazole is a bench-stable, electron-deficient heterocycle featuring a terminal alkyne group poised for Cu-catalyzed coupling reactions. This functionalized indazole integrates efficiently into bioconjugation workflows and serves as a key scaffold in the synthesis of kinase inhibitors and fluorescent probes.
Application
5-Ethynyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for triazole formation. Its terminal alkyne functionality exhibits excellent stability under standard bench conditions and tolerates diverse functional groups, facilitating straightforward conjugation and late-stage diversification in target molecule synthesis.
Synthesis
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Route1
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1093847-82-5 - ~%
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In-stock
403660-57-1
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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Route2
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1093306-78-5
- ~95%
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In-stock
403660-57-1
References
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Akritopoulou-Zanze, Irini; Wakefield, Brian D.; Gasiecki, Alan; Kalvin, Douglas; Johnson, Eric F.; Kovar, Peter; Djuric, Stevan W. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 5 p. 1476 - 1479
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Route3
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In-stock
53857-57-1 - ~%
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In-stock
403660-57-1
References
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Akritopoulou-Zanze, Irini; Wakefield, Brian D.; Gasiecki, Alan; Kalvin, Douglas; Johnson, Eric F.; Kovar, Peter; Djuric, Stevan W. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 5 p. 1476 - 1479
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 28.68
- LogP 1.5442
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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