Lot numbers can be found on the outside label of a product:
1-(4-Fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid
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CAS No. 868171-67-9
- Cat. No. CS-0101567
- Purity≥97%
- MDL No.MFCD19321394
*For research and further manufacturing use only, not for direct human use.
Structure of 868171-67-9
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General Information
- CAS No. 868171-67-9
- Cat. No. CS-0101567
- Purity ≥97%
- MDL No. MFCD19321394
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₈FNO₃
- Molecular Weight 233.20
- Synonym(s) 1-(4-fluorophenyl)-2-oxopyridine-3-carboxylic acid
- SMILES O=C(C1=CC=CN(C2=CC=C(F)C=C2)C1=O)O
Description
This 1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid features a fluorinated aryl group paired with a reactive pyridone scaffold, enabling direct integration into bioactive molecule synthesis. The carboxylic acid functionality supports conjugation in medicinal chemistry applications, while the electron-deficient dihydropyridine core facilitates nucleophilic additions under mild conditions.
Application
1-(4-Fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid serves as a versatile scaffold for medicinal chemistry and synthetic methodology development. Its conjugated dihydropyridine core enables reliable participation in Michael additions, cycloadditions, and transition-metal-catalyzed couplings. The carboxylic acid group provides a handle for derivatization, while the 4-fluorophenyl substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step synthesis of bioactive heterocycles and API intermediates.
Synthesis
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Route1
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868171-66-8 - ~10%
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In-stock
868171-67-9
References
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Kyoung, Soon Kim; Zhang, Liping; Schmidt, Robert; Cai, Zhen-Wei; Wei, Donna; Williams, David K.; Lombardo, Louis J.; Trainor, George L.; Xie, Dianlin; Zhang, Yaquan; An, Yongmi; Sack, John S.; Tokarski, John S.; Darienzo, Celia; Kamath, Amrita; Marathe, Punit; Zhang, Yueping; Lippy, Jonathan; Jeyaseelan Sr., Robert; Wautlet, Barri; Henley, Benjamin; Gullo-Brown, Johnni; Manne, Veeraswamy; Hunt, John T.; Fargnoli, Joseph; Borzilleri, Robert M. Journal of Medicinal Chemistry, 2008 , vol. 51, # 17 p. 5330 - 5341
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Route2
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371-40-4
- ~%
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In-stock
868171-67-9
References
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DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel, L.; KAUFMAN, Michael, D. Patent: WO2011/139891 A1, 2011 ; WO 2011/139891 A1
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Route3
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In-stock
25991-27-9 - ~%
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In-stock
868171-67-9
References
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DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel, L.; KAUFMAN, Michael, D. Patent: WO2011/139891 A1, 2011 ; WO 2011/139891 A1
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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-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 59.3
- LogP 1.6748
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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