Lot numbers can be found on the outside label of a product:
Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate
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CAS No. 26893-12-9
- Cat. No. CS-0151690
- Purity≥95%
- MDL No.MFCD00173369
*For research and further manufacturing use only, not for direct human use.
Structure of 26893-12-9
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General Information
- CAS No. 26893-12-9
- Cat. No. CS-0151690
- Purity ≥95%
- MDL No. MFCD00173369
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₀F₃NO₃
- Molecular Weight 285.22
- Synonym(s) ethyl 4-oxo-6-(trifluoromethyl)-1H-quinoline-3-carboxylate
- SMILES CCOC(C1=C(O)C(C=C(C(F)(F)F)C=C2)=C2N=C1)=O
Description
Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate features a trifluoromethyl group enhancing electron-withdrawal and metabolic stability, while the hydroxyl moiety enables direct functionalization. This quinoline scaffold integrates readily into pharmaceutical intermediates, offering robustness under standard synthetic conditions and compatibility with transition-metal-catalyzed coupling reactions.
Application
Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds. The phenolic hydroxyl group facilitates direct functionalization or protection, while the trifluoromethyl and ester moieties offer enhanced metabolic stability and strategic reactivity for coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for iterative library synthesis and API development.
Synthesis
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Route1
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455-14-1 -
In-stock
87-13-8 - ~%
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In-stock
26893-12-9
References
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Zask; Gu; Albright; Du; Hogan; Levin; Chen; Killar; Sung; DiJoseph; Sharr; Roth; Skala; Jin; Cowling; Mohler; Barone; Black; March; Skotnicki Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 8 p. 1487 - 1490
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Route2
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49713-39-5 - ~%
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In-stock
26893-12-9
References
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Bi, Yingzhi; Stoy, Patrick; Adam, Leonard; He, Bin; Krupinski, John; Normandin, Diane; Pongrac, Ron; Seliger, Laurie; Watson, Andrew; Macor, John E. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1577 - 1580
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Route3
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455-14-1
- ~%
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In-stock
26893-12-9
References
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Bi, Yingzhi; Stoy, Patrick; Adam, Leonard; He, Bin; Krupinski, John; Normandin, Diane; Pongrac, Ron; Seliger, Laurie; Watson, Andrew; Macor, John E. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1577 - 1580
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 59.42
- LogP 3.1359
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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