Lot numbers can be found on the outside label of a product:
4-Hydroxy-6-methoxy-2H-chromen-2-one
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CAS No. 13252-84-1
- Cat. No. CS-0059192
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 13252-84-1
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General Information
- CAS No. 13252-84-1
- Cat. No. CS-0059192
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈O₄
- Molecular Weight 192.17
- Synonym(s) 4-Hydroxy-6-methoxycoumarin
- SMILES O=C1C=C(O)C2=CC(OC)=CC=C2O1
Description
4-Hydroxy-6-methoxy-2H-chromen-2-one is a substituted coumarin featuring a phenolic hydroxyl and methoxy group at the 4- and 6-positions, respectively. This configuration imparts enhanced solubility and stability in polar solvents. The compound serves as a key scaffold for bioactive molecule synthesis, particularly in fluorescent probes and kinase inhibitors. Its electron-rich ring system facilitates efficient conjugation in transition metal-catalyzed coupling reactions.
Application
4-Hydroxy-6-methoxy-2H-chromen-2-one serves as a versatile scaffold in synthetic organic chemistry, enabling efficient access to bioactive flavonoid derivatives. Its ortho-hydroxyl and meta-methoxy substituents facilitate regioselective functionalization and offer complementary reactivity for C–C and C–heteroatom bond formation. The compound exhibits good bench stability and is amenable to standard purification methods, making it suitable for medicinal chemistry campaigns and natural product synthesis.
Synthesis
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Route1
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In-stock
705-15-7 -
105-58-8 - ~96%
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In-stock
13252-84-1
References
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Nolan, Karen A.; Doncaster, Jeremy R.; Dunstan, Mark S.; Scott, Katherine A.; Frenkel, A. David; Siegel, David; Ross, David; Barnes, John; Levy, Colin; Leys, David; Whitehead, Roger C.; Stratford, Ian J.; Bryce, Richard A. Journal of Medicinal Chemistry, 2009 , vol. 52, # 22 p. 7142 - 7156
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Route2
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105-58-8
- ~84%
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In-stock
13252-84-1
References
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MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2003/106452 A2, 2003 ; Location in patent: Page 78 ; WO 03/106452 A2
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Route3
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255843-61-9
- ~71%
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In-stock
13252-84-1
References
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Sosnovskikh; Kutsenko; Ovsyannikov Russian Chemical Bulletin, 2000 , vol. 49, # 3 p. 478 - 481
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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 : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362
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Quality Control
Computational Chemistry Data
- TPSA 59.67
- LogP 1.5072
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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