1846-76-0
Chemical Structure
Ethyl 3-coumarincarboxylate
Synonym(s): Ethyl 2-oxo-2H-chromene-3-carboxylate
- CAS No.: 1846-76-0
- Formula:C12H10O4
- Molecular Weight:218.21
IUPAC Name: ethyl 2-oxo-2H-chromene-3-carboxylate
InChIKey: XKHPEMKBJGUYCM-UHFFFAOYSA-N
SMILES: O=C(C(C1=O)=CC2=C(O1)C=CC=C2)OCC
Biological Activity: Ethyl 3-coumarincarboxylate (Ethyl 2-oxo-2H-chromene-3-carboxylate) is a coumarin derivative and a coumarin-3-carboxylate bearing an electron-withdrawing ester substituent at the C3 position, and serves as a pseudo-template in molecularly imprinted polymers for the selective recognition of aflatoxins. Ethyl 3-coumarincarboxylate lacks antibacterial activity against Escherichia coli strains and exhibits low dienophile activity[1][2][3][4][5][6][7].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Ethyl 3-coumarincarboxylate | 99.81% | Ethyl 3-coumarincarboxylate (Ethyl 2-oxo-2H-chromene-3-carboxylate) is a coumarin derivative and a coumarin-3-carboxylate bearing an electron-withdrawing ester substituent at the C3 position, and serves as a pseudo-template in molecularly imprinted polymers for the selective recognition of aflatoxins. Ethyl 3-coumarincarboxylate lacks antibacterial activity against Escherichia coli strains and exhibits low dienophile activity. | ||||||||||||||||||||
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References
- [1]. Hidalgo-León R, et al. Diastereodivergent and Enantioselective Organocatalytic Synthesis of Spiro-Fused Coumarins via [4+2] Cycloadditions. Organic letters. 2026 Feb 13;28(6):2069-2075.
- [2]. Petkova‐Yankova N I, et al. Tandem Michael‐Type Reactions with 3‐Substituted Coumarins: Phosphorylation Protocol[J]. ChemistrySelect, 2020, 5(23): 7098-7103.
- [3]. Paprocki D, et al. Evaluation of Biodegradable glucose based surfactants as a promoting medium for the synthesis of Peptidomimetics with the coumarin scaffold. ChemistrySelect, 2020, 5(31): 9607-9614.
- [4]. Wu C, et al. Solid-phase extraction of aflatoxins using a nanosorbent consisting of a magnetized nanoporous carbon core coated with a molecularly imprinted polymer. Mikrochimica acta. 2018 Oct 25;185(11):515. [Content Brief]
- [5]. Kowalczyk P, et al. Coumarin Derivatives as New Toxic Compounds to Selected K12, R1-R4 E. coli Strains. Materials (Basel). 2020 May 30;13(11):2499.
- [6]. Suljić S, et al. Synthesis of 3‐arylated 3, 4‐dihydrocoumarins: combining continuous flow hydrogenation with laccase‐catalysed oxidation[J]. Advanced Synthesis & Catalysis, 2014, 356(5): 1007-1020.
- [7]. Rahimi S, et al. A facile synthesis of chromeno[3,4-c]spiropyrrolidine indenoquinoxalines via 1,3-dipolar cycloadditions. Molecular diversity. 2024 Feb;28(1):133-142.
