2(5H)-Furanone
2(5H)-Furanone structure
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Common Name | 2(5H)-Furanone | ||
|---|---|---|---|---|
| CAS Number | 497-23-4 | Molecular Weight | 84.073 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 203.7±0.0 °C at 760 mmHg | |
| Molecular Formula | C4H4O2 | Melting Point | 4-5 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 101.1±0.0 °C | |
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Comparative safety of the antifouling compound butenolide and 4,5-dichloro-2-n-octyl-4-isothiazolin-3-one (DCOIT) to the marine medaka (Oryzias melastigma).
Aquat. Toxicol. 149 , 116-25, (2014) This study evaluated the potential adverse effects of butenolide, a promising antifouling compound, using the marine medaka (Oryzias melastigma), a model fish for marine ecotoxicology. The active ingredient used in the commercial antifoulant SeaNine 211, 4,5-... |
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Proteomic changes in brain tissues of marine medaka (Oryzias melastigma) after chronic exposure to two antifouling compounds: butenolide and 4,5-dichloro-2-n-octyl-4-isothiazolin-3-one (DCOIT).
Aquat. Toxicol. 157 , 47-56, (2014) SeaNine 211 with active ingredient of 4,5-dichloro-2-n-octyl-4-isothiazolin-3-one (DCOIT) has been used as a "green" antifouling agent worldwide but has raised serious biosafety concerns in coastal environments. DCOIT has the potential to disrupt the neurotra... |
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Alpha, beta-unsaturated lactones 2-furanone and 2-pyrone induce cellular DNA damage, formation of topoisomerase I- and II-DNA complexes and cancer cell death.
Toxicol. Lett. 222(1) , 64-71, (2013) The alpha, beta-unsaturated lactones 2-furanone and 2-pyrone are part of the chemical structure of a variety of naturally occurring compounds (e.g., cardenolides, bufadienolides, acetogenins, coumarins, and food-flavoring furanones), some of which have shown ... |
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The butenolide signaling molecules SRB1 and SRB2 induce lankacidin and lankamycin production in Streptomyces rochei.
ChemBioChem. 13(10) , 1447-57, (2012) New signaling molecules that induce lankacidin and lankamycin production in Streptomyces rochei were extracted from the culture filtrate and purified by Sephadex LH20 and silica gel chromatography with the help of bioassay. Chiral HPLC and ESI-MS analyses ind... |
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Acute toxicity of the antifouling compound butenolide in non-target organisms.
PLoS ONE 6(8) , e23803, (2011) Butenolide [5-octylfuran-2(5H)-one] is a recently discovered and very promising anti-marine-fouling compound. In this study, the acute toxicity of butenolide was assessed in several non-target organisms, including micro algae, crustaceans, and fish. Results w... |
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A protocol for an asymmetric synthesis of γ-amino acids.
J. Org. Chem. 77(14) , 6296-301, (2012) A new and practical method for the asymmetric synthesis of γ-amino acids from β,γ-butenolides by an in situ esterification, condensation, and reduction in a one-pot procedure is described. This method is quite general for the preparation of both enantiomers o... |
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Molecular aspects of the antagonistic interaction of smoke-derived butenolides on the germination process of Grand Rapids lettuce (Lactuca sativa) achenes.
New Phytol. 196(4) , 1060-73, (2012) Smoke-derived compounds provide a strong chemical signal to seeds in the soil seed bank, allowing them to take advantage of the germination niche created by the occurrence of fire. The germination stimulatory activity of smoke can largely be attributed to kar... |
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Study of embryotoxicity of Fusarium mycotoxin butenolide using a whole rat embryo culture model
Toxicol. In Vitro 25(8) , 1727-32, (2011) Highlights ► The effects of butenolide on animal and human embryonic development are unknown. ► The embryotoxicity of butenolide is studied via an whole embryo culture model. ► Butenolide induces growth retardation and differentiation inhibition. ► The viabil... |
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Catalytic asymmetric synthesis of γ-butenolides by direct vinylogous reactions.
Mini Rev. Med. Chem. 13(6) , 845-53, (2013) The γ-butenolide structural motif is a prominent feature in many bioactive natural products and drugs. This short review summarizes catalytic asymmetric synthesis of γ-butenolides through direct vinylogous reactions by metal complexes and organocatalysts. In ... |
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Synthesis and biological activity of desmethoxy analogues of coruscanone A.
Bioorg. Med. Chem. Lett. 21(20) , 6062-6, (2011) A series of simple desmethoxy analogues of coruscanone A was prepared via a novel version of Ti(iPrO)(4)-mediated Knoevenagel condensation of cyclopentenedione with substituted benzaldehydes and cinnamic aldehydes, and the compounds were evaluated for antifun... |