4-chromanone
4H-1-benzopyran-4-one, 2,3-dihydro-
Identification
| Name | 4-chromanone |
| IUPAC | 2,3-dihydrochromen-4-one |
| CAS Number | 491-37-2 |
| EINECS | 207-736-3 |
| FDA UNII | Search |
| Molecular Formula | C9 H8 O2 |
| Molecular Weight | 148.16116000 |
| MDL Number | MFCD00006840 |
| Nikkaji Number | J11.757I |
| Beilstein | 124652 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Refractive Index | 1.57500 @ 20.00 °C. |
| Melting Point | 36.50 °C. @ 760.00 mm Hg |
| Boiling Point | 253.20 °C. @ 760.00 mm Hg (est) |
| Flash Point | > 230.00 °F. TCC ( > 110.00 °C. ) |
| logP (o/w) | 1.990 (est) |
| Soluble in | water, 3060 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 2647 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for 4-chromanone usage levels up to | not for fragrance use. |
| Recommendation for 4-chromanone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 2,3-dihydro-
chroman-4-one
2,3-
dihydrochromen-4-one
PubMed:
Synthesis, structure-activity relationship studies, and antibacterial evaluation of 4-chromanones and chalcones, as well as olympicin a and derivatives.
PubMed:
Design, synthesis and biological evaluation of 4-chromanone derivatives as IKr inhibitors.
PubMed:
Synthesis and in vitro cytotoxic activity of novel chalcone-like agents.
PubMed:
Prospects for flavonoid and related phytochemicals as nature-inspired treatments for Clostridium difficile infection.
PubMed:
Rhodium catalyzed oxidative coupling of salicylaldehydes with diazabicyclic olefins: a one pot strategy involving aldehyde C-H cleavage and Ï-allyl chemistry towards the synthesis of fused ring chromanones.
PubMed:
Cyclic chalcone analogue KRP6 as a potent modulator of cell proliferation: an in vitro study in HUVECs.
PubMed:
3-Bromo-chroman-4-one.
PubMed:
Synthesis, in vitro antifungal evaluation and in silico study of 3-azolyl-4-chromanone phenylhydrazones.
PubMed:
Enantiomeric scaffolding of α-tetralone and related scaffolds by EKR (enzymatic kinetic resolution) and stereoselective ketoreduction with ketoreductases.
PubMed:
Anti-inflammatory activities of selected synthetic homoisoflavanones.
PubMed:
Highly efficient construction of spirocyclic chromanone-pyrrolidines via Cu(I)/TF-BiphamPhos-catalyzed asymmetric 1,3-dipolar cycloaddition.
PubMed:
A chromanone alkaloid from Derris ovalifolia stem.
PubMed:
Modulation of expression of IL-8 gene in bronchial epithelial cells by 5-methoxypsoralen.
PubMed:
Isolation and immunomodulatory effect of homoisoflavones and flavones from Agave sisalana Perrine ex Engelm.
PubMed:
[Chemical constitutents in fermental mycelium of Xylaria nigripes].
PubMed:
Apralactone A and a New Stereochemical Class of Curvularins from the Marine-Derived Fungus Curvularia sp.
PubMed:
Carbonyl emissions from gasoline and diesel motor vehicles.
PubMed:
Bioactive alkenylphenols from Piper obliquum.
PubMed:
Protective effect of icariin on DNA against radical-induced oxidative damage.
PubMed:
Homoisoflavanones from Pseudoprospero firmifolium of the monotypic tribe Pseudoprospereae (Hyacinthaceae: Hyacinthoideae).
PubMed:
(+)-Silybin, a pharmacologically active constituent of Silybum marianum: fragmentation studies by atmospheric pressure chemical ionization quadrupole time-of-flight tandem mass spectrometry.
PubMed:
The hydrogenation/transfer hydrogenation network: asymmetric hydrogenation of ketones with chiral eta6-arene/N-Tosylethylenediamine-ruthenium(II) catalysts.
PubMed:
Synthesis and immunosuppressive activity of L-rhamnopyranosyl flavonoids.
PubMed:
Icariin: a special antioxidant to protect linoleic acid against free-radical-induced peroxidation in micelles.
PubMed:
Two unusual rotenoid derivatives, 7a-O-methyl-12a-hydroxydeguelol and spiro-13-homo-13-oxaelliptone, from the seeds of Derris trifoliata.
PubMed:
Synthesis and evaluation of 6-hydroxy-7-methoxy-4-chromanone- and chroman-2-carboxamides as antioxidants.
PubMed:
Binding model construction of antifungal 2-aryl-4-chromanones using CoMFA, CoMSIA, and QSAR analyses.
PubMed:
The antioxidative effect of icariin in human erythrocytes against free-radical-induced haemolysis.
PubMed:
Concise synthesis of anti-HIV-1 active (+)-inophyllum B and (+)-calanolide A by application of (-)-quinine-catalyzed intramolecular oxo-Michael addition.
PubMed:
Crystal structure of the 4-chromanone derivative.
PubMed:
In vitro antiproliferative effects on human tumor cell lines of extracts from the Bangladeshi medicinal plant Aegle marmelos Correa.
PubMed:
Homoisoflavonoids and xanthones from the tubers of wild and in vitro regenerated Ledebouria graminifolia and cytotoxic activities of some of the homoisoflavonoids.
PubMed:
Development of novel pesticides based on phytoalexins: Part 2. Quantitative structure-activity relationships of 2-heteroaryl-4-chromanone derivatives.
PubMed:
Flavonoids and stilbenoids with COX-1 and COX-2 inhibitory activity from Dracaena loureiri.
PubMed:
Carbanion-induced base-catalyzed synthesis of 1H-isothiochromenes, benzo[c]thiochromenes through ring-transformation reactions of 6-aryl-2H-pyran-2-ones.
PubMed:
Alanine-scanning mutagenesis of a putative substrate recognition site in human cytochrome P450 3A4. Role of residues 210 and 211 in flavonoid activation and substrate specificity.
PubMed:
Synthesis and pharmacological profile of novel N-substituted N-[5H-[1]benzopyrano[4,3-d]pyrimidin-2-YL]-N-methylglycinamides.
PubMed:
Potent inhibitors of acyl-CoA:cholesterol acyltransferase. Structure-activity relationships of novel N-(4-oxochroman-8-yl)amides.
PubMed:
Screening of unsubstituted cyclic compounds as inhibitors of monoamine oxidases.
PubMed:
Microbiological transformation of chromone, chromanone, and ring A hydroxyflavones.
PubMed:
Cycloaddition of dichloroketene to N,N-disubstituted 3-aminomethylene-5-hydroxy-2,2-dimethyl-7-pentyl-4-chromanone: synthesis of 2H,5H-pyrano[3,2-c][1]benzopyran derivatives.
PubMed:
Fragmentation of 3-oximino-4-chromanone.
PubMed:
3-amino-4-chromanone hydrochlorides.