4-chromanone

4H-1-benzopyran-4-one, 2,3-dihydro-

CAS: 491-37-2 C9 H8 O2 MW: 148.16116000

Identification

Name4-chromanone
IUPAC2,3-dihydrochromen-4-one
CAS Number491-37-2
EINECS207-736-3
FDA UNIISearch
Molecular FormulaC9 H8 O2
Molecular Weight148.16116000
MDL NumberMFCD00006840
Nikkaji NumberJ11.757I
Beilstein124652

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 SDSView
Oral/Parenteral Toxicityoral-rat LD50 2647 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for 4-chromanone usage levels up tonot for fragrance use.
Recommendation for 4-chromanone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

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 π-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.