4-methoxychalcone
2-propen-1-one, 3-(4-methoxyphenyl)-1-phenyl- (9CI)
Identification
| Name | 4-methoxychalcone |
| IUPAC | 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one |
| CAS Number | 959-33-1 |
| EINECS | 213-499-7 |
| FDA UNII | Search |
| Molecular Formula | C16 H14 O2 |
| Molecular Weight | 238.28598000 |
| MDL Number | MFCD00017179 |
| XlogP3 | 3.10 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 397.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 357.00 °F. TCC ( 180.40 °C. ) (est) |
| logP (o/w) | 3.960 (est) |
| Soluble in | water, 17.61 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| 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 | natural substances and extractives |
| Recommendation for 4-methoxychalcone usage levels up to | not for fragrance use. |
| Recommendation for 4-methoxychalcone flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
chalcone, 4-methoxy- (8CI)
4'-
methoxybenzylidene acetophenone
para-
methoxyphenyl styryl ketone
3-(4-
methoxyphenyl)-1-phenyl-2-propen-1-one
3-(4-
methoxyphenyl)-1-phenylprop-2-en-1-one
phenyl p-methoxystyryl ketone
2-
propen-1-one, 3-(4-methoxyphenyl)-1-phenyl- (9CI)
PubMed:
Two new chalcones from Clerodendrum phlomidis.
PubMed:
In vitro action of flavonoids in the canine malignant histiocytic cell line DH82.
PubMed:
Antimalarial activity of 4-metoxychalcones: docking studies as falcipain/plasmepsin inhibitors, ADMET and lipophilic efficiency analysis to identify a putative oral lead candidate.
PubMed:
4-methoxychalcone enhances cisplatin-induced oxidative stress and cytotoxicity by inhibiting the Nrf2/ARE-mediated defense mechanism in A549 lung cancer cells.
PubMed:
Novel acetylated chalcone and biflavonoid glycosides from Trigonosciadium brachytaenium (Boiss.) Alava.
PubMed:
4,2',5'-trihydroxy-4'-methoxychalcone from Dalbergia odorifera exhibits anti-inflammatory properties by inducing heme oxygenase-1 in murine macrophages.
PubMed:
2-Hydroxychalcone and xanthohumol inhibit invasion of triple negative breast cancer cells.
PubMed:
2-hydroxy-4'-methoxychalcone inhibits proliferation and inflammation of human aortic smooth muscle cells by increasing the expression of peroxisome proliferator-activated receptor gamma.
PubMed:
Kinetic analysis of some chalcones and synthetic chalcone analogues on the fenton-reaction initiated deoxyribose degradation assay.
PubMed:
Two new chalcone glycosides from the stems of Entada phaseoloides.
PubMed:
PPARα activation by culinary herbs and spices.
PubMed:
Chalcones and dihydrochalcones augment TRAIL-mediated apoptosis in prostate cancer cells.
PubMed:
Leishmania amazonensis growth inhibitors: biological and theoretical features of sulfonamide 4-methoxychalcone derivatives.
PubMed:
Methoxy- and fluoro-chalcone derivatives arrest cell cycle progression and induce apoptosis in human melanoma cell A375.
PubMed:
Altered sterol profile induced in Leishmania amazonensis by a natural dihydroxymethoxylated chalcone.
PubMed:
Flavonoids from the heartwood of Dalbergia odorifera and their protective effect on glutamate-induced oxidative injury in HT22 cells.
PubMed:
Lead compounds for anti-inflammatory drugs isolated from the plants of the traditional oriental medicine in Korea.
PubMed:
Synthesis, biological evaluation and SAR of sulfonamide 4-methoxychalcone derivatives with potential antileishmanial activity.
PubMed:
Phytochemical investigation of Anaphalis lactea.
PubMed:
Allergy-preventive flavonoids from Xanthorrhoea hastilis.
PubMed:
Analysis of antioxidant activities contained in the Boesenbergia pandurata Schult. Rhizome.
PubMed:
Anti-angiogenic and anti-tumor activities of 2'-hydroxy-4'-methoxychalcone.
PubMed:
A new chromone from Ficus lyrata.
PubMed:
Inhibition of lipopolysaccharide-induced expression of inducible nitric oxide synthase and tumor necrosis factor-alpha by 2'-hydroxychalcone derivatives in RAW 264.7 cells.
PubMed:
Inclusion compounds of 2,5-diphenylhydroquinone.
PubMed:
Inhibition of prostalglandin E2 production by 2'-hydoxychalcone derivatives and the mechanism of action.
PubMed:
Androechin, a new chalcone glucoside from Andrographis echioides.
PubMed:
In vitro leishmanicidal activity of naturally occurring chalcones.
PubMed:
Improvement of in vitro and in vivo antileishmanial activities of 2', 6'-dihydroxy-4'-methoxychalcone by entrapment in poly(D,L-lactide) nanoparticles.
PubMed:
Selective effect of 2',6'-dihydroxy-4'-methoxychalcone isolated from Piper aduncum on Leishmania amazonensis.
PubMed:
Chalcones, myo-inositol and other novel inhibitors of pulmonary carcinogenesis.
PubMed:
Cytotoxic effect of butein on human colon adenocarcinoma cell proliferation.
PubMed:
Introduction of unnatural amino acids into chalcone isomerase.
PubMed:
[Kinetics of the bacteriostatic activity of natural and synthetic chalcones on a strain of Staphylococcus aureus].
PubMed:
Metabolism and excretion of butein, 2',3,4-trihydroxychalcone, 3-O-methylbutein, 4-O-methylbutein and 2',4',4-trihydroxychalcone in the rat.