Cas no 1154-77-4 (2',4'-Dimethoxychalcone)

2',4'-Dimethoxychalcone is a synthetic chalcone derivative characterized by the presence of methoxy groups at the 2' and 4' positions of the aromatic ring. This compound is of interest in organic and medicinal chemistry due to its role as a versatile intermediate in the synthesis of flavonoids and other bioactive molecules. Its structural features contribute to potential applications in research, including studies on anti-inflammatory, antioxidant, and anticancer properties. The methoxy substitutions enhance its stability and influence electronic properties, making it valuable for structure-activity relationship investigations. It is typically used in controlled laboratory settings and requires proper handling due to its reactive nature.
2',4'-Dimethoxychalcone structure
2',4'-Dimethoxychalcone structure
Product Name:2',4'-Dimethoxychalcone
CAS No:1154-77-4
MF:C17H16O3
MW:268.307145118713
CID:188730
PubChem ID:5837330
Update Time:2025-06-08

2',4'-Dimethoxychalcone Chemical and Physical Properties

Names and Identifiers

    • 2-Propen-1-one,1-(2,4-dimethoxyphenyl)-3-phenyl-
    • (E)-1-(2,4-dimethoxyphenyl)-3-phenylprop-2-en-1-one
    • 1-(2,4-dimethoxyphenyl)-3-phenylpropenone
    • 1-Phenyl-3-(2,4-dimethoxy-phenyl)-propenon-(3)
    • 2',4'-dimethoxychalcone
    • 2',4'-dimethoxy-chalcone
    • 2',4'-Dimethoxy-chalkon
    • 3-Phenyl-1-(2,4-dimethoxy-phenyl)-propen-(2)-on-(1)
    • 5,7-dimethoxy-2-phenyl-4H-chromen-4-one
    • AC1NYPVE
    • Chalcone, 2',4'-dimethoxy-
    • CHEMBL73090
    • EINECS 214-577-3
    • HMS2269H07
    • STOCK1N-06284
    • SureCN4030789
    • AB00637166-07
    • (2E)-1-(2,4-Dimethoxyphenyl)-3-phenyl-2-propen-1-one
    • DTXSID901220573
    • CS-0833516
    • 2-Propen-1-one, 1-(2,4-dimethoxyphenyl)-3-phenyl-, (2E)-
    • SMR000386962
    • ZRDCNUALRUCCPA-DHZHZOJOSA-N
    • AB00637166-10
    • 2',4'-Dimethoxychalcone, AldrichCPR
    • MFCD00017170
    • SCHEMBL4030789
    • AKOS008685235
    • (E)-1-(2,4-dimethoxyphenyl)-3-phenyl-prop-2-en-1-one
    • 2-Propen-1-one, 1-(2,4-dimethoxyphenyl)-3-phenyl-
    • 1154-77-4
    • (2E)-1-(2,4-dimethoxyphenyl)-3-phenylprop-2-en-1-one
    • NCGC00246197-01
    • 69470-87-7
    • HY-W082859A
    • MLS001049136
    • NS00044705
    • (E)-2 inverted exclamation marka,4 inverted exclamation marka-Dimethoxychalcone
    • 2',4'-Dimethoxychalcone
    • Inchi: 1S/C17H16O3/c1-19-14-9-10-15(17(12-14)20-2)16(18)11-8-13-6-4-3-5-7-13/h3-12H,1-2H3/b11-8+
    • InChI Key: ZRDCNUALRUCCPA-DHZHZOJOSA-N
    • SMILES: O(C)C1C=C(C=CC=1C(/C=C/C1C=CC=CC=1)=O)OC

Computed Properties

  • Exact Mass: 268.10998
  • Monoisotopic Mass: 268.109944368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 331
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 35.5?2

Experimental Properties

  • PSA: 35.53

2',4'-Dimethoxychalcone Pricemore >>

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Additional information on 2',4'-Dimethoxychalcone

Introduction to 2',4'-Dimethoxychalcone (CAS No. 1154-77-4)

2',4'-Dimethoxychalcone, a compound with the chemical formula C15H14O4, is a naturally occurring chalcone derivative that has garnered significant attention in recent years due to its diverse biological activities. This compound, identified by the CAS number 1154-77-4, is primarily found in various plants, including licorice and some species of the genus Polygonum. The unique structure of 2',4'-Dimethoxychalcone, characterized by its methoxy groups, contributes to its pharmacological properties, making it a subject of extensive research in the fields of medicinal chemistry and pharmacology.

The chemical structure of 2',4'-Dimethoxychalcone consists of a 1,3-diphenyl-2-propen-1-one backbone with methoxy groups at the 2' and 4' positions. This structural feature not only imparts stability to the molecule but also enhances its solubility and bioavailability. The presence of these methoxy groups has been shown to influence the compound's interactions with biological targets, leading to a range of therapeutic effects.

Recent studies have highlighted the potential of 2',4'-Dimethoxychalcone in various therapeutic applications. One of the most notable areas of research is its anti-inflammatory properties. In a study published in the Journal of Medicinal Chemistry, researchers demonstrated that 2',4'-Dimethoxychalcone effectively inhibits the production of pro-inflammatory cytokines such as TNF-α and IL-6 in lipopolysaccharide (LPS)-stimulated macrophages. This finding suggests that 2',4'-Dimethoxychalcone could be a promising candidate for the treatment of inflammatory diseases.

In addition to its anti-inflammatory effects, 2',4'-Dimethoxychalcone has also shown promise as an antioxidant. A study in the Biochemical Pharmacology journal reported that this compound exhibits strong radical scavenging activity, effectively neutralizing reactive oxygen species (ROS) and protecting cells from oxidative damage. This property makes it a potential therapeutic agent for conditions associated with oxidative stress, such as neurodegenerative diseases and cardiovascular disorders.

The anticancer potential of 2',4'-Dimethoxychalcone has also been extensively investigated. Research published in the Cancer Letters journal indicated that this compound induces apoptosis in various cancer cell lines, including breast cancer, colon cancer, and leukemia cells. The mechanism of action involves the modulation of key signaling pathways such as p53, Bcl-2, and caspase cascades, which are crucial for cell survival and death. These findings suggest that 2',4'-Dimethoxychalcone could be developed into an effective anticancer drug.

Beyond its direct pharmacological effects, 2',4'-Dimethoxychalcone has also been explored for its potential as a lead compound in drug discovery. Its unique structure and biological activities make it an attractive scaffold for the development of novel therapeutic agents. Researchers are currently investigating structural modifications to enhance its potency and selectivity for specific targets.

In conclusion, 2',4'-Dimethoxychalcone (CAS No. 1154-77-4) is a multifaceted compound with a wide range of biological activities. Its anti-inflammatory, antioxidant, and anticancer properties make it a valuable candidate for further research and development in the pharmaceutical industry. As ongoing studies continue to uncover new insights into its mechanisms of action and potential applications, it is likely that this compound will play an increasingly important role in modern medicine.

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