Cas no 57601-14-6 ((2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one)

(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one is a chalcone derivative characterized by its distinct α,β-unsaturated ketone structure. The compound features methoxy and hydroxyl substituents on its aromatic rings, contributing to its potential reactivity and biological activity. Its conjugated system enhances UV absorption, making it relevant in photochemical studies. The presence of electron-donating groups may influence its electrochemical properties, while the hydroxyl group offers a site for further functionalization. This compound is of interest in synthetic organic chemistry and materials science due to its structural motif, which is common in flavonoids and related bioactive molecules. Its purity and stability under standard conditions make it suitable for research applications.
(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one structure
57601-14-6 structure
Product Name:(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
CAS No:57601-14-6
MF:C18H18O5
MW:314.332525730133
CID:344849
Update Time:2025-05-23

(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one Chemical and Physical Properties

Names and Identifiers

    • 2-Propen-1-one,3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)-, (2E)-
    • 3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
    • (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
    • 2'-HYDROXY-3,4,4'-TRIMETHOXYCHALCONE
    • SKTAHPCCLORHHM-XBXARRHUSA-N
    • NSC91849
    • BDBM50360515
    • STK888263
    • 2-Propen-1-one, 3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)-
    • (E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
    • 2'-Hydroxy-3,4,4'-Trimethoxy Ch
    • Inchi： 1S/C18H18O5/c1-21-13-6-7-14(16(20)11-13)15(19)8-4-12-5-9-17(22-2)18(10-12)23-3/h4-11,20H,1-3H3/b8-4+
    • InChI Key： SKTAHPCCLORHHM-XBXARRHUSA-N
    • SMILES： O(C)C1=C(C=CC(/C=C/C(C2C=CC(=CC=2O)OC)=O)=C1)OC

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 6
  • Complexity: 408
  • Topological Polar Surface Area: 65

(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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F1190-0631-2μmol
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 57601-14-6 90%+
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F1190-0631-20μmol
(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
 57601-14-6 90%+
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F1190-0631-1mg
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 57601-14-6 90%+
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F1190-0631-2mg
(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
 57601-14-6 90%+
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F1190-0631-3mg
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 57601-14-6 90%+
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F1190-0631-4mg
(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
 57601-14-6 90%+
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Life Chemicals
F1190-0631-5mg
(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
 57601-14-6 90%+
5mg
 $69.0 2023-05-17
Life Chemicals
F1190-0631-10mg
(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
 57601-14-6 90%+
10mg
 $79.0 2023-05-17

(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium ethanethiolate Solvents: Dimethylformamide ;  4 h, reflux
1.2 Reagents: Hydrochloric acid ,  Sodium chloride Solvents: Water
Reference
The Heck coupling reaction using aryl vinyl ketones: Synthesis of flavonoids
Bianco, Armandodoriano; Cavarischia, Claudia; Guiso, Marcella, European Journal of Organic Chemistry, 2004, (13), 2894-2898

(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one Raw materials

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(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one Related Literature

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Additional information on (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Comprehensive Overview of (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one (CAS No. 57601-14-6)

The compound (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one, identified by its CAS No. 57601-14-6, is a chalcone derivative with significant interest in both academic and industrial research. Chalcones, characterized by their α,β-unsaturated ketone structure, are known for their diverse biological activities and applications in pharmaceuticals, cosmetics, and functional materials. This particular derivative stands out due to its unique methoxy and hydroxy substitutions, which enhance its bioavailability and antioxidant properties.

In recent years, the demand for natural product derivatives and synthetic analogs has surged, driven by the growing focus on sustainable chemistry and green synthesis. Researchers are increasingly exploring chalcone-based compounds like 57601-14-6 for their potential in drug discovery, particularly in targeting inflammatory pathways and oxidative stress-related diseases. The compound's structural flexibility allows for modifications that can optimize its therapeutic efficacy and safety profile.

From a synthetic chemistry perspective, (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one is typically synthesized via Claisen-Schmidt condensation, a well-established method for chalcone formation. This process involves the reaction between 3,4-dimethoxybenzaldehyde and 2-hydroxy-4-methoxyacetophenone under basic conditions. The E-configuration of the double bond is crucial for its biological activity, as it influences the compound's molecular interactions with target proteins.

The pharmacological potential of CAS No. 57601-14-6 has been a hot topic in medicinal chemistry forums. Studies suggest its role as a tyrosinase inhibitor, making it a candidate for skin-lightening formulations and hyperpigmentation treatments. Additionally, its anti-inflammatory and antiproliferative effects are being investigated for applications in cancer research and autoimmune disorders. These attributes align with the current trend of repurposing small molecules for multi-target therapies.

In the cosmeceutical industry, 57601-14-6 is gaining traction due to its UV-absorbing properties and free radical scavenging capabilities. With consumers increasingly seeking plant-derived actives and eco-friendly ingredients, this compound fits well into the narrative of clean beauty and sustainable skincare. Its compatibility with nanocarrier systems further enhances its appeal for topical delivery formulations.

From an analytical chemistry standpoint, (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one can be characterized using techniques such as HPLC, NMR spectroscopy, and mass spectrometry. These methods ensure purity assessment and structural confirmation, which are critical for quality control in industrial-scale production. The compound's chromatographic behavior and stability under varying pH conditions are also areas of active research.

The market potential of CAS No. 57601-14-6 is underscored by the rising demand for bioactive intermediates in personalized medicine and nutraceuticals. As precision medicine gains momentum, the need for tailored molecular scaffolds like this chalcone derivative is expected to grow. Its low toxicity profile and high compatibility with biodegradable polymers further expand its applications in drug delivery systems.

In conclusion, (2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one (57601-14-6) represents a versatile compound with broad implications across healthcare, cosmetics, and material science. Its multi-functional nature and ease of synthesis position it as a valuable asset in the quest for innovative solutions to modern challenges. Future research will likely uncover even more applications, solidifying its role in next-generation technologies.

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