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3-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)propan-1-one

  • CAS No. 178445-83-5

  • Cat. No. CS-0126652
  • Molecule weight286.32
  • Purity≥98%
  • MDL No.MFCD06245367

*For research and further manufacturing use only, not for direct human use.

3-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)propan-1-one|CS-0126652

Structure of 178445-83-5

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General Information

  • CAS No. 178445-83-5
  • Cat. No. CS-0126652
  • Purity ≥98%
  • MDL No. MFCD06245367
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₈O₄
  • Molecular Weight 286.32
  • Synonym(s) 3-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)-1-propenone
  • SMILES O=C(C1=CC=CC(O)=C1)CCC2=CC=C(OC)C(OC)=C2

Description

This chalcone derivative features a conjugated enone system flanked by electron-rich aromatic rings, enhancing its stability and reactivity in synthetic transformations. The 3,4-dimethoxyphenyl moiety imparts solubility and resistance to oxidation, while the phenolic hydroxyl group enables further derivatization or metal coordination. Designed for use in natural product synthesis and medicinal chemistry screening.

Application

3-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)propan-1-one serves as a versatile scaffold for the synthesis of bioactive molecules, leveraging its conjugated enone system and multiple aromatic functional groups. The molecule enables efficient Michael additions, electrophilic substitutions, and transition-metal-catalyzed couplings due to its well-defined reactivity profile. Bench-stable and readily purified via crystallization, it functions as a key building block in natural product analogs and pharmaceutical intermediates requiring ortho-hydroxyl and methoxy-directed transformations.

Synthesis

  • Route1

    References

    • ARIAD PHARMACEUTICALS, INCORPORATED; LI, Feng; WANG, Yihan Patent: WO2012/103279 A2, 2012 ; Location in patent: Page/Page column 7-8 ;
  • Route2

    References

    • ARIAD PHARMACEUTICALS, INCORPORATED; LI, Feng; WANG, Yihan Patent: WO2012/103279 A2, 2012 ;
  • Route3
    • Veratraldehyde Verapamil Impurity|CS-0229507
      120-14-9
    • ~%
    • In-stock
      3-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)propan-1-one|CS-0126652
      178445-83-5

    References

    • ARIAD PHARMACEUTICALS, INCORPORATED; LI, Feng; WANG, Yihan Patent: WO2012/103279 A2, 2012 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   3.2249
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   6

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