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CS-W001157 4
Total: USD 88.00

4-Chromanone, 6-methoxy-

  • CAS No. 5802-17-5

  • Cat. No. CS-0028287
  • Purity≥98%
  • MDL No.MFCD00190159

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

4-Chromanone, 6-methoxy-|CS-0028287

Structure of 5802-17-5

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General Information

  • CAS No. 5802-17-5
  • Cat. No. CS-0028287
  • Purity ≥98%
  • MDL No. MFCD00190159
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.18
  • Synonym(s) 2,3-Dihydro-6-methoxy-4H-benzopyran-4-one; 6-Methoxy-4-chromanone; 6-methoxy-2,3-dihydro-4H-chromen-4-one
  • SMILES O=C1CCOC2=CC=C(OC)C=C12

Description

6-Methoxychroman-4-one is a bench-stable, electron-rich chromanone derivative featuring a methoxy group at the 6-position and a ketone at C4. This structural motif enables efficient integration into synthetic routes for bioactive molecules, particularly in medicinal chemistry applications requiring aromatic heterocycle scaffolds with tunable polarity and metabolic stability.

Application

6-Methoxychroman-4-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its fused chromanone core exhibits bench stability and tolerates diverse functional groups, facilitating downstream derivatization via nucleophilic substitution, hydrogenation, or transition-metal-catalyzed coupling. The 6-methoxy substituent enhances solubility and modulates electronic properties, supporting its use in lead optimization campaigns for kinase inhibitors and CNS-targeted therapeutics.

Synthesis

  • Route1
    • null|null
      92971-94-3
    • ~75%
    • In-stock
      4-Chromanone, 6-methoxy-|CS-0028287
      5802-17-5

    References

    • Tyrrell, Elizabeth; Mazloumi, Khatebeh; Banti, Donatella; Sajdak, Paulina; Sinclair, Alex; Le Gresley, Adam Tetrahedron Letters, 2012 , vol. 53, # 33 p. 4280 - 4282
  • Route2

    References

    • CHINA PHARMACEUTICAL UNIVERSITY Patent: US2008/103307 A1, 2008 ; Location in patent: Page/Page column 5; 17 ;
  • Route3
    • null|null
      911831-33-9
    • ~75%
    • In-stock
      4-Chromanone, 6-methoxy-|CS-0028287
      5802-17-5

    References

    • He, Jinmei; Zheng, Jiyue; Liu, Jian; She, Xuegong; Pan, Xinfu Organic Letters, 2006 , vol. 8, # 20 p. 4637 - 4640

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   1.6604
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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