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CS-W001157 4
Total: USD 88.00

6-Hydroxy-7-methoxyquinazolin-4(3H)-one

  • CAS No. 179688-52-9

  • Cat. No. CS-B0939
  • Purity≥98%
  • MDL No.MFCD07787563

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

6-Hydroxy-7-methoxyquinazolin-4(3H)-one|CS-B0939

Structure of 179688-52-9

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General Information

  • CAS No. 179688-52-9
  • Cat. No. CS-B0939
  • Purity ≥98%
  • MDL No. MFCD07787563
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₃
  • Molecular Weight 192.17
  • Synonym(s) 7-Methoxyquinazoline-4,6-Diol
  • SMILES O=C(C1=C2)N=CNC1=CC(OC)=C2O

Description

6-Hydroxy-7-methoxyquinazolin-4(3H)-one features a fused heterocyclic core with strategically positioned hydroxyl and methoxy groups, enhancing solubility and enabling hydrogen-bonding interactions. This scaffold serves as a key building block in medicinal chemistry for kinase inhibitors and bioactive molecule synthesis.

Application

6-Hydroxy-7-methoxyquinazolin-4(3H)-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to quinazoline-based bioactive molecules. Its hydroxyl and methoxy substituents provide orthogonal functional handles for further derivatization, while the lactam core exhibits favorable stability and solubility profiles. This compound facilitates rapid exploration of structure-activity relationships in kinase inhibitor development and other targeted therapeutic areas.

Synthesis

  • Route1

    References

    • Chandregowda, Venkateshappa; Kush; Chandrasekara Reddy European Journal of Medicinal Chemistry, 2009 , vol. 44, # 7 p. 3046 - 3055
  • Route2
    • Methyl 2-amino-5-hydroxy-4-methoxybenzoate|CS-0302201
      50413-44-0
    • null|null
      77287-34-4
    • ~91%
    • In-stock
      6-Hydroxy-7-methoxyquinazolin-4(3H)-one|CS-B0939
      179688-52-9

    References

    • AMBIT BIOSCIENCES CORPORATON Patent: WO2009/117080 A1, 2009 ; Location in patent: Page/Page column 173 ; WO 2009/117080 A1
  • Route3
    • Methyl 2-amino-5-hydroxy-4-methoxybenzoate|CS-0302201
      50413-44-0
    • null|null
      16712-16-6
    • null|null
      77287-34-4
    • ~78%
    • In-stock
      6-Hydroxy-7-methoxyquinazolin-4(3H)-one|CS-B0939
      179688-52-9

    References

    • 4SC AG Patent: EP1785420 A1, 2007 ; Location in patent: Page/Page column 18 ;

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   75.21
  • LogP   0.6373
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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