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CS-W001157 4
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6-Methoxyquinazolin-4-ol

  • CAS No. 19181-64-7

  • Cat. No. CS-0043715
  • Purity≥98%
  • MDL No.MFCD06657614

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

6-Methoxyquinazolin-4-ol|CS-0043715

Structure of 19181-64-7

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General Information

  • CAS No. 19181-64-7
  • Cat. No. CS-0043715
  • Purity ≥98%
  • MDL No. MFCD06657614
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 6-Methoxyquinazolin-4(3H)-one
  • SMILES OC1=C2C=C(OC)C=CC2=NC=N1

Description

6-Methoxyquinazolin-4-ol is a bench-stable heterocyclic scaffold featuring a methoxy group at the 6-position and a hydroxyl moiety at C4, enabling direct integration into kinase inhibitor libraries. This electron-rich core enhances solubility and facilitates derivatization under standard coupling conditions.

Application

6-Methoxyquinazolin-4-ol serves as a versatile building block for medicinal chemistry, enabling efficient access to quinazoline-based scaffolds prevalent in kinase inhibitors. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate straightforward derivatization via nucleophilic substitution or coupling reactions. The methoxy substituent enhances solubility and modulates electronic properties, supporting optimization of pharmacokinetic profiles in drug discovery campaigns.

Synthesis

  • Route1
    • In-stock
      2-Amino-5-methoxybenzamide|CS-W003834
      1882-71-9
    • null|null
      77287-34-4
    • ~51%
    • In-stock
      6-Methoxyquinazolin-4-ol|CS-0043715
      19181-64-7

    References

    • MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2006/71875 A1, 2006 ; Location in patent: Page/Page column 91 ; WO 2006/071875 A1
  • Route2
    • null|null
      77287-34-4
    • In-stock
      Anthranilic acid, 5-methoxy-|CS-W009211
      6705-03-9
    • ~90%
    • In-stock
      6-Methoxyquinazolin-4-ol|CS-0043715
      19181-64-7

    References

    • LeMahieu; Carson; Nason; Parrish; Welton; Baruth; Yaremko Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 420 - 425
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 68, p. 1301 Journal of the Chemical Society, , p. 890,894

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

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Computational Chemistry Data

  • TPSA   55.24
  • LogP   1.344
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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