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CS-W001157 4
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4-Chloroquinazolin-6-ol

  • CAS No. 848438-50-6

  • Cat. No. CS-0050884
  • Molecule weight180.59
  • Purity≥98%
  • MDL No.None

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

4-Chloroquinazolin-6-ol|CS-0050884

Structure of 848438-50-6

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General Information

  • CAS No. 848438-50-6
  • Cat. No. CS-0050884
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O
  • Molecular Weight 180.59
  • Synonym(s) 4-CHLORO-6-HYDROXYQUINAZOLINE
  • SMILES OC1=CC=C2N=CN=C(Cl)C2=C1

Description

4-Chloroquinazolin-6-ol is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 4-position and a phenolic hydroxyl group at the 6-position. This configuration enables direct integration into bioactive molecules, where the electron-deficient core supports hydrogen bonding and π-stacking interactions critical in kinase inhibitor design.

Application

4-Chloroquinazolin-6-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via nucleophilic substitution or transition-metal-catalyzed coupling. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to quinazoline-based scaffolds prevalent in kinase inhibitors and antitumor agents. The chlorine substituent provides a reliable handle for downstream derivatization, while the hydroxyl group offers orthogonal reactivity for protection or conjugation.

Synthesis

  • Route1
    • 4-Chloroquinazolin-6-yl acetate|CS-0448922
      179246-11-8
    • ~80%
    • In-stock
      4-Chloroquinazolin-6-ol|CS-0050884
      848438-50-6

    References

    • BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; CHENG, Peter T. W. Patent: WO2011/130459 A1, 2011 ; Location in patent: Page/Page column 60 ; WO 2011/130459 A1

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.01
  • LogP   1.9888
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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