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CS-W001157 4
Total: USD 88.00

2-Chloroquinazolin-4(3H)-one

  • CAS No. 607-69-2

  • Cat. No. CS-W019310
  • Purity≥97%
  • MDL No.MFCD04086742

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

2-Chloroquinazolin-4(3H)-one|CS-W019310

Structure of 607-69-2

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General Information

  • CAS No. 607-69-2
  • Cat. No. CS-W019310
  • Purity ≥97%
  • MDL No. MFCD04086742
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O
  • Molecular Weight None
  • Synonym(s) 4(3H)-quinazolinone, 2-chloro-
  • SMILES O=C1NC(Cl)=NC2=C1C=CC=C2

Description

2-Chloroquinazolin-4(3H)-one is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 2-position and a lactam carbonyl at the 4-position. This electron-deficient core integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and bioactive molecules in drug discovery workflows.

Application

2-Chloroquinazolin-4(3H)-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse nucleophiles facilitate rapid access to substituted quinazoline scaffolds prevalent in kinase inhibitor development. The compound functions effectively as a key intermediate in the synthesis of biologically active heterocycles.

Synthesis

  • Route1

    References

    • Prashad, Mahavir; Har, Denis; Hu, Bin; Kim, Hong-Yong; Girgis, Michael J.; Chaudhary, Apurva; Repic, Oljan; Blacklock, Thomas J.; Marterer, Wolfgang Organic Process Research and Development, 2004 , vol. 8, # 3 p. 330 - 340
  • Route2
    • 1,3-Dihydro-2H-benzo[d]imidazol-2-one Rabeprazole Impurity|CS-0166731
      615-16-7
    • ~%
    • In-stock
      2-Chloroquinazolin-4(3H)-one|CS-W019310
      607-69-2

    References

    • US6107293 A1, ;
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 50, # 10 p. 2297 - 2300

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   45.75
  • LogP   1.5765
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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