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CS-W001157 4
Total: USD 88.00

7-Nitroquinazolin-4(3H)-one

  • CAS No. 20872-93-9

  • Cat. No. CS-0043087
  • Purity≥97%
  • MDL No.MFCD00234395

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

7-Nitroquinazolin-4(3H)-one|CS-0043087

Structure of 20872-93-9

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General Information

  • CAS No. 20872-93-9
  • Cat. No. CS-0043087
  • Purity ≥97%
  • MDL No. MFCD00234395
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅N₃O₃
  • Molecular Weight 191.14
  • Synonym(s) 7-Nitroquinazolin-4(1H)-one, 7-Nitroquinazolin-4-ol
  • SMILES O=C1NC=NC2=C1C=CC([N+]([O-])=O)=C2

Description

7-Nitroquinazolin-4(3H)-one features a fused bicyclic core with a nitro group at the 7-position, conferring strong electron-withdrawing character. This scaffold serves as a privileged building block in medicinal chemistry, enabling direct incorporation into kinase inhibitors and other bioactive molecules through its reactive C4 carbonyl and nitrogen-rich framework.

Application

7-Nitroquinazolin-4(3H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinazoline-based scaffolds. Its electron-deficient core facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions. The nitro group enhances reactivity in reduction and cyclization protocols, while the lactam functionality provides orthogonal handle for derivatization. Bench-stable and readily purified by crystallization, it supports scalable synthesis of kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1
    • null|null
      77287-34-4
    • In-stock
      2-Amino-4-nitrobenzoic acid|CS-W002027
      619-17-0
    • ~83%
    • In-stock
      7-Nitroquinazolin-4(3H)-one|CS-0043087
      20872-93-9

    References

    • Alexandre, Francois-Rene; Berecibar, Amaya; Wrigglesworth, Roger; Besson, Thierry Tetrahedron Letters, 2003 , vol. 44, # 24 p. 4455 - 4458
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 11, # 3 p. 383 - 391
  • Route3

    References

    • Journal of the Chemical Society, , p. 1104,1111

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   88.89
  • LogP   0.8313
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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