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7-Fluoro-6-nitroquinazolin-4(3H)-one

  • CAS No. 162012-69-3

  • Cat. No. CS-B0788
  • Purity≥98%
  • MDL No.MFCD07841697

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

7-Fluoro-6-nitroquinazolin-4(3H)-one|CS-B0788

Structure of 162012-69-3

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General Information

  • CAS No. 162012-69-3
  • Cat. No. CS-B0788
  • Purity ≥98%
  • MDL No. MFCD07841697
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FN₃O₃
  • Molecular Weight 209.13
  • Synonym(s) 7-Fluoro-4-hydroxy-6-nitroquinazoline; 7-Fluoro-6-nitroquinazolin-4(3H)-one
  • SMILES O=C1NC=NC2=CC(F)=C([N+]([O-])=O)C=C12

Description

7-Fluoro-6-nitroquinazolin-4(3H)-one features a fluorinated quinazolinone core with strategic electron-withdrawing nitro and fluoro substituents, enhancing its utility in medicinal chemistry. This scaffold exhibits high reactivity in nucleophilic substitution reactions and serves as a key intermediate for bioactive heterocycles. The compound demonstrates stability under standard bench conditions and compatibility with diverse synthetic transformations.

Application

7-Fluoro-6-nitroquinazolin-4(3H)-one serves as a versatile heterocyclic building block for medicinal chemistry campaigns, enabling direct functionalization at the C4 position via nucleophilic substitution or reduction. Its electron-deficient quinazoline core enhances reactivity in coupling processes, while the fluorine and nitro groups provide orthogonal handles for downstream derivatization. Bench-stable and amenable to purification by recrystallization, it functions effectively in standard synthetic workflows targeting kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1
    • 2-Amino-4-fluorobenzoic acid Afatinib Impurity|CS-0167288
      446-32-2
    • ~79%
    • In-stock
      7-Fluoro-6-nitroquinazolin-4(3H)-one|CS-B0788
      162012-69-3

    References

    • HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup Patent: WO2012/30160 A2, 2012 ; Location in patent: Page/Page column 25 ;
  • Route2

    References

    • HANMI PHARM. CO., LTD. Patent: WO2007/55513 A1, 2007 ; Location in patent: Page/Page column 20 ; WO 2007/055513 A1
  • Route3
    • In-stock
      Afatinib impurity 58|CS-0164291
      1194097-41-0
    • null|null
      77287-34-4
    • ~%
    • In-stock
      7-Fluoro-6-nitroquinazolin-4(3H)-one|CS-B0788
      162012-69-3

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 21 p. 6880 - 6888

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   88.89
  • LogP   0.9704
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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