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CS-W001157 4
Total: USD 88.00

7-Nitro-3,4-dihydro-2H-1,4-benzooxazine

  • CAS No. 120711-81-1

  • Cat. No. CS-W022553
  • Purity≥96%
  • MDL No.MFCD11603433

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

7-Nitro-3,4-dihydro-2H-1,4-benzooxazine|CS-W022553

Structure of 120711-81-1

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General Information

  • CAS No. 120711-81-1
  • Cat. No. CS-W022553
  • Purity ≥96%
  • MDL No. MFCD11603433
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O₃
  • Molecular Weight 180.16
  • Synonym(s) OTAVA-BB 1217676
  • SMILES [N+](=O)([O-])C2=CC1=C(NCCO1)C=C2

Description

7-Nitro-3,4-dihydro-2H-1,4-benzooxazine features a fused heterocyclic core with a nitro group at the 7-position, enhancing electron deficiency for targeted reactivity. This bench-stable scaffold integrates readily into synthetic sequences requiring polar, nitrogen-rich platforms, particularly in bioactive molecule design and advanced material synthesis.

Application

7-Nitro-3,4-dihydro-2H-1,4-benzooxazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its electron-deficient aromatic system and latent functionality facilitate nucleophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and compatibility with common protecting group strategies, supporting its use in multi-step syntheses of pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Higuchi, Robert I.; Arienti, Kristen L.; Lopez, Francisco J.; Mani, Neelakhanda S.; Mais, Dale E.; Caferro, Thomas R.; Long, Yun Oliver; Jones, Todd K.; Edwards, James P.; Zhi, Lin; Schrader, William T.; Negro-Vilar, Andres; Marschke, Keith B. Journal of Medicinal Chemistry, 2007 , vol. 50, # 10 p. 2486 - 2496
  • Route2
    • null|null
      106-93-4
    • null|null
      99-57-0
    • ~%
    • In-stock
      7-Nitro-3,4-dihydro-2H-1,4-benzooxazine|CS-W022553
      120711-81-1

    References

    • WO2005/23807 A2, ; Page/Page column 63-64 ; WO 2005/023807 A2
  • Route3
    • null|null
      121-88-0
    • ~%
    • In-stock
      7-Nitro-3,4-dihydro-2H-1,4-benzooxazine|CS-W022553
      120711-81-1

    References

    • US5108486 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.4
  • LogP   1.3991
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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