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CS-W001157 4
Total: USD 88.00

6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione

  • CAS No. 37795-77-0

  • Cat. No. CS-W002906
  • Purity≥98%
  • MDL No.MFCD02179411

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

6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W002906

Structure of 37795-77-0

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General Information

  • CAS No. 37795-77-0
  • Cat. No. CS-W002906
  • Purity ≥98%
  • MDL No. MFCD02179411
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₄
  • Molecular Weight None
  • Synonym(s) 5-Methoxyisatoic anhydride
  • SMILES O=C(O1)NC2=CC=C(OC)C=C2C1=O

Description

6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione features a fused oxazine core with strategically positioned methoxy and carbonyl groups, enabling robust integration into heterocyclic scaffolds. This bench-stable, moisture-tolerant compound serves as a key intermediate in synthesizing bioactive molecules and functional materials.

Application

6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to substituted benzoxazines via nucleophilic displacement or transition-metal-catalyzed coupling. Its dual carbonyl functionality and methoxy substituent provide orthogonal reactivity and enhanced stability under standard bench conditions, facilitating purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • null|null
      32315-10-9
    • In-stock
      Anthranilic acid, 5-methoxy-|CS-W009211
      6705-03-9
    • ~95%
    • In-stock
      6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W002906
      37795-77-0

    References

    • Carter, Malcolm C.; Alber, Dagmar G.; Baxter, Robert C.; Bithell, Sian K.; Budworth, Jo; Chubb, Ann; Cockerill, G. Stuart; Dowdell, Verity C. L.; Henderson, Elisa A.; Keegan, Sally J.; Kelsey, Richard D.; Lockyer, Michael J.; Stables, Jeremy N.; Wilson, Lara J.; Powell, Kenneth L. Journal of Medicinal Chemistry, 2006 , vol. 49, # 7 p. 2311 - 2319
  • Route2
    • null|null
      75-44-5
    • In-stock
      Anthranilic acid, 5-methoxy-|CS-W009211
      6705-03-9
    • ~92%
    • In-stock
      6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W002906
      37795-77-0

    References

    • Zhang, Puwen; Zhang, Weijiang; Liu, Ruiyan; Harris, Bradford; Skolnick, Phil; Cook, James M. Journal of Medicinal Chemistry, 1995 , vol. 38, # 10 p. 1679 - 1688
  • Route3
    • null|null
      590-28-3
    • In-stock
      2-Bromo-5-methoxybenzoic acid|CS-W012953
      22921-68-2
    • ~62%
    • In-stock
      6-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W002906
      37795-77-0

    References

    • ROCHE DIAGNOSTICS GMBH; F. HOFFMANN-LA ROCHE AG Patent: WO2008/52742 A1, 2008 ; Location in patent: Page/Page column 22; Sheet 4 ;

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   72.3
  • LogP   0.4899
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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