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CS-W001157 4
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6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione

  • CAS No. 20197-92-6

  • Cat. No. CS-W019364
  • Purity≥98%
  • MDL No.MFCD03426390

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

6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W019364

Structure of 20197-92-6

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General Information

  • CAS No. 20197-92-6
  • Cat. No. CS-W019364
  • Purity ≥98%
  • MDL No. MFCD03426390
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₅
  • Molecular Weight 223.18
  • Synonym(s) 6,7-Dimethoxy-2H-3,1-benzoxazine-2,4(1H)-dione
  • SMILES O=C(NC1=CC(OC)=C(OC)C=C12)OC2=O

Description

6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione features a fused oxazine core with electron-donating methoxy groups at the 6 and 7 positions, enhancing solubility and stability. This scaffold serves as a key building block in medicinal chemistry for accessing bioactive heterocycles under standard conditions.

Application

6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its fused oxazine core exhibits enhanced stability and favorable solubility, while the ortho-dimethoxy substitution pattern facilitates downstream functionalization via palladium-catalyzed cross-coupling or nucleophilic displacement. The molecule functions effectively in multi-step syntheses requiring robustness under standard reaction conditions and simplifies purification due to its crystalline nature and defined polarity profile.

Synthesis

  • Route1
    • null|null
      501-53-1
    • In-stock
      2-Amino-4,5-dimethoxybenzoic acid|CS-W019306
      5653-40-7
    • ~94%
    • In-stock
      6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W019364
      20197-92-6

    References

    • NEURO3D; UNIVERSITE LOUIS PASTEUR Patent: US2006/128695 A1, 2006 ; Location in patent: Page/Page column 20 ; US 20060128695 A1
  • Route2
    • null|null
      32315-10-9
    • In-stock
      2-Amino-4,5-dimethoxybenzoic acid|CS-W019306
      5653-40-7
    • ~96%
    • In-stock
      6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W019364
      20197-92-6

    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
  • Route3
    • null|null
      21560-74-7
    • ~%
    • In-stock
      6,7-Dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W019364
      20197-92-6

    References

    • Journal of Medicinal Chemistry, , vol. 25, # 6 p. 703 - 708

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   81.53
  • LogP   0.4985
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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