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

Name: 5-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione
Brand: ChemScene
Availability: InStock
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CAS No. 67765-42-8
Cat. No. CS-M1576
Molecule weight193.16
Purity≥98%
MDL No.MFCD11046419

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-M1576

Structure of 67765-42-8

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General Information

CAS No. 67765-42-8
Cat. No. CS-M1576
Purity ≥98%
MDL No. MFCD11046419
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇NO₄
Molecular Weight 193.16
Synonym(s) 5-Methoxy-2H-3,1-benzoxazine-2,4(1H)-dione
SMILES O=C(O1)NC2=CC=CC(OC)=C2C1=O

Description

5-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione features a fused oxazine core with electron-withdrawing carbonyl groups and a methoxy substituent at the 5-position, enhancing solubility and stability. This scaffold serves as a versatile building block in medicinal chemistry, particularly for heterocyclic libraries requiring moderate polarity and metabolic resilience.

Application

5-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused oxazine core exhibits stability under standard reaction conditions and enables selective functionalization at the 5-position via nucleophilic substitution or metal-catalyzed coupling. The methoxy group enhances solubility and modulates electronic properties, while the diketone functionality supports enolization and coordination in catalytic systems. This scaffold facilitates rapid access to complex molecular architectures through modular transformations.

Synthesis

Route1
- 75-44-5
- In-stock
  
  53600-33-2
- ~92%
- In-stock
  
  67765-42-8
References
- Sircar, Jagadish C.; Capiris, Thomas; Kesten, Stephen J.; Herzig, David J. Journal of Medicinal Chemistry, 1981 , vol. 24, # 6 p. 735 - 742
Route2
- 32315-10-9
- In-stock
  
  53600-33-2
- ~96%
- In-stock
  
  67765-42-8
References
- Imperial Chemical Industries, PLC Patent: US5599814 A1, 1997 ;
Route3
- In-stock
  
  60144-52-7
- ~%
- In-stock
  
  67765-42-8
References
- Gould; Eisenberg Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6666 - 6671

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

CAS No. 67765-42-8

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