3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid

Name: 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 208772-72-9
Cat. No. CS-W000708
Purity≥97%
MDL No.MFCD11878407

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid|CS-W000708

Structure of 208772-72-9

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General Information

CAS No. 208772-72-9
Cat. No. CS-W000708
Purity ≥97%
MDL No. MFCD11878407
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇NO₄
Molecular Weight 193.16
Synonym(s) 3-OXO-3,4-DIHYDRO-2H-BENZO[B][1,4]OXAZINE-8-CARBOXYLIC ACID
SMILES O=C1COc2c(N1)cccc2C(=O)O

Description

This benzoxazine derivative features a carboxylic acid group at the C8 position and a ketone functionality at C3, creating a rigid, electron-deficient heterocyclic scaffold. The fused ring system enhances thermal stability and facilitates conjugation in synthetic pathways. This structure serves as a key intermediate for bioactive molecule synthesis, particularly in pharmaceuticals requiring planar, polarizable cores.

Application

3-Oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid serves as a versatile scaffold for the synthesis of bioactive heterocycles, offering a well-defined platform for medicinal chemistry exploration. Its ortho-carboxylic acid and ketone functionalities enable sequential derivatization, including amide formation and nucleophilic addition reactions. The compound exhibits bench stability and facilitates straightforward purification, supporting its use in iterative synthetic workflows targeting pharmaceutical intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 0.7157
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid

CAS No. 208772-72-9

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