3-Bromo-4,5-dihydroisoxazole-5-carboxylic acid

CAS No. 1130365-33-1
Cat. No. CS-0335326
Molecule weight193.98
Purity≥95%
MDL No.MFCD20660315

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3-Bromo-4,5-dihydroisoxazole-5-carboxylic acid|CS-0335326

Structure of 1130365-33-1

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General Information

CAS No. 1130365-33-1
Cat. No. CS-0335326
Purity ≥95%
MDL No. MFCD20660315
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrNO₃
Molecular Weight 193.98
Synonym(s) None
SMILES O=C(C1CC(Br)=NO1)O

Description

This brominated isoxazole derivative features a reactive carboxylic acid group flanked by a bromine substituent and a dihydroisoxazole ring system. The structure enables direct incorporation into diverse synthetic scaffolds, particularly in medicinal chemistry and heterocyclic synthesis. The molecule exhibits enhanced stability under standard conditions and facilitates efficient derivatization through nucleophilic substitution or coupling reactions.

Application

3-Bromo-4,5-dihydroisoxazole-5-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted isoxazoles and bioactive scaffolds. Its bromine substituent facilitates palladium-catalyzed coupling reactions, while the carboxylic acid group supports direct derivatization or activation. The compound exhibits good bench stability and compatibility with standard purification methods, making it suitable for use in medicinal chemistry campaigns and process development workflows.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 58.89
LogP 0.5683
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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3-Bromo-4,5-dihydroisoxazole-5-carboxylic acid

CAS No. 1130365-33-1

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