5-(4-Chlorophenyl)isoxazole-3-carboxylic acid

Name: 5-(4-Chlorophenyl)isoxazole-3-carboxylic acid
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CAS No. 33282-22-3
Cat. No. CS-0085275
Purity≥97%
MDL No.MFCD06010034

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5-(4-Chlorophenyl)isoxazole-3-carboxylic acid|CS-0085275

Structure of 33282-22-3

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General Information

CAS No. 33282-22-3
Cat. No. CS-0085275
Purity ≥97%
MDL No. MFCD06010034
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆ClNO₃
Molecular Weight 223.61
Synonym(s) Albb-009766
SMILES O=C(O)C1=NOC(C2=CC=C(Cl)C=C2)=C1

Description

5-(4-Chlorophenyl)isoxazole-3-carboxylic acid features a rigid isoxazole core linked to a para-chlorophenyl group, delivering enhanced electron-withdrawing character and metabolic stability. This structural motif enables direct incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting kinase inhibition and CNS-penetrant therapeutics. The carboxylic acid functionality provides a handle for derivatization via amide or ester formation under standard coupling conditions.

Application

5-(4-Chlorophenyl)isoxazole-3-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds via standard coupling and functionalization reactions. Its robust bench stability, combined with orthogonal reactivity of the carboxylic acid and isoxazole ring, facilitates straightforward derivatization and purification. The molecule functions effectively in amide bond formation, Suzuki coupling, and electrophilic substitution, making it valuable for medicinal chemistry 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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 63.33
LogP 2.6932
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-(4-Chlorophenyl)isoxazole-3-carboxylic acid

CAS No. 33282-22-3

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