ethyl 5-methyl-1,2,4-oxadiazole-3-carboxylate

Name: ethyl 5-methyl-1,2,4-oxadiazole-3-carboxylate
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CAS No. 40699-38-5
Cat. No. CS-0038015
Purity≥96%
MDL No.None

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ethyl 5-methyl-1,2,4-oxadiazole-3-carboxylate|CS-0038015

Structure of 40699-38-5

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General Information

CAS No. 40699-38-5
Cat. No. CS-0038015
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O₃
Molecular Weight 156.14
Synonym(s) 1,2,4-oxadiazole-3-carboxylic acid, 5-methyl-, ethyl ester
SMILES CCOC(=O)C1=NOC(=N1)C

Description

Ethyl 5-methyl-1,2,4-oxadiazole-3-carboxylate features a stable oxadiazole core with a methyl-substituted position and an ethyl ester handle. This bench-stable heterocycle integrates readily into synthetic sequences requiring electron-deficient scaffolds. The functional group combination enables efficient coupling reactions and serves as a key intermediate in the development of bioactive molecules and advanced materials.

Application

Ethyl 5-methyl-1,2,4-oxadiazole-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. The oxadiazole core exhibits excellent metabolic stability and functions as a robust hydrogen-bond acceptor. It readily participates in cross-coupling reactions and acts as a surrogate for carboxylic acids or esters in scaffold diversification. Its bench-stable nature and straightforward purification facilitate integration into multi-step syntheses.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 65.22
LogP 0.55472
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Key Words

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ethyl 5-methyl-1,2,4-oxadiazole-3-carboxylate

CAS No. 40699-38-5

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