2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid

Name: 2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 55151-91-2
Cat. No. CS-0037991
Molecule weight142.11
Purity≥97%
MDL No.None

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2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid|CS-0037991

Structure of 55151-91-2

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General Information

CAS No. 55151-91-2
Cat. No. CS-0037991
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆N₂O₃
Molecular Weight 142.11
Synonym(s) (3-Methyl-[1,2,4]Oxadiazol-5-Yl)-Acetic Acid
SMILES CC1=NOC(=N1)CC(=O)O

Description

This oxadiazole-containing acetic acid integrates a stable, electron-deficient 1,2,4-oxadiazole ring with a reactive carboxylate handle. The methyl-substituted heterocycle enhances metabolic stability and modulates electronic properties, enabling efficient conjugation in bioconjugation workflows. Its bench-stable nature supports direct use in peptide derivatization and probe synthesis under standard conditions.

Application

2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its oxadiazole ring imparts metabolic stability and favorable pharmacokinetic properties, while the carboxylic acid functionality enables straightforward derivatization via amide, ester, or acyl coupling reactions. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for use in medicinal chemistry campaigns and API development workflows.

Synthesis

Route1
- 10403-80-2
- ~%
- In-stock
  
  55151-91-2
References
- Gist-Brocades N.V. Patent: US4160829 A1, 1979 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 76.22
LogP 0.00512
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Key Words

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2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid

CAS No. 55151-91-2

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