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2-(3-Cyano-1H-1,2,4-triazol-1-yl)acetic acid

  • CAS No. 1247628-40-5

  • Cat. No. CS-0197794
  • Molecule weight152.11
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-(3-Cyano-1H-1,2,4-triazol-1-yl)acetic acid|CS-0197794

Structure of 1247628-40-5

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General Information

  • CAS No. 1247628-40-5
  • Cat. No. CS-0197794
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₄O₂
  • Molecular Weight 152.11
  • Synonym(s) (3-Cyano-[1,2,4]triazol-1-yl)-acetic acid
  • SMILES N#CC=1N=CN(N1)CC(=O)O

Description

This acetic acid derivative features a 3-cyano-1H-1,2,4-triazole moiety linked via a methylene bridge, delivering a rigid, electron-deficient heterocyclic system. The pendant carboxylic acid enables direct conjugation or derivatization in synthetic workflows. Bench-stable and moisture-tolerant, it integrates readily into bioconjugation strategies and medicinal chemistry campaigns requiring triazole-based scaffolds with enhanced metabolic stability.

Application

2-(3-Cyano-1H-1,2,4-triazol-1-yl)acetic acid serves as a versatile building block for constructing triazolyl-containing scaffolds in medicinal chemistry. The cyano group enables subsequent functionalization via nucleophilic addition or hydrolysis, while the carboxylic acid facilitates direct coupling reactions. Its stability under standard synthetic conditions and compatibility with common protecting groups make it ideal for modular synthesis of bioactive heterocycles and peptide conjugates.

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-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   91.8
  • LogP   -0.76562
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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