2-(5-Amino-1H-1,2,4-triazol-3-yl)acetic acid

Name: 2-(5-Amino-1H-1,2,4-triazol-3-yl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 143832-52-4
Cat. No. CS-0186425
Purity≥97%
MDL No.None

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2-(5-Amino-1H-1,2,4-triazol-3-yl)acetic acid|CS-0186425

Structure of 143832-52-4

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General Information

CAS No. 143832-52-4
Cat. No. CS-0186425
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆N₄O₂
Molecular Weight 142.12
Synonym(s) (3-Amino-1H-1,2,4-triazol-5-yl)acetic acid
SMILES O=C(O)CC1=NNC(N)=N1

Description

This acetic acid derivative features a 5-amino-1H-1,2,4-triazol-3-yl moiety that imparts strong hydrogen-bonding capacity and nitrogen-rich functionality. The pendant carboxylic acid enables conjugation or derivatization in bioconjugation workflows. Bench-stable and moisture-tolerant, it integrates readily into peptide-based scaffolds and functional materials requiring polar, heterocyclic linkages.

Application

2-(5-Amino-1H-1,2,4-triazol-3-yl)acetic acid serves as a versatile building block for the synthesis of triazolyl-containing heterocycles and bioactive molecules. Its amino-triazole functionality enables efficient coupling reactions and metal-catalyzed transformations, while the carboxylic acid group facilitates derivatization and salt formation. The compound exhibits good bench stability and is compatible with standard peptide coupling protocols, making it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Synthesis

Route1
- 960250-81-1
- ~%
- In-stock
  
  143832-52-4
References
- Abdel-Megeed, Ashraf M.; Abdel-Rahman, Hamdy M.; Alkaramany, Gamal-Eldien S.; El-Gendy, Mahmoud A. European Journal of Medicinal Chemistry, 2009 , vol. 44, # 1 p. 117 - 123
Route2
- 141-82-2
- 79-17-4
- ~%
- In-stock
  
  143832-52-4
References
- Zeitschrift fur Anorganische und Allgemeine Chemie, , vol. 637, # 11 p. 1453 - 1457
Route3
- 141-82-2
- 2582-30-1
- ~%
- In-stock
  
  143832-52-4
References
- Russian Journal of Organic Chemistry, , vol. 31, # 2 p. 240 - 244 Zhurnal Organicheskoi Khimii, , vol. 31, # 2 p. 270 - 275

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 104.89
LogP -0.986
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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2-(5-Amino-1H-1,2,4-triazol-3-yl)acetic acid

CAS No. 143832-52-4

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