2-(1H-1,2,3-Triazol-1-yl)acetic acid

Name: 2-(1H-1,2,3-Triazol-1-yl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 4314-22-1
Cat. No. CS-0037924
Molecule weight127.10
Purity≥97%
MDL No.MFCD03840809

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-(1H-1,2,3-Triazol-1-yl)acetic acid|CS-0037924

Structure of 4314-22-1

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General Information

CAS No. 4314-22-1
Cat. No. CS-0037924
Purity ≥97%
MDL No. MFCD03840809
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅N₃O₂
Molecular Weight 127.10
Synonym(s) 1H-1,2,3 TRIAZOLE-1-ACETIC ACID
SMILES C1=CN(CC(=O)O)N=N1

Description

This triazole-functionalized acetic acid derivative integrates a 1,2,3-triazole ring directly at the alpha position, enabling robust bioorthogonal conjugation. The stable, bench-stable scaffold facilitates efficient coupling in peptide and small-molecule labeling workflows without requiring transition metals or harsh conditions.

Application

2-(1H-1,2,3-Triazol-1-yl)acetic acid serves as a versatile building block in click chemistry and medicinal chemistry applications. The triazole moiety provides excellent metabolic stability and hydrogen-bonding capacity, while the carboxylic acid group enables straightforward conjugation via amide bond formation. This compound exhibits good bench stability, facilitates efficient purification by crystallization, and functions reliably in standard coupling reactions with amines, alcohols, and nucleophiles under mild conditions.

Synthesis

Route1
- 605680-88-4
- ~%
- In-stock
  
  4314-22-1
References
- MERCK and CO., INC. Patent: WO2003/87037 A1, 2003 ; Location in patent: Page/Page column 104-105 ; WO 03/087037 A1

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 68.01
LogP -0.6373
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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2-(1H-1,2,3-Triazol-1-yl)acetic acid

CAS No. 4314-22-1

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