2-(1H-1,2,4-Triazol-1-yl)acetic acid

Name: 2-(1H-1,2,4-Triazol-1-yl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 28711-29-7
Cat. No. CS-0072938
Molecule weight127.10
Purity≥97%
MDL No.MFCD00036051

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-(1H-1,2,4-Triazol-1-yl)acetic acid|CS-0072938

Structure of 28711-29-7

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General Information

CAS No. 28711-29-7
Cat. No. CS-0072938
Purity ≥97%
MDL No. MFCD00036051
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅N₃O₂
Molecular Weight 127.10
Synonym(s) 1,2,4-Triazole-1-acetic acid
SMILES O=C(O)CN1N=CN=C1

Description

2-(1H-1,2,4-Triazol-1-yl)acetic acid features a triazolyl moiety linked to a carboxylic acid group, enabling versatile conjugation in bioconjugation and medicinal chemistry. This bench-stable compound integrates readily into peptide and small-molecule scaffolds, offering enhanced solubility and targeted functionalization through the electron-rich triazole ring.

Application

2-(1H-1,2,4-Triazol-1-yl)acetic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of triazole-containing bioactive molecules. Its carboxylic acid functionality facilitates amide bond formation and conjugation reactions, while the 1,2,4-triazole ring provides metabolic stability and hydrogen-bonding capacity. The compound exhibits good bench stability and is compatible with standard peptide coupling protocols, making it well-suited for library synthesis and structure–activity studies.

Synthesis

Route1
- 56563-01-0
- ~61%
- In-stock
  
  28711-29-7
References
- Nagao, Yoshimitsu; Sano, Shigeki; Oxhiai, Masahito; Fujita, Eichi Tetrahedron, 1990 , vol. 46, # 9 p. 3211 - 3232
Route2
- In-stock
  
  288-88-0
- 79-11-8
- ~60%
- In-stock
  
  28711-29-7
References
- Kofman; Trubitsyn; Dmitrienko; Glazkova; Tselinskii Russian Journal of Organic Chemistry, 2007 , vol. 43, # 5 p. 758 - 764

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

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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-1,2,4-Triazol-1-yl)acetic acid

CAS No. 28711-29-7

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