3-(2H-1,2,3-Triazol-2-yl)aniline

Name: 3-(2H-1,2,3-Triazol-2-yl)aniline
Brand: ChemScene
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CAS No. 626248-56-4
Cat. No. CS-W021758
Purity≥96%
MDL No.MFCD20921922

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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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3-(2H-1,2,3-Triazol-2-yl)aniline|CS-W021758

Structure of 626248-56-4

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General Information

CAS No. 626248-56-4
Cat. No. CS-W021758
Purity ≥96%
MDL No. MFCD20921922
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₄
Molecular Weight 160.18
Synonym(s) 3(2H-1,2,3-triazol-2-yl)aniline
SMILES NC1=CC=CC(N2N=CC=N2)=C1

Description

3-(2H-1,2,3-Triazol-2-yl)aniline features a pendant triazole ring directly attached to an aromatic amine, enabling robust conjugation in bioorthogonal workflows. This bench-stable scaffold integrates seamlessly into functionalized probes and surface-tethered systems, offering high reactivity with azide-bearing partners under mild conditions.

Application

3-(2H-1,2,3-Triazol-2-yl)aniline serves as a versatile building block for bioconjugation and medicinal chemistry, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). The triazole moiety provides metabolic stability and hydrogen-bonding capacity, while the aniline handle supports further functionalization via electrophilic substitution or coupling reactions. Bench-stable and readily purified by recrystallization, it facilitates modular synthesis of complex heterocyclic scaffolds and target-oriented libraries.

Synthesis

Route1
- In-stock
  
  288-36-8
- In-stock
  
  626-01-7
- ~66%
- In-stock
  
  626248-56-4
- 16279-73-5
References
- PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan Patent: WO2013/78468 A1, 2013 ; Location in patent: Paragraph 0314; 0315 ;

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 56.73
LogP 0.8495
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-(2H-1,2,3-Triazol-2-yl)aniline

CAS No. 626248-56-4

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