[1,2,4]Triazolo[1,5-a]pyridin-2-amine

Name: [1,2,4]Triazolo[1,5-a]pyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 874-46-4
Cat. No. CS-0063915
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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[1,2,4]Triazolo[1,5-a]pyridin-2-amine|CS-0063915

Structure of 874-46-4

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General Information

CAS No. 874-46-4
Cat. No. CS-0063915
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆N₄
Molecular Weight 134.14
Synonym(s) 5-a]pyridin-2-aMine
SMILES NC1=NN2C=CC=CC2=N1

Description

This [1,2,4]Triazolo[1,5-a]pyridin-2-amine features a rigid, electron-deficient heterocyclic core that enables robust integration into pharmaceutical scaffolds. Its nitrogen-rich architecture supports strong hydrogen bonding and π-stacking interactions, enhancing target affinity in kinase inhibition studies. The amine functionality offers direct handle for derivatization under mild conditions, facilitating rapid library expansion. Bench-stable and moisture-tolerant, it simplifies handling in synthetic workflows.

Application

[1,2,4]Triazolo[1,5-a]pyridin-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling rapid access to bioactive scaffolds. Its fused triazolopyridine core exhibits favorable bench stability and functional group tolerance, facilitating downstream derivatization via nucleophilic substitution or transition-metal-catalyzed coupling. The molecule functions effectively as a hydrogen-bond donor and π-system in target-directed synthesis, particularly in kinase inhibitor and CNS-targeted compound development.

Synthesis

Route1
- 23822-54-0
- ~61%
- In-stock
  
  874-46-4
References
- Vercek, Bojan; Ogorevc, Bozidar,; Stanovnik, Branko; Tisler, Miha Monatshefte fuer Chemie, 1983 , vol. 114, p. 789 - 798
Route2
- 76105-82-3
- ~23%
- In-stock
  
  874-46-4
References
- Vercek, Bojan; Ogorevc, Bozidar,; Stanovnik, Branko; Tisler, Miha Monatshefte fuer Chemie, 1983 , vol. 114, p. 789 - 798
Route3
- 21418-21-3
- ~%
- In-stock
  
  874-46-4
References
- Monatshefte fuer Chemie, , vol. 114, p. 789 - 798

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 56.21
LogP 0.3115
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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[1,2,4]Triazolo[1,5-a]pyridin-2-amine

CAS No. 874-46-4

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