5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole

Name: 5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole
Brand: ChemScene
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CAS No. 1548-67-0
Cat. No. CS-0205001
Purity≥98%
MDL No.MFCD00173974

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FedEx Limited Quantities Ground	$0.00
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5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole|CS-0205001

Structure of 1548-67-0

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General Information

CAS No. 1548-67-0
Cat. No. CS-0205001
Purity ≥98%
MDL No. MFCD00173974
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄F₃N₃
Molecular Weight 187.12
Synonym(s) 5-(Trifluoromethyl)-1H-1,2,3-Benzotriazole
SMILES FC(F)(F)C=1C=CC=2N=NNC2C1

Description

5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole is a bench-stable, electron-deficient triazole scaffold that integrates readily into bioconjugation and medicinal chemistry workflows. The trifluoromethyl group enhances metabolic stability and modulates electronic properties, enabling efficient coupling reactions under mild conditions. This compound serves as a key building block for targeted probe synthesis and drug discovery applications.

Application

5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole serves as a versatile building block in medicinal chemistry, enabling efficient access to triazole-containing scaffolds through copper-catalyzed azide-alkyne cycloaddition. The trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the benzo-triazole core offers robust bench stability and compatibility with diverse functional groups. This compound facilitates rapid diversification in lead optimization campaigns and supports scalable synthesis in API development workflows.

Synthesis

Route1
- In-stock
  
  368-71-8
- ~97%
- In-stock
  
  1548-67-0
References
- McHugh, Callum J.; Tackley, Daniel R.; Graham, Duncan Heterocycles, 2002 , vol. 57, # 8 p. 1461 - 1470

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.9767
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole

CAS No. 1548-67-0

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