19666-40-1

Basic information

• Product Name: 2-(3-CHLOROPROPYL)-1,2,4-TRIAZOL-[4,3-A]PYRIDINE-3 (2H)-ONE
• Synonyms: 2-(3-CHLOROPROPYL)-1,2,4-TRIAZOL-[4,3-A]PYRIDINE-3 (2H)-ONE;2-(3-Chloropropyl)-1,2,4-triazolo[4,3-a]pyridine-3(2H)-one;2-(3-Chloropropyl)-1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
• CAS NO: 19666-40-1
• Molecular Formula: C₉H₁₀ClN₃O
• Molecular Weight: 211.65
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Aromatics, Heterocycles, Miscellaneous Reagents
• Mol File: 19666-40-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 73-75 °C
• Boiling Point: 315.5±44.0 °C(Predicted)
• Appearance: /
• Density: 1.38±0.1 g/cm3(Predicted)
• PKA: 1.07±0.20(Predicted)
• CAS DataBase Reference: 2-(3-CHLOROPROPYL)-1,2,4-TRIAZOL-[4,3-A]PYRIDINE-3 (2H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-CHLOROPROPYL)-1,2,4-TRIAZOL-[4,3-A]PYRIDINE-3 (2H)-ONE(19666-40-1)
• EPA Substance Registry System: 2-(3-CHLOROPROPYL)-1,2,4-TRIAZOL-[4,3-A]PYRIDINE-3 (2H)-ONE(19666-40-1)

Safety Data

• Hazardous Substances Data: 19666-40-1(Hazardous Substances Data)

Usage

Uses

2-(3-Chloropropyl)-1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one is used in the synthesis of triazolopyridine derivatives to study effects on the binding affinity of Trazadone for 5HT (2A and α1) receptors.

Upstream product

• 632-02-0 3-chloropropyl p-toluenesulfonate 
• 6969-71-7 [1,2,4]triazolo[4,3-a]pyridin-3(2H)-one 
• 4930-98-7 pyrid-2-ylhydrazine 
• 109-04-6 2-bromo-pyridine 
• 109-09-1 2-chloropyridine 
• 109-70-6 1.3-chlorobromopropane 

Downstream Products

• 19794-93-5 trazodone 
• 25332-39-2 trazodone hydrochloride 
• 220910-12-3 2-(3-((2-((3-chlorophenyl)amino)ethyl)amino)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one 

Relevant articles and documents

Microwave-assisted synthesis of trazodone and its derivatives as new 5-HT1A ligands: Binding and docking studies

Trazodone, a well-known antidepressant drug widely used throughout the world, works as a 5-hydroxytryptamine (5-HT2) and α1-adrenergic receptor antagonist and a serotonin reuptake inhibitor. Our research aimed to develop a new method for the synthesis of trazodone and its derivatives. In the known methods of the synthesis of trazodone and its derivatives, organic and toxic solvents are used, and the synthesis time varies from several to several dozen hours. Our research shows that trazodone and its derivatives can be successfully obtained in the presence of potassium carbonate as a reaction medium in the microwave field in a few minutes. As a result of the research work, 17 derivatives of trazodone were obtained, including compounds that exhibit the characteristics of 5-HT1A receptor ligands. Molecular modeling studies were performed to understand the differences in the activity toward 5-HT1A and 5-HT2A receptors between ligand 10a (2-(6-(4-(3-chlorophenyl)piperazin-1-yl)hexyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one) (5-HT1A Ki = 16 nM) and trazodone. The docking results indicate the lack of the binding of ligand 10a to 5-HT2AR, which is consistent with the in vitro studies. On the other hand, the docking results for the 5-HT1A receptor indicate two possible binding modes. Crystallographic studies support the hypothesis of an extended conformation.

Treatment of sleeping disorders using CNS sleep target modulators

The invention is directed to compositions used for treating sleep disorders. In addition, the invention provides convenient methods of treatment of a sleep disorder. Furthermore, the invention provides methods of treating sleep disorders using composition