4214-62-4

Usage

Chemical Structure

Contains a pyrimidine ring

Historical Use

Sedative-hypnotic drug

Current Use

Limited due to safer alternatives

Mechanism of Action

Acts as a central nervous system depressant

Neurotransmitter Interaction

Enhances the activity of gamma-aminobutyric acid (GABA)

Effects

Produces sedative and hypnotic effects

Potential for Abuse

Yes, due to its sedative and hypnotic properties

Risk of Addiction

Yes, as it can lead to physical and psychological dependence

Side Effects

Significant, including drowsiness, dizziness, and impaired cognitive function

Risk of Overdose

High, as it can lead to respiratory depression, coma, and death

Medical Use

Limited, primarily encountered in research and forensic toxicology contexts

Upstream product

• 100-39-0 benzyl bromide 
• 38353-09-2 2-pyrimidinone hydrochloride 
• 4214-64-6 2-(benzyloxy)pyrimidine 
• 557-01-7 2-hydroxypyrimidine 

Downstream Products

• 103594-70-3 1-benzyl-3,4-dihydro-4-phenylpyrimidin-2-(1H)-one 
• 98235-94-0 (Z)-1-benzyl-4H-4-phenacylidene-2(1H)-pyrimidinone 
• 4997-20-0 1-benzyl-3,4-dihydro-4-methyl-2(1H)-pyrimidinone 
• 717-00-0 1-benzyluracil 
• 107377-16-2 1-benzyl-3,4-dihydropyrimidin-2(1H)-one 

Relevant academic research and scientific papers

Specific N-Alkylation of Hydroxypyridines Achieved by a Catalyst- and Base-Free Reaction with Organohalides

A specific N-alkylation of 2-hydroxypyridines is achieved by reacting with organohalides under catalyst- and base-free conditions. The observed HX-facilitated conversion of pyridyl ether intermediates to 2-pyridone products may account for the success and

Preparation of N-alkyl 2-pyridones via a lithium iodide promoted oto N-alkyl migration: Scope and mechanism

An efficient and inexpensive LiI-promoted O- to N-alkyl migration of 2-benzyloxy-, 2-allyloxy-, and 2-propargyloxypyridines and heterocycles is reported. The reaction produces the corresponding N-alkyl 2-pyridones and analogues under green, solvent-free conditions in good to excellent yields (30 examples, 20-97% yield). This method has been shown to be intermolecular and requires heat and lithium cation to occur.

Synthesis of substituted N-benzyl pyridones via an O- To N-alkyl migration

(Chemical Equation Presented) A new LiI-promoted O- to N-alkyl migration has been developed for the conversion of O-alkylated 2-hydroxy pyridines, quinolines, and pyrimidines to the corresponding N-alkylated heterocycles in good to excellent yields (57-99%). This method serves as an efficient means for the preparation of N-benzyl pyridones, quinolones, and pyrimidones.

Structure Investigations on Products from the Reaction of Organocopper, Organolithium and Organomagnesium Reagents with 2(1H)-Pyrimidinones

Alkyl- and arylcuprates and alkyl- and aryllithium and -magnesium reagents form 3,4- or/and 3,6-adducts with 1-benzyl-2(1H)pyrimidinones.The effect of 5-halo substituents on the reactivity and regioselectivity is reported.Structure analyses were made by NMR spectroscopy.Dehydrogenation gives the conjugated, substituted pyrimidinines.X-Ray crystallographic data for 1-benzyl-5-chloro-4-phenyl-2(1H)-pyrimidinone and its regioisomer 1-benzyl-5-chloro-6-phenyl-2(1H)-pyrimidinone are discussed.