17758-38-2

Basic information

• Product Name: 2,3-Dimethylpyrimidin-4(3H)-one
• Synonyms: 2,3-Dimethylpyrimidin-4(3H)-one
• CAS NO: 17758-38-2
• Molecular Formula: C6H8N2O
• Molecular Weight: 0
• Mol File: 17758-38-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-Dimethylpyrimidin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethylpyrimidin-4(3H)-one(17758-38-2)
• EPA Substance Registry System: 2,3-Dimethylpyrimidin-4(3H)-one(17758-38-2)

Safety Data

• Hazardous Substances Data: 17758-38-2(Hazardous Substances Data)

Usage

General Description

2,3-Dimethylpyrimidin-4(3H)-one, also known as trimethadione, is a chemical compound with the molecular formula C6H8N2O. It is a pyrimidinedione derivative that is commonly used as an anticonvulsant drug to treat seizures, particularly in cases of absence seizures. Trimethadione works by stabilizing neuronal membranes and reducing the spread of abnormal electrical activity in the brain. It is typically administered orally, and its effects can be enhanced when combined with other anticonvulsant medications. However, trimethadione also has the potential for adverse effects, including drowsiness, dizziness, and gastrointestinal disturbances, so it should be used with caution and under the supervision of a healthcare professional.

Upstream product

• 186581-53-3 diazomethane 
• 19875-04-8 2-methyl-3H-pyrimidin-4-one 
• 74-88-4 methyl iodide 
• 52698-32-5 1,6-dihydro-1,2-dimethyl-6-iminopyrimidine 
• 53007-48-0 1,2-dimethylpyrimidinium iodide 
• 78-39-7 Triethyl orthoacetate 
• 109853-38-5 3-exo-amino-N-methylbicyclo<2.2.1>hept-5-ene-2-exo-carboxamide 

Relevant articles and documents

On the Chichibabin Amination of Pyrimidine and N-Alkylpyrimidinium Salts Using Liquid Ammonia/Potassium Permanganate

Treatment of the 2-R-pyrimidines (1, R = methyl, ethyl, i-propyl and t-butyl) with potassium amide/liquid ammonia/potassium permanganate leads to amination at C-4(6).The yields of the 4(6)-amino compounds 3 increase in the order 2-methyl (10percent), 2-ethyl (30percent), 2-i-propyl (45percent) and 2-t-butyl (60percent).Treatment of the 2-R-N-methylpyrimidinium salts (4, R = hydrogen, methyl) with liquid ammonia/potassium permanganate leads to a regiospecific imination at C-6, the corresponding 2-R-1,6-dihydro-6-imino-1-methylpyrimidines 6 being obtained in 80-85percent yield.It is proved by 15N-labelling that no ring opening is involved in these imination reactions.Treatment of the imino compounds with base leads to the corresponding 2-R-6-methylaminopyrimidines 8, involving, as proved by 15N-labelling, an ANRORC-mechanism. 2-t-Butyl-1-ethylpyrimidinium tetrafluoroborate (9b) when treated with liquid ammonia/potassium permanganate undergoes N-deethylation, 2-t-butylpyrimidine being exclusively formed.