17697-92-6

Basic information

• Product Name: 4,5,6-TRIMETHYL-PYRIMIDINE-2-THIOL
• Synonyms: 2-Pyrimidinethiol,4,5,6-trimethyl- (8CI); 2-Mercapto-4,6,6-trimethylpyrimidine;4,5,6-Trimethyl-2-pyrimidinethiol
• CAS NO: 17697-92-6
• Molecular Formula: C7H10N2S
• Molecular Weight: 0
• Mol File: 17697-92-6.mol

Chemical Properties

• Boiling Point: 226.2°Cat760mmHg
• Flash Point: 90.6°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0.0827mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 4,5,6-TRIMETHYL-PYRIMIDINE-2-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6-TRIMETHYL-PYRIMIDINE-2-THIOL(17697-92-6)
• EPA Substance Registry System: 4,5,6-TRIMETHYL-PYRIMIDINE-2-THIOL(17697-92-6)

Safety Data

• Hazardous Substances Data: 17697-92-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
4,5,6-Trimethyl-pyrimidine-2-thiol is used as a key building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
4,5,6-TRIMETHYL-PYRIMIDINE-2-THIOL is also utilized in the production of agrochemicals, serving as a crucial component in the synthesis of pesticides and other agricultural chemicals to enhance crop protection and yield.
Used as a Precursor for Thiamine Synthesis:
4,5,6-Trimethyl-pyrimidine-2-thiol is used as a precursor in the synthesis of thiamine (Vitamin B1), an essential nutrient for human and animal health, playing a critical role in energy metabolism.
Used in Fragrance and Flavor Industry:
Due to its potent and distinctive odor, 4,5,6-trimethyl-pyrimidine-2-thiol is used as an additive in the fragrance and flavor industry to create unique scents and tastes for various consumer products.
Used in Research and Development:
4,5,6-TRIMETHYL-PYRIMIDINE-2-THIOL's versatility and importance in various industries make it a subject of extensive research and development, exploring its potential uses and applications in innovative areas.

InChI:InChI=1/C7H10N2S/c1-4-5(2)8-7(10)9-6(4)3/h1-3H3,(H,8,9,10)

Upstream product

• 17356-08-0 thiourea 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 15750-73-9 [Al(3-phenylpentane-2,4-dionate)3] 
• 1113-62-8 4-amino-3-methylpent-3-en-2-one 
• 85741-87-3 N-benzoyl-N'-(1,2-dimethyl-3-oxo-1-butenyl)thiourea 

Relevant articles and documents

Aminothiazoles as Potent and Selective Sirt2 Inhibitors: A Structure-Activity Relationship Study

Sirtuins are NAD+-dependent protein deacylases that cleave off acetyl but also other acyl groups from the ε-amino group of lysines in histones and other substrate proteins. Dysregulation of human Sirt2 (hSirt2) activity has been associated with the pathogenesis of cancer, inflammation, and neurodegeneration, which makes the modulation of hSirt2 activity a promising strategy for pharmaceutical intervention. The sirtuin rearranging ligands (SirReals) have recently been discovered by us as highly potent and isotype-selective hSirt2 inhibitors. Here, we present a well-defined structure-activity relationship study, which rationalizes the unique features of the SirReals and probes the limits of modifications on this scaffold regarding inhibitor potency. Moreover, we present a crystal structure of hSirt2 in complex with an optimized SirReal derivative that exhibits an improved in vitro activity. Lastly, we show cellular hyperacetylation of the hSirt2 targeted tubulin caused by our improved lead structure.

Nitrogen-containing heterocycles from metal β-diketonates

Factors determining the reaction of metal β-diketonates with hydrazine, in particular the nature of central metal ion and structure of β-diketonate ligand, are discussed. The possibility for the preparation of other heterocyclic compounds via reaction of metal acetylacetonates with phenylhydrazine, o-phenylenediamine, urea, and thiourea was studied.

CYCLIZATION KINETICS AND MECHANISM OF N-BENZOYL-N'-(1,2-DIMETHYL-3-OXO-1-BUTENYL)THIOUREA

Cyclization kinetics of N-benzoyl-N'-(1,2-dimethyl-3-oxo-1-butenyl)thiourea have been studied in aqueous and methanolic solutions of acids and bases.In all cases the cyclization product is 4,5,6-trimethyl-2,5-dihydro-2-thioxopyrimidine or its protonated or deprotonated forms.In dilute methanolic and aqueous hydrochloric acid the substrate reacts in its monoprotonated form.The cyclization in basic media is catalyzed by methoxide or hydroxyl ion and also by primary and secondary amines at such pH values were the catalysis by lyate ion is practically insignificant.Tertiary amines and acetate ion do not catalyze the cyclization.