54069-33-9

Basic information

• Product Name: 1,6-dimethyl-2-(methylsulfanyl)pyrimidin-4(1H)-one
• CAS NO: 54069-33-9
• Molecular Formula: C₇H₁₀N₂OS
• Molecular Weight: 170.2321
• Mol File: 54069-33-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 260.7°C at 760 mmHg
• Flash Point: 111.5°C
• Density: 1.2g/cm³
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 1,6-dimethyl-2-(methylsulfanyl)pyrimidin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-dimethyl-2-(methylsulfanyl)pyrimidin-4(1H)-one(54069-33-9)
• EPA Substance Registry System: 1,6-dimethyl-2-(methylsulfanyl)pyrimidin-4(1H)-one(54069-33-9)

Safety Data

• Hazardous Substances Data: 54069-33-9(Hazardous Substances Data)

Usage

Chemical Class

Fungicide

Usage

Agricultural application to protect crops from fungal infections

Target Crops

Grapes, tomatoes, potatoes

Mechanism of Action

Inhibits fungal growth and prevents spore spread

Impact on Crop Yields

Reduces the impact of diseases on crop yields

Toxicity

Low-toxicity compound

Environmental Impact

Minimal impact on non-target organisms and the environment

Safety Precautions

Proper handling and application are important to minimize potential risks to human health and the ecosystem

Upstream product

• 56-04-2 6-methyl-2-thiouracil 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 6328-58-1 6-methyl-2-methylthiopyrimidin-4-one 
• 5927-18-4 trimethyl phosphonoacetate 
• 124-41-4 sodium methylate 
• 74-88-4 methyl iodide 

Downstream Products

• 1627-27-6 1,6-dimethylpyrimidine-2,4(1H,3H)-dione 
• 102613-20-7 3-butyl-5-dimethylamino-1,6-dimethyl-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Regioselective N-methylation of methylthio-substituted pyrimidinones and 1,2,4-triazinone with methanol over H-Y zeolite

Liquid-phase methylation of 2-methylthio-4-pyrimidone (4), 6-methyl-2-methylthio-4-pyrimidone (5) and 6-methyl-3-methylthio-1,2,4-triazine-5-one (6) with MeOH over HY-Zeolite selectively gave 1-methyl-2-methylthio-4-pyrimidone (7),1,6-dimethyl-2-methylthio-4-pyrimidone (9) and 2,6-dimethyl-3-methylthio-1,2,4-triazine-5-one (11), respectively.

Antithyroid drugs and their analogues protect against peroxynitritemediated protein tyrosine nitration-a mechanistic study

In this paper, the effect of some commonly used antithyroid drugs and their analogues on peroxynitritemediated nitration of proteins is described. The nitration of tyrosine residues in bovine serum albumin (BSA) and cytochrome c was studied by Western blot analysis. These studies reveal that the antithyroid drugs methimazole (MMI), 6-n-propyl-2-thiouracil (PTU), and 6-methyl-2- thiouracil (MTU), which contain thione moieties, significantly reduce the tyrosine nitration of both BSA and cytochrome c. While MMI exhibits good peroxynitrite (PN) scavenging activity, the thiouracil com-pounds PTU and MTU are slightly less effective than MMI. The S- and Semethylated compounds show a weak inhibitory effect in the nitration of tyrosine, indicating that the presence of a thione or selone moiety is important for an efficient inhibition. Similarly, the replacement of N-H moiety in MMI by N-methyl or N-m-methoxybenzyl substituents dramatically reduces the antioxidant activity of the parent com-pound. Theoretical studies indicate that the substitution of N-H moiety by NMe significantly increases the energy required for the oxidation of sulfur center by PN. However, such substitution in the selenium analogue of MMI increases the activity of parent compound. This is due to the facile oxidation of the selone moiety to the corresponding selenenic and seleninic acids. Unlike N,N'-disubstituted thiones, the corresponding selones efficiently scavenge PN, as they predominantly exist in their zwitterionic forms in which the selenium atom carries a large negative charge.