6268-98-0

Basic information

• Product Name: 1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine
• Synonyms: 1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine;3,4-Dihydro-4,4,6-trimethyl-1-(2-methylphenyl)pyrimidine-2(1H)-thione
• CAS NO: 6268-98-0
• Molecular Formula: C₁₄H₁₈N₂S
• Molecular Weight: 246.37
• Mol File: 6268-98-0.mol

Chemical Properties

• Melting Point: 202 °C
• Boiling Point: 330.4°C at 760 mmHg
• Flash Point: 153.6°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 0.000167mmHg at 25°C
• Refractive Index: 1.624
• PKA: 11.98±0.60(Predicted)
• CAS DataBase Reference: 1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine(6268-98-0)
• EPA Substance Registry System: 1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine(6268-98-0)

Safety Data

• Hazardous Substances Data: 6268-98-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine is used as an antiviral agent for its potential to combat various viral infections. Its specific mode of action and effectiveness against different viruses are areas of ongoing research and development.
1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine is also used as an antitumor agent due to its potential to inhibit tumor growth and proliferation. 1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine's ability to interfere with cancer cell signaling pathways and its potential synergistic effects with conventional chemotherapy drugs are being explored for enhanced cancer treatment.
Used in Chemical Research and Drug Development:
1-(o-Tolyl)-2-thio-4,4,6-trimethyl dihydropyrimidine serves as a key intermediate in the synthesis of other organic compounds. Its unique structural features make it a valuable building block for creating novel molecules with diverse applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C14H18N2S/c1-10-7-5-6-8-12(10)16-11(2)9-14(3,4)15-13(16)17/h5-9H,1-4H3,(H,15,17)

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 1147550-11-5 ammonium thiocyanate 
• 95-53-4 o-toluidine 
• 27248-25-5 4-isothiocyanato-4-methylpentan-2-one 
• 333-20-0 potassium thioacyanate 

Downstream Products

• 85311-45-1 1,4-dihydro-4,4,6-trimethyl-1-(o-methylphenyl)-2-methylthiopyrimidine 
• 16240-02-1 3-o-tolylthiazolidine-2,4-dione 
• 85311-54-2 2-Benzylsulfanyl-4,4,6-trimethyl-1-o-tolyl-1,4-dihydro-pyrimidine 

Relevant articles and documents

New Substituted 1-Aryl-4,4,6-Trimethyl-3,4-Dihydropyrimidine-2-(1H)Thiones; A Metal-Free and Solvent-Free Synthesis, Characterization, and Lymphoid Tyrosine Phosphatase Inhibition Studies

A series of fourteen 3,4-dihydropyrimidine-2-thiones (3a–n) were synthesized by a green protocol, and their structures were characterized by spectroanalytical data. The compounds were obtained in high yields by efficient annulation of mesityl oxide (4-methylpent-3-en-2-one) with anilines in the presence of potassium thiocyanate. The reaction is essentially metal-catalyst- and solvent-free, as mesityl oxide itself is the solvent as well as the reactant. The compounds were tested for their ability to inhibit the lymphoid tyrosine phosphatase PTPN22, and 5 of the 14 compounds exhibited IC50 values in the mid-micromolar range, with the most potent hit being the compound 3d, having a methoxy substituent at the 2-position of the phenyl ring with an IC50 = 18 ± 1 μM, and second most potent compound (3c) with an IC50 value of 45 ± 3 μM, having methyl substituents at both 2- and 4-position of the phenyl ring.

Synthesis of Polynitroaryl Derivatives of 3-Aryl-1H,4H-dihydro-4,6,6-trimethyl-pyrimidine-2-thiols as Possible Fungicides

Fortyeight new 3-aryl-1,4-dihydro-2-polynitroarylmercapto-4,6,6-trimethylpyrimidines (1-6) have been prepared in good yields by the condensation of appropriate active chlorobenzene and pyrimidine-2-thiol (A) in the presence of anhydrous sodium acetate in