28735-21-9

Basic information

• Product Name: 3-Methylthio-1,2,4-triazine
• Synonyms: METHYL 1,2,4-TRIAZIN-3-YL SULFIDE;3-METHYLTHIO-1,2,4-TRIAZINE;3-(Methylsulfanyl)-1,2,4-triazine;1,2,4-Triazine, 3-(Methylthio)-;3-(Methylthio)-as-Triazine;3-(Methylthio)-2,4-triazine
• CAS NO: 28735-21-9
• Molecular Formula: C₄H₅N₃S
• Molecular Weight: 127.17
• Mol File: 28735-21-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 33 °C
• Boiling Point: 275.754 °C at 760 mmHg
• Flash Point: 120.572 °C
• Appearance: /
• Density: 1.287 g/cm³
• Vapor Pressure: 0.0084mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 1.32±0.63(Predicted)
• CAS DataBase Reference: 3-Methylthio-1,2,4-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methylthio-1,2,4-triazine(28735-21-9)
• EPA Substance Registry System: 3-Methylthio-1,2,4-triazine(28735-21-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 28735-21-9(Hazardous Substances Data)

Usage

General Description

3-Methylthio-1,2,4-triazine is a chemical compound with the molecular formula C4H6N2S. It is a heterocyclic compound containing a triazine ring with a methylthio group attached at the 3 position. 3-Methylthio-1,2,4-triazine is used in various industrial applications, including as a precursor in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in organic chemistry and as a reagent in chemical research. 3-Methylthio-1,2,4-triazine has potential applications in the development of new materials and bioactive compounds due to its unique structure and chemical properties.

InChI:InChI=1/C4H5N3S/c1-8-4-5-2-3-6-7-4/h2-3H,1H3

Upstream product

• 74-93-1 methylthiol 
• 105783-77-5 3-methanesulphonyl-[1,2,4]triazine 
• 35600-34-1 S-methylisothiosemicarbazide hydroiodide 
• 131543-46-9 Glyoxal 
• 1314931-57-1 hydrazinyl(methylthio)methanamine 
• 35600-34-1 S-methyl isothiosemicarbazide hydroiodide 

Downstream Products

• 110829-36-2 3-Pyrrolidino-1,2,4-triazine 
• 84437-47-8 4-Methylsulfanyl-2-phenyl-pyrrolo[3,4-c]pyridine-1,3-dione 
• 124841-26-5 3-Acetyl-1-(2-hydroxy-phenyl)-5-methylsulfanyl-1,3,3a,4,7,7a-hexahydro-1,4,6,7-tetraaza-inden-2-one; compound with trifluoro-acetic acid 
• 124841-22-1 3-Acetyl-1-(4-methoxy-phenyl)-5-methylsulfanyl-1,3,3a,4,7,7a-hexahydro-1,4,6,7-tetraaza-inden-2-one; compound with trifluoro-acetic acid 
• 124841-20-9 3-Acetyl-1-(4-bromo-phenyl)-5-methylsulfanyl-1,3,3a,4,7,7a-hexahydro-1,4,6,7-tetraaza-inden-2-one; compound with trifluoro-acetic acid 
• 118221-18-4 3-Acetyl-5-methylsulfanyl-1-p-tolyl-1,3,3a,4,7,7a-hexahydro-1,4,6,7-tetraaza-inden-2-one; compound with trifluoro-acetic acid 
• 124841-24-3 3-Acetyl-1-(2-methoxy-phenyl)-5-methylsulfanyl-1,3,3a,4,7,7a-hexahydro-1,4,6,7-tetraaza-inden-2-one; compound with trifluoro-acetic acid 
• 65915-07-3 N-methyl-1,2,4-triazin-3-amine 
• 118221-16-2 3-Acetyl-5-methylsulfanyl-1-phenyl-1,3,3a,4,7,7a-hexahydro-1,4,6,7-tetraaza-inden-2-one; compound with trifluoro-acetic acid 
• 24108-40-5 3-phenyl-1,2,4-triazine 

Relevant articles and documents

Discovery of Potent and Fast-Acting Antimalarial Bis-1,2,4-triazines

Novel 3,3′-disubstituted-5,5′-bi(1,2,4-triazine) compounds with potent in vitro activity against Plasmodium falciparum parasites were recently discovered. To improve the pharmacokinetic properties of the triazine derivatives, a new structure-activity relationship (SAR) investigation was initiated with a focus on enhancing the metabolic stability of lead compounds. These efforts led to the identification of second-generation highly potent antimalarial bis-triazines, exemplified by triazine 23, which exhibited significantly improved in vitro metabolic stability (8 and 42 μL/min/mg protein in human and mouse liver microsomes). The disubstituted triazine dimer 23 was also observed to suppress parasitemia in the Peters 4-day test with a mean ED50 value of 1.85 mg/kg/day and exhibited a fast-killing profile, revealing a new class of orally available antimalarial compounds of considerable interest.

Synthesis of 3-(Alkylamino)-, 3-(Alkoxy)-, 3-(Aryloxy)-, 3-(Alkylthio)-, and 3-(Arylthio)-1,2,4-triazines by Using a Unified Route with 3-(Methylsulfonyl)-1,2,4-triazine

In our attempts to synthesize 3-(alkylthio)- and 3-(alkoxy)-1,2,4-triazines without substituents at the 5- or 6-position, the synthesis of their anticipated precursor 3-(methylsulfonyl)-1,2,4 triazine was also optimized. The reactivity of 3-(methylsulfonyl)-1,2,4-triazine towards alkyl and aryl thiols, primary and secondary alkylamines, phenols, and alcohols was explored, and the reactions were optimized to maximize the isolation of the corresponding 3-substituted 1,2,4-triazine. Good yields were obtained for the products of the reactions with all of the aforementioned nucleophiles, with the exception of alcohols, by using alkali metal carbonates. Higher yields of 3-(alkoxy)-1,2,4-triazines were obtained by using the appropriate magnesium alkoxide as the nucleophile.

NITROGEN HETEROCYCLE DERIVATIVES, PREPARATION THEREOF AND APPLICATION THEREOF IN HUMAN THERAPEUTICS

The present invention relates to compounds having general formula I characterised in that wherein in particular: R1 represents one or a plurality of groups such as: trifluoromethyl, halogen such as F, Cl, Br, methyl, nitro. R represents nitroge