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

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

Uses

Used in Pharmaceutical and Agrochemical Industries:
3-Methylthio-1,2,4-triazine is utilized as a precursor in the synthesis of pharmaceuticals and agrochemicals. Its unique structure and chemical properties contribute to the development of new bioactive compounds and therapeutic agents.
Used in Organic Chemistry:
3-Methylthio-1,2,4-triazine serves as a building block in organic chemistry, enabling the creation of various organic compounds and molecules with specific properties and applications.
Used in Chemical Research:
As a reagent, 3-Methylthio-1,2,4-triazine is employed in chemical research to explore its potential applications and understand its chemical behavior in different reactions and processes.
Used in Material Science:
3-Methylthio-1,2,4-triazine has potential applications in the development of new materials due to its unique structure and chemical properties, which can contribute to the creation of innovative materials with specific characteristics and functions.

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

Upstream product

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

Downstream Products

• 110829-36-2 3-Pyrrolidino-1,2,4-triazine 
• 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 
• 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 
• 124841-20-9 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 
• 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 
• 124841-26-5 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 
• 145041-53-8 4a,5,6,7,8,8a-hexahydro-5,8-methano-1-thiomethylisoquinoline 
• 145041-54-9 1-(methylsulfanyl)-5,6,7,8-tetrahydro-5,8-methanoisoquinoline 
• 145041-55-0 (1α,4α,4aβ,5α,5aβ,6α,9α,9aβ,10α,10aβ)-1,2,3,4,4a,5,5a,6,9,9a,10,10a-dodecahydro-5,10-methanimino-1,4:6,9-dimethano-5-thiomethylanthracene 
• 87505-20-2 3-methylthio-5-(phenylsulfonyl)methyl-1,2,4-triazine 
• 114468-14-3 3-methylthio-5-<1-(phenylsulfonyl)ethyl>-1,2,4-triazine 
• 114468-17-6 5-methyl>-3-methylthio-1,2,4-triazine 
• 49597-36-6 3-(methylthio)-5-phenyl-2,5-dihydro-1,2,4-triazine 
• 105783-77-5 3-methanesulphonyl-[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.

1,3,4-Thiadiazole Compounds and Their Use in Treating Cancer

A compound of Formula (I): or a pharmaceutically acceptable salt thereof, where: Q can be 1,2,4-triazin-3-yl, pyridazin-3-yl, 6-methylpyridazin-3-yl, or 6-fluoropyridazin-3-yl; R1 can be hydrogen, methoxy, trifluoromethoxy, oxetan-3-yl, 3-fluoroazetidin-1-yl, 3-methoxyazetidin-1-yl, or 3,3-difluoroazetidin-1-yl; R2 can be hydrogen or fluoro; R3 can be hydrogen or methoxy; and R4 can be methoxy, ethoxy, or methoxymethyl; provided that when R1 is hydrogen, methoxy or trifluoromethoxy, then R3 is not hydrogen, and/or R4 is methoxymethyl. The compound of formula (I) can inhibit glutaminase, e.g., GLS1.

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.

1, 3, 4-THIADIAZOLE COMPOUNDS AND THEIR USE IN TREATING CANCER

The specification relates to compounds of Formula (I), and pharmaceutically acceptable salts thereof, where Q, R, R1 and R2 have any of the meanings defined herein. The specification also relates to the use of such compounds and salts thereof to treat or prevent GLS1 mediated disease, including cancer. The specification further relates to crystalline forms of compounds of Formula (I) and pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds and salts; kits comprising such compounds and salts; methods of manufacture of such compounds and salts; intermediates useful in the manufacture of such compounds and salts; and to methods of treating GLS1 kinase mediated disease, including cancer, using such compounds and salts.

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

3-Alkylthio-1,2,4-triazine dimers with potent antimalarial activity

We report on the discovery of 3-alkylthio-1,2,4-triazine dimers that are potently toxic to Plasmodium falciparum, with single digit nanomolar activity, and up to several thousand-fold lower toxicity to mammalian cells. They are equipotent against chloroquine-resistant strains of P. falciparum.

Indole as a Dienophile in Inverse Electron Demand Diels-Alder Reactions: Reactions with 1,2,4-Triazines and 1,2-Diazines

Indole reacts with 1,2,4-triazines in the absence of solvent or in the presence of limited amounts of solvent to produce β- or γ-carbolines, benzonaphthyridines, or the noncyclized 3-indoles.The combined yields of cycloadducts with tricarbalkoxytriazines exceeds 90 percent, with the production of γ-carbolines exceeding 80 percent.The regiochemistry of the adduct and the ratio of the products is determined mainly by electronic effects of the triazine substituents.Indole also ungergoes a cyclocondensation reaction with tetramethyl 1,2-diazine-3,4,5,6-tetracarboxylate to give trimethyl 5H-6-oxophenanthridine-2,3,4-tricarboxylate.

FURTHER INTRAMOLECULAR DIELS-ALDER REACTIONS OF 1,2,4-TRIAZINES. SYNTHESIS OF DIHYDROPYRROLOpyridines

3-(3-Butynylamino)-1,2,4-triazines undergo intramolecular Diels-Alder reactions to yield 2,3-dihydropyrrolopyridines

FURTHER INTRAMOLECULAR REACTIONS OF 1,2,4-TRIAZINES. SYNTHESIS OF FUROPYRIDINES AND DIHYDROPYRANOPYRIDINES

3-(3-Butynyloxy)- and 3-(4-pentynyloxy)-1,2,4-triazines undergo facile intramolecular Diels-Alder reactions to yield 2,3-dihydrofuro(2,3-b)pyridines and dihydropyrano(2,3-b)-pyridines respectively.The former are readily dehydrogenated with DDQ to furo(2,3

Herbicidal 5,5'-bis-1,2,4-triazinyls

Herbicidally active 5,5'-bis-1,2,4-triazinyl compounds, compositions and methods of using same to control undesired vegetation.