1441-97-0

Usage

Uses

Used in Flavor and Fragrance Industry:
O-(Methylthio)acetophenone is used as a flavoring agent and fragrance ingredient for adding a garlic-like aroma to food products and cosmetics. Its unique scent profile makes it a valuable component in creating authentic and appealing flavors in the culinary and cosmetic sectors.
Used in Organic Synthesis:
In the field of organic synthesis, O-(Methylthio)acetophenone serves as a building block for the production of other chemicals and pharmaceuticals. Its chemical structure allows for further reactions and modifications, contributing to the development of new compounds with diverse applications.
Used in Pharmaceutical Development:
O-(Methylthio)acetophenone has demonstrated potential antibacterial properties, making it a candidate for the development of new antimicrobial agents. Its ability to combat bacterial infections could lead to the creation of innovative treatments and medications in the pharmaceutical industry.
However, it is crucial to handle O-(Methylthio)acetophenone with care, as it may cause irritation to the skin, eyes, and respiratory tract. Proper safety measures should be taken to minimize any adverse effects during its use in various applications.

InChI:InChI=1/C9H10OS/c1-7(10)8-5-3-4-6-9(8)11-2/h3-6H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 7022-45-9 2-(methylsulfanyl)benzaldehyde 
• 104600-19-3 2-(2-Methylsulfanyl-benzoyl)-malonic acid diethyl ester 
• 79-20-9 acetic acid methyl ester 
• 19614-16-5 2-bromo-1-(methylsulfanyl)benzene 
• 2142-69-0 2-bromophenyl methyl ketone 
• 1442-03-1 2-methylsulfanyl-benzoyl chloride 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 616-38-6 carbonic acid dimethyl ester 
• 5188-07-8 sodium thiomethoxide 
• 7022-44-8 2-Methylmercaptobenzoesaeure-methylanilid 
• 118-92-3 anthranilic acid 
• 3724-10-5 2-(methylthio)benzoic acid 
• 65-85-0 benzoic acid 

Downstream Products

• 26524-93-6 2'-Methylsulfinyl-acetophenon 
• 26824-02-2 1-(2-mercaptophenyl)ethan-1-one 
• 90609-79-3 1-(2-Methylsulfanyl-phenyl)-ethanone oxime 
• 30439-31-7 1-(2-Methylsulfanyl-phenyl)-ethanol 
• 1359978-83-8 (Z)-1-(2-(2-(methylthio)-2-(thiophen-2-yl)vinyl)phenyl)ethanone 
• 1359978-84-9 (Z)-1-(2-(2-(4-bromophenyl)-2-(methylthio)vinyl)phenyl)ethanone 
• 1359978-81-6 (Z)-1-(2-(2-(methylthio)oct-1-en-1-yl)phenyl)ethanone 
• 1359978-78-1 (Z)-1-(2-(2-(methylthio)-2-phenylvinyl)phenyl)ethanone 
• 1359978-77-0 (E)-N'-(1-(2-((Z)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(methylthio)vinyl)phenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 1359978-79-2 (Z)-1-(2-(2-(3,5-bis(trifluoromethyl)phenyl)-2-(methylthio)vinyl)phenyl)ethanone 
• 1359978-80-5 (Z)-1-(2-(2-(4-methoxyphenyl)-2-(methylthio)vinyl)phenyl)ethanone 
• 1359978-99-6 [(OC₆H₄P(C₆H₅)2)Rh(CH₃SC₆H₄P(C₆H₅)2)(C₆H₄C(O)CH₃)]⁽¹⁺⁾ 
• 1360149-82-1 [Rh(κ3-P,O,P-DPEphos)(SMe)(σ-C,κ-O-C6H4C(O)Me)][B(3,5-(CF3)2C6H3)4] 
• 117136-92-2 2-(2-thiomethoxyphenyl)-1H-indole 

Relevant academic research and scientific papers

Metal-free visible light-promoted synthesis of isothiazoles: A catalytic approach for N-S bond formation from iminyl radicals under batch and flow conditions

A sustainable synthesis of isothiazoles has been developed using an α-amino-oxy acid auxiliary and applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance representing a new enviromenta

Palladium-Catalyzed Thiomethylation via a Three-Component Cross-Coupling Strategy

In this report, the combination of masked inorganic sulfur and dimethyl carbonate was designed to achieve thiomethylated cross coupling of aryl chlorides. Remarkably, this powerful strategy realized thiomethylation of nucleosides bearing unprotected ribose, chloride-containing pharmaceuticals with late-stage coupling, and herbicides possessing multiple heteroatoms and steric hindrance. Moreover, this protocol is practically amenable to multigram-scale synthesis with a lower catalysis loading and a higher yield.

Methyl aryl thioether compound, and synthetic method and applications thereof

The invention discloses a methyl aryl thioether compound represented by formula 2, and a synthetic method and applications thereof. According to the synthetic method, in a reaction solvent, an aryl halide or an aromatic halide, dimethyl carbonate, and potassium thioacetate are taken as reaction raw materials, reaction is carried out in the presence of metal palladium catalyst under the action of a ligand and an alkali so as to obtain the methyl aryl thioether compound. The reaction conditions of the synthetic method are mild; the raw materials are cheap and easily available; reaction operation is simple; yield is relatively high. The methyl aryl thioether compound can be used for providing skeleton structures for the synthesis of a plurality of natural products and medicines, and can be widely applied in industrialized large-scale production.

PYRAZOLONE DERIVATIVES AS NITROXYL DONORS

The disclosed subject matter provides pyrazolone derivative compounds, pharmaceutical compositions comprising such compounds, kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating heart failure.

Iodine-catalyzed intramolecular oxidative thiolation of vinylic carbon-hydrogen bonds via tandem iodocyclization and dehydroiodination: Construction of 2-methylene-3-thiophenones

A metal-free vinylic carbon-hydrogen bond thiolation has been developed. Under the catalysis of iodine (10 mol%), the cyclization of α-alkenoyl ketene dithioacetals afforded a broad range of polyfunctionalized 2-methylene-3-thiophenones in good selectivity with moderate to excellent yields via tandem iodocyclization and dehydroiodination. The synthetic strategy can also be extended to the cyclization of ortho-methylthiophenyl vinyl ketones leading to 2-methylene-3-benzothiophenones.

Aryl methyl sulfides as substrates for rhodium-catalyzed alkyne carbothiolation: Arene functionalization with activating group recycling

A Rh(I)-catalyzed method for the efficient functionalization of arenes is reported. Aryl methyl sulfides are combined with terminal alkynes to deliver products of carbothiolation. The overall process results in reincorporation of the original arene functional group, a methyl sulfide, into the products as an alkenyl sulfide. The carbothiolation process can be combined with an initial Rh(I)-catalyzed alkene or alkyne hydroacylation reaction in three-component cascade sequences. The utility of the alkenyl sulfide products is also demonstrated in simple carbo- and heterocycle-forming processes. We also provide mechanistic evidence for the course of this new process.

NOVEL PYRROLE DERIVATIVE HAVING UREIDE GROUP AND AMINOCARBONYL GROUP AS SUBSTITUENTS

Objects of the present invention are to study on the synthesis of a novel pyrrole derivative having a ureido group and an aminocarbonyl group as substituents or a salt thereof, to find a pharmacological effect of the derivative or a salt thereof, and to f

Photoinduced nucleophilic substitution of aryl halides with potassium thioacetate - A one-pot approach to aryl methyl and diaryl sulfides

Aryl methyl sulfides and diaryl sulfides were prepared by photoinduced reactions of potassium thioacetate with aryl halides under entrainment conditions. Without isolation, the arene thiolates obtained by the aromatic substitution were quenched with methyl iodide to afford the aryl methyl sulfides in 26-59% yields in a "one-pot" procedure together with the diaryl sulfides in variable yields (3-31 %). By optimization of the reaction conditions it was possible to improve the formation of the Ar2S, going from moderate to good yields (64-83%). Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Preparation of chiral organochalcogeno-α-methylbenzyl alcohols via biocatalysis. The role of Daucus carota root

A series of organochalcogeno acetophenones 3 has been submitted to the action of enzymes from Daucus carota root. Some of the chalcogeno ketones tested afforded the chiral organochalcogeno-α-methylbenzyl alcohols 4 in excellent enantiomeric excesses (>99%), under mild and environmentally friendly conditions. The stereoselectivity of the reduction is in accordance with Prelog's rule. Enzymatic kinetic resolution as alternative process was used to obtain the chiral ortho-organochalcogeno-α-methylbenzyl alcohols in excellent enantiomeric excess (>99%).

Iodine-Induced Reaction Cascades for the Rapid Construction of Variously Substituted Benzothiophenes

(Equation presented) Readily accessible propynols with a 2-thioxyphenyl substituent selectively undergo 5-exo-iodocyclization followed by tandem rearrangement and elimination or substitution processes to give selective access to either 2-acyl- or 2-(1-iod