2444-37-3

Usage

Uses

Used in Pharmaceutical Industry:
(Methylthio)acetic acid is used as a synthetic building block for the creation of various pharmaceutical compounds. One such application is in the synthesis of (5S,6S,8S)-8-acetoxy-6-(3,4-methylenedioxyphenyl)-1-[(methylthio)-acetyl]-1-azaspiro[4.4]nonane, a complex molecule with potential therapeutic properties.
Used in Chemical Research:
As an irreversible inhibitor of sarcosine oxidase, (methylthio)acetic acid is used in chemical research to study the enzyme's function and its role in various biological processes. This application aids in understanding the enzyme's mechanism and its potential as a target for therapeutic intervention.
Used in Material Science:
The ability of (methylthio)acetic acid to form complexes with copper(II) makes it a valuable compound in material science. These complexes can be used in the development of new materials with unique properties, such as enhanced conductivity or improved catalytic activity.

InChI:InChI=1/C3H6O2S/c1-6-2-3(4)5/h2H2,1H3,(H,4,5)

Upstream product

• 105-39-5 chloroacetic acid ethyl ester 
• 5188-07-8 sodium thiomethoxide 
• 4727-41-7 dimethylsulfonioacetate 
• 108-95-2 phenol 
• 16630-66-3 methyl 2-(methylthio)acetate 
• 1068-58-2 S-methylisothiourea hydrobromide 
• 79-11-8 chloroacetic acid 
• 133625-34-0 3,5-dimethylphenyl (methylthio)acetate 
• 7647-01-0 hydrogenchloride 
• 24310-22-3 2-(tert-butylthio)acetic acid 
• 7732-18-5 water 
• 77-78-1 dimethyl sulfate 
• 35120-10-6 methylthioacetonitrile 
• 1056469-72-7 C₁₁H₁₅NOS 

Downstream Products

• 298-12-4 Glyoxilic acid 
• 4727-41-7 dimethylsulfonioacetate 
• 36000-20-1 2-(methoxymethyl)-1H-benzimidazole 
• 108263-47-4 2-chloro-10-(4-(2-methylthioacetoxyethyl)piperazino)-10,11-dihydrodibenzothiepin 
• 221021-09-6 methylsulfanyl-acetic acid p-tolyl ester 
• 63521-90-4 α-(methylthio)acetic acid anhydride 
• 191157-33-2 1-(3,5-di-t-butyl-4-hydroxyphenyl)-2-(methylsulfanyl)ethanone 
• 58992-38-4 (C₆H₅)3Bi(OOCCH₂SCH₃)2 

Relevant academic research and scientific papers

HETEROCYCLIC AMIDE COMPOUND

PROBLEM TO BE SOLVED: To provide a heterocyclic amide compound useful as an active ingredient of a herbicide. SOLUTION: The present disclosure provides a heterocyclic amide compound represented by the following formula or a salt thereof. Q-N(R3)-C(=X)-W (Q: a substituted/unsubstituted 1,3,4-oxadiazole, 1,2,5-oxadiazole or the like. W: a substituted/unsubstituted [1,2,4]triazolo[4,3-a]pyridine or the like. X: O, S. R3: H, C1-C6 alkyl or the like). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

HETEROCYCLIC AMIDE COMPOUND

PROBLEM TO BE SOLVED: To provide a herbicide that reliably has an effect on various weeds at a reduced dosage, has reduced trouble such as soil pollution and influence on succeeding crops, and is highly safe. SOLUTION: The present invention provides a heterocyclic amide compound represented by the following formula and a herbicide containing the same. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

HETEROCYCLIC AMIDO COMPOUND

PROBLEM TO BE SOLVED: To provide a novel pesticide, especially a herbicide. SOLUTION: There are provided a heterocycle amide compound such as 3-isopropyl-N-(5-methyl-1, 3, 4-oxadiazole-2-yl)-5-(trifluoromethyl)-[1, 2, 4]triazolo [4,3-a] pyridine-8-carboxamide (compound No.1-004), 3-isopropyl-N-(5-methyl-1, 3, 4-oxadiazole-2-yl)-5-(methylthio)-[1,2,4] triazolo [4,3-a] pyridine-8-carboxamide (compound No.1-009), and a herbicide containing them. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Development of 11C-Labeled ω-sulfhydryl fatty acid tracer for myocardial imaging with PET

[11C]-S-methyl-16-thiopalmitic acid (a) was developed with excellent heart-to-background uptake ratios and higher retention in heart. Myocardial uptake and metabolism of the tracer is markedly higher CPT I dependent. When compared to [11C]-S-methyl-14-thiomyristic acid (b), [11C]-S-methyl-12-thiododecanoic acid (c) and [11C]-palmitate, a showed an early high uptake and a significantly slower late clearance in heart and a prolonged myocardial elimination half-life (30 min). Analysis of heart tissue and urine samples showed that a was metabolized via beta-oxidation in myocardium. Small animal PET images of the accumulation of a in the rat myocardium were clearly superior to [11C]-palmitate. These initial studies suggest that a could be a potentially useful clinical PET tracer to assess myocardial fatty acid metabolism.

A cogeneration process for producing sulfur and sulfur on behalf of acetate acid diester method (by machine translation)

The invention technical field of chemical synthesis, in particular relates to a methionine as raw material production process for producing sulfur and sulfur on behalf of acetate acid diester method. The invention states the payment proportional to production for preparing sulfur and sulfur on behalf of acetate acid diester method, in order to methionine and halogenated acetic acid as the raw material, the preparation comprising a homoserine lactone hydrohalide salt (IV), a sulfur acetate (I) and sulfur on behalf of the b b acid diester (II) of the three kinds of chemical products, and each between the products easy to separate and purify. (by machine translation)

A designed amide as an aldol donor in the direct catalytic asymmetric aldol reaction

The direct catalytic asymmetric aldol reaction offers efficient access to β-hydroxy carbonyl entities. Described is a robust direct catalytic asymmetric aldol reaction of α-sulfanyl 7-azaindolinylamide, thus affording both aromatic and aliphatic β-hydroxy amides with high ee values. The design of this transformation features a cooperative interplay of a soft and a hard Lewis acid, which together facilitate the challenging chemoselective enolization by a hard Bronsted base.

Synthesis and biological activities of 3-substituted analogues of tenuazonic acid

A series of tenuazonic acid analogues in which the acetyl group was replaced with electron-withdrawing substituents have been synthesized with the aim of obtaining molecules with various bioactivities. Substituents such as cyano, sulfonyl, and amido were introduced at the 3-position of the pyrrolidine-2,4-dione nucleus of tenuazonic acid. 3-Cyano and sulfonyl pyrrolidine-2,4-dione compounds (2 and 6) were prepared via a Dieckmann cyclization as key step. 3-Amido pyrrolidine-2,4-dione compounds (9) were prepared by a microwave-assisted amidation reaction from corresponding 3-carboxylate derivative. The target compounds were evaluated; their herbicidal, fungicidal, and insecticidal activities, and the preliminary bioassay data showed that some 3-cyanopyrrolidine-2,4-diones 2 gave good insecticidal activity, whereas some 3-amido compounds 9 exhibited moderate to strong fungicidal activity against Pythium dissimile at 20 mg/L.

3-Thiolated 2-azetidinones: Synthesis and in vitro antibacterial and antifungal activities

A series of 3-thiolated β-lactams were synthesized by [2+2] ketene-imine cycloaddition reaction from S-substituted mercaptoacetic acids and Schiff bases. Then, some of the 3-methylthio β-lactams were converted to 3-(methylsulfinyl) β-lactams and 3-(methylsulfonyl) β-lactams using m-CPBA under different reaction conditions. All the compounds were characterized by spectral data and elemental analyses and were evaluated for their in vitro antibacterial and antifungal activities against pathogenic strains including Staphylococcus aureus (Methicillin resistant strain). The preliminary screening results indicated that some of these compounds demonstrated moderate to very good antibacterial and antifungal activities.

Fully enzymatic resolution of chiral amines: Acylation and deacylation in the presence of Candida antarctica lipase B

A fully enzymatic methodology for the resolution of chiral amines has been demonstrated. Candida antarctica lipase B (CaLB)-catalyzed acylation with N-methyl-and N-phenylglycine, as well as analogues having the general formula R1-X-CH2CO2R2 (R1 = Me, Ph; X = O, S) afforded the corresponding enantioenriched amides, which were subsequently enzymatically hydrolyzed. Surprisingly, CaLB also proved to be the catalyst of choice for this latter step. The heteroatom in the acyl donor profoundly influences both the enzymatic acylation and deacylation; the O-substituted reagents performed best with regard to enantioselectivity as well as reaction rate in synthesis and hydrolysis.

The first asymmetric total syntheses and determination of absolute configurations of xestodecalactones B and C

The first efficient asymmetric total syntheses of xestodecalactones B and C have been accomplished in 10 steps with an overall yield of 22 and 20.2%, respectively. The key steps involve the utility of Evans oxazolidinone-mediated syn-aldol condensations to establish the C-9 configuration and the macrolide ring formation by intramolecular acylation. The absolute configurations of xestodecalactones B and C have been determined via these syntheses.