2444-37-3

Basic information

• Product Name: (METHYLTHIO)ACETIC ACID
• Synonyms: 2-(METHYLTHIO)ACETIC ACID;(METHYLMERCAPTO)ACETIC ACID;(METHYLTHIO)ACETIC ACID;RARECHEM AL BO 0139;(Methylsulfanyl)acetic acid;Acetic acid, (methylthio)-;(Methylthio)aceticacid,98%;2-(Methylthio)acetic acid 99%
• CAS NO: 2444-37-3
• Molecular Formula: C₃H₆O₂S
• Molecular Weight: 106.14
• EINECS: 219-483-6
• Product Categories: Aliphatics;Carboxylic Acids;Carboxylic Acids;Building Blocks;C1 to C5;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 2444-37-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 13-14 °C(lit.)
• Boiling Point: 130-131 °C27 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.219 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0307mmHg at 25°C
• Refractive Index: n20/D 1.495(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.66(at 25℃)
• Sensitive: Stench
• BRN: 1740201
• CAS DataBase Reference: (METHYLTHIO)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (METHYLTHIO)ACETIC ACID(2444-37-3)
• EPA Substance Registry System: (METHYLTHIO)ACETIC ACID(2444-37-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3334
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 2444-37-3(Hazardous Substances Data)

Usage

Description

(Methylthio)acetic acid, also known as methyl thioacetate, is a clear colorless to pale yellow liquid with unique chemical properties. It is an irreversible inhibitor of sarcosine oxidase and plays a significant role in preventing the complete enzyme inactivation during modification. This organic compound is characterized by its ability to form complexes with copper(II) and is utilized in various chemical reactions and applications.

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

• 562-54-9 potassium methyl sulfate 
• 68-11-1 mercaptoacetic acid 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 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 
• 2068-24-8 methylenedithiodiacetic acid 
• 133625-34-0 3,5-dimethylphenyl (methylthio)acetate 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 298-12-4 Glyoxilic acid 
• 4727-41-7 dimethylsulfonioacetate 
• 133363-46-9 N-methyl-N--2-(methylthio)acetamide 
• 133363-48-1 N-(o-ethenylphenyl)-N-methyl-2-(methylthio)acetamide 
• 36000-20-1 2-(methoxymethyl)-1H-benzimidazole 
• 108263-47-4 2-chloro-10-(4-(2-methylthioacetoxyethyl)piperazino)-10,11-dihydrodibenzothiepin 
• 161364-48-3 2-<(2-hydroxyphenoxy)methyl>-3-<2-(methylthio)acetyl>-1,3-thiazolidine 
• 161364-47-2 2-<(2-methoxyphenoxy)methyl>-3-<2-(methylthio)acetyl>-1,3-thiazolidine 
• 214964-07-5 (2S,3S)-3-hydroxy-2-(methylthio)-3-phenylpropionic acid methyl ester 
• 131565-22-5 (2R,3R)-3-hydroxy-2-(methylthio)-3-phenylpropionic acid methyl ester 

Relevant articles and documents

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

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.

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