26473-47-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Mercaptoisobutyric Acid is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique thiol group allows for the creation of a wide range of therapeutic agents, making it a valuable building block in the synthesis of drugs.
Used in Chemical Synthesis:
3-Mercaptoisobutyric Acid is also utilized as a synthetic intermediate in the chemical industry. Its reactivity and functional group make it suitable for the production of various specialty chemicals, including those used in the manufacturing of dyes, agrochemicals, and other industrial products.

Upstream product

• 56-23-5 tetrachloromethane 
• 79-41-4 poly(methacrylic acid) 
• 507-09-5 thioacetic acid 
• 80750-11-4 Ethyl 3-mercapto-2-methylpropanoate 
• 16674-04-7 (R)-(+)-β-chloro-isobutyric acid 
• 7440-66-6 zinc 
• 97-63-2 methyl methacrylate 
• 7732-18-5 water 
• 637-51-4 isothiocyanatobenzene 
• 80-62-6 methacrylic acid methyl ester 
• 56970-78-6 3-bromo-2-methylpropionic acid 
• 21083-22-7 α-Methyl-β-propiothiolactone 
• 33325-40-5 3-(acetylthio)-2-methylpropanoic acid 

Downstream Products

• 142148-05-8 3-((1-(3-(2-(7-chloro-2-quinolinyl)ethyl)-phenyl)3; - (2-(methoxycarbonyl) phenyl)propyl)-thio)2-methylpropanoic acid 
• 174535-49-0 (C₅H₅)Fe(C₅H₄CH(C₆H₅)SCH₂CH(CH₃)COOH) 
• 33325-40-5 3-(acetylthio)-2-methylpropanoic acid 
• 106014-16-8 2,5-dimethyl-3-thia-adipic acid 
• 76497-39-7 (2S)-3-acetylthio-2-methylpropionic acid 
• 74431-52-0 (R)-3-acetylsulfanyl-2-methyl-propionic acid 
• 62574-23-6 2-methyl-3-methylsulfanyl-propionic acid 
• 1374320-97-4 2-methyl-3-(trideuteriomethylsulfanyl)propanoic acid 

Relevant academic research and scientific papers

Reactivity of isothiazolones and isothiazolone-1-oxides in the inhibition of the PCAF histone acetyltransferase

Development of small molecule inhibitors of the histone acetyltransferase p300/CBP associated factor (PCAF) is relevant for oncology. The inhibition of the enzyme PCAF and proliferation of the cancer cell line HEP G2 by a series of 5-chloroisothiazolones was compared to a series of 5-chloroisothiazolone-1-oxides. The PCAF inhibitory potency of 5-chloroisothiazolones and 5-chloroisothiazolone-1-oxides is influenced by substitution in the 4-position. A study on the reactivity of the HAT inhibitors towards thiols and thiolates indicates that 5-chloroisothiazolones reacted quickly with propane-1-thiolate to provide many products, whereas 5-chloroisothiazolone-1-oxides provide only one defined product. Growth inhibition studies indicate that 5-chloroisothiazolones inhibit proliferation of HEP G2 cells at concentrations between 8.6 and 24 μM, whereas 5-chloroisothiazolone-1-oxides required higher concentrations or showed no inhibition.

Green method for synthesizing high value-added mercaptoacid by catalyzing addition reaction of H2S and olefine acid by using ionic liquid as catalyst

The invention relates to a green method integrating catalysis, reaction and separation, which is used for producing beta-mercapto carboxylic acid through addition of alpha, beta-unsaturated carboxylic acid and H2S by taking amino-functionalized hydrophobic ionic liquid as a catalyst. H2S is activated through tertiary amine alkaline sites contained in the ionic liquid, so that H2S and double bonds of alpha, beta-unsaturated carboxylic acid are subjected to an addition reaction, and recycling of H2S is realized. The product obtained after the reaction can be subjected to water phase liquid-liquid extraction to realize separation of the catalyst and the product, and the ionic liquid can be recycled. In the system, the ionic liquid is both a catalytic medium and a reaction medium, no other organic solvent participates in the system, H2S is efficiently utilized, meanwhile, high-added-value products such as mercapto acid are obtained, and the method is more economical and environmentally friendly and conforms to the development concept of green chemical industry.

Synthesis of macrocyclic and medium-sized ring thiolactonesviathe ring expansion of lactams

A side chain insertion method for the ring expansion of lactams into macrocyclic thiolactones is reported, that can also be incorporated into Successive Ring Expansion (SuRE) sequences. The reactions are less thermodynamically favourable than the analogous lactam- and lactone-forming ring expansion processes (with this notion supported by DFT data), but nonetheless, three complementary protecting group strategies have been developed to enable this challenging transformation to be achieved.

Preparation method of 3-acetylthio-2-methylpropionic acid

The invention discloses a preparation method of 3-acetylthio-2-methyl propionic acid. The preparation method comprises the following steps: carrying out a reaction on a compound (methacrylic acid) represented by a formula I and hydrogen halide to obtain a compound represented by a formula II, carrying out a reaction on the compound represented by the formula II and sodium hydrosulfide or sodium sulfide to obtain a compound represented by a formula III, and performing an acetylation reaction to obtain a compound represented by a formula IV (3-acetylthio-2-methylpropionic acid). The process forsynthesizing the 3-acetylthio-2-methyl propionic acid has the advantages of being low in cost, easy and convenient to operate, good in yield, environmentally friendly and suitable for industrial production.

Method for preparing 2,4-dimethyltetrahydrothiophene-3-one

The invention relates to a method for preparing 2,4-dimethyltetrahydrothiophene-3-one. The method comprises the following steps: preparing an intermediate 3-mercaptoisobutyric acid from an initial raw material methacrylic acid by adopting thiourea as a mercapto group donor; preparing an intermediate 2,5-dimethyl-3-thiaadipic acid from the intermediate 3-mercaptoisobutyric acid and 2-halogenopropionic acid under the action of an alkali; and preparing 2,4-dimethyltetrahydrothiophene-3-one from the intermediate 2,5-dimethyl-3-thiaadipic acid under the action of a diluent and a metal catalyst. The method for preparing the intermediate 2,5-dimethyl-3-thiaadipic acid from the initial raw material methacrylic acid with low price has the advantages of simple steps, high yield, high product purity, small amount of three wastes in the production process, and industrial production facilitation.

Preparation method of sulfhydryl compound

The invention belongs to the technical field of preparation of sulfur-containing compounds, and relates to a preparation method of a sulfhydryl compound. The sulfhydryl compound is prepared through taking an acrylic acid type compound as a raw material and taking a high-polarity compound as a solvent and introducing H2S gas to react under normal pressure in the presence of a catalyst and an auxiliary agent. The preparation method of the sulfhydryl compound has the advantages of moderate reaction conditions, rapid reaction speed, high conversion ratio and high selectivity, and industrial application is easy to realize.

SN2-type nucleophilic opening of β-thiolactones (thietan-2-ones) as a source of thioacids for coupling reactions

β-Thiolactones monosubstituted in the 3-position by alkyl and carbamoyl groups undergo nucleophilic ring opening by arenethiolates through a process involving an SN2-type attack at the 4-position leading to 3-arylthiopropionates substituted in the 2-position. These thiocarboxylates can be trapped in situ by Mukaiyama's reagent or Sanger's reagent through a nucleophilic aromatic substitution process leading to highly activated thioesters that are then allowed to react further with primary or secondary amines leading, overall, to one-pot, three-component syntheses of 3-arylthiopropionamides carrying various substituents in the 2-position. Alternatively, the trapping combination of an electron deficient aryl halide and an amine may be replaced by a 2,4-dinitrobenzenesulfonamide, resulting in the formation of the same products overall with the incorporation of the latent amine in the sulfonamide into the final amide product. In another embodiment, the thiocarboxylate intermediate is allowed to react with a sulfonyl azide, resulting overall in N-arenesulfonyl 3-arylthiopropionamide derivatives.

METHOD OF PRODUCING β-MERCAPTOCARBOXYLIC ACIDS

The invention relates to a method for efficiently producing β-mercaptocarboxylic acids using a solid acid catalyst such as zeolite, which product corresponds to respective starting materials selected from α, β-unsaturated carboxylic acids (α, β-unsaturated carboxylic acid, a, β-unsaturated carboxylic acid ester, ex, β-unsaturated amide, a, β-unsaturated aldehide and α, β-unsaturated ketone) and hydrogen sulfides (hydrogen sulfide, sulfide salt and hydrosulfide salt), wherein a solvent compatible with water is used in the reaction. According to the invention, β-mercaptocarboxylic acids which are useful as additives in synthetic materials for pharmaceutical or agricultural agents and in polymer compounds can be industrially produced efficiently by using easily available a, β-unsaturated carboxylic acid (such as crotonic acid) at high yield.

Downfield chemical shifts at α-protons and carbons of β-propiothiolactones

Both the α-protons and carbons of β-propiothiolactones exhibit atypical downfield chemical shifts. The α-protons of β-propiothiolactones with no heteroatom at the α-position appear at 3.53-5.35ppm, whereas the α-carbons appear at 56.9-86.2 ppm. The major cause of the unexpected deshielding effect was rationalized by assuming a through-space interaction between the occupied orbital of the α-carbon and the vacant orbital of sulfur. Copyright

SATURATED HYDROXYALKYLQUINOLINE ACIDS AS LEUKOTRIENE ANTAGONISTS

Compounds having the formula I: STR1 are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.