54016-70-5

Usage

Uses

Used in Chemical Synthesis:
3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide is used as a catalyst in the novel synthesis of benzoin, a significant organic compound with various applications in the pharmaceutical, chemical, and materials science industries. The thiazolium salt acts as a catalyst to facilitate the condensation of benzaldehyde, leading to the formation of benzoin. The use of this thiazolium salt as a catalyst offers advantages such as improved reaction rates, selectivity, and reduced environmental impact compared to traditional catalysts.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide may be utilized as a building block or intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Material Science:
3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide can also be employed in the field of material science, particularly in the development of novel materials with specific properties. 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide's chemical structure and reactivity can be exploited to create new materials with applications in areas such as electronics, sensors, and energy storage.

Upstream product

• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 74-96-4 ethyl bromide 

Downstream Products

• 376637-27-3 1-(4-methoxyphenyl)-3-methylpentane-1,4-dione 
• 62596-41-2 1-(4-methoxyphenyl)hexane-1,4-dione 
• 125971-96-2 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide 
• 141112-99-4 1-(4-hexylphenyl)-4-(3-fluoro-4-methoxyphenyl)-1,4-butanedione 
• 136732-16-6 1-(pyrid-3-yl)-2-(2-bromophenyl)-2-hydroxyethanone 
• 136732-18-8 1-(pyrid-3-yl)-2-(2-chlorophenyl)-2-hydroxyethanone 
• 134169-11-2 1-<3-(methylthio)-4-n-propoxy-5-(benzyloxy)phenyl>-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione 
• 670749-34-5 1-[3-methoxy-4-hydroxy-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)-butane-1,4-dione 
• 73627-36-8 1,2-bis[4-(trifluoromethyl)phenyl]-2-hydroxyethanone 
• 106331-64-0 1-(2,6-dimethoxypyrid-4-yl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione 
• 106331-49-1 1-(3,4,5-trimethoxyphenyl)-4-(2,3-dimethoxypyrid-5-yl)-1,4-butanedione 
• 1394043-87-8 2-(4-ethyl-5-methyl-3-oxo-2-phenyl-2,3-dihydro-4H-1,4-thiazin-6-yl)ethyl benzoate 
• 1394043-86-7 4-ethyl-6-(2-hydroxyethyl)-5-methyl-2-phenyl-2,3-dihydro-4H-1,4-thiazin-3-one 

Relevant academic research and scientific papers

Acetoin synthesis method

The invention provides an acetoin synthesis method. The method comprises 1, catalyst preparation: mixing 4-methyl-5-beta-hydroxyethyl thiazole (I) and bromoethane according to a mole ratio of 1: 1, carrying out heating reflux in an acetoin solvent in an oil bath for a reaction, then carrying out stirring cooling to the room temperature, carrying out rotary evaporation, recovering the solvent, standing the white precipitates, carrying out suction filtration and washing, carrying out acetoin recrystallization and carrying out drying to obtain a catalyst 3-ethyl-4-methyl-5-hydroxyethyl thiazole bromide (II) and 2, carrying out acetaldehyde condensation to obtain acetoin, adding the catalyst 3-ethyl-4-methyl-5-hydroxyethyl thiazole bromide (II) into an acetaldehyde solution, adjusting pH to 9-10, carrying out heating stirring for a condensation reaction in a pressure reactor until the pressure in the pressure reactor is 0 MPa, mixing the reaction solution, the recovered solvent and solutions collected in standing, suction filtration and washing processes, and carrying out reduced pressure distillation to obtain acetoin (III).

Unexpected reactivity of diaryl α-diketones with thiazolium carbenes: Discovery of a novel multicomponent reaction for the facile synthesis of 1,4-thiazin-3-ones

Diaryl α-diketones do not undergo polarity reversal in the presence of (benzo)thiazolium carbenes but are engaged in a novel multicomponent reaction with water to efficiently give medicinally relevant 1,4-thiazin-3-one heterocycles. Three different sets of conditions have been optimized to furnish the title compounds in fair to excellent yields depending on the electronic properties of α-diketone aromatic substituents and thiazolium or benzothiazolium substrate. A plausible reaction mechanism is also proposed based on the isolation and characterization of the postulated key intermediate and isotopic labeling experiments.

Methods of Treating or Preventing Cardiac Disease Associated With a High Fat Diet

The present invention relates to a method of treating or preventing cardiac disorders, myocardial inflammation or myocardial oxidative stress associated with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention. The present invention also relates to a method of ameliorating weight gain, myocardial AGE accumulation associated, mitochondrial superoxide production, RAGE expression or PPARα expression with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention.

Method and composition for rejuvenating hair, nails, tissues, cells and organs by ex-vivo or immersive treatment

A method and composition for the treatment of hair, nail, ex-vivo organ, ex-vivo cell or ex-vivo tissue to improve the biomechanical and diffusional characteristics comprising an effective amount of a compound selected from the group consisting of compounds of the formula

Method for treating fibrotic diseases or other indications IC

Provided, among other things, is a method of treating or ameliorating or preventing an indication of the invention in an animal, including a human comprising administering an effective amount of a compound of the formula I:

Preventing and reversing the formation of advanced glycosylation endproducts

The present invention relates to compositions and methods for inhibiting and reversing nonenzymatic cross-linking (protein aging). Accordingly, compositions are disclosed which comprise an agent capable of inhibiting the formation of advanced glycosylation endproducts of target proteins, and which additionally reverse pre-formed crosslinks in the advanced glycosylation endproducts by cleaving alpha-dicarbonyl-based protein crosslinks present in the advanced glycosylation endproducts. Certain agents useful are thiazolium salts. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated. A novel immunoassay for detection of the reversal of the nonenzymatic crosslinking is also disclosed.

Preventing and reversing advanced glycosylation endproducts

The present invention relates to compositions and methods for inhibiting and reversing nonenzymatic cross-linking (protein aging). Accordingly, a composition is disclosed which comprises a thiazolium compound capable of inhibiting, and to some extent reversing, the formation of advanced glycosylation endproducts of target proteins by reacting with the carbonyl moiety of the early glycosylation product of such target proteins formed by their initial glycosylation. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated. A novel immunoassay for detection of the reversal of the nonenzymatic crosslinking is also disclosed.