7250-84-2

Usage

Uses

Used in Organic Synthesis:
4-(chloromethyl)-2-thiazolamine is used as a building block for the synthesis of various bioactive compounds, contributing to the development of new pharmaceuticals and organic materials.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-(chloromethyl)-2-thiazolamine is utilized as a precursor in the synthesis of therapeutic agents, potentially leading to the discovery of novel drugs with improved efficacy and safety profiles.
Used in Research and Development:
4-(chloromethyl)-2-thiazolamine is employed in research settings to explore its biological activity and pharmacological properties, with the aim of understanding its potential as a therapeutic agent or a chemical intermediate in drug development.
Used in Chemical Education:
4-(chloromethyl)-2-thiazolamine can be used in educational settings to illustrate the principles of organic synthesis and the functional groups present in medicinally relevant molecules, providing hands-on experience for students in chemistry and related fields.

Upstream product

• 17356-08-0 thiourea 
• 534-07-6 1,3-Dichloroacetone 
• 78-95-5 chloroacetone 

Downstream Products

• 144163-74-6 4-methylaminomethyl-1,3-thiazol-2-amine 
• 1596340-74-7 N-(4-chloromethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzamide 
• 1187837-01-9 4-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}-1,3-thiazol-2-amine 
• 863454-76-6 N-{4-chloromethyl-1,3-thiazol-2-yl}-3-(1-methylethyl)oxy-5-[4-(methylsulfonyl)phenoxy]benzamide 
• 7460-59-5 N-(4-(chloromethyl)thiazol-2-yl)acetamide 

Relevant academic research and scientific papers

Carbon tetrabromide mediated oxidative cyclocondensation of ketones and thioureas: An easy access to 2-aminothiazoles

A simple, mild, and efficient one-pot method for the synthesis of substituted 2-aminothiazoles has been reported. The reaction involves the formation of sulfenyl bromide as an umpolung intermediate of nucleophilic sulfur, which is responsible for C-S bond formation leading to oxidative cyclization of ketones and thioureas to furnish the desired products. Carbon tetrabromide was used as a convenient and mild brominating reagent under basic condition at room temperature to give 2-aminothiazoles in good to excellent yields.

Synthesis of 2-aminothiazole derivatives from easily available thiourea and alkyl/aryl ketones using aqueous NaICl2

A simple methodology was developed to synthesize substituted aminothiazoles from the corresponding thiourea and substituted ketones using aqueous NaICl2 at reflux temperature in THF. The products were obtained in good to excellent yields.

HETROARYL BENZAMIDE DERIVATIVES FOR USE AS GLK ACTIVATORS IN THE TREATMENT OF DIABETES

Compounds of Formula (I) wherein: R1 is hydroxymethyl; R2 is selected from -C(O)NR4R5, SO2NR4R5, S(O)pR4 and HET-2; HET-1 is a 5- or 6-membered, optionally substituted C-linked heteroaryl ring; HET-2 is a 4-, 5- or 6-membered, C- or N-linked optionally substituted heterocyclyl ring; R3 is selected from halo, fluoromethyl, difluoromethyl, trifluoromethyl, methyl, methoxy and cyano; R4 is selected from for example hydrogen, optionally substituted (1-4C)alkyl and HET-2; R5 is hydrogen or (1-4C)alkyl; or R4 and R5 together with the nitrogen atom to which they are attached may form a heterocyclyl ring system as defined by HET-3; HET-3 is for example an optionally substituted N-linked, 4, 5 or 6 membered, saturated or partially unsaturated heterocyclyl ring; p is (independently at each occurrence) 0, 1 or 2; m is 0 or 1; n is 0, 1 or 2; provided that when m is 0, then n is 1 or 2; or a salt, pro drug or solvate thereof, are described. Their use as GLK activators, pharmaceutical compositions containing them, and processes for their preparation are also described.

7-acylamino-3-heteroarylthio-3-cephem carboxylic acid antibiotics and prodrugs thereof

The present invention relates to a cephem prodrug having formula III or formula IV: or a pharmaceutically acceptable salt thereof, wherein R′1is selected from the group consisting of hydrogen and —C(O)CH(NH2)CH3and R′2is selected from the group consisting of hydrogen and an acyl group that is cleaved by an enzyme found in mammals, with the proviso that, when either R′1or R′2is hydrogen, the other is not. A, B, L, G, E, and J are each independently nitrogen or carbon such that the respective rings are selected from the group consisting of provided that the group —CH2—S—CH2CH2NHR′2is attached only to a carbon atom of said heterocyclic group, and Q is selected from the group consisting of nitrogen and —CX, wherein X is selected from the group consisting of hydrogen and chlorine.

PHARMACOLOGICALLY ACTIVE GUANIDINE COMPOUNDS

The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-guanidines which are inhibitors of histamine activity.

PHARMACOLOGICALLY ACTIVE THIOUREA AND UREA COMPOUNDS

The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.