2719-23-5

Usage

Chemical Properties

LIGHT BROWN TO BEIGE CRYSTALLINE POWDER

InChI:InChI=1/C5H6N2OS/c1-4(8)7-5-6-2-3-9-5/h2-3H,1H3,(H,6,7,8)

Upstream product

• 96-50-4 2-thiazolylamine 
• 108-24-7 acetic anhydride 
• 24442-57-7 1,2-dibromoethyl acetate 
• 591-08-2 acetylthiourea 
• 17720-99-9 4-aminothiazole 
• 144836-46-4 1-bromo-1-nitropropan-2-one 
• 50610-81-6 N-(1-hydroxyimino-2-oxopropyl)pyridinium chloride 
• 16411-89-5 N-Acetyl-pyridiniumacetat 
• 51307-42-7 N-(acetyl-thiocarbamoyl)-glycine 
• 75-05-8 acetonitrile 
• 7336-54-1 2-acetamido-5-bromothiazole 
• 64-19-7 acetic acid 
• 91978-77-7 2-acetylamino-5-acetylthiothiazole 
• 75-36-5 acetyl chloride 

Downstream Products

• 91137-89-2 2-acetamido-5-phenylthiothiazole 
• 7254-13-9 N-[5-(4-nitro-phenylsulfanyl)-thiazol-2-yl]-acetamide 
• 533886-11-2 N-(5-p-tolylmercapto-thiazol-2-yl)-acetamide 
• 140-40-9 Nitazole 
• 36016-97-4 2-acetamino-5-thiocyanatothiazole 
• 119267-54-8 N-(3-benzyl-3H-thiazol-2-yliden)-acetamide 
• 13053-82-2 N-(1,3-thiazol-2-yl)benzamide 
• 859462-91-2 N-[5-(4-chloro-phenylsulfanyl)-thiazol-2-yl]-acetamide 
• 121-66-4 2-amino-5-nitro-1,3-thiazole 
• 20256-39-7 N-(5-chlorothiazol-2-yl)acetamide 
• 69812-30-2 2-(acetylamino)-1,3-thiazole-5-sulfonyl chloride 
• 7336-54-1 2-acetamido-5-bromothiazole 
• 95632-09-0 4-Hydroxy-N-(2-thiazolyl)-8-(trifluoromethyl)-2-(2-(trifluoromethyl)phenyl)-3-quinolinecarboxamide 
• 118289-25-1 4-hydroxy-5-methyl-6-phenyl-N-(2-thiazolyl)-2-(trifluoromethyl)-3-pyridine carboxamide 

Relevant academic research and scientific papers

Design, solvent-free synthesis and antibacterial activity evaluation of new coumarin sulfonamides

A simple cost-effective and green method was presented for the synthesis of coumarin bis sulfonamides. Seventeen novel coumarin sulfonamides were synthesized in good to high yield and purity in six steps starting from 2-amino thiazole, aniline, and 4-methoxy aniline. All of the reactions have been done under green conditions without using any hazardous solvent. The chemical structures of the products were elucidated by IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis. Also, the anti-bacterial properties of the synthesized sulfonamides were investigated using two strains of Staphylococcus (gram-positive) and Escherichia coli (gram-negative) bacteria.

Direct synthesis of N-arylamides via the coupling of aryl diazonium tetrafluoroborates and nitriles under transition-metal-free conditions

The direct synthesis of N-arylamides via the coupling of aryl diazonium tetrafluoroborates and nitriles under transition-metal-free conditions has been developed. The reported protocol is practical and represents an efficient method to produce functionalized amides in moderate to good yields.

Eco-friendly, catalyst and solvent-free, synthesis of acetanilides and N-benzothiazole-2-yl-acetamides

An expeditious and green synthesis of acetamides in a solvent-free simple way is described, without catalyst or additives, and in good yield by an instantaneous reaction of anilines or 2-aminothiazoles and acetic anhydride without external heating, and with simple purification. Sixteen substituted acetanilides and four N-benzothiazole-2-yl-acetamides were formed, but aliphatic amines of low molecular weight were not as effective as aromatic ones, and only cyclohexylamine and the enaminone ethyl 3-amino-2-butenoate afforded the corresponding acetamides in good yield.

NOVEL COMPOUNDS

The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase L1 (UCHL1). The invention further relates to the use of DUB inhibitors in the treatment of cancer and other indications. Compounds of the invention include compounds having the formula (I) or a pharmaceutically acceptable salt thereof, wherein R1 to R8 are as defined herein.

Magnetically separable γ-Fe2O3 nanoparticles: An efficient catalyst for acylation of alcohols, phenols, and amines using sonication energy under solvent free condition

This paper reports a facile synthesis of magnetically separable iron oxide (γ-Fe2O3) nanoparticles using thermolysis method. The structural and morphological study of the synthesized γ-Fe2O3 nanoparticles was carried out using X-ray diffraction (XRD), field emission gun-scanning electron microscopy (FEG-SEM), energy dispersive X-ray spectrum (EDS), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), and X-ray photoelectron spectroscopy (XPS) techniques. The electron microscopy reveals that the γ-Fe2O3 nanoparticles have spherical morphology with a particle size in the range of 40-100 nm. The XPS study confirmed the Fe is in +3 oxidation state. The synthesized γ-Fe2O3 nanoparticles have been used as an efficient heterogeneous catalyst for the organic transformation between phenols, alcohols, and amines with acetic anhydride under sonication using mild reaction conditions. Various electrons withdrawing and electrons donating substrates show an excellent yield of desired products with the advantage of magnetic separation and reusability of γ-Fe2O3 nanocatalyst.

Chemoselective N-deacetylation under mild conditions

A mild and efficient chemoselective N-deacetylation using the Schwartz reagent at room temperature in rapid time is described. The mild and neutral conditions enable orthogonal N-deacetylation in the presence of some of the common protecting groups (viz. Boc, Fmoc, Cbz, Ts). The deprotection conditions did not induce any epimerization at the chiral amino centre.

Microwave-assisted synthesis of amide under solvent-free conditions

An efficient and environmentally friendly synthetic method for the synthesis of primary amides under microwave irradiation was described, in which the primary amine was directly reacted with acid without any catalytic agents. The reaction took place in 8-12-min, which was much shorter than the traditional synthetic methods, with almost quantitative yields. The influential factor of the reaction was discussed. The tautomerization between the carboxylic acid group and the H atom in α-carbon of L-amino acid was observed, presumably a dehydrated intermediate forming from this tautomerized isomer. Copyright Taylor & Francis Group, LLC.

Synthetic Study Directed Toward Novel Multi-Linked Heterocycles

2-Amino-4-(1-methylindol-3-yl)thiazole (11c) has a characteristic nucleophilic nature at the 5-position and add to the 4-position of acetylpyridinium acetate (13) producing 2-acetylamino-5-(1-acetyl-1,4-dihydropyridin-4-yl)-4-(1-methylindol-3-yl)-thiazole (1c).Its structure was established by X-ray single crystallographic analysis.Applying the results, simple syntheses of the related tris- (1a-b and 2-8) and tetrakislinked heterocycles (9) were achieved.

Amide anions as unexpected activating groups in nucleophilic heteroaromatic substitution

Nucleophilic displacement of halide by alkoxide in pyridazines, phthalazines, a thiazole and a thiadiazole is unexpectedly activated by acetamido anion substituents compared to neutral amido and amino substituents.

SYNTHESIS OF N-ACETYL-N'-ARYL(HETERYL)UREAS FROM N-(1-HYDROXYIMINO-2-OXOPROPYL)PYRIDINIUM CHLORIDE

N-Acetyl-N'-aryl(heteryl)ureas were synthesized by reaction of N-(1-hydroxyimino-2-oxopropyl)pyridinium chloride with amines.The use of amines on a silica support considerably increases the yield of acetylureas.