Month: December 2022

Koperniku, Ana published the artcileThe Reaction of N -Trimethylsilyl-Substituted Heteroarylamines with Esters and Thioesters: An Efficient Protocol To Access Diheteroarylamides, Quality Control of 95-24-9, the publication is Synthesis (2019), 51(8), 1779-1790, database is CAplus.

The S-benzyl thioester and Me ester derivatives of a representative 4-pyridinone-based carboxylic acid were sufficiently activated to react efficiently in amide coupling reactions with the amide anion generated in situfrom the N-trimethylsilyl derivative of different weakly nucleophilic heteroarylamines. In acetonitrile as solvent, the precipitated diheteroarylamide products were isolated in pure form by vacuum filtration. This simple amide bond forming protocol can be readily adapted to the parallel synthesis of compound libraries.

Synthesis published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Quality Control of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Jamal Gilani, Sadaf published the artcileNovel benzothiazole hydrazine carboxamide hybrid scaffolds as potential in vitro GABA AT enzyme inhibitors: Synthesis, molecular docking and antiepileptic evaluation, Computed Properties of 95-24-9, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(14), 1825-1830, database is CAplus and MEDLINE.

In the present study, a series of newer benzothiazole derivatives containing thiazolidin-4-one and azetidin-2-one, were synthesized by the cyclization of benzothiazolyl arylidene hydrazine carboxamide derivatives with thioglycolic acid and chloroacetyl chloride, resp. Results of in vivo anticonvulsant screening revealed that compounds I (R = 2,4-Cl₂, 4-NO₂) and II (R = 4-NO₂) have promising anticonvulsant activities without any neurotoxicity. Selected compounds were also evaluated for their in vitro GABA AT inhibition. The results indicated that compound I (R = 2,4-Cl₂, IC₅₀ 15.26 μM) exhibited excellent activity as compared to the standard drug vigabatrin (IC₅₀ 39.72 μM) suggesting the potential of these benzothiazole analogs as new anticonvulsant agents.

Bioorganic & Medicinal Chemistry Letters published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Computed Properties of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Jiang, Chen Hao published the artcileBioinformatics-based screening of key genes for transformation of liver cirrhosis to hepatocellular carcinoma, Computed Properties of 95-24-9, the publication is Journal of Translational Medicine (2020), 18(1), 40, database is CAplus and MEDLINE.

Abstract: Background: The aims of the present study were to identify key genes related to the transformation of cirrhosis into HCC, and explore the associated mol. mechanisms. Methods: GSE89377, GSE17548, GSE63898 and GSE54236 mRNA microarray datasets from Gene Expression Omnibus (GEO) were analyzed to obtain differentially expressed genes (DEGs) between HCC and liver cirrhosis tissues, and network anal. of protein-protein interactions (PPIs) was carried out. String and Cytoscape were used to analyze modules and identify hub genes, Kaplan-Meier Plotter and Oncomine databases were used to explore relationships between hub genes and disease occurrence, development and prognosis of HCC, and the mol. mechanism of the main hub gene was probed using Kyoto Encyclopedia of Genes and Genomes(KEGG) pathway anal. Results: In total, 58 DEGs were obtained, of which 12 and 46 were up- and down-regulated, resp. Three hub genes (CDKN3, CYP2C9 and LCAT) were identified and associated prognostic information was obtained. CDKN3 may be correlated with the occurrence, invasion, and recurrence of HCC. Genes closely related to changes in the CDKN3 hub gene were screened, and Kyoto Encyclopedia of Genes and Genomes (KEGGs) pathway anal. identified numerous cell cycle-related genes. Conclusion: CDKN3 may affect the transformation of liver cirrhosis into HCC, and represents a new candidate mol. marker of the occurrence and progression of HCC.

Journal of Translational Medicine published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Computed Properties of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Wang, Junren published the artcileEosin Y as a high-efficient photooxidase mimic for colorimetric detection of sodium azide, Category: thiazole, the publication is Analytical and Bioanalytical Chemistry (2020), 412(27), 7595-7602, database is CAplus and MEDLINE.

Abstract: The reported fluorescent dye-based artificial light-responsive oxidase mimics are suffering from their low catalytic efficiency. To overcome the limitation, we report the photooxidase-mimicking activity of Eosin Y which can catalyze the oxidation of various chromogenic substrates such as 3,3′,5,5′-tetramethylbenzydine (TMB), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS), 3,3′-diaminobenzidine (DAB), and o-phenylenediamine (OPD) by dissolved oxygen. The photooxidase-like activity of Eosin Y is highly efficient for TMB substrate, and its catalytic efficiency is higher than that of the reported fluorescein (130 fold) and 9-mesityl-10-methylacridinium ion (7.7-fold) mimetic photooxidase. Moreover, the photosensitized Eosin Y-TMB chromogenic system is utilized for colorimetric detection of highly toxic and explosive sodium azide (NaN₃) in a linear range from 5 to 500 μM with a limit of detection of 3.5 μM. The resulting colorimetric assay is selective and applied to determine NaN₃ in real lake water samples.

Analytical and Bioanalytical Chemistry published new progress about 30931-67-0. 30931-67-0 belongs to thiazole, auxiliary class Salt,Hydrazine,Amine,Benzothiazole, name is Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), and the molecular formula is C40H35N7O8, Category: thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Du, Zhi published the artcileSelf-triggered click reaction in an Alzheimer’s disease model: in situ bifunctional drug synthesis catalyzed by neurotoxic copper accumulated in amyloid-beta plaques, Category: thiazole, the publication is Chemical Science (2019), 10(44), 10343-10350, database is CAplus and MEDLINE.

Cu is one of the essential elements for life. Its dyshomeostasis has been demonstrated to be closely related to neurodegenerative disorders, such as Alzheimer’s disease (AD), which is characterized by amyloid-beta (Abeta) aggregation and Cu accumulation. It is a great challenge as to how to take advantage of neurotoxic Cu to fight disease and make it helpful. Herein, we report that the accumulated Cu in Abeta plaques can effectively catalyze an azide-alkyne bioorthogonal cycloaddition reaction for fluorophore activation and drug synthesis in living cells, a transgenic AD model of Caenorhabditis elegans CL2006, and brain slices of triple transgenic AD mice. More importantly, the in situ synthesized bifunctional drug 6 can disassemble Abeta-Cu aggregates by extracting Cu and photo-oxygenating Abeta synergistically, suppressing Abeta-mediated paralysis and diminishing the locomotion defects of the AD model CL2006 strain. Our results demonstrate that taking the accumulated Cu ions in the Abeta plaque for an in situ click reaction can achieve both a self-triggered and self-regulated drug synthesis for AD therapy. To the best of our knowledge, a click reaction catalyzed by local Cu in a physiol. environment has not been reported. This work may open up a new avenue for in situ multifunctional drug synthesis by using endogenous neurotoxic metal ions for the treatment of neurodegenerative diseases.

Chemical Science published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Category: thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Kumar, Nag S. published the artcileDesign and synthesis of an all-in-one 3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl functional group for photo-affinity labeling, Product Details of C4H5NS2, the publication is Bioorganic & Medicinal Chemistry (2009), 17(15), 5388-5395, database is CAplus and MEDLINE.

A novel radioisotope-free photo-affinity probe containing the 3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl functional group was designed and synthesized. This very compact functionality is envisaged to allow photochem.-induced coupling of a compound to its target followed by click reaction coupling with an azido-biotin reagent in order to facilitate purification of the labeled target. In a proof-of-concept study we have shown that 3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl functional group could be photolyzed to efficiently furnish its methanol adduct and that the generated highly unstable carbene does not react with the neighboring acetylene moiety. A subsequent click reaction with biotin N-(2-azidoethyl) amide proceeded smoothly to give a triazole regioselectively. This chem. probe should thus be of unique value for facilitating identification of the mol. structure of the target of a bioactive compound

Bioorganic & Medicinal Chemistry published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, Product Details of C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Zheng, Ming-Qiang published the artcileSynthesis of 2-(4-aminophenyl)benzothiazole derivatives and determination of their activity as PET tracers for human brain β-amyloid peptides, Computed Properties of 92-36-4, the publication is Youji Huaxue (2007), 27(11), 1369-1373, database is CAplus.

A series of novel 2-(4-aminophenyl)-6-substituted benzothiazole derivatives were prepared and evaluated as potential β-amyloid PET (positron emission tomog.) tracers. Were prepared from proper 2-amino-6-substituted benzothiazole derivatives through basic hydrolysis, intermol. cycloaddition and N/O-alkylation reactions. Their structures were confirmed by IR, ¹H NMR, EI/ESI-MS, HRMS spectra and elemental anal. The sequence of binding affinity of some compounds with human brain homogenate was analyzed.

Youji Huaxue published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C7H4ClIO2, Computed Properties of 92-36-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Ma, Youchuan published the artcileEffect of ultrasound on mass transfer kinetics and phenolic compounds of apple cubes during osmotic dehydration, COA of Formula: C18H24N6O6S4, the publication is LWT–Food Science and Technology (2021), 112186, database is CAplus.

This study investigated the impacts of ultrasound-assisted osmotic dehydration (UOD) with different frequency (40 kHz, 80 kHz, 40 + 80 kHz) and intensity (25 W/L, 50 W/L, 75 W/L) on the kinetics of mass transfer, phenolic losses and the antioxidant properties of apple cubes (8 mm). The mass transfer efficiency of solid gain (SG) was greater under dual-frequency (β = 0.413) than 40 kHz (β = 0.707) and 80 kHz (β = 0.793) under the same intensity. Moreover, the mass transfer efficiency of SG under 75 W/L 40 kHz UOD was higher than that of 25 W/L and 50 W/L UOD based on β values. Notably, the loss of phenolic content under 75 W/L UOD (18.9%) was substantially higher than that of the 25 W/L UOD treatment (1.2-1.8%). A UOD treatment of 50 W/L and 40 + 80 kHz is recommended to optimize mass transfer efficiency and phenolic retention of dehydrated apple cubes.

LWT–Food Science and Technology published new progress about 30931-67-0. 30931-67-0 belongs to thiazole, auxiliary class Salt,Hydrazine,Amine,Benzothiazole, name is Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), and the molecular formula is C18H24N6O6S4, COA of Formula: C18H24N6O6S4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Cai, Mingzhong published the artcileRecyclable copper-catalyzed cyclization of o-haloanilides and metal sulfides: An efficient and practical access to substituted benzothiazoles, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Molecular Catalysis (2022), 112115, database is CAplus.

An efficient heterogeneous copper-catalyzed cyclization of o-haloanilides and metal sulfides has been achieved via the C-S coupling in DMF at 80 or 140° in the existence of an MCM-41-bound NHC-Cu(I) catalyst and then intramol. condensation, delivering a wide range of substituted benzothiazoles in mostly good to high yields. This new MCM-41-NHC-CuI complex can facilely be obtained by a two-step procedure starting from easily accessible and inexpensive reagents and reused more than seven times without any significant loss of its catalytic efficiency. The present protocol has been successfully applied to the gram-scale synthesis of two antitumor agents 5F203 and PMX 610.

Molecular Catalysis published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Liu, Jian published the artcileAmphipathic Side Chain of a Conjugated Polymer Optimizes Dopant Location toward Efficient N-Type Organic Thermoelectrics, Category: thiazole, the publication is Advanced Materials (Weinheim, Germany) (2021), 33(4), 2006694, database is CAplus and MEDLINE.

There is no mol. strategy for selectively increasing the Seebeck coefficient without reducing the elec. conductivity for organic thermoelecs. Here, it is reported that the use of amphipathic side chains in an n-type donor-acceptor copolymer can selectively increase the Seebeck coefficient and thus increase the power factor by a factor of ≈5. The amphipathic side chain contains an alkyl chain segment as a spacer between the polymer backbone and an ethylene glycol type chain segment. The use of this alkyl spacer does not only reduce the energetic disorder in the conjugated polymer film but can also properly control the dopant sites away from the backbone, which minimizes the adverse influence of counterions. As confirmed by kinetic Monte Carlo simulations with the host-dopant distance as the only variable, a reduced Coulombic interaction resulting from a larger host-dopant distance contributes to a higher Seebeck coefficient for a given elec. conductivity Finally, an optimized power factor of 18 μW m^-1 K^-2 is achieved in the doped polymer film. This work provides a facile mol. strategy for selectively improving the Seebeck coefficient and opens up a new route for optimizing the dopant location toward realizing better n-type polymeric thermoelecs.

Advanced Materials (Weinheim, Germany) published new progress about 2215018-37-2. 2215018-37-2 belongs to thiazole, auxiliary class Thiazoles, name is 4,4′-Bis(octyloxy)-2,2′-bis(trimethylstannyl)-5,5′-bithiazole, and the molecular formula is C28H52N2O2S2Sn2, Category: thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica