Day: November 21, 2022

Singh, Anuradha published the artcilePhotoredox-Mediated C-H Functionalization and Coupling of Tertiary Aliphatic Amines with 2-Chloroazoles, Computed Properties of 329794-40-3, the publication is Organic Letters (2013), 15(20), 5390-5393, database is CAplus and MEDLINE.

Herein, conditions for C-H functionalization of tertiary aliphatic amines and their subsequent coupling with a number of 2-chloroazole derivatives are reported. The reaction is facilitated by a catalytic amount of tris-fac-Ir(ppy)₃, with blue light irradiation and takes place under mild and convenient conditions. Most couplings take place with excellent regioselectivity. The reaction is tolerant of a number of functional groups and allows for rapid access to α-azole carbinamines e. g., I and II commonly found in post-translationally modified peptides.

Organic Letters published new progress about 329794-40-3. 329794-40-3 belongs to thiazole, auxiliary class Thiazole,Chloride,Benzene, name is 2-Chloro-5-phenylthiazole, and the molecular formula is C13H18BClO3, Computed Properties of 329794-40-3.

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

Kusama, Hitoshi published the artcileInfluence of aminothiazole additives in I^–/I₃^– redox electrolyte solution on Ru(II)-dye-sensitized nanocrystalline TiO₂ solar cell performance, Related Products of thiazole, the publication is Solar Energy Materials and Solar Cells (2004), 82(3), 457-465, database is CAplus.

The influence of aminothiazole additives in acetonitrile solution of an I^–/I₃^– redox electrolyte on the performance of a bis(tetrabutylammonium) cis-bis(thiocyanato)bis(2,2′-bipyridine-4-carboxylic acid, 4′-carboxylate)ruthenium(II) (N719) dye-sensitized TiO₂ solar cell was studied. The current-voltage characteristics were investigated under air-mass 1.5 (100 mW/cm²) for nine different aminothiazole compounds The aminothiazole additives tested had varying influences on the solar cell performance. Most of the additives enhanced the open-circuit voltage, but reduced the short-circuit c.d. of the solar cell. Both the phys. and chem. properties of the aminothiazoles were calculated in order to determine the reasons for influence the additives have on solar cell performance. The larger the calculated partial charge of the nitrogen atom in the thiazole, the higher the open-circuit voltage value. The open-circuit voltage value increased as the dipole moment of aminothiazoles in acetonitrile increased. Moreover, the open-circuit voltage of the solar cells also increased as the size of the aminothiazole mols. decreased. These results suggest that the electron donating ability of the aminothiazole additives influenced the interaction with the TiO₂ photoelectrode, which altered the dye-sensitized solar cell performance.

Solar Energy Materials and Solar Cells published new progress about 56503-96-9. 56503-96-9 belongs to thiazole, auxiliary class Thiazole,Amine,Naphthalene, name is 4-(Naphthalen-1-yl)thiazol-2-amine, and the molecular formula is C13H10N2S, Related Products of thiazole.

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

Biedermann, Frank published the artcilePostpolymerization Modification of Hydroxyl-Functionalized Polymers with Isocyanates, Formula: C14H12N2S, the publication is Macromolecules (Washington, DC, United States) (2011), 44(12), 4828-4835, database is CAplus.

The postpolymn. functionalization of hydroxyl-group terminated polymers (M_n in the range of 1000-6000 g mol^-1) such as poly(ethylene glycol) (PEG), poly(N-isopropylacrylamide) (PNIPAM), poly(N,N-dimethylacrylamide) (PDMAM), and poly(tert-Bu acrylate) (PtBA) with a wide range of functional isocyanate derivatives such as azobenzene, viologen, and anthracene was studied. It was shown by ¹H and ¹³C NMR, GPC, Fourier transform IR spectroscopy (FTIR), and electrospray ionization mass spectrometry (ESI-MS) that a high degree of end-group conversion, typically >98%, with little or no formation of side products can be achieved at ambient temperature PNIPAM, PDMAM, PtBA, and PHEAM polymers were obtained by reversible addition-fragmentation chain transfer (RAFT) radical polymerization from a hydroxyl-group containing chain transfer agent (CTA). The formation of the carbamate was compatible with the trithiocarbonate end-group of the RAFT polymers. Addnl., this approach allows for the direct functionalization of RAFT polymers without the need of addnl. steps such as deprotection or aminolysis of the CTA. This route was subsequently used for the preparation of a variety of side-chain functional polymers from poly(N-hydroxyethyl acrylamide) (PHEAM). Three different high yielding methods were employed to prepare the isocyanates (R-NCO). Either amino or carboxylic acid precursors were converted into the desired R-NCO or hydroxyl group moieties were reacted with an excess of 1,6-hexamethylene diisocyanate (HDI) to statistically form the monofunctional product.

Macromolecules (Washington, DC, United States) 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, Formula: C14H12N2S.

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

Harguindeguy, Marine published the artcileGelatin supports with immobilized laccase as sustainable biocatalysts for water treatment, Category: thiazole, the publication is Journal of Applied Polymer Science (2021), 138(2), 49669, database is CAplus.

Millimeter-size beads of gelatin are manufactured by dripping process to give enzyme supports qualified for micropollutants biodegradation in alternative wastewater treatment. The bead diameter is dependent on the tip diameter, the gelatin solution viscosity and the swelling of polymer chains in the collecting bath. Chem. crosslinking was performed with glutaraldehyde using optimal concentration to give mech. and thermal properties suitable for application in stirred reactor in aqueous medium. Laccases from Trametes versicolor are grafted on the gelatin beads with glutaraldehyde. Sixty percentage of the initial enzymic activity, evaluated by the oxidation of 2′-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)diammonium salt (ABTS) is maintained after 10 successive cycles of reaction. Thermal stability at 60°C of immobilized biocatalysts is improved when compared to free enzymes (45% vs 10% of relative activity after 6 h of incubation). The simplicity of the procedure to form gelatin beads and their properties make them promising bio-based and biodegradable support for enzyme immobilization.

Journal of Applied Polymer Science 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, Category: thiazole.

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

Hlushko, Raman published the artcileLayer-by-Layer Hydrogen-Bonded Antioxidant Films of Linear Synthetic Polyphenols, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Macromolecules (Washington, DC, United States) (2020), 53(3), 1033-1042, database is CAplus.

We report on the role of the chem. structure of polyphenol pendant groups in linear antioxidant polymers in their assembly and chain intermixing within layer-by-layer (LbL) films, as well as in the antioxidant performance of interfacial assemblies. When assembled with poly(ethylene oxide) (PEO) within hydrogen-bonded films, the antioxidant polymers-poly(3,4-dihydroxybenzyl methacrylamide) (P2HMA) and poly(3,4,5-trihydroxybenzyl methacrylamide) (P3HMA)-which contain catechol- and gallol-like moieties, resp., generated films with drastically different structure and functionality. Specifically, while catechol-based P2HMA deposited within LbL films linearly with a low increment of mass increase per step, the growth of P3HMA/PEO films was strongly exponential. Dramatic differences in chain intermixing and layering in these films are revealed by the application of neutron reflectometry using deuterated PEO, dPEO, to create marker layers. Differences in film structure strongly affected film antioxidant performance, as demonstrated by the radical scavenging assay. While assembled P3HMA was fully available for scavenging 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS^•+) radical cations, in assembled P2HMA, radical scavenging was restricted to the top ∼35 nm of the LbL film, highlighting the effect of LbL film structure on antioxidant performance.

Macromolecules (Washington, DC, United States) 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, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate).

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

Smith, Adrian L. published the artcileDiscovery of 1H-Pyrazol-3(2H)-ones as Potent and Selective Inhibitors of Protein Kinase R-like Endoplasmic Reticulum Kinase (PERK), Quality Control of 791614-90-9, the publication is Journal of Medicinal Chemistry (2015), 58(3), 1426-1441, database is CAplus and MEDLINE.

The structure-based design and optimization of a novel series of selective PERK inhibitors are described resulting in the identification of I as a potent, highly selective, and orally active tool compound suitable for PERK pathway biol. exploration both in vitro and in vivo.

Journal of Medicinal Chemistry published new progress about 791614-90-9. 791614-90-9 belongs to thiazole, auxiliary class Boronate Esters,Boronic acid and ester,Boronic acid and ester, name is 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole, and the molecular formula is C7H13NO2, Quality Control of 791614-90-9.

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

Watson, Keith J. published the artcileToward Polymeric Anticancer Drug Cocktails from Ring-Opening Metathesis Polymerization, Synthetic Route of 92-36-4, the publication is Macromolecules (2001), 34(11), 3507-3509, database is CAplus.

Exo-5-norbornene-2-ol was used to modify 3 anticancer drugs (i.e., indomethacin, 2-(4-aminophenyl)-6-methylbenzothiazole, and chlorambucil) with respect to preparation of polymer-based drug delivery systems. The modified drugs were polymerized using a Ru carbene (Cl₂(PCy₃)₂Ru=CHPh) as initiator in a living ring-opening metathesis polymerization The norbornene-derived drugs were amenable to the synthesis of either block copolymers in combination with each other or random copolymers in combination with a norbornenyl-modified triethylene glycol monomer.

Macromolecules 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 C5H9IO2, Synthetic Route of 92-36-4.

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

Otmani, Amar published the artcilePhenolic compounds and antioxidant and antibacterial activities of Algerian honeys, COA of Formula: C18H24N6O6S4, the publication is Food Bioscience (2021), 101070, database is CAplus.

Twenty-six samples of Algerian honeys were analyzed to determine their color intensity, content of bioactive compounds using colorimetric methods and phenolic profile using a high-performance liquid chromatog.-UV (HPLC-UV) anal. The antioxidant activities of the samples were estimated using 6 methods (1,1-diphenyl-2-picrilhydrazyl and 2,2′-azinobis-3-ethylbenzothiazoline-6-sulfonic acid free radicals scavenging, reducing power, chelating ferrous activity, nitric oxide radical scavenging assay and β-carotene bleaching) and the antibacterial power was determined in vitro using agar diffusion tests and measuring minimal inhibitory concentration The color of honeys ranged from light yellow to dark amber with an intensity ranging from 350 to 1510 mAU. The highest content of total polyphenols, flavonoids, carotenoids and vitamin C and the best antioxidant activity was obtained from dark honeys. Sixteen phenolic compounds (8 phenolic acids and 8 flavonoids) were quantified. The antibacterial tests showed that Staphylococcus aureus was the most sensitive strain compared to Salmonella typhi. The results allowed establishing a quant. phenolic profile of Algerian honeys. The bioactive compounds, the antioxidant and antibacterial activities, of honey did not depend on its monofloral or polyfloral nature, but rather on the type of flowers foraged by the bees and its geog. origin. The dark color of honey is a good indicator of a higher antioxidant content and the best biol. properties.

Food Bioscience 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

Chalopin, T. published the artcileSecond generation of thiazolylmannosides, FimH antagonists for E. coli-induced Crohn’s disease, Computed Properties of 885229-41-4, the publication is Organic & Biomolecular Chemistry (2016), 14(16), 3913-3925, database is CAplus and MEDLINE.

The anti-adhesive strategy, consisting of disrupting bacterial attachment to the host cells, is widely explored as an alternative to antibiotic therapies. Recently, thiazolylmannosides (TazMans) have been identified as strong anti-adhesives of E. coli strains implied in the gut inflammation of patients with Crohn’s disease. In this work, we developed a second generation of TazMans with improved chem. stability. The anomeric nitrogen was substituted by short linkers and the compounds were assessed against the bacterial adhesion FimH and the clin. isolated LF82 E. coli strain in four in vitro assays. The results obtained on the FimH adhesion alone and the whole bacteria enabled the identification of a candidate for further in vivo evaluations.

Organic & Biomolecular Chemistry published new progress about 885229-41-4. 885229-41-4 belongs to thiazole, auxiliary class Thiazole,Chloride,Ketone, name is 1-(2-Chlorothiazol-5-yl)ethanone, and the molecular formula is C5H4ClNOS, Computed Properties of 885229-41-4.

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

Sever, Belgin published the artcileIn vitro and in silico evaluation of anticancer activity of new indole-based 1,3,4-oxadiazoles as EGFR and COX-2 inhibitors, Name: 6-Chlorobenzothiazol-2-ylamine, the publication is Molecules (2020), 25(21), 5190, database is CAplus and MEDLINE.

Epidermal growth factor receptor (EGFR) and cyclooxygenase-2 (COX-2) are crucial targetable enzymes in cancer management. Therefore, herein, new 2-[(5-((1H-indol-3-yl)methyl)-1,3,4-oxadiazol-2-yl)thio]-N-(thiazol/benzothiazol-2-yl)acetamides (2a-i) were designed and synthesized as EGFR and COX-2 inhibitors. The cytotoxic effects of compounds 2a-i on HCT116 human colorectal carcinoma, A549 human lung adenocarcinoma, and A375 human melanoma cell lines were determined using MTT assay. 2-[(5-((1H-Indol-3-yl)methyl)-1,3,4-oxadiazol-2-yl)thio]-N-(6-ethoxybenzothiazol-2-yl)acetamide (2e) exhibited the most significant anticancer activity against HCT116, A549, and A375 cell lines with IC₅₀ values of 6.43 ± 0.72μM, 9.62 ± 1.14μM, and 8.07 ± 1.36μM, resp., when compared with erlotinib (IC₅₀ = 17.86 ± 3.22μM, 19.41 ± 2.38μM, and 23.81 ± 4.17μM, resp.). Further mechanistic assays demonstrated that compound 2e enhanced apoptosis (28.35%) in HCT116 cells more significantly than erlotinib (7.42%) and caused notable EGFR inhibition with an IC₅₀ value of 2.80 ± 0.52μM when compared with erlotinib (IC₅₀ = 0.04 ± 0.01μM). However, compound 2e did not cause any significant COX-2 inhibition, indicating that this compound showed COX-independent anticancer activity. The mol. docking study of compound 2e emphasized that the benzothiazole ring of this compound occupied the allosteric pocket in the EGFR active site. In conclusion, compound 2e is a promising EGFR inhibitor that warrants further clin. investigations.

Molecules 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 C22H12F6O6S2, Name: 6-Chlorobenzothiazol-2-ylamine.

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