Day: November 29, 2022

Sambaiah, T. published the artcileSynthesis of N-[2H-[1,2,4]thiadiazolo[3′,2′:2,3]thiazolo[5,4-b]pyridin-2-ylidene]aroylamines, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine, the publication is Synthetic Communications (1990), 20(3), 355-64, database is CAplus.

The reaction of aminothiazolopyridines I (R = MeO, Cl) with R¹C₆H₄CONCS (R¹ = H, 3-Me, 4-Me, 4-MeO, 2-Cl, 4-Cl) in acetone gave (thiazolopyridinyl)thioureas II. Cyclization of II in the presence of PCl₅ in POCl₃ gave thiadiazolothiazolopyridinylidene)aroylamines III.

Synthetic Communications published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine.

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

Tikhonova, Tatyana A. published the artcileDevelopment of 1,3-thiazole analogues of imidazopyridines as potent positive allosteric modulators of GABA_A receptors, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Bioorganic Chemistry (2020), 103334, database is CAplus and MEDLINE.

Structure-activity relationship studies were conducted in the search for 1,3-thiazole isosteric analogs of imidazopyridine drugs (Zolpidem, Alpidem). Three series of novel γ-aminobutyric acid receptor (GABA_AR) ligands belonging to imidazo[2,1-b]thiazoles I [R¹ = OMe, NMe₂, OEt; R² = p-chlorophenyl], [R¹ = OMe, R² = p-nitrophenyl] and [R¹ = OEt, R² = o,p-dichlorophenyl], imidazo[2,1-b][1,3,4]thiadiazoles II [R³ = OEt, NMe₂, NPr₂; R⁴ = p-chlorophenyl; R⁵ = Et, iso-Pr, MOM] and benzo[d]imidazo[2,1-b]thiazoles III [R⁶ = NH₂, OEt, NMe₂, NEt₂, NPr₂; R⁷ = Ph, p-fluorophenyl o,p-dimethoxyphenyl, etc.; R⁸ = H, Cl, OMe] were synthesized and characterized as active agents against GABA_AR benzodiazepine-binding site. In each of these series, potent compounds were discovered using a radioligand competition binding assay. The functional properties of highest-affinity compounds III [R⁶ = NH₂, R⁷ = p-chlorophenyl, R⁸ = H] and [R⁶ = NMe₂, R⁷ = o-chlorophenyl, R⁸ = H] as GABA_AR pos. allosteric modulators (PAMs) were determined by electrophysiol. measurements. In-vivo studies on zebrafish demonstrated their potential for the further development of anxiolytics. Using the OECD “Fish, Acute Toxicity Test” active compounds were found safe and non-toxic. Structural bases for activity of benzo[d]imidazo[2,1-b]thiazoles were proposed using mol. docking studies. The isosteric replacement of the pyridine nuclei by 1,3-thiazole, 1,3,4-thiadiazole, or 1,3-benzothiazole in the ring-fused imidazole class of GABA_AR PAMs was showed to be promising for the development of novel hypnotics, anxiolytics, anticonvulsants and sedatives drug-candidates.

Bioorganic Chemistry 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 C6H4BF4KO, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Prangkio, Panchika published the artcileSelf-assembled, cation-selective ion channels from an oligo(ethylene glycol) derivative of benzothiazole aniline, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Biochimica et Biophysica Acta, Biomembranes (2011), 1808(12), 2877-2885, database is CAplus and MEDLINE.

This paper describes the spontaneous formation of well-defined pores in planar lipid bilayers from the self-assembly of a small synthetic mol. that contains a benzothiazole aniline (BTA) group attached to a tetra-ethylene glycol (EG₄) moiety. Macroscopic and single-channel current recordings suggest that these pores are formed by the assembly of four BTA-EG₄ monomers with an open pore diameter that appears similar to the one of gramicidin pores (∼0.4 nm). The single-channel conductance of these pores is modulated by the pH of the electrolyte and has a min. at pH ∼3. Self-assembled pores from BTA-EG₄ are selective for monovalent cations and have long open channel lifetimes on the order of seconds. BTA-EG₄ monomers in these pores appear to be arranged sym. across both leaflets of the bilayer, and spectroscopy studies suggest that the fluorescent BTA group is localized inside the lipid bilayers. In terms of biol. activity, BTA-EG₄ mols. inhibited growth of gram-pos. Bacillus subtilis bacteria (IC₅₀ ∼50 μM) and human neuroblastoma SH-SY5Y cells (IC₅₀ ∼60 μM), while they were not toxic to gram-neg. Escherichia coli bacteria at a concentration up to 500 μM. Based on these properties, this drug-like, synthetic, pore-forming mol. with a mol. weight below 500 g mol^-1 might be appealing as a starting material for development of antibiotics or membrane-permeating moieties for drug delivery. From a biophys. point of view, long-lived, well-defined ion-selective pores from BTA-EG₄ mols. offer an example of a self-assembled synthetic supramol. with biol. function.

Biochimica et Biophysica Acta, Biomembranes 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

Samei, Amit published the artcileSimultaneous estimation of related impurities of tizanidine hydrochloride in its active pharmaceutical ingredient by reversed-phase liquid chromatography, Recommanded Product: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, the publication is Asian Journal of Chemistry (2009), 21(1), 176-182, database is CAplus.

A simple method was developed for qual. and quant. estimation of tizanidine hydrochloride and its 5 structurally related impurities using a reversed-phase liquid chromatog. This method was validated as per ICH guidelines for ‘validation for anal. procedures’ Q2B. The liquid chromatog. was set up in UV detection mode at 310 nm. A separation was achieved between tizanidine and all 5 impurities in a gradient programming using YMC Pack Pro C₁₈ (250 mm × 4.6 mm), 5 μ column at 1 mL/min flow rate. This method was established to be linear in a concentration range of (0.5-4.0 μg/mL) for all the components considered in this study. Limit of detection (LOD) and limit of quantification (LOQ) values were found to be (0.1-0.15 μg/mL) and (0.3-0.45 μg/mL) for tizanidine hydrochloride and its 5 related impurities, resp. Recoveries of all spiked impurities in tizanidine hydrochloride were in a range of (95-105%). Robustness and sample solution stability studies demonstrated the ruggedness of this method. This method is simple, sensitive and provides precisely accurate results.

Asian Journal of Chemistry published new progress about 30536-19-7. 30536-19-7 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, and the molecular formula is C6H4ClN3S, Recommanded Product: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine.

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

Mallikarjun, G. published the artcileSynthesis and antimicrobial evaluation of benzothiazole linked isoxazole Schiff bases, Category: thiazole, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2021), 60B(11), 1463-1470, database is CAplus.

A new series of benzothiazole linked isoxazole Schiff base derivatives have been prepared I [R = R¹ = H, OMe, RR¹ = -OCH₂O-, R² = H, OMe; R³ = 5-Cl, 4-OMe, 6-CF₃, etc.] characterized by suitable spectroscopic methods via ¹H and ¹³C NMR, ESI-MS and IR spectra. These compounds have been further screened for their antimicrobial activity against a panel of microorganisms. Among them, compounds [R = R¹ = OMe, R² = H, R³ = 6-Me (II); R = H, R¹ = OMe, R² = H, R³ = 6-OMe (III); R = R¹ = R² = OMe, R³ = 6-F (IV)] demonstrate promising antimicrobial activity against all the tested strains with MIC values ranging between 3.9 – 62.5μg/mL. Further, compounds II, III and IV exhibit promising antifungal activity with MIC values ranging between 7.8 – 32.5μg/mL. Further studies are underway for determining the antifungal mol. mechanisms of these potential compounds

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry 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, Category: thiazole.

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

Buckley, Dennis L. published the artcileHaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion Proteins, Formula: C11H8N2OS, the publication is ACS Chemical Biology (2015), 10(8), 1831-1837, database is CAplus and MEDLINE.

Small mol.-induced protein degradation is an attractive strategy for the development of chem. probes. One method for inducing targeted protein degradation involves the use of PROTACs, heterobifunctional mols. that can recruit specific E3 ligases to a desired protein of interest. PROTACs have been successfully used to degrade numerous proteins in cells, but the peptidic E3 ligase ligands used in previous PROTACs have hindered their development into more mature chem. probes or therapeutics. The authors report the design of a novel class of PROTACs that incorporate small mol. VHL ligands to successfully degrade HaloTag7 fusion proteins. These HaloPROTACs will inspire the development of future PROTACs with more drug-like properties. Addnl., these HaloPROTACs are useful chem. genetic tools, due to their ability to chem. knock down widely used HaloTag7 fusion proteins in a general fashion.

ACS Chemical Biology published new progress about 1448190-10-0. 1448190-10-0 belongs to thiazole, auxiliary class Thiazoles, name is 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile, and the molecular formula is C11H8N2OS, Formula: C11H8N2OS.

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

Capaldo, Luca published the artcilePhotoelectrochemical cross-dehydrogenative coupling of benzothiazoles with strong aliphatic C-H bonds, HPLC of Formula: 95-24-9, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(36), 4424-4427, database is CAplus and MEDLINE.

A photoelectrochem. strategy for the cross-dehydrogenative coupling of unactivated aliphatic H donors (e.g. alkanes) with benzothiazoles is reported. The authors used Bu₄N decatungstate as the photocatalyst to activate strong C(sp³)-H bonds in the chosen substrates, while electrochem. scavenged the extra electrons.

Chemical Communications (Cambridge, United Kingdom) 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, HPLC of Formula: 95-24-9.

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

Pan, Zi-Tong published the artcileRegulable cross-coupling of alcohols and benzothiazoles via a noble-metal-free photocatalyst under visible light, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(63), 8810-8813, database is CAplus and MEDLINE.

Two series of alkyl-derived benzothiazoles I [R = Et, iPr, cyclohexyl, etc.; R¹ = H, 4-Cl, 7-Br, etc.] and acetyl-derived benzothiazoles II [R² = Me, Et, n-Bu, etc.; R³ = H, 4-Cl, 6-Br, etc.] were synthesized via noble-metal-free photocatalyzed regulable cross-coupling reaction of benzothiazoles and alcs. with the highest isolated yields of up to 99% and 90% resp.

Chemical Communications (Cambridge, United Kingdom) 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, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Sillero, Leyre published the artcileExtraction of flavonoid compounds from bark using sustainable deep eutectic solvents, Application In Synthesis of 30931-67-0, the publication is Sustainable Chemistry and Pharmacy (2021), 100544, database is CAplus.

The use of green solvents in extraction processes, especially for applications of lignocellulosic biomass, has been extensively studied over the last years. Among the range of different green solvents, deep eutectic solvents (DES) show promising results for extraction processes. Therefore, the aim of this work was the use of DES as additives in aqueous mixtures for the selective extraction of flavonoid compounds from the bark of Larix decidua. For this purpose, bark has been treated using different solvent ratios consisting of a DES/H2O mixture (0, 25, 50 and 75 wt%). Two DES were studied, choline chloride:urea and choline chloride:1,4-butanediol. In order to study the success of the extractions, the extracts and the remaining solid fraction were characterized. From the results, it was concluded that the choline chloride:1,4-butanediol (75 wt%) gave the best results, obtaining the richest extracts in flavonoids (383 mg CE/g dried bark extract), as well as those with the highest antioxidant capacity. These good results confirm the capacity of this DES to obtain active biomols. for further application.

Sustainable Chemistry and Pharmacy 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 C24H12, Application In Synthesis of 30931-67-0.

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

Horn, Christoph published the artcileChemical design of hydrogels with immobilized laccase for the reduction of persistent trace compounds in wastewater, Computed Properties of 30931-67-0, the publication is ACS Applied Polymer Materials (2021), 3(5), 2823-2834, database is CAplus.

Hydrogels with immobilized enzymes are increasingly applied in biocatalytic industrial processes. Here, polymer hydrogels containing 2-hydroxyethyl methacrylate (HEMA), itaconic acid (ITA), (2-((2-(ethoxycarbonyl)prop-2-en-1-yl)oxy)ethyl) phosphonic acid (ECPPA), and N,N′-diethyl-1,3-bis(acrylamido)propane (BAAP) as the cross-linker are synthesized by UV-initiated radical polymerization Laccase from Trametes versicolor (LAC) is modified by reaction with itaconic anhydride (ITAn) yielding the LAC-immobilized monomer ITA-LAC with enhanced enzyme activity. ITA-LAC paves the way to an in situ method for enzyme immobilization. Hydrogels with HEMA, ECPPA, and BAAP with stepwise varied chem. composition and functionalization are prepared The influence of the composition on the morphol., the swelling behavior, the mech. stability, and the enzymic activity is studied. The polymerization is monitored by the conversion of double bonds with in situ attenuated total reflection Fourier transform IR (ATR-FTIR) spectroscopy. The polymerization of HEMA is complete after 10 min of UV exposure, whereas hydrogels of HEMA/ITA/ECPPA (85/5/10) with 5 mol % cross-linker require 30 min. These hydrogels are compared with those containing ITA-LAC instead of ITA. The covalent binding of LAC is proven by ATR-FTIR spectroscopy and results in an enhanced enzyme activity. The incorporation of ECPPA induces pH-dependent swelling with an equilibrium degree of swelling of up to 6 at pH 8. Only a weak influence of temperature on the degree of swelling is found. The morphol. strongly depends on the hydrogel composition LAC-ITA hydrogels are characterized by an open morphol. providing access to catalytic centers. The enzyme-immobilized hydrogels are used as granules as well as coatings on porous Al₂O₃ ceramic substrates as biocatalysts to convert models for organic trace compounds [bisphenol A (BPA), diclofenac, p-chlorophenol (pCP), 17α-ethinylestradiol (EED), triclosan, paracetamol, and 4-tert-octylphenol]. The highest conversion after 24 h in water is achieved for triclosan (>90%), while pCP, BPA, and EED reach a conversion between 60% and 70%. The conversions are even higher in citrate buffer.

ACS Applied Polymer Materials 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, Computed Properties of 30931-67-0.

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