Day: December 6, 2022

Takahashi, Torizo published the artcilePyridine derivatives containing sulfur. XVII. Synthesis of pyridothiazoles and pyrimidazoles, Application In Synthesis of 31784-71-1, the publication is Yakugaku Zasshi (1946), 66(No. 7/8A), 26, database is CAplus.

By the use of Cu(SCN)₂ in glacial AcOH solution the following 2-aminopyrido[2,3-d]thiazoles were obtained: 6-nitro, yellow plates, m. 183°, from 2-amino-5-nitropyridine; 6-bromo, yellow plates, m. 135°, from 5-bromo-2-amino-pyridine; and 5-chloro, pale yellow needles, m. 69-71°, from 2-chloro-5-aminopyridine. BrCH₂COMe with 5-bromo- or 5-nitro-2-aminopyridine gave 6-bromo-2-methyl-imidazo[1,2-a]pyridine HCl salt, colorless, efflorescent rhomboprisms, and the 6-nitro analog (I), bright yellow needles, m. 161°. Reduction of I gave the corresponding amino compound, colorless needles, m. 77° (N-Ac derivative), colorless needles, m. 181°.

Yakugaku Zasshi 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 C5H6N2O2, Application In Synthesis of 31784-71-1.

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

Campaigne, E. published the artcileReactions of 4-chloroacetoacetic esters with thioureas, Quality Control of 64987-16-2, the publication is Journal of Heterocyclic Chemistry (1980), 17(6), 1255-7, database is CAplus.

Thiazoles I (R = Me, Et) were prepared in 61 and 83% yields, resp., by cyclizing ClCH₂COCH₂CO₂R (II) with H₂NCSNH₂. Cyclizing II with III (n = 1, 2) gave 50-88% IV. Hydrolysis of IV (R = Et) gave IV (R = H).

Journal of Heterocyclic Chemistry published new progress about 64987-16-2. 64987-16-2 belongs to thiazole, auxiliary class Thiazole,Amine,Ester, name is Methyl 2-(2-aminothiazol-4-yl)acetate, and the molecular formula is C6H8N2O2S, Quality Control of 64987-16-2.

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

Stanetty, Peter published the artcileHalogenated 2′-Chlorobithiazoles via Pd-Catalyzed Cross-Coupling Reactions, Synthetic Route of 329794-40-3, the publication is Journal of Organic Chemistry (2006), 71(10), 3754-3761, database is CAplus and MEDLINE.

Halogenated bithiazoles allow facile further functionalization and are, therefore, suitable intermediates for the synthesis of compounds with interesting biol. activity or material science properties. The applicability of three coupling methods (Negishi, Suzuki, and Stille) for the synthesis of the title compounds was compared. The Negishi method proved to be troublesome, and side reactions were predominant. The synthesis of the first thiazoleboronic acid ester offered a new method for the formation of bithiazoles, not generally applicable so far. The lower toxicity compared to that of tin organyls make this method an approach with interesting perspectives. The Stille coupling proved to be superior to the other methods and enabled the synthesis of the title compounds with diverse connectivity.

Journal of Organic Chemistry 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 C20H19NO4, Synthetic Route of 329794-40-3.

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

Nazare, Marc published the artcileA flexible, palladium-catalyzed indole and azaindole synthesis by direct annulation of chloroanilines and chloroaminopyridines with ketones, Name: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, the publication is Angewandte Chemie, International Edition (2004), 43(34), 4526-4528, database is CAplus and MEDLINE.

The “ringmaster” [Pd(tBu₃P)₂] served as the catalyst in the direct synthesis of indoles, e.g., I, by annulation of ortho-chloroanilines with ketones. This versatile method can be used to synthesize a variety of functionalized indoles and azaindoles, e.g., II.

Angewandte Chemie, International Edition 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, Name: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine.

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

Henglein, A. published the artcileDependence of the intensity of fluorescence on the quencher concentration in micellar systems, COA of Formula: C14H12N2S, the publication is Berichte der Bunsen-Gesellschaft (1978), 82(10), 1107-12, database is CAplus.

The quenching of the fluorescence of 2-(4-aminophenyl)-3-methylbenzothiazol solubilized in micelles of sodium dodecylsulfate by duroquinone was investigated. The decay constant k₀ in the absence of quencher is 6.9 × 10⁸ s^-1. At constant concentrations of the fluorescing and the quenching compounds the fluorescence intensity decreases with decreasing surfactant concentration This effect is explained by the changes in the distribution of the emitting and quenching mols. among the micelles. A relationship is given which takes into account the statistical distribution of solubilized mols. The 1st order rate constant is k_m = m·k₁ for quenching in a micelle carrying m mols. of the quencher, k₁, the rate constant for quenching in a micelle containing 1 mol. of the quencher, was 3.5 × 10⁸ s^-1. The ion pair formation in micelles containing 2-(4-aminophenyl)-3-methylbenzothiazol and duroquinone, the biphotonic ionization of 2-(4-aminophenyl)-3-methylbenzothiazol in anionic micelles and in MeOH solution, and the formation of the triplet state of this compound in toluene and in acid aqueous solutions were studied by laser flash photolysis.

Berichte der Bunsen-Gesellschaft 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, COA of Formula: C14H12N2S.

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

Barni, Ermanno published the artcileMonoazo dyes for polyamide derived from 4-alkylamido-2-hydroxybenzoic acids, Quality Control of 92-36-4, the publication is Dyes and Pigments (1984), 5(1), 15-36, database is CAplus.

Data on a series of 65 azo disperse dyes I (R = C₁-C₁₅ alkyl; A mono- or disubstituted or unsubstituted) are reported. The dyes are suitable for application to polyamide fibers and produce yellow to red-orange shades. Many correlations between the nature of substituents and the phys., spectroscopic or tinctorial properties of the dyes were established. Correlations between structure and color of dyed fabrics were also found.

Dyes and Pigments 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, Quality Control of 92-36-4.

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

Wang, Xueqing published the artcileSynthesis and Evaluation of Benzothiazole-Based Analogues as Novel, Potent, and Selective Fatty Acid Amide Hydrolase Inhibitors, Quality Control of 92-36-4, the publication is Journal of Medicinal Chemistry (2009), 52(1), 170-180, database is CAplus and MEDLINE.

High-throughput screening (HTS) identified benzothiazole analog (I) as a potent fatty acid amide hydrolase (FAAH) inhibitor. Structure-activity relationship (SAR) studies indicated that the sulfonyl group, the piperidine ring and benzothiazole were the key components to their activity, with II being the most potent analog in this series. Time-dependent preincubation study of compound I was consistent with it being a reversible inhibitor. Activity-based protein-profiling (ABPP) evaluation of I in rat tissues revealed that it had exceptional selectivity and no off-target activity with respect to other serine hydrolases. Mol. shape overlay of I with a known FAAH inhibitor indicated that these compounds might act as transition-state analogs, forming putative hydrogen bonds with catalytic residues and mimicking the charge distribution of the tetrahedral transition state. The modeling study also indicated that hydrophobic interactions of the benzothiazole ring with the enzyme contributed to its extraordinary potency. These compounds may provide useful tools for the study of FAAH and the endocannabinoid system.

Journal of Medicinal Chemistry 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 C4H6O3, Quality Control of 92-36-4.

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

Lesnichaya, M. V. published the artcileSynthesis of selenium-containing galactomannan-stabilized nanocomposites with particle size-sensitive antiradical activity, Safety of Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Russian Chemical Bulletin (2020), 69(10), 1979-1986, database is CAplus.

Water-soluble hybrid nanocomposites were synthesized for the first time with the use of industrial crystalline selenium (gray powder selenium) activated in a hydrazine hydrate-alkali base-recovery system. The obtained nanocomposites consist of the selenium nanoparticles 13.0-24.0 nm in size stabilized by biocompatible natural polysaccharide galactomannan. The structures of the nanocomposites were characterized by a complex of physicochem. methods (X-ray diffraction anal., transmission electron microscopy, and IR spectroscopy). The pronounced antioxidant activity of the prepared nanocomposites against free radicals of 2,2-diphenyl-1-picrylhydrazyl and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt was found, and its value correlates with the particle size of selenium.

Russian Chemical Bulletin 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, Safety of 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

Marquez, Augusto published the artcileNanoporous silk films with capillary action and size-exclusion capacity for sensitive glucose determination in whole blood, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Lab on a Chip (2021), 21(3), 608-615, database is CAplus and MEDLINE.

In optical biosensing, silk fibroin (SF) appears as a promising alternative where other materials, such as paper, find limitations. Besides its excellent optical properties and unmet capacity to stabilize biomacromols., SF in test strips exhibits addnl. functions, i.e. capillary pumping activity of 1.5 mm s^-1, capacity to filter blood cells thanks to its small, but tuneable, porosity and enhanced biosensing sensitivity. The bulk functionalization of SF with the enzymes glucose oxidase and peroxidase and the mediator ABTS produces colorless and transparent SF films that respond to blood glucose increasing 2.5 times the sensitivity of conventional ABTS-based assays. This enhanced sensitivity results from the formation of SF-ABTS complexes, where SF becomes part of the bioassay. Addnl., SF films triple the durability of most stable cellulose-based sensors. Although demonstrated for glucose, SF microfluidic test strips may incorporate other optical bioassays, e.g. immunoassays, with the aim of transferring them from central laboratories to the place of patient’s care.

Lab on a Chip 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

Stoffel, Fernanda published the artcileProduction of edible mycoprotein using agroindustrial wastes: Influence on nutritional, chemical and biological properties, COA of Formula: C18H24N6O6S4, the publication is Innovative Food Science & Emerging Technologies (2019), 102227, database is CAplus.

The production of Agaricus blazei, Auricularia fuscosuccinea and Pleurotus albidus mycoproteins in brewer-spent grain and grape bagasse by solid-state cultivation was studied, including an investigation of their nutritional value and biol. activity. The production of P. albidus mycoprotein in brewer-spent grain resulted in the highest values of protein (22.6 g.100 g^-1), total amino acids (78.54 mg.g^-1), ergosterol (0.39 ± 0.01 mg.g^-1) and mycelial biomass (125.60 ± 3.30 mg.g^-1). The A. fuscosuccinea mycoprotein in brewer-spent grain resulted in the highest value of total phenolics (3.80 mg EAG/g) and higher antioxidant activity. Using grape bagasse, the P. albidus mycoprotein increased 23.9% proteins, reduced 15.5% and 77% total fats and phenolics, resp. Anti-hyperglycemic activity, assessed by α-glycosidase inhibition in vitro, was observed in the P. albidus and A. blazei mycoproteins produced in brewer-spent grain (inhibition of α-glycosidase >98%). Mycoproteins produced in brewer-spent grain and grape bagasse could be a strategy to increase the nutritional value and biol. activity of these agroindustrial residues.

Innovative Food Science & Emerging Technologies 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 C12H14BNO2, COA of Formula: C18H24N6O6S4.

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