Day: November 25, 2022

Payaz, Deniz Uzeroglu published the artcileSynthesis carbonic anhydrase enzyme inhibition and antioxidant activity of novel benzothiazole derivatives incorporating glycine, methionine, alanine, and phenylalanine moieties, Related Products of thiazole, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 343-349, database is CAplus and MEDLINE.

Thirteen novel benzothiazole derivatives incorporating glycine, methionine, alanine, and phenylalanine were synthesized by facile acylation reactions through benzotriazole or DCC mediated reactions and their structures were identified by ¹H-NMR, 13C-NMR, and FT-IR spectroscopic techniques and elemental anal. The carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activity of the new compounds was assessed against four human (h) isoforms, hCA I, hCA II, hCA V, and hCA XIII. Some of the synthesized compounds showed good in vitro carbonic anhydrase inhibitory properties, with inhibition constants in the micromolar level. The new amino acid benzothiazole conjugates found to be more effective against hCA V and hCA II inhibition. In vitro antioxidant activities of the novel compounds were determined by DPPH method. Most of the synthesized compounds showed moderate to low antioxidant activities compared to the control antioxidant compounds (BHA and α-tocopherol).

Journal of Enzyme Inhibition and 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 C14H12N2S, Related Products of thiazole.

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

Wang, Junmei published the artcileDevelopment of Reliable Aqueous Solubility Models and Their Application in Druglike Analysis, COA of Formula: C14H12N2S, the publication is Journal of Chemical Information and Modeling (2007), 47(4), 1395-1404, database is CAplus and MEDLINE.

In this work, two reliable aqueous solubility models, ASMS (aqueous solubility based on mol. surface) and ASMS-LOGP (aqueous solubility based on mol. surface using calculated log P (ClogP) as a descriptor), were constructed by using atom type classified solvent accessible surface areas and several mol. descriptors for a diverse data set of 1708 mols. For ASMS (without using ClogP as a descriptor), the leave-one-out q² and root-mean-square error (RMSE) were 0.872 and 0.748 log unit, resp. ASMS-LOGP was slightly better than ASMS (q² = 0.886, RMSE = 0.705). Both models were extensively validated by three cross-validation tests and encouraging predictability was achieved. High throughput aqueous solubility prediction was conducted for a number of data sets extracted from several widely used databases. The authors found that real drugs are about 20-fold more soluble than the so-called druglike mols. in the ZINC database, which have no violation of Lipinski’s “Rule of 5” at all. Specifically, oral drugs are about 16-fold more soluble, while injection drugs are 50-60-fold more soluble If the criterion of a mol. to be soluble is set to -5 log unit, about 85% of real drugs are predicted as soluble; in contrast only 50% of druglike mols. in ZINC are soluble The authors concluded that the two models could be served as a rule in druglike anal. and an efficient filter in prioritizing compound libraries prior to high throughput screenings (HTS).

Journal of Chemical Information and Modeling 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 C26H26N4O7, COA of Formula: C14H12N2S.

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

Seczyk, Lukasz published the artcileIn vitro bioaccessibility and activity of Greek oregano (Origanum vulgare L. ssp. hirtum (link) Ietswaart) compounds as affected by nitrogen fertilization, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Journal of the Science of Food and Agriculture (2020), 100(6), 2410-2417, database is CAplus and MEDLINE.

Greek oregano is a culinary and medicinal herb native to the Mediterranean region; however nowadays it is cultivated in many regions all over the world. It is commonly used as a spice for flavoring food products and in various traditional medicine applications. This study investigated the effect of nitrogen fertilization at 0-150 kg N ha^-1 on the potential bioaccessibility and activity of Greek oregano compounds For this purpose the total phenolic content, rosmarinic acid content, and antioxidant activities of the raw material, as well as digested fractions, were determined Nitrogen fertilization had a neg. influence on the phenolic content and antioxidant activity of raw material; however, its effect on the potential bioaccessibility varied depending on the dose. The highest potential bioaccessibility and activity was determined for plants fertilized with 30 kg N ha^-1. For the gastric and intestinal phases of digestion, the potential bioaccessibility percentages were 39.5% and 29.6% for total phenolics, 53.1% and 11.2% for rosmarinic acid content, 45.2% and 44.4% for antiradical activity against 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), 39.2% and 27.2% for antiradical activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 50.2% and 23.4% for reducing power, resp. The results showed that nitrogen fertilization is an important factor determining the in vitro bioaccessibility of Greek oregano compounds Furthermore, the nutraceutical potential of herbs, in term of the bioaccessibility of bioactive compounds, may be optimized during plant cultivation by applying an accurate nitrogen level.

Journal of the Science of Food and Agriculture 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 C16H10O5, 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

Reddy, Ghanta Mahesh published the artcileIdentification and characterization of potential impurities of tizanidine hydrochloride, Application of 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, the publication is Analytical Chemistry: An Indian Journal (2008), 7(8), 586-590, database is CAplus.

During the anal. of laboratory batches of Tizanidine HCl, six impurities were detected by a simple isocratic reverse-phase high performance liquid chromatog. (HPLC) whose area percentage ranged from 0.10 to 0.30%. A through study has been undertaken to isolate and characterize these impurities, LCMS was performed to identify the mass number of the impurities. The structures of the impurities characterized as: N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazole-4-amine hydrochloride [imp A], N-(5-chloro-2,1,3-benzothiadiazol-4-yl)thiourea (imp B), dimer of Tizanidine HCl (imp C), S-methyl-N-(5-chloro-2,1,3-benzothiadiazol-4-yl)-isothiouronium iodide (imp D), 4-amino-5-chloro-2,1,3-benzothiadiazole (imp E), and N,N-bis(5-chloro-2,1,3-benzothiadiazol-4-yl)-N-(4,5-dihydro-1H-imidazol-2-yl)guanidine (imp F).

Analytical Chemistry: An Indian Journal 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, Application of 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine.

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

Maracic, Silvija published the artcile1,2,3-Triazole pharmacophore-based benzofused nitrogen/sulfur heterocycles with potential anti-Moraxella catarrhalis activity, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry (2015), 23(23), 7448-7463, database is CAplus and MEDLINE.

Versatile 1,2,3-triazole pharmacophore-based benzofused heterocycles containing halogen-substituted aromatic, 7-substituted coumarin or penciclovir-like subunit were designed and synthesized to evaluate their antibacterial activities against selected Gram-pos. and Gram-neg. bacteria. Hybridization approach using environmentally friendly Cu(I)-catalyzed click reaction under microwave irradiation was adopted in the synthesis of regioselective 1,4-disubstituted 1,2,3-triazole tethered heterocycles, while post-N-alkylation of NH-1,2,3-triazoles afforded both 2,4- and 1,4-disubstituted 1,2,3-triazole regioisomers. Several compounds revealed fluorescence in the violet region of the visible spectrum with a strong influence of Ph spacer in 25-30 on both wavelength and emission intensity. Fusion of selected subunits led to new hybrid architecture, benzothiazole-1,2,3-triazolecoumarin derivative I that demonstrated extremely narrow spectrum activity towards fastidious Gram-neg. bacteria Moraxella catarrhalis. Selected hybrids showed the potency against Moraxella catarrhalis (MIC ≤ 0.25 μg/mL) comparable to that of reference antibiotic azithromycin, which suggested that further investigations are necessary to optimize this potential hit compound as a new anti-Moraxella catarrhalis agent.

Bioorganic & 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 C14H12N2S, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Lupina, Katarzyna published the artcileControlled release of water-soluble astaxanthin from carboxymethyl cellulose/gelatin and octenyl succinic anhydride starch/gelatin blend films, HPLC of Formula: 30931-67-0, the publication is Food Hydrocolloids (2022), 107179, database is CAplus.

The effect of increasing concentrations (0, 0.25, 0.5, 1%) of com. water-soluble AstaSana astaxanthin (AST) on the physicochem. properties, release kinetics and antioxidant activity of binary 75/25 CM-cellulose/gelatin (CMC75/GEL25) and octenyl succinic anhydride starch/gelatin (OSA75/GEL25) blend films was investigated. The microscopic observations showed that the obtained blends were phase-separated systems. Regardless of the AST concentration, the CMC-based films were more opaque, stronger, and less stretchable than the OSA-based films. The AST-supplemented films exhibited an intensive red color. The starch granules (from the AST formulation) contributed to high roughness and opacity of the films. The presence of AST contributed to a significant decrease of the puncture strength and oxygen permeability of the CMC-based film. The AST-supplemented films did not differ in terms of the water vapor barrier properties. Due to the low quantity of astaxanthin in the systems, the Fourier-transform IR spectra of the control and AST-supplemented films were similar. The increase in the AST concentration was accompanied by reduced solubility and increased swelling of the OSA-based films, while an opposite result was observed for the CMC-based films. According to the Korsmeyer-Peppas with time lag model, the AST release kinetics exhibited quasi-Fickian behavior. Due to their weaker solubility, the OSA75/GEL25 films offered at least 7 times slower release of AST than the CMC-based carrier. The times required for 25% AST release from the CMC75/GEL25 and OSA75/GEL25 films were 1.20-1.74 and 12.60-20.04 min, resp. A high pos. correlation (R² = 0.78-0.91) was found between the AST release and antiradical activity of the films.

Food Hydrocolloids 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, HPLC of Formula: 30931-67-0.

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

Nagaraju, Burri published the artcileSynthesis and biological evaluation of pyrazole linked benzothiazole-β-naphthol derivatives as topoisomerase I inhibitors with DNA binding ability, Synthetic Route of 95-24-9, the publication is Bioorganic & Medicinal Chemistry (2019), 27(5), 708-720, database is CAplus and MEDLINE.

A series of new pyrazole linked benzothiazole-β-naphthol derivatives were designed and synthesized using a simple, efficient and ecofriendly route under catalyst-free conditions in good to excellent yields. These derivatives were evaluated for their cytotoxicity on selected human cancer cell lines. Among those, the derivatives 4j, 4k and 4l exhibited considerable cytotoxicity with IC₅₀ values ranging between 4.63 and 5.54 μM against human cervical cancer cells (HeLa). Structure activity relationship was elucidated by varying different substituents on benzothiazoles and pyrazoles. Further, flow cytometric anal. revealed that these derivatives induced cell cycle arrest in G2/M phase and spectroscopic studies such as UV-visible, fluorescence and CD studies showed that these derivatives exhibited good DNA binding affinity. Addnl., these derivatives can effectively inhibit the topoisomerase I activity. Viscosity studies and mol. docking studies demonstrated that the derivatives bind with the minor groove of the DNA.

Bioorganic & 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, Synthetic Route of 95-24-9.

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

Zhuravel’, Irina O. published the artcileSynthesis and antimicrobial activity of 5-hydroxymethyl- 8-methyl-2-(N-arylimino)-pyrano[2,3-c]pyridine-3-(N-aryl)-carboxamides, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(24), 5483-5487, database is CAplus and MEDLINE.

Several 2-imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-(N-aryl)carboxamides, e.g., I, were prepared by reaction of pyridoxal hydrochloride with various N-aryl cyanoacetamides. Reaction of these compounds with aromatic amines furnished a wide series of 2-(N-R-phenyl) imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-carboxamides. Antibacterial and antifungal activities of the synthesized compounds were studied. Most of the obtained compounds demonstrated significant activity against bacterial or fungal strains (MIC in the range of 12.5-25 μg/mL), displaying comparable or even better efficacy than the standard drugs.

Bioorganic & Medicinal Chemistry Letters 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 C12H10FeO4, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Zhuravel’, I. O. published the artcileConstruction of the combinatorial libraries of 5-hydroxymethyl-2-imino-8-methyl-2H-pyrano[2,3-c]pyridin-3-N-arylcarboxamides, Quality Control of 92-36-4, the publication is Zhurnal Organichnoi ta Farmatsevtichnoi Khimii (2005), 3(3), 3-9, database is CAplus.

Using the parallel solution-phase synthesis combinatorial libraries of 5-hydroxymethyl-2-imino-8-methyl-2H-pyrano[2,3-c]pyridin-3-N-arylcarboxamides, 5-hydroxymethyl-2-N-arylimino-methyl-2H-pyrano[2,3-c]pyridin-3-N-arylcarboxamides and their acyclic derivatives were obtained.

Zhurnal Organichnoi ta Farmatsevtichnoi Khimii 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 C21H33N5O7, Quality Control of 92-36-4.

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

Farnaby, William published the artcileBAF complex vulnerabilities in cancer demonstrated via structure-based PROTAC design, Safety of 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile, the publication is Nature Chemical Biology (2019), 15(7), 672-680, database is CAplus and MEDLINE.

Targeting subunits of BAF/PBAF chromatin remodeling complexes has been proposed as an approach to exploit cancer vulnerabilities. Here, we develop proteolysis targeting chimera (PROTAC) degraders of the BAF ATPase subunits SMARCA2 and SMARCA4 using a bromodomain ligand and recruitment of the E3 ubiquitin ligase VHL. High-resolution ternary complex crystal structures and biophys. investigation guided rational and efficient optimization toward ACBI1(I), a potent and cooperative degrader of SMARCA2, SMARCA4 and PBRM1. I induced anti-proliferative effects and cell death caused by SMARCA2 depletion in SMARCA4 mutant cancer cells, and in acute myeloid leukemia cells dependent on SMARCA4 ATPase activity. These findings exemplify a successful biophysics- and structure-based PROTAC design approach to degrade high profile drug targets, and pave the way toward new therapeutics for the treatment of tumors sensitive to the loss of BAF complex ATPases.

Nature 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, Safety of 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile.

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