Category: thiazole

Ben Hassine, Amna published the artcileUntargeted phytochemical profile, antioxidant capacity and enzyme inhibitory activity of cultivated and wild lupin seeds from Tunisia, Application In Synthesis of 30931-67-0, the publication is Molecules (2021), 26(11), 3452, database is CAplus and MEDLINE.

Lupin seeds can represent a valuable source of phenolics and other antioxidant compounds In this work, a comprehensive anal. of the phytochem. profile was performed on seeds from three Lupinus species, including one cultivar (Lupinus albus) and two wild accessions (Lupinus cossentinii and Lupinus luteus), collected from the northern region of Tunisia. Untargeted metabolomic profiling allowed to identify 249 compounds, with a great abundance of phenolics and alkaloids. In this regard, the species L. cossentinii showed the highest phenolic content, being 6.54 mg/g DW, followed by L. luteus (1.60 mg/g DW) and L. albus (1.14 mg/g DW). The in vitro antioxidant capacity measured by the ABTS assay on seed extracts ranged from 4.67 to 17.58 mg trolox equivalent (TE)/g, recording the highest values for L. albus and the lowest for L. luteus. The DPPH radical scavenging activity ranged from 0.39 to 3.50 mg TE/g. FRAP values varied between 4.11 and 5.75 mg TE/g. CUPRAC values for lupin seeds ranged from 7.20 to 8.95 mg TE/g, recording the highest for L. cossentinii. The results of phosphomolybdenum assay and metal chelation showed similarity between the three species of Lupinus. The acetylcholinesterase (AChE) inhibition activity was detected in each methanolic extract analyzed with similar results. Regarding the butyrylcholinesterase (BChE) enzyme, it was weakly inhibited by the Lupinus extracts; in particular, the highest activity values were recorded for L. albus (1.74 mg GALAE/g). Overall, our results showed that L. cossentinii was the most abundant source of polyphenols, consisting mainly in tyrosol equivalent (5.82 mg/g DW). Finally, significant correlations were outlined between the phenolic compounds and the in vitro biol. activity measured, particularly when considering flavones, phenolic acids and lower-mol.-weight phenolics.

Molecules 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, Application In Synthesis of 30931-67-0.

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

Bilodeau, Mark T. published the artcileThe discovery of N-(1,3-thiazol-2-yl)pyridin-2-amines as potent inhibitors of KDR kinase, Recommanded Product: 2-Chloro-5-phenylthiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(11), 2941-2945, database is CAplus and MEDLINE.

An azo-dye lead was modified to a N-(1,3-thiazol-2-yl)pyridin-2-amine series of KDR kinase inhibitors through the use of rapid analog libraries. The two lead compounds were N-butyl-N,3-dimethyl-4-[(5-nitro-2-thiazolyl)azo]benzenamine and N-(5-phenyl-2-thiazolyl)benzamide. This class has been found to be potent, selective, and of low mol. weight Mol. modeling has postulated an interesting conformational preference and binding mode for these compounds in the active site of the enzyme. A binding mode was proposed for the lead compound N-(5-phenyl-2-thiazolyl)-2-pyridinamine (I) in the KDR kinase active site.

Bioorganic & Medicinal Chemistry 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 C9H6ClNS, Recommanded Product: 2-Chloro-5-phenylthiazole.

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

Schlitzer, Martin published the artcileSynthesis of potential aldose reductase inhibitors based on minimal pharmacophore requirements, Synthetic Route of 92-36-4, the publication is Journal of Pharmacy and Pharmacology (2001), 53(6), 831-839, database is CAplus and MEDLINE.

A series of 17 compounds was synthesized based on the premise that the minimal pharmacophore for aldose reductase inhibition requires the presence of both an aryl group and a polar group connected by a linking structure. Three groups of compounds were synthesized, the first possessing a 4-(6-methyl-2-benzothiazolyl)aniline or 2-aminobenzothiazole group as the aryl group, the second possessing a 2-naphthyl as the aryl group and the third possessing either a 2-phenyl-4-thiazolyl or 5-(2-nitrophenyl)-2-furanyl as the aryl group. In all three of these groups the carboxylate or its Me ester are linked to the aryl group through various lengths of methylene carbons and amide or cinnamide groups. Optimal activity was observed when the carboxyl group was separated from the aryl group by a linking structure of five atoms in length. Both a double bond and an amide moiety are well tolerated in the linking structure.

Journal of Pharmacy and Pharmacology 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, Synthetic Route of 92-36-4.

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

Bolchi, Cristiano published the artcileThiazole- and imidazole-containing peptidomimetic inhibitors of protein farnesyltransferase, Recommanded Product: Methyl 2-(2-aminothiazol-4-yl)acetate, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(18), 5408-5412, database is CAplus and MEDLINE.

Mimetics of the C-terminal CAAX tetrapeptide of Ras protein were designed replacing internal dipeptide AA with 4-amino-2-phenylbenzoic acid and cysteine (C) with 2-amino-4-thiazolyl-, 2-mercapto-4-thiazolyl-, 2-mercapto-4-imidazolyl- and 2-methylmercapto-4-thiazolyl-acetic or propionic acid. The compound in which C is replaced by 2-amino-4-thiazolylacetic acid inhibited FTase activity in the low nanomolar range and showed antiproliferative effect on rat aortic smooth muscle cells interfering with Ras farnesylation. On the basis of these results, 2-aminothiazole can be considered as an alternative to heterocycles, such as pyridine and imidazole, normally used in FTase inhibitors designed as non-thiol CAAX mimetics.

Bioorganic & Medicinal Chemistry Letters 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, Recommanded Product: Methyl 2-(2-aminothiazol-4-yl)acetate.

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

Jakopec, Silvio published the artcileFerrocene conjugates linked by 1,2,3-triazole and their Zn(II) and Cu(II) complexes: Synthesis, characterization and biological activity, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Applied Organometallic Chemistry (2022), 36(4), e6575, database is CAplus.

Ferrocene derivatives with mono- Py₂NCH₂Trz-1-R (8a–c; Py = 2-pyridyl, Trz = 1,2,3-triazol-5-yl; R = Fc, FcCH₂, FcCHMe) and bis-1,2,3-triazolyl fc(CH₂-1-TrzCH₂NPy₂)₂(9, fc = 1,1′-ferrocenediyl) and ArN(CH₂Trz-1-R)₂ (10a–13c; R = Fc, FcCH₂, FcCHMe; Ar = Ph, 2-benzothiazolyl, 6-chloro-2-benzothiazolyl, 6-nitro-2-benzothiazolyl) chelating groups were synthesized by regioselective copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with ferrocene azides. Metal complexes of the ligands were prepared with Cu(II) and Zn(II) salts. Crystal structures of ligands 9 and 11a were determined, as well as the structures of complexes [Cu(8a)₂](CF₃SO₃)₂ (8a-Cu) and [Cu(8c)₂(MeOH)₂](BF₄)₂ (8c-Cu). In addition to NMR and UV-Vis spectroscopy, the metal complexes were characterized by cyclic voltammetry. The cytotoxic effect of ferrocene conjugates and their Zn(II) and Cu(II) complexes was explored, and cell cycle anal. was performed. The complex [Cu(8c)₂](CF₃SO₃)₂ showed the most prominent and selective cytotoxicity on cervical carcinoma (HeLa), ovarian cancer (MES-OV), non-small cell lung cancer (A549) and breast carcinoma (MDA-MB-231) cells. This complex increased cell population in the S and G₂/M phase of the cell cycle, which was accompanied by an increase of the cells present in the sub-G₀/G₁ fraction.

Applied Organometallic 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, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Prajapat, Prakash published the artcileSynthesis of biologically potent alkoxyphthalimido plugged N-(2,4-dioxo-1,4-dihydroquinazolin)-3(2H)-yl)-4-oxo-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxamide via Gould Jacobs reaction, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Heterocyclic Letters (2021), 11(1), 63-72, database is CAplus.

Convenient methods for the synthesis of new alkoxyphthalimidoquinazolinedione and their pyrimidobenzothiazole derivatives I [R¹ = H, Cl, O₂N; R² = H, 2-(1,3-dioxoisoindolin-2-yl)oxyethyl] were reported. A series of benzothiazolopyrimidine-3-carboxamides I were prepared starting from substituted 2-aminobenzothiazoles via solvent free multi-component Gould-Jacobs reaction. Structures of newly synthesized compounds were established based on IR, ¹H-NMR, mass, anal. studies and fluorescence tests. Some of synthesized mols. I were assayed for their antimalarial activity. IC₅₀ values of antimalarial activity of compounds were also determined

Heterocyclic 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, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Huddar, Srigouri published the artcileDiscovery of 4-hydroxy-2-oxo-1,2-dihydroquinolines as potential inhibitors of Streptococcus pneumoniae, including drug-resistant strains, SDS of cas: 95-24-9, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(9), 127071, database is CAplus and MEDLINE.

New therapies for treating drug-resistant pneumococcal infections are urgently needed. The novel scaffold 6-hydroxy-4-oxo-1,2-dihydro-4H-quinoline was shown to have similar efficacies against all three different serotypes of S. pneumoniae, ATCC 49617 (19F), ATCC BAA-1663 (15B), and ATCC 700904 (19A), in a resazurin-based high-throughput screen using the Korea Chem. Bank library. Further studies to identify a new lead with this scaffold, including tricyclic pyrrolo[3,2,1-ij]quinolone and pyrido[3,2,1-ij]quinolone derivatives, led to the identification of 6d, 7d and 12a. Compound 6d (IC₅₀ = 0.92, 0.75, and 0.77μM), 7d (IC₅₀ = 0.57, 0.66, and 0.38μM) and 12a() (IC₅₀ = 0.27, 1.03, and 0.62μM) showed submicromolar IC₅₀ values against 19F, 15B, and 19A, resp., and thus serve as a starting point for further optimization. While some of compounds in this series exhibited acceptable pharmacokinetic profiles in preliminary in vivo rat experiments, the most active compound 12a showed poor solubility and high plasma protein binding. Our current research efforts are focused on optimizing compounds to improve physicochem. properties as well as potency.

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, SDS of cas: 95-24-9.

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

Chung, Byung-Ho published the artcileSynthesis and biological evaluation of new allylamine antimycotics, Category: thiazole, the publication is Yakhak Hoechi (1996), 40(5), 507-512, database is CAplus.

Benzothiazolyl-substituted allylamines were prepared as potential antimycotics. Thus, intermediate Schiff bases, obtained by condensation of 2-aminobenzothiazoles and trans-cinnamaldehyde, were reduced and then methylated to give the benzothiazolyl-substituted allylamines. These compounds, which were tested in vitro against five fungal cell lines containing Trichophyton mentagrophytes, showed no activity in the 0.1-100 μg/mL range.

Yakhak Hoechi 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

Yang, Jung-Eun published the artcileSkin-protective and anti-inflammatory effects of Hibiscus syriacus L. (Mugunghwa): a comparative study of five parts of the plant, HPLC of Formula: 30931-67-0, the publication is Pharmacognosy Magazine (2020), 16(67), 183-191, database is CAplus.

Aim: The skin barrier is vulnerable to internal and external elements. However, certain plant extracts have promise for protecting the skin. Hibiscus syriacus L. is a Korean national plant (mugunghwa) that has been traditionally used to treat some skin diseases; however, its pharmacol. activities are poorly understood. The present study has evaluated the skin-protective effect of mugunghwa flowers (MF), cortexes (MC), roots (MR), leaves (ML), and seeds (MS) in external factor-stimulated human epidermal keratinocytes (HaCaTs), normal human dermal fibroblasts (NHDFs), and a widely used murine macrophage cell line (RAW 264.7 cells). Materials and Methods and Results: The active components were identified as palmitic acid and linoleic acid by high-performance liquid chromatog. anal. The parts of mugunghwa had low 2,2-diphenyl-1-picrylhydrazyl scavenging activities but moderate 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt scavenging capacity. All parts’ extracts at 100μg/mL decreased nitric oxide production in inflammation-induced RAW 264.7 cells and mRNA expression of the cytokines interleukin-6/1β and the enzymes inducible nitric oxide synthase/cyclooxygenase-2. On HaCaTs, MF, MC, and MR (10-50μg/mL) significantly increased hyaluronan production over that of controls. Moreover, MF activated NAD (P) H:quinone oxidoreductase 1 and heme oxygenase-1 and inhibited intracellular reactive oxygen species production Treatment with MF, MC, MR, ML, and MS (10μg/mL) reduced the scratching wound site in NHDFs to be considered by vascular endothelial growth factor signaling activation. Conclusion: Taken together, among all the five parts of the mugunghwa plant, MF effectively inhibited lipopolysaccharide, UV B irradiation, and scratching wound-induced inflammation in skin cells.

Pharmacognosy Magazine 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 C9H7NO2, HPLC of Formula: 30931-67-0.

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

Mendes, Sophia F. published the artcileUltrafiltration process for lignin-lean black liquor treatment at different acid conditions, Related Products of thiazole, the publication is Separation Science and Technology (Philadelphia, PA, United States) (2022), 57(12), 1936-1947, database is CAplus.

Black liquor treatment by acid precipitation produces two main streams: the high purity precipitated lignin and the lignin-lean black liquor (a diluted lignin solution). Here, we evaluated the ultrafiltration process for lignin recovery from lignin-lean black liquor at different pH values (9.0, 9.5 and 10.0). The ultrafiltration process was able to retain 83 ± 0.5% of lignin from the lignin-lean black liquor at pH 9.0. The permeate flux increased with the decrease in pH value (steady state flux of 5.3 ± 0.0 L h-1m-2 at pH 9.0). Cake formation was the main fouling occurrence during lignin-lean black liquor filtrations. The weight average mol. weight of the lignin-lean black liquor decreased from 1866 to 1208 Da after the ultrafiltration process. The pH value did not significantly influence the mol. weight of permeate stream. Permeate samples presented lower hydroxyl content and higher syringyl(S):guaiacyl(G) ratios than feed samples. Thus, the ultrafiltration process was able to concentrate lignin from the lignin-lean black liquor and to produce a permeate with a narrow mol. weight distribution. The precipitation at more acid conditions is suggested to improve permeate flux lignin retention from lignin-lean black liquor.

Separation Science and Technology (Philadelphia, PA, 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, Related Products of thiazole.

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