Month: October 2022

Ai, Wei; Zhang, Jian; Zalloum, Waleed A.; Jia, Ruifang; Cherukupalli, Srinivasulu; Ding, Xiao; Sun, Zhuosen; Sun, Lin; Jiang, Xiangyi; Ma, Xiuli; Li, Zhong; Wang, Defeng; Huang, Bing; Zhan, Peng; Liu, Xinyong published the artcile< Discovery of novel ""Dual-site"" binding oseltamivir derivatives as potent influenza virus neuraminidase inhibitors>, SDS of cas: 198904-53-9, the main research area is oseltamivir derivative preparation influenza virus neuraminidase inhibitor structure activity; 150-cavity; Active site; Influenza virus; Neuraminidase inhibitors; Oseltamivir derivatives.

From our research group, it was noticed that oseltamivir derivatives targeting 150-cavity of neuraminidase enzyme (NA) could significantly increase antiviral activity. Thus, we further enriched the C5-NH2 position of the oseltamivir structure to obtain more potent oseltamivir derivatives In this article, a series of oseltamivir derivatives were synthesized by modifying the C5-NH2 position of oseltamivir. All the compounds were evaluated for in vitro antiviral activity against H5N1 and H5N8. Encouragingly, compounds I and II exhibited prominent activity, which is similar to oseltamivir carboxylate (OSC); and in NAs inhibitory assay, II showed remarkable potency against N1 (H5N1), N2 (H5N2), N6 (H5N6) and N8 (H5N8). In addition, II demonstrated low cytotoxicity and no obvious toxicity at the dose of 1500 mg/kg in mice. Mol. docking studies of I and II provided a plausible rationale for the high potency against group-1 NAs. This work provided new insights to design further neuraminidase inhibitors, which can help to investigate new potent inhibitors for group-1 and group-2 shortly.

European Journal of Medicinal Chemistry published new progress about Cytotoxicity. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, SDS of cas: 198904-53-9.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Wang, Jing; Jiang, Huihui; Liu, Hai-Bo; Liang, Lebao; Tao, Junrong published the artcile< Pyrene-imidazole conjugate as a fluorescent sensor for the sequential detection of iron(III) and histidine in aqueous solution>, Related Products of 96-53-7, the main research area is pyrene imidazole conjugate fluorescent sensor iron histidine; Ensemble; Fe(3+) ions; Histidine; Imidazole; Pyrene; Structure-activity relationships.

We developed PIM (I), a pyrene-based fluorescence sensor bearing an imidazole moiety and a carbonyl group as the binding sites for Fe3+ ions. The pyrene-based control compounds 1 and 2 were synthesized to demonstrate the structure-activity relationships. Compound 1 (II), which contained a thiazoline moiety and a carbonyl group, displayed high selectivity for Cu2+ ions. This property indicated that heterocycles play an important role in the metal ion selectivity modulation. Compound 2 (III), which lacked a carbonyl group, did not display metal ion selectivity. This characteristic demonstrated that introducing an addnl. recognition unit (cooperative recognition strategy) should be an effective way to improve metal ion selectivity. Furthermore, the PIM-Fe3+ ensemble can serve as a fluorescent sensor for histidine (His) detection via the removal of Fe3+ from the ensemble by His and the release of PIM. The sequential detection of Fe3+ and His exhibited on-off-on phenomenon, and the Fe3+ and His detection limits were 0.11 and 3.06 μM, resp. These results will help in the further enhancement or modulation of metal ion selectivity in the development of fluorescent sensor systems. Moreover, the organic-metal ensemble provides an effective platform for detecting amino acids through the displacement strategy.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Drinking waters (sample). 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Related Products of 96-53-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Zou, Luyi; Zhang, Xiaoyue; Shao, Mingying; Sun, Ruirui; Zhu, Yuting; Zou, Binbin; Huang, Zhenxing; Liu, He; Teng, Yue published the artcile< A biophysical probe on the binding of 2-mercaptothioazoline to bovine hemoglobin>, Application In Synthesis of 96-53-7, the main research area is mercaptothioazoline bovine Hb physiol function; 2-Mercaptothioazoline; Binding interaction; Conformation investigation; Hemoglobin; Molecular modeling; Spectroscopic studies.

2-Mercaptothiazoline (MTZ) is broadly present in daily use as an antifungal reagent, a brightening agent, and a corrosion inhibitor. MTZ is potentially harmful for human health. Although the toxic effects of MTZ on exptl. animals have been reported, the effects of MTZ on the proteins in the circulatory system at the mol. level have not been identified previously. Here, we explored the interaction of MTZ with bovine Hb (BHb) in vitro using multiple spectroscopic techniques and mol. docking. In this study, the binding capacity, acting force, binding sites, mol. docking simulation, and conformational changes were investigated. MTZ quenched the intrinsic emission of BHb via the static quenching process and could spontaneously bind with BHb mainly through van der Waals forces and hydrogen bond. The computational docking visualized that MTZ bound to the β2 subunit of BHb, which further led to some changes of the skeleton and secondary structure of BHb. This research provides valuable information about the mol. mechanisms on BHb induced by MTZ and is beneficial for clarifying the toxicol. actions of MTZ in blood.

Environmental Science and Pollution Research published new progress about Absorption. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Application In Synthesis of 96-53-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Funes-Maldonado, Matias; Sieng, Bora; Amedjkouh, Mohamed published the artcile< Enabling Asymmetric Alkynylation of Azaaryl Aldehydes with Soai Autocatalyst>, Electric Literature of 1003-32-3, the main research area is propargylic alc enantioselective preparation; azaaryl aldehyde dimethylzinc Soai pyrimidylalkanol chiral autocatalyst asym alkynylation.

Synthesis of enantioenriched propargylic alcs. I [R1 = Ph, Si(CH3)3; R2 = 3-pyridyl, thiazol-5-yl, 3-quinolyl, etc.] via enantioselective addition of alkynylzinc reagents to azaaryl aldehydes using Soai (R)-(5-pyrimidyl)alkanol as a chiral catalyst was reported. The autocatalyst can be generated from almost racemic environment to up to 99.5% ee and subsequently propagates this chirality to provide propargylic alcs. in up to 86% ee.

European Journal of Organic Chemistry published new progress about Alcohols, propargyl Role: SPN (Synthetic Preparation), PREP (Preparation). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Electric Literature of 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Xu, Pengfei; Shen, Pei; Wang, Hai; Qin, Lian; Ren, Jie; Sun, Qiushuang; Ge, Raoling; Bian, Jinlei; Zhong, Yi; Li, Zhiyu; Wang, JuBo; Qiu, Zhixia published the artcile< Discovery of imidazopyrrolopyridines derivatives as novel and selective inhibitors of JAK2>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is imidazopyrrolopyridine preparation JAK2 inhibitor SAR mol docking; Imidazopyrrolopyridine; Janus kinase 2 (JAK2); Kinase; Myeloproliferative neoplasms; Selectivity.

Herein,the design, synthesis, and structure-activity relationships of a series of imidazopyrrolopyridines derivatives I [R1 = H, cyclopropyl, 2-chlorophenyl, etc.; R2 = cyanomethyl, 4,4,4-trifluorobutyl, (3-(cyanomethyl)-1-ethylsulfonyl-azetidin-3-yl), etc.] that selectively inhibit Janus kinase 2 (JAK2) was described . These screening cascades revealed that I [R1 = H; R2 = 3-cyanopropyl] was a preferred compound, with IC50 values of 10 nM for JAK2. Moreover, I [R1 = H; R2 = 3-cyanopropyl] was a selective JAK2 inhibitor with 19-fold, >30-fold and >30-fold selectivity over JAK1, JAK3 and TYK2 resp. In cytokine-stimulated cell-based assays, I [R1 = H; R2 = 3-cyanopropyl] exhibited a higher JAK2 selectivity over JAK1 isoforms. Indeed, at a dose of 20 mg/kg compound I [R1 = H; R2 = 3-cyanopropyl], pSTAT3 and pSTAT5 expression was reduced to levels comparable to those of control animals untreated with GM-CSF. Addnl., I [R1 = H; R2 = 3-cyanopropyl] showed a relatively good bioavailability (F = 38%), a suitable half-life time (T1/2 = 1.9 h), a satisfactory metabolic stability, suggesting that I [R1 = H; R2 = 3-cyanopropyl] might be a promising inhibitor of JAK2 for further development research for the treatment of MPNs.

European Journal of Medicinal Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Marson, Charles M.; Matthews, Christopher J.; Yiannaki, Elena; Atkinson, Stephen J.; Soden, Peter E.; Shukla, Lena; Lamadema, Nermina; Thomas, N. Shaun B. published the artcile< Discovery of Potent, Isoform-Selective Inhibitors of Histone Deacetylase Containing Chiral Heterocyclic Capping Groups and a N-(2-Aminophenyl)benzamide Binding Unit>, Product Details of C10H11NS2, the main research area is aminophenylbenzamide pyrimidine imidazolinone thiazoline capped preparation histone deacetylase inhibition; thiazoline capped HDAC3 NCoR1 inhibitor preparation antitumor activity apoptosis.

The synthesis of a novel series of potent chiral inhibitors of histone deacetylase (HDAC) is described that contain a heterocyclic capping group and a N-(2-aminophenyl)benzamide unit that binds in the active site. In vitro assays for the inhibition of HDAC1, HDAC2, HDAC3-NCoR1, and HDAC8 by the N-(2-aminophenyl)benzamide I gave resp. IC50 values of 930, 85, 12, and 4100 nM, exhibiting class I selectivity and potent inhibition of HDAC3-NCoR1. Both imidazolinone and thiazoline rings are shown to be effective replacements for the pyrimidine ring present in many other 2-(aminophenyl)benzamides previously reported, an example of each ring system at 1 μM causing an increase in histone H3K9 acetylation in the human cell lines Jurkat and HeLa and an increase in cell death consistent with induction of apoptosis. Inhibition of the growth of MCF-7, A549, DU145, and HCT116 cell lines by I was observed, with resp. IC50 values of 5.4, 5.8, 6.4, and 2.2 mM.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Wu, Yikang; Sun, Ya-Ping; Yang, Yong-Qing; Hu, Qi; Zhang, Qi published the artcile< Removal of thiazolidinethione auxiliaries with benzyl alcohol mediated by DMAP>, SDS of cas: 171877-39-7, the main research area is acylthiazolidinethione benzyl alc substitution DMAP; benzyl ester preparation; DMAP substitution mediator.

In the presence of DMAP, a range of N-acylthiazolidinethiones carrying different substituents were smoothly converted into benzyl esters, e.g., I. All the benzyl esters were obtained in good yields.

Journal of Organic Chemistry published new progress about Aldol condensation, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, SDS of cas: 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Zambito, Giorgia; Gaspar, Natasa; Ridwan, Yanto; Hall, Mary P.; Shi, Ce; Kirkland, Thomas A.; Encell, Lance P.; Loewik, Clemens; Mezzanotte, Laura published the artcile< Evaluating Brightness and Spectral Properties of Click Beetle and Firefly Luciferases Using Luciferin Analogues: Identification of Preferred Pairings of Luciferase and Substrate for In Vivo Bioluminescence Imaging>, Name: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid, the main research area is beetle firefly luciferase dentification bioluminescence imaging; Bioluminescence; Emission spectrum; In vivo imaging; Luciferase; Luciferin.

Currently, a variety of red and green beetle luciferase variants are available for bioluminescence imaging (BLI). In addition, new luciferin analogs providing longer wavelength luminescence have been developed that show promise for improved deep tissue imaging. However, a detailed assessment of these analogs (e.g., Akalumine-HCl, CycLuc1, and amino naphthyl luciferin (NH2-NpLH2)) combined with state of the art luciferases has not been performed. The aim of this study was to evaluate for the first time the in vivo brightness and spectral characteristics of firefly (Luc2), click beetle green (CBG99), click beetle red 2 (CBR2), and Akaluc luciferases when paired with different D-luciferin (D-LH2) analogs in vivo. Transduced human embryonic kidney (HEK 293T) cells expressing individual luciferases were analyzed both in vitro and in mice (via s.c. injection). Following introduction of the luciferins to cells or animals, the resulting bioluminescence signal and photon emission spectrum were acquired using a sensitive charge-coupled device (CCD) camera equipped with a series of band pass filters and spectral unmixing software. Our in vivo anal. resulted in four primary findings: (1) the best substrate for Luc2, CBG99, and CBR2 in terms of signal strength was D-luciferin; (2) the spectra for Luc2 and CBR2 were shifted to a longer wavelength when Akalumine-HCl was the substrate; (3) CBR2 gave the brightest signal with the near-IR substrate, NH2-NpLH2; and (4) Akaluc was brighter when paired with either CycLuc1 or Akalumine-HCl when paired with D-LH2. We believe that the exptl. results described here should provide valuable guidance to end users for choosing the correct luciferin/luciferase pairs for a variety of BLI applications.

Molecular Imaging and Biology published new progress about Bioluminescence. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Name: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Gou, Xue-Ya; Zhang, Bo-Sheng; Wang, Xin-Gang; Shi, Wei-Yu; Liu, Hong-Chao; An, Yang; Zhang, Zhe; Liang, Yong-Min published the artcile< Visible-light-induced ligand-free RuCl3 catalyzed C-H phosphorylation in water>, Name: Ethyl 4-methylthiazole-5-carboxylate, the main research area is light ruthenium photocatalyst phosphorylation water green chem arene heteroarene; crystal structure mol phosphine oxide preparation green chem organophosphorus.

Visible-light-induced C-H phosphorylation of para-CAr-H and heteroarenes was realized using cost-effective RuCl3 as a catalyst. The reaction conditions are green and environmentally friendly, using water as a solvent at room temperature and without ligands. A broad range of highly functional organophosphorus compounds were obtained via a cross-dehydrogenation-coupling (CDC) reaction. In addition, we also proved that RuCl3 is a photocatalyst via its absorption spectrum and on/off light experiments

Chemical Communications (Cambridge, United Kingdom) published new progress about Crystal structure. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Name: Ethyl 4-methylthiazole-5-carboxylate.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Potewar, Taterao M.; Ingale, Sachin A.; Srinivasan, Kumar V. published the artcile< Catalyst-free efficient synthesis of 2-aminothiazoles in water at ambient temperature>, Recommanded Product: 2-Amino-4-(3-nitrophenyl)thiazole, the main research area is bromomethyl aryl ketone substituted thiourea heterocyclization catalyst free; aryl aminothiazole fanetizole preparation.

A highly efficient and facile method has been described for the synthesis of substituted 2-aminothiazoles, e.g., I, in water without any added catalyst or co-organic solvent. The reaction was carried out at ambient temperature and the products were obtained in excellent isolated yields. The developed protocol is successfully applied for the preparation of an anti-inflammatory drug, fanetizole.

Tetrahedron published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent) (bromo). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Recommanded Product: 2-Amino-4-(3-nitrophenyl)thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica