Day: October 12, 2022

Ulmschneider, Sarah; Mueller-Vieira, Ursula; Klein, Christian D.; Antes, Iris; Lengauer, Thomas; Hartmann, Rolf W. published the artcile< Synthesis and Evaluation of (Pyridylmethylene)tetrahydronaphthalenes/-indanes and Structurally Modified Derivatives: Potent and Selective Inhibitors of Aldosterone Synthase>, Synthetic Route of 1003-32-3, the main research area is heteroarylidene aromatic compound stereoisomer preparation aldosterone oxidase inhibition; pyridylmethylene tetrahydronaphthalene indane stereoisomer preparation aldosterone oxidase inhibition; structure heteroarylidene aromatic compound stereoisomer aldosterone oxidase inhibition; CYP11B2 inhibiting heteroarylidene aromatic compound stereoisomer preparation; selective aldosterone oxidase inhibiting heteroarylidene aromatic compound; mol modeling heteroarylidene aromatic compound binding CYP11B1 CYP11B2.

Heteroarylmethylidene-substituted aromatic compounds such as heteroarylmethyleneindanes I (X = CH, N) are prepared as selective inhibitors of aldosterone synthase (CYP11B2) in the presence of related enzymes such as steroid 11β-hydroxylase (CYP11B1), CYP17, and CYP19. Substituted aromatic ketones, particularly substituted 1-indanones, are reduced with sodium borohydride; substitution of the aromatic alcs. with triphenylphosphine hydrobromide, and Wittig olefination of heterocyclic aldehydes with the generated triphenylphosphonium bromides yields heteroarylmethylene-substituted aromatic compounds such as I (X = CH, N). Both the (E) and the (Z) olefin stereoisomers of many of the heteroarylmethylene-substituted aromatic compounds are prepared Pyridinylmethyleneindane I (X = CH) is the most active inhibitor of CYP11B2 tested, with an IC50 value of 7 nM; pyrimidinylmethyleneindane I (X = N) is the most selective CYP11B2 inhibitor of those tested, with IC50 values of 27 nM for CYP11B2 and 3179 nM for CYP11B1. Mol. modeling of selected compounds and of their complexes with CYP11B1 and CYP11B2 is used to understand the dependence of CYP11B2 inhibition and selectivity on inhibitor structure.

Journal of Medicinal Chemistry published new progress about Homo sapiens. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Synthetic Route of 1003-32-3.

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

Fagundez, Catherine; Serra, Gloria published the artcile< Studies on synthesis of amino acid derived thiazoles. Preparation of bis-thiazoles as key fragments of aerucyclamide analogs>, Formula: C12H18N2O4S, the main research area is thiazole bisthiazole preparation.

The scope and limitations of Hantzsch, modified Hantzsch and Kelly methodologies for the synthesis of amino acid derived thiazoles are presented. In addition, the syntheses of bisthiazoles as key fragments of natural products and analogs are described. The Kelly’s methodol. followed by oxidation provides the desired N-Cbz protected thiazole after purification According with the authors’ results the Fmoc or Boc protecting groups are not compatible with the conditions used in this methodol. Modifications of the temperature and reagents used in the Hantzsch thiazole synthesis enabled the preparation of chiral thiazole building blocks without racemization and in good yields.

Heterocyclic Letters published new progress about 96929-05-4. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Formula: C12H18N2O4S.

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

Kennington, Stuart C. D.; Taylor, Adam J.; Romea, Pedro; Urpi, Felix; Aullon, Gabriel; Font-Bardia, Merce; Ferre, Laura; Rodrigalvarez, Jesus published the artcile< Direct and Asymmetric Nickel(II)-Catalyzed Construction of Carbon-Carbon Bonds from N-Acyl Thiazinanethiones>, Electric Literature of 96-53-7, the main research area is asym nickel catalyzed carbon bond acyl thiazinanethione; peperomin D total synthesis; dimethoxyphenyl methylphenylethyl propanamide preparation crystal mol structure.

A wide array of new N-acyl thiazinanethiones are employed in a number of direct and enantioselective carbon-carbon-bond-forming reactions catalyzed by nickel(II) complexes. The electrophilic species are mostly prepared in situ from ortho esters, Me ethers, acetals, and ketals, which makes the overall process highly efficient and exptl. straightforward. Theor. calculations indicate that the reactions proceed through an open transition state in a SN1-like mechanism. The utility of this novel procedure has been demonstrated by the asym. preparation of synthetically useful intermediates and the total synthesis of peperomin D.

Organic Letters published new progress about C-C bond formation (enantioselective). 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Electric Literature of 96-53-7.

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

Kottawar, S. S.; Goswami, S. V.; Thorat, P. B.; Bhusare, S. R. published the artcile< L-Proline as an efficient catalyst for synthesis of aldimines at ambient temperature condition>, Electric Literature of 57493-24-0, the main research area is thiazolamine aromatic aldehyde condensation proline catalyst; aldimine green preparation.

Some new aldimines were synthesized from substituted 2-aminothiazoles and different aromatic aldehydes using L-proline as an efficient catalyst. Easy work up, higher yields, and shorter reaction time are the advantages of the method.

E-Journal of Chemistry published new progress about Aldimines Role: SPN (Synthetic Preparation), PREP (Preparation). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Electric Literature of 57493-24-0.

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

Nguyen, William; Jacobson, Jonathan; Jarman, Kate E.; Jousset Sabroux, Helene; Harty, Leigh; McMahon, James; Lewin, Sharon R.; Purcell, Damian F.; Sleebs, Brad E. published the artcile< Identification of 5-Substituted 2-Acylaminothiazoles That Activate Tat-Mediated Transcription in HIV-1 Latency Models>, COA of Formula: C6H10N2S, the main research area is acylaminothiazole TAT transcription HIV1 latency antiretroviral agent HIV infection.

The persistent reservoir of cells latently infected with human immunodeficiency virus (HIV)-integrated proviral DNA necessitates lifelong suppressive antiretroviral therapy (ART). Epigenetic targeted compounds have shown promise as potential latency-reversing agents; however, these drugs have undesirable toxicity and lack specificity for HIV. We utilized a novel HEK293-derived FlpIn dual-reporter cell line, which quantifies specific HIV provirus reactivation (LTR promoter) relative to nonspecific host cell gene expression (CMV promoter), to identify the 5-substituted 2-acylaminothiazole hit class. Here, we describe the optimization of the hit class, defining the functionality necessary for HIV gene activation and for improving in vitro metabolism and solubility The optimized compounds displayed enhanced HIV gene expression in HEK293 and Jurkat 10.6 latency cellular models and increased unspliced HIV RNA in resting CD4+ T cells isolated from HIV-infected individuals on ART, demonstrating the potential of the 2-acylaminothiazole class as latency-reversing agents.

Journal of Medicinal Chemistry published new progress about Anti-HIV agents. 101080-15-3 belongs to class thiazole, and the molecular formula is C6H10N2S, COA of Formula: C6H10N2S.

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

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