Month: October 2022

Reshi, Noor U. Din; Kathuria, Lakshay; Samuelson, Ashoka G. published the artcile< Chemoselective Reduction of Imines Catalyzed by Ruthenium(II) Half-Sandwich Complexes: A Mechanistic Study>, Product Details of C10H11NS2, the main research area is reduction imine hydrosilane ruthenium catalyst mechanism preparation amine; ruthenium cymene half sandwich catalyst hydrosilane reduction imine; potential energy surface reduction imine hydrosilane ruthenium catalyst.

Ruthenium half-sandwich complexes ligated to chiral 2-oxazolidinethiones or 2-thiazolidinethiones have been examined in the reduction of N-benzylideneaniline using silyl hydrides as reductants. The chemoselective reduction of imines takes place under mild conditions to afford the corresponding amines in nearly quant. yield. Mechanistic studies indicate that dissociation of the ancillary ligands generate the active catalyst in all the complexes studied, which is the same species generated by [Ru(p-cymene)(Cl)2]2 under the reaction conditions. This results in the formation of a single catalytic species irresp. of the starting half-sandwich complex. Detailed mechanistic studies involving trapping of intermediates, in situ studies using mass spectrometry and NMR spectroscopy were carried out using the active catalyst generated by [Ru(p-cymene)(Cl)2]2. The mechanism of the reaction is dependent on the number of the hydrogen atoms in the reducing silane. The reaction proceeds via Gade-Hoffman pathway or Zheng-Chan pathway when a dihydro or trihydrosilane is the reductant. However, the use of a monohydrosilane, leads to longer reaction times presumably due to a change in the reaction pathway.

European Journal of Inorganic Chemistry published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Curreli, Francesca; Ahmed, Shahad; Benedict Victor, Sofia M.; Iusupov, Ildar R.; Belov, Dmitry S.; Markov, Pavel O.; Kurkin, Alexander V.; Altieri, Andrea; Debnath, Asim K. published the artcile< Preclinical optimization of gp120 entry-antagonists as anti-HIV-1 agents with improved cytotoxicity and ADME properties through rational design, synthesis, and antiviral evaluation>, Formula: C4H3NOS, the main research area is pyrrolecarboxamide aryl heteroaryl thiazolyl aminoalkyl preparation antiHIV pharmacokinetics cytotoxicity.

To optimize the structure of previously reported HIV-1 gp120 antagonist NBD-14189 which showed antiviral activity against HIV-1HXB2 (IC50 = 89 nM) but had high cytotoxicity and poor aqueous solubility, a series of novel azaarenyl analogs I [R1 = H, HOCH2, HOCH2CHOH, etc.; R2 = H, HOCH2, HOCH2CHOH; R3, R4, R5 = R6 = H, Me; R7 = 5-chloro-2-pyridinyl, 6-trifluoromethyl-3-pyridazinyl, 5-chloro-2-pyrimidinyl, etc.] have been synthesized and evaluated. One of the new analogs, the compound (S)-I [R1 = H; R2 = HOCH2; R3 = R4 = R5 = H; R6 = Me; R7 = 5-trifluoromethyl-2-pyridinyl; NBD-14270] showed a marked improvement in cytotoxicity, with a 3-fold and 58-fold improvements in SI values compared with that of NBD-14189 and NBD-11021, resp. Furthermore, the in-vitro ADME data clearly showed improvements in aqueous solubility and other properties compared with those for NBD-14189.

Journal of Medicinal Chemistry published new progress about Anti-HIV agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Formula: C4H3NOS.

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

Saputra, Elizabeth P.; Trzeciakowski, Jerome P.; Hyde, Jenny A. published the artcile< Borrelia burgdorferi spatiotemporal regulation of transcriptional regulator bosR and decorin binding protein during murine infection>, Related Products of 2591-17-5, the main research area is Borrelia burgdorferi bosR decorin binding protein murine infection.

Lyme disease, caused by Borrelia burgdorferi, is an inflammatory multistage infection, consisting of localized, disseminated, and persistent disease stages, impacting several organ systems through poorly defined gene regulation mechanisms. The purpose of this study is to further characterize the spatiotemporal transcriptional regulation of B. burgdorferi during mammalian infection of borrelial oxidative stress regulator (bosR) and decorin binding protein (dbpBA) by utilizing bioluminescent B. burgdorferi reporter strains and in vivo imaging. Fluctuating borrelial load was also monitored and used for normalization to evaluate expression levels. BosR transcription is driven by two promoters, Pbb0648 and PbosR, and we focused on the native promoter. BosR expression is low relative to the robustly expressed dbpBA throughout infection. In distal tissues, bosR was the highest in the heart during in the first week whereas dbpBA was readily detectable at all time points with each tissue displaying a distinct expression pattern. This data suggests bosR may have a role in heart colonization and the induction of dbpBA indicates a RpoS independent transcriptional regulation occurring in the mammalian cycle of pathogenesis. These finding demonstrate that B. burgdorferi engages unknown genetic mechanisms to uniquely respond to mammalian tissue environments and/or changing host response over time.

Scientific Reports published new progress about Bioluminescence. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Related Products of 2591-17-5.

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

Helmer, Rebecca A.; Martinez-Zaguilan, Raul; Kaur, Gurvinder; Smith, Lisa A.; Dufour, Jannette M.; Chilton, Beverly S. published the artcile< Helicase-like transcription factor-deletion from the tumor microenvironment in a cell line-derived xenograft model of colorectal cancer reprogrammed the human transcriptome-S-nitroso-proteome to promote inflammation and redirect metastasis>, Category: thiazole, the main research area is helicase transcription factor colorectal cancer inflammation redirect metastasis.

Methylation of the HLTF gene in colorectal cancer (CRC) cells occurs more frequently in men than women. Progressive epigenetic silencing of HLTF in tumor cells is accompanied by negligible expression in the tumor microenvironment (TME). Cell line-derived xenografts (CDX) were established in control (Hltf+/+) and Hltf-deleted male Rag2-/-IL2rg-/- mice by direct orthotopic cell microinjection (OCMI) of HLTF+/+HCT116 Red-FLuc cells into the submucosa of the cecum. Combinatorial induction of IL6 and S100A8/A9 in the Hltf-deleted TME with ICAM-1and IL8 in the primary tumor activated a pos. feedback loop. The proinflammatory niche produced a major shift in CDX metastasis to peritoneal dissemination compared to controls. Inducible nitric oxide (iNOS) gene expression and transactivation of the iNOS-S100A8/A9 signaling complex in Hltf-deleted TME reprogrammed the human S-nitroso-proteome. POTEE, TRIM52 and UN45B were S-nitrosylated on the conserved I/L-X-C-X2-D/E motif indicative of iNOS-S100A8/A9-mediated S-nitrosylation. 2D-DIGE and protein identification by MALDI-TOF/TOF mass spectrometry authenticated S-nitrosylation of 53 individual cysteines in half-site motifs (I/L-X-C or C-X-X-D/E) in CDX tumors. POTEE in CDX tumors is both a general S-nitrosylation target and an iNOS-S100A8/A9 site-specific (Cys638) target in the Hltf-deleted TME. REL is an example of convergence of transcriptomic-S-nitroso-proteomic signaling. The gene is transcriptionally activated in CDX tumors with an Hltf-deleted TME, and REL-SNO (Cys143) was found in primary CDX tumors and all metastatic sites. Primary CDX tumors from Hltf-deleted TME shared 60% of their S-nitroso-proteome with all metastatic sites. Forty percent of SNO-proteins from primary CDX tumors were variably expressed at metastatic sites. Global S-nitrosylation of proteins in pathways related to cytoskeleton and motility was strongly implicated in the metastatic dissemination of CDX tumors. Hltf-deletion from the TME played a major role in the pathogenesis of inflammation and linked protein S-nitrosylation in primary CDX tumors with spatiotemporal continuity in metastatic progression when the tumor cells expressed HLTF.

PLoS One published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (POTEE). 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Category: thiazole.

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

Zhou, Jiadi; Wang, Chaodong; Huang, Lei; Luo, Can; Ye, Shilu; Xu, Ning; Zhu, Yunsheng; Liu, Li; Ren, Quanlei; Chen, Zhi; Song, Shengjie; Li, Jianjun published the artcile< Self-photocatalyzed regulable alkylation of 2H-benzothiazoles with diverse aliphatic C-H donors>, Recommanded Product: Ethyl 4-methylthiazole-5-carboxylate, the main research area is benzothiazole alc photochem alkylation; alkyl hydroxy benzothiazole preparation; amide benzothiazole photochem alkylation; amido alkyl benzothiazole preparation; alc benzothiazole photochem alkylation; alkylbenzothiazole preparation.

Here, a mild and efficient method that combines self-photoredox catalysis and hydrogen atom transfer to achieve the alkylation of 2H-benzothiazoles with alcs., ethers, lactams, amides and alkane, which features broad substrate scope and excellent functional group compatibility was reported. Notably, alcs. can be used not only as hydroxyalkylating reagents, but also as dehydroxyalkylating reagents in this regulable alkylation protocol. The previous elusive self-photocatalytic mechanism was investigated and preliminary results on this catalytic alkylation were reported.

Green Chemistry published new progress about Alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Recommanded Product: Ethyl 4-methylthiazole-5-carboxylate.

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

Skaanderup, Philip R.; Jensen, Thomas published the artcile< Synthesis of the Macrocyclic Core of (-)-Pladienolide B>, Product Details of C10H11NS2, the main research area is pladienolide B macrocyclic core stereoselective preparation.

An efficient synthesis of the macrocyclic core (I) of (-)-pladienolide B is disclosed. The concise route relies on a chiral auxiliary-mediated asym. aldol addition and an osmium-catalyzed asym. dihydroxylation to install the three oxygenated stereocenters of the macrocycle. This purely reagent-controlled and flexible strategy sets the stage for future analog syntheses and structure-activity relationship plotting of the appealing anticancer lead structure pladienolide B.

Organic Letters published new progress about Aldol addition, stereoselective. 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

Wang, Xingyi; Zhu, Yue; Zhou, Tingting; Yang, Weiqing; Fu, Haiyan; Chen, Hua; Ma, Menglin published the artcile< Bromine-Mediated C-S Bond Formation: Synthesis of Thiazoles from α-Methylene Ketones by Using Oxone Oxidative System>, SDS of cas: 57493-24-0, the main research area is ethanone methanethioamide sodium bromide catalyst one pot bromination heterocyclization; thiazole preparation.

A novel method for the synthesis of various 2,4,5-trisubstituted thiazoles from methylketones and thiourea/thioacetamide/amidinothiourea using NaBr/Oxone oxidative system was developed. The three intimately connected advantages of this method, which form a whole, are that the reaction underwent a one-pot α-bromination/cyclization process, the use of more common methylene ketones as the raw material rather than α-halomethylene ketones and a cheap and easily available catalytic amount sodium bromide as the bromine source instead of stoichiometric bromine or NBS.

ChemistrySelect published new progress about C-S bond formation. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, SDS of cas: 57493-24-0.

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

Lopez, Vittoria; Lee, Sang-Yong; Stephan, Holger; Mueller, Christa E. published the artcile< Recombinant expression of ecto-nucleotide pyrophosphatase/phosphodiesterase 4 (NPP4) and development of a luminescence-based assay to identify inhibitors>, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid, the main research area is human ecto nucleotide pyrophosphatase phosphodiesterase NPP4 assay inhibitor polyphosphate; Antithrombotic drug; Assay development; Ectonucleotidase; High-throughput screening; Luminescence detection; NPP4 inhibitors; Recombinant enzyme expression.

Nucleotide pyrophosphatase/phosphodiesterase 4 (NPP4) is a membrane-bound enzyme that hydrolyzes extracellular diadenosine polyphosphates such as diadenosine triphosphate (Ap3A) and diadenosine tetraphosphate (Ap4A) yielding mononucleotides. NPP4 on the surface of endothelial cells was reported to promote platelet aggregation by hydrolyzing Ap3A to ADP, which activates pro-thrombotic G protein-coupled P2Y1 and P2Y12 receptors. Thus, NPP4 inhibitors have potential as novel antithrombotic drugs. In the present study we expressed soluble human NPP4 in Sf9 insect cells and established an enzyme assay using diadenosine tetraphosphate (Ap4A) as a substrate. The reaction product ATP was quantified by luciferin-luciferase reaction in a 96-well plate format. The sensitive method displayed a limit of detection (LOD) of 14.6 nM, and a Z′-factor of 0.68 indicating its suitability for high-throughput screening. The new assay was applied for studying enzyme kinetics and led to the identification of the first NPP4 inhibitors.

Analytical Biochemistry published new progress about Antithrombotics. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid.

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

Abbas, Zaid M.; Tawfilas, Massimo; Khani, Mohammed M.; Golian, Karl; Marsh, Zachary M.; Jhalaria, Mayank; Simonutti, Roberto; Stefik, Morgan; Kumar, Sanat K.; Benicewicz, Brian C. published the artcile< Reinforcement of polychloroprene by grafted silica nanoparticles>, Product Details of C3H5NS2, the main research area is reinforcement polychloroprene grafted silica nanoparticle.

Reversible addition-fragmentation chain transfer polymerization of chloroprene on the surface of silica nanoparticles was performed to obtain polychloroprene-grafted-silica nanoparticles (PCP-g-SiO2 NPs). These particles were dispersed in a com. polychloroprene matrix to obtain PCP nanocomposites with different silica core loadings (1, 5, 10, and 25 wt%). Two different chain graft densities were studied (“”low,”” 0.022 ch/nm2 and “”high,”” 0.21 ch/nm2) as a function of the grafted polymer mol. mass. The cured samples showed significant improvement in the mech. properties of the PCP rubber nanocomposites as compared to the unfilled PCP as measured by standard tensile and dynamic mech. anal. even with low silica content. The mech. properties of the nanocomposites were notably enhanced when the graft d. was low and grafted mol. masses were high. Transmission electron microscopy (TEM) and Small-Angle X-ray Scattering (SAXS) were used to analyze the dispersion states of the grafted nanoparticles which confirmed the correlation between high grafted chain lengths and improved dispersion states and mech. properties.

Polymer published new progress about Crosslink density. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Product Details of C3H5NS2.

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

Baiget, Jessica; Cosp, Annabel; Galvez, Erik; Gomez-Pinal, Loreto; Romea, Pedro; Urpi, Felix published the artcile< On the influence of chiral auxiliaries in the stereoselective cross-coupling reactions of titanium enolates and acetals>, Computed Properties of 171877-39-7, the main research area is acylthiazolidinethione titanium enolate coupling acetal.

Titanium enolates from chiral N-propanoyl-1,3-thiazolidine-2-thiones containing bulky substituents at C-4 turned out to be excellent platforms to get highly stereocontrolled cross-coupling reactions with acetals. Related oxazolidinethiones also afforded good results, but the corresponding oxazolidinones were completely unselective for such reactions, which proves that an exocyclic C=S bond is essential to attain a synthetically useful stereocontrol.

Tetrahedron published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Computed Properties of 171877-39-7.

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