Tag: M.W=100-150

da Silva, Monize M.; de Camargo, Mariana S.; Castelli, Silvia; de Grandis, Rone A.; Castellano, Eduardo E.; Deflon, Victor M.; Cominetti, Marcia R.; Desideri, Alessandro; Batista, Alzir A. published the artcile< Ruthenium(II)-mercapto complexes with anticancer activity interact with topoisomerase IB>, Safety of 4,5-Dihydrothiazole-2-thiol, the main research area is rutheniumII mercapto anticancer activity topoisomerase IB lung liver cancer.

Herein we present four new ruthenium(II) complexes: [Ru(mtz)2(dppb)] (1), [Ru(mmi)2(dppb)] (2), [Ru(dmp)2(dppb)] (3), and [Ru(mpca)2(dppb)] (4), where mtz = 2-mercaptothiazoline; mmi = 2-mercapto-1-methyl-imidazole; dmp = 4,6-diamino-2-mercaptopyrimidine; mpca = 6-mercaptopyridine-3-carboxylic acid; dppb = 1,4-bis(diphenylphosphino)butane. In vitro cell culture experiments revealed cytotoxic activity for complexes 2, 3 and 4 against MCF-7 (breast, non-invasive), MDA-MB-231 (breast, invasive), A549 (lung), DU-145 (prostate) and HepG2 (liver) tumor cells, in some cases lower than the half maximal inhibitory concentration (IC50) for the reference drug (cisplatin). The DNA (DNA) interactions studied by viscosity measurements, gel electrophoresis and square-wave voltammetry indicated that the DNA binding affinity primarily occurs through non-covalent interactions. Only complex 2 was able to fully inhibit the DNA supercoiled relaxation mediated by human topoisomerase IB (Top IB). The anal. indicates that complex 2 inhibits the cleavage and the reconnection steps of the catalytic cycle, being both a poison and a catalytic inhibitor.

Journal of the Brazilian Chemical Society published new progress about Antitumor agents. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Safety of 4,5-Dihydrothiazole-2-thiol.

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

Ford, Kevin A.; Gulevich, Alexander G.; Swenson, Tami L.; Casida, John E. published the artcile< Neonicotinoid Insecticides: Oxidative Stress in Planta and Metallo-oxidase Inhibition>, SDS of cas: 1003-32-3, the main research area is neonicotinoid insecticide oxidative stress plant metallooxidase inhibition.

Neonicotinoids not only control insect pests but also sometimes independently alter plant growth and response to stress. We find that imidacloprid, thiacloprid, acetamiprid, thiamethoxam, and clothianidin but not nitenpyram and dinotefuran induce foliar lesions and peroxidative damage in soybean (Glycine max) seedlings assayed with the 3,3′-diaminobenzidine stain. The chloropyridinyl-carboxylic acid (COOH) but not the -carboxaldehyde (CHO) metabolites induce peroxidative damage but in a different pattern. Surprisingly, the chlorothiazolyl -CHO and -COOH metabolites induce chlorosis but no clear superimposable peroxidative damage or cell death. Four metallo-oxidases known to modulate reactive oxygen species were not sensitive in vitro to the parent neonicotinoid itself but were to several CHO and COOH metabolites and related compounds, with a sensitivity order of CHO > COOH and tyrosinase > xanthine oxidase and aldehyde oxidase > catalase. Although metallo-oxidase inhibition does not correlate overall with lesion formation, it may play an as yet unknown role in plant response to neonicotinoids.

Journal of Agricultural and Food Chemistry published new progress about Chlorosis (plant). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

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

Jimenez, Andrew M.; Krauskopf, Alejandro A.; Perez-Camargo, Ricardo A.; Zhao, Dan; Pribyl, Julia; Jestin, Jacques; Benicewicz, Brian C.; Muller, Alejandro J.; Kumar, Sanat K. published the artcile< Effects of Hairy Nanoparticles on Polymer Crystallization Kinetics>, Application of C3H5NS2, the main research area is hairy nanoparticle polymer crystallization kinetics.

We previously showed that nanoparticles (NPs) could be ordered into structures by using the growth rate of polymer crystals as the control variable. In particular, for slow enough spherulitic growth fronts, the NPs grafted with amorphous polymer chains are selectively moved into the interlamellar, interfibrillar, and interspherulitic zones of a lamellar morphol., specifically going from interlamellar to interspherulitic with progressively decreasing crystal growth rates. Here, we examine the effect of NP polymer grafting d. on crystallization kinetics. We find that while crystal nucleation is practically unaffected by the presence of the NPs, spherulitic growth, final crystallinity, and m.p. values decrease uniformly as the volume fraction of the crystallizable polymer, poly(ethylene oxide) or PEO, ϕPEO, decreases. A surprising aspect here is that these results are apparently unaffected by variations in the relative amounts of the amorphous polymer graft and silica NPs at constant ϕ, implying that chem. details of the amorphous defect apparently only play a secondary role. We therefore propose that the grafted NPs in this size range only provide geometrical confinement effects which serve to set the crystal growth rates and m.p. depressions without causing any changes to crystallization mechanisms.

Macromolecules (Washington, DC, United States) published new progress about Crystal nucleation. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Application of C3H5NS2.

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

Hsieh, Sheng-Ying; Bode, Jeffrey W. published the artcile< Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents>, Synthetic Route of 1003-32-3, the main research area is Lewis acid iridium thiomorpholine thiazepane photoredox catalyst.

The authors report that the inclusion of Lewis acids in photocatalytic reactions of organosilanes allows access to a distinct reaction pathway featuring an Ir(III)*/Ir(IV) couple instead of the previously employed Ir(III)*/Ir(II) pathway, enabling the transformation of aromatic and aliphatic aldehydes to thiomorpholines and thiazepanes. The role of the Lewis acid in accepting an electron-either directly or via coordination to an imine-can be extended to other classes of photocatalysts and transformations, including oxidative cyclizations. The combination of light induced reactions and Lewis acids therefore promises access to new pathways and transformations that are not viable using the photocatalysts alone.

ACS Central Science published new progress about Aliphatic aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Lynn, Geoffrey M.; Chytil, Petr; Francica, Joseph R.; Lagova, Anna; Kueberuwa, Gray; Ishizuka, Andrew S.; Zaidi, Neeha; Ramirez-Valdez, Ramiro A.; Blobel, Nicolas J.; Baharom, Faezzah; Leal, Joseph; Wang, Amy Q.; Gerner, Michael Y.; Etrych, Tomas; Ulbrich, Karel; Seymour, Leonard W.; Seder, Robert A.; Laga, Richard published the artcile< Impact of Polymer-TLR-7/8 Agonist (Adjuvant) Morphology on the Potency and Mechanism of CD8 T Cell Induction>, Computed Properties of 96-53-7, the main research area is polymer toll like receptor agonist vaccine adjuvant block copolymer.

Small mol. Toll-like receptor-7 and -8 agonists (TLR-7/8a) can be used as vaccine adjuvants to induce CD8 T cell immunity but require formulations that prevent systemic toxicity and focus adjuvant activity in lymphoid tissues. Here, we covalently attached TLR-7/8a to polymers of varying composition, chain architecture and hydrodynamic behavior (∼300 nm submicrometer particles, ∼10 nm micelles and ∼4 nm flexible random coils) and evaluated how these parameters of polymer-TLR-7/8a conjugates impact adjuvant activity in vivo. Attachment of TLR-7/8a to any of the polymer compositions resulted in a nearly 10-fold reduction in systemic cytokines (toxicity). Moreover, both lymph node cytokine production and the magnitude of CD8 T cells induced against protein antigen increased with increasing polymer-TLR-7/8a hydrodynamic radius, with the submicrometer particle inducing the highest magnitude responses. Notably, CD8 T cell responses induced by polymer-TLR-7/8a were dependent on CCR2+ monocytes and IL-12, whereas responses by a small mol. TLR-7/8a that unexpectedly persisted in vaccine-site draining lymph nodes (T1/2 = 15 h) had less dependence on monocytes and IL-12 but required Type I IFNs. This study shows how modular properties of synthetic adjuvants can be chem. programmed to alter immunity in vivo through distinct immunol. mechanisms.

Biomacromolecules published new progress about CD8-positive T cell. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Computed Properties of 96-53-7.

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

Wu, Yue-Xiao; Peng, Kang; Hu, Zhi-Chao; Fan, Yong-Hao; Shi, Zhen; Hao, Er-Jun; Dong, Zhi-Bing published the artcile< Iodine-Mediated Cross-Dehydrogenative Coupling of Heterocyclic Thiols with Amines: An Easy and Practical Formation of S-N Bond>, Synthetic Route of 96-53-7, the main research area is amine heteroaryl thiol iodine promoter cross dehydrogenative coupling; heteroaryl sulfenamide preparation.

An efficient iodine-mediated construction of S-N bond was developed. Such a cross-dehydrogenative coupling of heterocyclic thiols with amines proceeded smoothly under metal-free and base-free conditions, and afforded a series of sulfenamides in good to excellent yields. The easily available substrates and convenient synthetic procedure illustrate potential synthetic value of this protocol for the preparation of sulfenamide related biol. or pharmaceutically active compounds

European Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Synthetic Route of 96-53-7.

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

Ling, Xing; Lu, Weiwei; Miao, Lin; Marcaurelle, Lisa A.; Wang, Xuan; Ding, Yun; Lu, Xiaojie published the artcile< Divergent On-DNA Transformations from DNA-Linked Piperidones>, Quality Control of 1003-32-3, the main research area is DNA linked heterocycle preparation.

A group of highly efficient and divergent transformations for constructing multiple DNA-linked chemotypes based on piperidones e.g., I core is successfully developed. The first procedure for the synthesis of DNA-conjugated piperidines II (R = H, Bn, (4-cyanophenyl)methyl, (3,4,5-trifluorophenyl)methyl, etc.; R1 = 2,2-dimethoxyethyl, Bn, 3-cyclohexylpropanoyl, etc.) intermediate under basic conditions was reported. Subsequently, this substructure was subjected to addnl. reactions to generate several privileged scaffolds, including 4-aminopiperidines II, fused [1,2,4]triazolo[1,5-a]pyrimidines III (R2 = methanesulfonyl, (3-fluorophenyl)methyl, benzenesulfonamido), and a quinoline derivative e.g., IV. These transformations paved the way for constructing focused scaffold-based DNA-encoded libraries with druglike properties.

Journal of Organic Chemistry published new progress about Acids Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

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

Bataille, Carole J. R.; Brennan, Meabh B.; Byrne, Simon; Davies, Stephen G.; Durbin, Matthew; Fedorov, Oleg; Huber, Kilian V. M.; Jones, Alan M.; Knapp, Stefan; Liu, Gu; Nadali, Anna; Quevedo, Camilo E.; Russell, Angela J.; Walker, Roderick G.; Westwood, Robert; Wynne, Graham M. published the artcile< Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family>, SDS of cas: 1003-32-3, the main research area is thiazolidine preparation serine threonine kinase inhibitor anticancer agent; Knoevenagel condensation Sukuki coupling; Anti-cancer; High throughput screen; Kinase inhibitor; PIM kinase; Thiazolidine.

The PIM family of serine/threonine kinases have become an attractive target for anti-cancer drug development, particularly for certain hematol. malignancies. Here, we describe the discovery of a series of inhibitors of the PIM kinase family using a high throughput screening strategy. Through a combination of mol. modeling and optimization studies, the intrinsic potencies and mol. properties of this series of compounds was significantly improved. An excellent pan-PIM isoform inhibition profile was observed across the series, while optimized examples show good selectivity over other kinases. Two PIM-expressing leukemic cancer cell lines, MV4-11 and K562, were employed to evaluate the in vitro anti-proliferative effects of selected inhibitors. Encouraging activities were observed for many examples, with the best example (44) giving an IC50 of 0.75 μM against the K562 cell line. These data provide a promising starting point for further development of this series as a new cancer therapy through PIM kinase inhibition.

Bioorganic & 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, SDS of cas: 1003-32-3.

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

Sartori, Luca; Mercurio, Ciro; Amigoni, Federica; Cappa, Anna; Faga, Giovanni; Fattori, Raimondo; Legnaghi, Elena; Ciossani, Giuseppe; Mattevi, Andrea; Meroni, Giuseppe; Moretti, Loris; Cecatiello, Valentina; Pasqualato, Sebastiano; Romussi, Alessia; Thaler, Florian; Trifiro, Paolo; Villa, Manuela; Vultaggio, Stefania; Botrugno, Oronza A.; Dessanti, Paola; Minucci, Saverio; Zagarri, Elisa; Carettoni, Daniele; Iuzzolino, Lucia; Varasi, Mario; Vianello, Paola published the artcile< Thieno[3,2-b]pyrrole-5-carboxamides as New Reversible Inhibitors of Histone Lysine Demethylase KDM1A/LSD1. Part 1: High-Throughput Screening and Preliminary Exploration>, Application In Synthesis of 1003-32-3, the main research area is thienopyrrolecarboxamide preparation histone lysine demethylase KDM1A inhibitor screening.

Lysine specific demethylase 1 KDM1A (LSD1) is one regulator of histone methylation and it is increasingly recognized as a potential therapeutic target in oncol. The authors report on a high-throughput screening campaign performed on KDM1A/CoREST, using a time resolved fluorescence resonance energy transfer (TR-FRET) technol., to identify reversible inhibitors. The screening led to 115 hits for which the authors determined biochem. IC50, thus identifying 4 chem. series. After data anal., the authors have prioritized the chem. series of N-phenyl-4H-thieno[3,2-b]pyrrole-5-carboxamide for which the authors obtained x-ray structures of the most potent hit (compound 19, IC50 = 2.9 μM) in complex with the enzyme. Initial expansion of this chem. class, both modifying core structure and decorating benzamide moiety, was directed towards the definition of the moieties responsible for the interaction with the enzyme. Preliminary optimization brought to compound 90 (4-methyl-N-[3-[[4-(4-piperidyloxy)phenoxy]methyl]phenyl]- thieno[3,2-b]pyrrole-5-carboxamide) which inhibited the enzyme with a submicromolar IC50 (0.162 μM), capable to inhibit the target in cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application In Synthesis of 1003-32-3.

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

Moszczynski-Petkowski, Rafal; Majer, Jakub; Borkowska, Malgorzata; Bojarski, Lukasz; Janowska, Sylwia; Matloka, Mikolaj; Stefaniak, Filip; Smuga, Damian; Bazydlo, Katarzyna; Dubiel, Krzysztof; Wieczorek, Maciej published the artcile< Synthesis and characterization of novel classes of PDE10A inhibitors - 1H-1,3-benzodiazoles and imidazo[1,2-a]pyrimidines>, Quality Control of 1003-32-3, the main research area is triazolopyridine pyrazolopyridine benzodiazole imidazopyrimidine preparation PDE10A enzyme inhibitor; 1H-1,3-benzodiazoles; Imidazo[1,2-a]pyrimidines; PDE10A.

New compounds containing [1,2,4]triazolo[1,5-a]pyridine I (R = 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl, 4,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl, 4-methylquinazolin-2-yl; R1 = Ph, pyrimidin-2-yl), pyrazolo[1,5-a]pyridine II (R = 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl, 4,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl; R1 = phenyl), 1H-1,3-benzodiazole III (R1 = 2-methoxyphenyl, pyridin-2-yl, 1,3-oxazol-4-yl, etc.; R2 = H, Me) and imidazo[1,2-a]pyrimidine IV backbones were designed and synthesized for PDE10A interaction. Among these compounds, 1H-1,3-benzodiazoles and imidazo[1,2-a]pyrimidines III and IV showed the highest affinity for PDE10A enzyme as well as good metabolic stability. Both classes of compounds were identified as selective and potent PDE10A enzyme inhibitors.

European Journal of Medicinal Chemistry published new progress about Benzimidazoles Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

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