Day: October 13, 2022

Kerdesky, Francis A. J.; Seif, Louis S. published the artcile< Catalytic hydrogenation of halothiazoles>, Related Products of 1003-32-3, the main research area is halothiazole hydrogenation dechlorination palladium catalyst.

The hydrogenation of halothiazoles I (R = R1 = H, R2 = Br; R = R1 = Br, R2 = H; R = R2 = Br, Cl, R1 = CHO, CH2OH) to I (R = R2 = H, R1 = H, CHO, CH2OH) is described. The best results were obtained utilizing 10% palladium on carbon as catalyst at four atmospheres of pressure with the bromide derivatives

Synthetic Communications published new progress about Dechlorination. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Related Products of 1003-32-3.

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

Jaffett, Victor A.; Nerurkar, Alok; Cao, Xufeng; Guzei, Ilia A.; Golden, Jennifer E. published the artcile< Telescoped synthesis of C3-functionalized (E)-arylamidines using Ugi-Mumm and regiospecific quinazolinone rearrangements>, Application In Synthesis of 1003-32-3, the main research area is arylamidine stereoselective preparation; azidobenzoic acid isocyanide aldehyde bismethylaminoethane Ugi Mumm regiospecific rearrangement.

An efficient four-step, six-transformation protocol was developed to afford bioactive N-alkyl- or N-arylamide (E)-arylamidines I (R1 = Cy, 4-OMeC6H4, i-Pr, etc.; R2 = i-Pr, i-Bu, H, etc.; R3 = H, 5-CH3, 5-F, etc.) featuring strategic amidine C3 modifications which were inaccessible or low yielding by previous methods. This synthetic approach, exemplified with 24 amidines and requiring only a single purification, highlights a multicomponent Ugi-Mumm rearrangement to afford highly diversified quinazolinones which undergo regiospecific rearrangement to afford new amidines. The method extensively broadens the structural scope of this new class of trisubstituted amidines and demonstrates the tolerance of regional C3 amidine steric bulk, visualized with X-ray crystallog. anal.

Organic & Biomolecular 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, Application In Synthesis of 1003-32-3.

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

Hansen, Ida K. O.; Loevdahl, Tomas; Simonovic, Danijela; Hansen, Kine O.; Andersen, Aaron J. C.; Devold, Hege; Richard, C. Eline S. M.; Andersen, Jeanette H.; Strom, Morten B.; Haug, Tor published the artcile< Antimicrobial activity of small synthetic peptides based on the marine peptide turgencin a: prediction of antimicrobial peptide sequences in a natural peptide and strategy for optimization of potency>, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid, the main research area is turgencin antimicrobial peptide Escherichia Staphylococcus; Arctic; Synoicum turgens; antimicrobial; ascidian; peptide; synthetic.

Turgencin A, a potent antimicrobial peptide isolated from the Arctic sea squirt Synoicum turgens, consists of 36 amino acid residues and three disulfide bridges, making it challenging to synthesize. The aim of the present study was to develop a truncated peptide with an antimicrobial drug lead potential based on turgencin A. The experiments consisted of: (1) sequence anal. and prediction of antimicrobial potential of truncated 10-mer sequences; (2) synthesis and antimicrobial screening of a lead peptide devoid of the cysteine residues; (3) optimization of in vitro antimicrobial activity of the lead peptide using an amino acid replacement strategy; and (4) screening the synthesized peptides for cytotoxic activities. In silico anal. of turgencin A using various prediction software indicated an internal, cationic 10-mer sequence to be putatively antimicrobial. The synthesized truncated lead peptide displayed weak antimicrobial activity. However, by following a systematic amino acid replacement strategy, a modified peptide was developed that retained the potency of the original peptide. The optimized peptide StAMP-9 displayed bactericidal activity, with minimal inhibitory concentrations of 7.8 μg/mL against Staphylococcus aureus and 3.9 μg/mL against Escherichia coli, and no cytotoxic effects against mammalian cells. Preliminary experiments indicate the bacterial membranes as immediate and primary targets.

International Journal of Molecular Sciences published new progress about Anti-inflammatory agents. 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

Zhu, Ziqi; Xiao, Jieshuai; Li, Mingjie; Shi, Zhuangzhi published the artcile< Nickel-Catalyzed Intermolecular Asymmetric Addition of Aryl Iodides across Aldehydes>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is diarylmethanol preparation enantioselective; aryl iodide asym addition aldehyde nickel catalyst; Asymmetric Addition; Chiral Alcohols; Enantioselectivity; Nickel Catalysis.

Enantioenriched alcs. comprise much of the framework of organic mols. Here, the authors first report that chiral nickel complexes can catalyze the intermol. enantioselective addition of aryl iodides across aldehydes to provide diverse optically active secondary alcs. using zinc metal as the reducing agent. This method shows a broad substrate scope under mild reaction conditions and precludes the traditional strategy through the pre-generation of organometallic reagents. Mechanistic studies indicate that an in situ formed arylnickel, instead of an arylzinc, adds efficiently to the aldehydes, forming a new C-C bond and a chiral nickel alkoxide that may be turned over by zinc powder.

Angewandte Chemie, International Edition published new progress about Addition reaction catalysts, stereoselective (intermol.). 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

Lu, Cui-Fen; Zhang, Shou-Bo; Li, Yan; Yang, Gui-Chun; Chen, Zu-Xing published the artcile< Stereoselective synthesis of (R)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm, using (4S)-benzylthiazolidinethione as a chiral auxiliary>, Application In Synthesis of 171877-39-7, the main research area is methyltridecanone stereoselective synthesis Michael addition benzylthiazolidinethione chiral auxiliary.

The stereoselective synthesis of (R)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm, was carried out in 20.7% overall yield based on (4S)-benzylthiazolidine-2-thione (five steps). In the crucial step, the stereogenic center was generated by an asym. Michael addition using enantiomerically pure (4S)-benzylthiazolidine-2-thione as a chiral auxiliary.

Tetrahedron: Asymmetry published new progress about Michael reaction, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

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

Volgraf, Matthew; Sellers, Benjamin D.; Jiang, Yu; Wu, Guosheng; Ly, Cuong Q.; Villemure, Elisia; Pastor, Richard M.; Yuen, Po-wai; Lu, Aijun; Luo, Xifeng; Liu, Mingcui; Zhang, Shun; Sun, Liang; Fu, Yuhong; Lupardus, Patrick J.; Wallweber, Heidi J. A.; Liederer, Bianca M.; Deshmukh, Gauri; Plise, Emile; Tay, Suzanne; Reynen, Paul; Herrington, James; Gustafson, Amy; Liu, Yichin; Dirksen, Akim; Dietz, Matthias G. A.; Liu, Yanzhou; Wang, Tzu-Ming; Hanson, Jesse E.; Hackos, David; Scearce-Levie, Kimberly; Schwarz, Jacob B. published the artcile< Discovery of GluN2A-Selective NMDA Receptor Positive Allosteric Modulators (PAMs): Tuning Deactivation Kinetics via Structure-Based Design>, Synthetic Route of 3034-56-8, the main research area is NMDA receptor allosteric modulator PAM deactivation structure design; crystal structure.

The N-methyl-D-aspartate receptor (NMDAR) is a Na+ and Ca2+ permeable ionotropic glutamate receptor that is activated by the coagonists glycine and glutamate. NMDARs are critical to synaptic signaling and plasticity, and their dysfunction has been implicated in a number of neurol. disorders, including schizophrenia, depression, and Alzheimer’s disease. Herein we describe the discovery of potent GluN2A-selective NMDAR pos. allosteric modulators (PAMs) starting from a high-throughput screening hit. Using structure-based design, we sought to increase potency at the GluN2A subtype, while improving selectivity against related α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors (AMPARs). The structure-activity relationship of channel deactivation kinetics was studied using a combination of electrophysiol. and protein crystallog. Effective incorporation of these strategies resulted in the discovery of GNE-0723 (46), a highly potent and brain penetrant GluN2A-selective NMDAR PAM suitable for in vivo characterization.

Journal of Medicinal Chemistry published new progress about Crystal structure. 3034-56-8 belongs to class thiazole, and the molecular formula is C3HBrClNS, Synthetic Route of 3034-56-8.

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

Aryanasab, F.; Shokri, A.; Saidi, M. R. published the artcile< A simple approach to the synthesis of 3-substituted rhodanines and thiazolidine-2,4-diones>, Quality Control of 10574-69-3, the main research area is rhodanine thiazolidinedione preparation green chem; amine primary carbon disulfide bromoacetate methyl three component reaction.

A synthesis of 3-substituted rhodanine and thiazolidine-2,4-dione derivatives I [X = S, O; R = CH2:CHCH2, CH3CH(CH3)CH2, 3,4-Cl2C6H3, etc.] starting from primary amines RNH2, carbon disulfide, and Me 2-bromoacetate, were described. The reaction proceeds successfully both in water and under solvent-free conditions, but 2-thioxothiazolidin-4-one (rhodanine) derivatives I (X = S) were obtained under solvent-free conditions, and thiazolidine-2,4-dions I (X = O) were formed when water was used as the solvent.

Scientia Iranica, Transaction C: Chemistry, Chemical Engineering published new progress about Green chemistry. 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Quality Control of 10574-69-3.

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

Richter, Anja; Rose, Rolf; Hedberg, Christian; Waldmann, Herbert; Ottmann, Christian published the artcile< An Optimised Small-Molecule Stabiliser of the 14-3-3-PMA2 Protein-Protein Interaction>, Category: thiazole, the main research area is pyrrolidone derivative stabilizer PMA2 protein interaction crystal structure.

Modulation of protein-protein interactions (PPIs) is a highly demanding, but also a very promising approach in chem. biol. and targeted drug discovery. In contrast to inhibiting PPIs with small, chem. tractable mols., stabilization of these interactions can only be achieved with complex natural products, like rapamycin, FK506, taxol, forskolin, brefeldin and fusicoccin. Fusicoccin stabilizes the activatory complex of the plant H+-ATPase PMA2 and 14-3-3 proteins. Recently, the stabilizing effect of fusicoccin could be mimicked by a trisubstituted pyrrolinone (pyrrolidone1, 1). Here, the authors report the synthesis, functional activity and crystal structure of derivatives of 1 that stabilize the 14-3-3-PMA2 complex. With a limited compound collection three modifications that are important for activity enhancement could be determined: (1) conversion of the pyrrolinone scaffold into a pyrazole, (2) introduction of a tetrazole moiety to the Ph ring that contacts PMA2, and (3) addition of a bromine to the Ph ring that exclusively contacts the 14-3-3 protein. The crystal structure of a pyrazole derivative of 1 in complex with 14-3-3 and PMA2 revealed that the more rigid core of this mol. positions the stabilizer deeper into the rim of the interface, enlarging especially the contact surface to PMA2. Combination of the aforementioned features gave rise to a mol. (I) that displays a threefold increase in stabilizing the 14-3-3-PMA2 complex over 1. Compound I and the other active derivatives show no effect on two other important 14-3-3 protein-protein interactions, i.e., with CRaf and p53. This is the first study that describes the successful optimization of a PPI stabilizer identified by screening.

Chemistry – A European Journal published new progress about 14-3-3 Proteins Role: BSU (Biological Study, Unclassified), PEP (Physical, Engineering or Chemical Process), BIOL (Biological Study), PROC (Process). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Category: thiazole.

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

Liu, Jingjing; Tian, Zhenwei; Liu, Tianzhou; Wen, Dacheng; Ma, Zhiming; Liu, Yuanda; Zhu, Jiaming published the artcile< CHSY1 is upregulated and acts as tumor promotor in gastric cancer through regulating cell proliferation, apoptosis, and migration>, Quality Control of 2591-17-5, the main research area is prognosis CHSY1 XIAP cell proliferation migration metastatic gastric cancer; CHSY1; Gastric cancer; cell apoptosis; cell migration; cell proliferation.

Gastric cancer is one of the most frequently diagnosed malignant tumors, with rapid progression and poor prognosis. The role of chondroitin sulfate synthase 1 (CHSY1) in the development and progression of gastric cancer was explored and clarified in this study. The immunohistochem. anal. of clin. tissue samples as well as data mining of public database showed that CHSY1 was significantly upregulated in gastric cancer and associated with more advanced tumor stage and poorer prognosis. In vitro loss-of-function experiments demonstrated the inhibited cell proliferation, colony formation, cell migration, as well as the promoted cell apoptosis by CHSY1 knockdown. Moreover, recovery of CHSY1 expression could attenuate the regulatory effects induced by CHSY1 knockdown. Correspondingly, gastric cancer cells with CHSY1 knockdown showed reduced tumorigenicity and slower tumor growth in vivo. In conclusion, this study identified CHSY1 as a tumor promotor in gastric cancer, which may be utilized as a novel indicator of patients′ prognosis and therapeutic target for developing more effective drug for GC treatment.

Cell Cycle published new progress about Apoptosis. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Quality Control of 2591-17-5.

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

Delpire, Eric; Days, Emily; Lewis, L. Michelle; Mi, Dehui; Kim, Kwangho; Lindsley, Craig W.; Weaver, C. David published the artcile< Small-molecule screen identifies inhibitors of the neuronal K-Cl cotransporter KCC2>, Product Details of C6H8N2S, the main research area is potassium chlorine cotransporter KCC2 inhibitor preparation drug screening.

KCC2, a neuronal-specific K-Cl co-transporter, plays a major role in maintaining intracellular Cl- concentration in neurons below its electrochem. equilibrium potential, thus favoring robust GABA hyperpolarizing or inhibitory responses. The pharmacol. of the K-Cl co-transporter is dominated by loop diuretics such as furosemide and bumetanide, mols. used in clin. medicine because they inhibit the loop of Henle Na-K-2Cl co-transporter with much higher affinity. To identify mols. that affect KCC2 activity, the authors developed a fluorescence-based assay suitable for high-throughput screening (HTS) and used the assay to screen a library of 234,000 small mols. They identified a large number of mols. that either decrease or increase the activity of the co-transporter. Here, they report the characterization of a small number of inhibitors, some of which inhibit KCC2 activity in the submicromolar range without substantially affecting NKCC1 activity. Using medicinal chem., they synthesized a number of variants, tested their effect on KCC2 function, and provide an anal. of structure/activity relationships. They also used one of the compounds to demonstrate competitive inhibition in regard to external [K+] vs. non-competitive inhibition in respect to external [Cl-].

Proceedings of the National Academy of Sciences of the United States of America published new progress about Carrier-mediated biological transport. 324579-90-0 belongs to class thiazole, and the molecular formula is C6H8N2S, Product Details of C6H8N2S.

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