Category: thiazole

Galan, Elena; Andreu, Raquel; Garin, Javier; Mosteo, Laura; Orduna, Jesus; Villacampa, Belen; Diosdado, Beatriz E. published the artcile< Influence of thiazole regioisomerism on second-order nonlinear optical chromophores>, Safety of Thiazole-5-carboxyaldehyde, the main research area is effect thiazole regioisomerism second order nonlinear optical chromophore.

Two series of matched and mismatched donor-thiazole-acceptor chromophores have been synthesized to disclose the role that the orientation of the thiazole ring plays on their second-order nonlinear optical (NLO) properties. Whereas previous theor. studies predict that the matched systems show markedly higher NLO responses, our exptl. results do not parallel this trend, showing differences between regioisomers much lower than those predicted.

Tetrahedron published new progress about Bond length. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Safety of Thiazole-5-carboxyaldehyde.

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

Wang, Mu-Xuan; Qin, Hong-Wei; Liu, Chao; Lv, Shen-Ming; Chen, Jia-Shu; Wang, Chun-Gu; Chen, Ying-Ying; Wang, Jia-Wei; Sun, Jin-Yue; Liao, Zhi-Xin published the artcile< Synthesis and biological evaluation of thiazolidine-2-thione derivatives as novel xanthine oxidase inhibitors>, Synthetic Route of 96-53-7, the main research area is thiazolidine thione preparation xanthine oxidase inhibitor SAR mol modeling.

In this study, a series of novel thiazolidine-2-thione derivatives I (R1 = Et, Pr, Ph, benzyl) and II (R2 = Et, 3-pyridyl, cyclohexyl, etc.) were synthesized as XO inhibitors, and the XO inhibitory potencies of obtained compounds I and II was evaluated by in vitro enzyme catalysis. The result shown that compound II [R2 = (4-fluorobenzene)sulfonyl] behaved the strongest XO inhibitory activity with an IC50 value of 3.56μmol/L, which was approx. 2.5-fold more potent than allopurinol. The structure-activity relationship revealed that the phenyl-sulfonamide group was indispensable for thiazolidine-2-thione derivatives II [R2 = (4-fluorobenzene)sulfonyl] to produce XO inhibitory activity. The enzyme inhibition kinetics analyses confirmed that compound II [R2 = (4-fluorobenzene)sulfonyl] exerted a mixed-type XO inhibition. Addnl., the mol. docking results suggested that the 4-fluorophenyl-sulfonyl moiety could interact with Gly260 and Ile264 in the innermost part of the active pocket through 2 hydrogen bonds, while the thiazolidinethione moiety could form two hydrogen bonds with Glu263 and Ser347 in hydrophobic pockets. In summary, the results described above suggested that compound II [R2 = (4-fluorobenzene)sulfonyl] could be a valuable lead compound for the treatment of hyperuricemia as a novel XO inhibitor.

PLoS One 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

Condon, F. E.; Shapiro, D.; Sulewski, P.; Vasi, I.; Waldman, R. published the artcile< Facile and uniform procedure for the large-scale preparation of some N-alkylrhodanines>, Synthetic Route of 10574-69-3, the main research area is rhodanine alkyl; chloroacetic acid thiocarbamate cyclization.

3-Methyl-, ethyl-, allyl-, and benzylrhodanine were prepared by treating the appropriate primary amine with CS2 in the presence of NH3 and the resulting ammonium alkyldithiocarbamate with ClCH2CO2H.

Organic Preparations and Procedures International published new progress about 10574-69-3. 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Synthetic Route of 10574-69-3.

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

Shah, Mayuri Nilesh; Joshi, Vidya published the artcile< Synthesis of substituted N-(3,5-dimethoxyphenyl/ styryl)-N1-(thiazol-2-yl)ureas>, SDS of cas: 57493-24-0, the main research area is thiazolylurea styryl dimethoxyphenyl; urea thiazolyl.

4-Substituted 2-aminothiazoles, obtained by condensation of substituted ω-bromoacetoketones with thiourea, on reaction with 3,5-dimethoxyphenyl isocyanate gave new N-(3,5-dimethoxyphenyl)-N1-(4-substituted thiazol-2-yl)ureas, e.g. I. Similarly, the 4-substituted 2-aminothiazoles on treatment with styryl isocyanate gave N-styryl-N1-(4-substituted thiazol-2-yl)ureas, e.g. II.

Indian Journal of Heterocyclic Chemistry published new progress about 57493-24-0. 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

Khiat, Manel; Zradni, Fatima-Zohra; Kasmi-Mir, Souad; Baeza, Alejandro published the artcile< Study of the electrochemical behavior of merocyanine and merocarbocyanine salts and their transformation into π-electron donor molecules, namely tetrathiatetraazafulvalenes>, Computed Properties of 10574-69-3, the main research area is tetrathiatetraazafulvalene electrochem preparation cyclic voltammetry voltammogram.

An electrochem. study using cyclic voltammetry method was carried out on some previously prepared merocyanines salts, namely thiazolideniumsulfonate salts and thiazolidenium chloride salts I [R = Ph, Bn; R1 = H, SMe; X = Cl, 4-methylbenzenesulfonate] and merocarbocyanines salts, namely alkylidenthiazolidenium sulfonate salt and alkylidenthiazolidenium chloride salt II [R = n-Pr]. These salts were transformed by dimerization in situ in a voltammetric cell into tetrathiatetraazafulvalenes (TTTAFs) such as III supposed to be π-electron donor mols. due to existing conjugation in their structure. The structure of all new chem. synthesized mols. was confirmed by IR, 1H-NMR, 13C-NMR, and MS. The transformation of salts into TTTAF was confirmed by a reversible voltammogram curve and variation of observed potentials.

Indonesian Journal of Chemistry published new progress about Charge transfer complexes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Computed Properties of 10574-69-3.

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

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

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

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

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