Tag: M.W=150-200

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

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

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

Chevillard, Florent; Rimmer, Helena; Betti, Cecilia; Pardon, Els; Ballet, Steven; van Hilten, Niek; Steyaert, Jan; Diederich, Wibke E.; Kolb, Peter published the artcile< Binding-Site Compatible Fragment Growing Applied to the Design of β2-Adrenergic Receptor Ligands>, Application of C10H7NOS, the main research area is beta2 adrenergic receptor ligand fragment based drug design phenylamine.

Fragment-based drug discovery is intimately linked to fragment extension approaches that can be accelerated using software for de novo design. Although computers allow for the facile generation of millions of suggestions, synthetic feasibility is however often neglected. In this study the authors computationally extended, chem. synthesized, and exptl. assayed new ligands for the β2-adrenergic receptor (β2AR) by growing fragment-sized ligands. To address the synthetic tractability issue, the authors’ in silico work-flow aims at derivatized products based on robust organic reactions. The study started from the predicted binding modes of five fragments. The authors suggested a total of eight diverse extensions that were easily synthesized, and further assays showed that four products had an improved affinity (up to 40-fold) compared to their resp. initial fragment. The described work-flow, which the authors call “”growing via merging”” and for which the key tools are available online, can improve early fragment-based drug discovery projects, making it a useful creative tool for medicinal chemists during structure-activity relationship (SAR) studies.

Journal of Medicinal Chemistry published new progress about Computer application (PINGUI toolbox web interface). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Application of C10H7NOS.

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

Hiremath, Shivayogi P.; Thakar, Shreeram B.; Purohit, Muralidhar G. published the artcile< Synthesis and condensation of 1-chloro-3,4-dihydro-4-oxopyridazino(4,5-b)indoles with 2-aminothiazoles and hydrazine>, Synthetic Route of 72054-60-5, the main research area is chlorodihydrooxopyridazinoindole condensation aminothiazole; pyridazinoindole bactericide preparation.

Condensation of the title compounds I (R = H, Br; R1 = Cl), prepared from II, with aminothiazoles III [R2 = Ph, Me, Et; R3 = H, Me, CO2Et; R2R3 = (CH2)4] and N2H4 gave IV and I (R1 = NHNH2) resp. IV (R = R3 = H, R2 = Ph) showed bactericidal activity.

Journal of the Indian Chemical Society published new progress about 72054-60-5. 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Synthetic Route of 72054-60-5.

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

Doughty, Michael B.; Risinger, G. E. published the artcile< Studies on the aminopyrimidinyl group of thiamine>, HPLC of Formula: 20582-55-2, the main research area is aminopyrimidinyl group thiamine catalytic activity; catalyst thiamine benzoin condensation.

The thiazolium salt I, when refluxed with excess PhCHO in MeOH containing 2 equivalent Et3N yielded benzoin, as did the tricyclic form of thiamine II [R = (CH2)2OH], generated in basic EtOH from thiamine.HCl and NaOEt. In contrast, although the thiamine analog III underwent a rapid C-2 H/D exchange in acidic D2O, formation of its neutral tricyclic form II (R = CO2Et) (IV) in basic solution completely inhibited its ability to catalyze the benzoin condensation. These results are discussed in terms of the intramol. cyclization to form IV and the balance between the nucleophilicity of the aminopyrimidinyl group towards the C-2 position of the thiamine thiazolium ring, and the leaving group potential of the aminopyrimidinyl moiety.

Journal of the Chemical Society, Chemical Communications published new progress about Benzoin condensation reaction catalysts. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, HPLC of Formula: 20582-55-2.

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

Lund, Henning published the artcile< Electroorganic preparations. XVI. Polarography and reduction of quinazoline>, Formula: C3HBrClNS, the main research area is .

The polarographic reduction of quinazoline (I) was observed throughout the pH range 0-12 and in more acid media (acidity function H+ to -2); 2 waves were observed. For the 1st wave the limiting current is diffusion controlled at pH 5 but is kinetically controlled at pH 1. The abnormal pH dependence of the limiting current can be explained by hydration of the protonated I nucleus if it is assumed that only the normal cation and not the hydrated cation is polarographically reducible. The rate constant of the dehydration was determined from polarographic data, and the dehydration was found to be specific acid catalyzed. The second wave of I is a reduction of the 3,4-dihydroquinazoline (II) formed in the first reduction at low concentrations of I. II was reduced in borate buffer to 1,2,3,4-tetrahydroquinazoline. I yields on controlled potential reduction both in acid and alk. solution a dimerized product, which probably is dimerized at C-4. The product can be reoxidized to I with hexacyanoferrate(III) in alk. solution

Acta Chemica Scandinavica published new progress about 3034-56-8. 3034-56-8 belongs to class thiazole, and the molecular formula is C3HBrClNS, Formula: C3HBrClNS.

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

Gou, Xue-Ya; Zhang, Bo-Sheng; Wang, Xin-Gang; Shi, Wei-Yu; Liu, Hong-Chao; An, Yang; Zhang, Zhe; Liang, Yong-Min published the artcile< Visible-light-induced ligand-free RuCl3 catalyzed C-H phosphorylation in water>, Name: Ethyl 4-methylthiazole-5-carboxylate, the main research area is light ruthenium photocatalyst phosphorylation water green chem arene heteroarene; crystal structure mol phosphine oxide preparation green chem organophosphorus.

Visible-light-induced C-H phosphorylation of para-CAr-H and heteroarenes was realized using cost-effective RuCl3 as a catalyst. The reaction conditions are green and environmentally friendly, using water as a solvent at room temperature and without ligands. A broad range of highly functional organophosphorus compounds were obtained via a cross-dehydrogenation-coupling (CDC) reaction. In addition, we also proved that RuCl3 is a photocatalyst via its absorption spectrum and on/off light experiments

Chemical Communications (Cambridge, United Kingdom) published new progress about Crystal structure. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Name: Ethyl 4-methylthiazole-5-carboxylate.

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

Xu, Yuan-Yuan; Qian, An-Ran; Cao, Xu-Feng; Ling, Chen-Yu; Cao, Yong-Bing; Wang, Rui-Lian; Li, Yi-Su; Yang, Yu-She published the artcile< Design and synthesis of novel triazole derivatives containing γ-lactam as potential antifungal agents>, Application In Synthesis of 72054-60-5, the main research area is triazole beta lactam derivative preparation antifungal mol docking.

A series of novel triazole derivatives containing γ-lactam I [R = Br, 5-pyrimidinyl, Ph, etc.] was designed and synthesized, and their structures were confirmed by 1H NMR, 13C NMR and HRMS. The in vitro antifungal activities of the target compounds were evaluated. The results showed that all of the compounds exhibited stronger activity against the six clin. important fungi tested than fluconazole. Compounds I [R = 3-cyano-6-pyridinyl, 4-fluorophenyl] showed comparative activity against the fungi tested except for Candida glabrata and Aspergillus fumigatus as voriconazole. In addition, the docking model for 2-bromo-5-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6-dihydro-4H-pyrrolo[3,4-d]thiazol-4-one and CYP51 was investigated.

Chinese Chemical Letters published new progress about Boronic acids, esters Role: RCT (Reactant), RACT (Reactant or Reagent). 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Application In Synthesis of 72054-60-5.

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