Category: pyrazoles-derivatives

Zhang, Dong; Gao, Di; Cai, Jinlin; Wu, Xiaoyu; Qin, Hong; Qiao, Kai; Liu, Chengkou; Fang, Zheng; Guo, Kai published the artcile< The ruthenium-catalyzed meta-selective C-H nitration of various azole ring-substituted arenes>, Computed Properties of 13788-92-6, the main research area is ruthenium catalyst meta selective nitration azole arene green chem.

The efficient ruthenium-catalyzed meta-selective CAr-H nitration of azole ring substituted arenes has been developed. In this work, Ru3(CO)12 was used as the catalyst, AgNO2 as the nitro source, HPcy3+·BF4- as the ligand, pivalic acid as the additive, and DCE as the solvent, and a wide spectrum of arenes bearing thiazole, pyrazolyl or removable oxazoline directing groups were tolerated in this meta-selective CAr-H nitration, affording the nitrated products in moderate to good yields. Moreover, this study reveals a gentler and environmentally friendly way to access meta-nitration arenes compared to the traditional process.

Organic & Biomolecular Chemistry published new progress about Azoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Computed Properties of 13788-92-6.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Stockmann, Henning; Todorovic, Viktor; Richardson, Paul L.; Marin, Violeta; Scott, Victoria; Gerstein, Clare; Lake, Marc; Wang, Leyu; Sadhukhan, Ramkrishna; Vasudevan, Anil published the artcile< Cell-Surface Receptor-Ligand Interaction Analysis with Homogeneous Time-Resolved FRET and Metabolic Glycan Engineering: Application to Transmembrane and GPI-Anchored Receptors>, Safety of 1,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, the main research area is cell surface receptor ligand interaction FRET glycan engineering; transmembrane GPI anchored receptor FRET glycan engineering.

Ligand-binding assays are the linchpin of drug discovery and medicinal chem. Cell-surface receptors and their ligands have traditionally been characterized by radioligand-binding assays, which have low temporal and spatial resolution and entail safety risks. Here, the authors report a powerful alternative (GlycoFRET), where terbium-labeled fluorescent reporters are irreversibly attached to receptors by metabolic glycan engineering. For the first time, the authors show time-resolved fluorescence resonance energy transfer between receptor glycans and fluorescently labeled ligands. The authors describe GlycoFRET for a GPI-anchored receptor, a G-protein-coupled receptor, and a heterodimeric cytokine receptor in living cells with excellent sensitivity and high signal-to-background ratios. In contrast to previously described methods, GlycoFRET does not require genetic engineering or antibodies to label receptors. Given that all cell-surface receptors are glycosylated, the authors expect that GlycoFRET can be generalized with applications in chem. biol. and biotechnol., such as target engagement, receptor pharmacol., and high-throughput screening.

Journal of the American Chemical Society published new progress about Cell membrane. 1046832-21-6 belongs to class pyrazoles-derivatives, and the molecular formula is C11H19BN2O2, Safety of 1,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Petzold, Daniel; Koenig, Burkhard published the artcile< Photocatalytic Oxidative Bromination of Electron-Rich Arenes and Heteroarenes by Anthraquinone>, Name: 4-Bromo-3-phenyl-1H-pyrazole, the main research area is arene heteroarene oxidative bromination photocatalyst sodium anthraquinonesulfonate.

The estimated excited oxidation potential of sodium anthraquinone-2-sulfonate (SAS) increases from 1.8 V to ∼2.3 V vs. SCE by protonation with Bronsted acids. This increased photooxidation power of protonated anthraquinone was used for the regio-selective oxidative bromination of electron rich (hetero)arenes and drugs in good yield. The mild reaction conditions are compatible with many functional groups, such as double and triple bonds, ketones, amides and amines, hydroxyl groups, carboxylic acids and carbamates. Mechanistic studies indicate the photooxidation of the arene followed by nucleophilic bromide addition as the likely pathway.

Advanced Synthesis & Catalysis published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Name: 4-Bromo-3-phenyl-1H-pyrazole.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Ding, Yun; Chai, Jing; Centrella, Paolo A.; Gondo, Chenaimwoyo; De Lorey, Jennifer L.; Clark, Matthew A. published the artcile< Development and Synthesis of DNA-Encoded Benzimidazole Library>, Computed Properties of 118430-74-3, the main research area is preparation DNA conjugated benzimidazole library NK3 receptor antagonist; DNA tagged fluoronitrobenzamide amine aldehyde; DNA-encoded library technology; benzimidazole.

Encoded library technol. (ELT) is an effective approach to the discovery of novel small-mol. ligands for biol. targets. A key factor for the success of the technol. is the chem. diversity of the libraries. Here we report the development of DNA-conjugated benzimidazoles. Using 4-fluoro-3-nitrobenzoic acid as a key synthon, we synthesized a 320 million-member DNA-encoded benzimidazole library using Fmoc-protected amino acids, amines and aldehydes as diversity elements. Affinity selection of the library led to the discovery of a novel, potent and specific antagonist of the NK3 receptor.

ACS Combinatorial Science published new progress about Chemical library. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Computed Properties of 118430-74-3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Jiang, Bo; Fan, Wei; Sun, Mu-Yan; Ye, Qin; Wang, Shu-Liang; Tu, Shu-Jiang; Li, Guigen published the artcile< Domino Reaction of Arylglyoxals with Pyrazol-5-amines: Selective Access to Pyrazolo-Fused 1,7-Naphthyridines, 1,3-Diazocanes, and Pyrroles>, HPLC of Formula: 118430-74-3, the main research area is domino heterocyclization arylglyoxal pyrazolamine pyrazolo naphthyridine diazocane pyrrole.

New multicomponent domino reactions of arylglyoxals with pyrazol-5-amines have been established, providing selective access to unprecedented pyrazolo-fused 1,7-naphthyridines, 1,3-diazocanes, and pyrroles (up to 52 examples). The unreported dipyrazolo-fused 1,7-naphthyridines were regioselectively synthesized through a special double [3 + 2 + 1] heteroannulation accompanied by direct C-C formation between two electrophilic sites of arylglyoxals [e.g., PhCOCH(OH)2 + 1,3-dimethyl-5-pyrazolamine in presence of TsOH → I (70%)]. The unusual [3 + 3 + 1 + 1] cyclization resulted in 20 examples of novel dipyrazolo-fused 1,3-diazocanes [e.g., PhCOCH(OH)2 + 1-methyl-3-phenyl-5-pyrazolamine in presence of TsOH → II (71%)], whereas pyrrolo[2,3-c]pyrazoles were obtained in good yields by varying arylglyoxals and pyrazol-5-amines in the ratio 1:2 [e.g., PhCOCH(OH)2 + 1-phenyl-3-methyl-5-pyrazolamine in presence of TsOH → III (78%)]. Mechanisms of formation of these three new types of heterocycles are also proposed.

Journal of Organic Chemistry published new progress about Atom economy. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, HPLC of Formula: 118430-74-3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Lucas, Simon C. C.; Moore, Jane E.; Donald, Craig S.; Hawkins, Janet L. published the artcile< Synthesis of 4-Arylthieno[2,3-b]pyridines and 4-Aminothieno[2,3-b]pyridines via a Regioselective Bromination of Thieno[2,3-b]pyridine>, HPLC of Formula: 1046832-21-6, the main research area is thienopyridine oxidation regioselective bromination; bromothienopyridine regioselective preparation Suzuki Miyaura Buchwald cross coupling; aryl thienopyridine preparation; amino thienopyridine preparation.

The first regioselective, mild bromination of thieno[2,3-b]pyridine is described herein. The reaction proceeds with selectivity toward the 4-position (87% isolated yield). Subsequent cross-coupling reactions proceed in excellent yields and demonstrate the potential of 4-bromothieno[2,3-b]pyridine as a building block for use in drug discovery research.

Journal of Organic Chemistry published new progress about Boronic acids, esters Role: RCT (Reactant), RACT (Reactant or Reagent). 1046832-21-6 belongs to class pyrazoles-derivatives, and the molecular formula is C11H19BN2O2, HPLC of Formula: 1046832-21-6.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Juanes, Olga; De Mendoza, Javier; Rodriguez-Ubis, Juan Carlos published the artcile< Synthesis of macrobicyclic ligands containing pyrazole subunits: the N,N'-bipyrazolyl cryptand>, Category: pyrazoles-derivatives, the main research area is bromomethylbipyrazole cyclocondensation ammonia diazatetraoxacyclooctadecane; pyrazole bromomethyl cyclocondensation ammonia diazatetraoxacyclooctadecane; amination bromomethylpyrazole; cryptand bipyrazolyl; methanamine pyrazolyl.

The cryptands I and II were prepared in 19 and 56% yield, resp., by reaction of 3,3′-bis(bromomethyl)-1,1′-bipyrazole with anhydrous NH3 and 4,13-diaza-1,7,10,16-tetraoxacyclooctadecane, resp., in dry MeCN at 100°. The tripodal pyrazolyl ligands III (R = H, Me, CH2Ph) were prepared analogously in 35, 41, and 39% yield, resp., by reaction of the appropriate pyrazoles IV with anhydrous NH3.

Journal of the Chemical Society, Chemical Communications published new progress about Amination. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, Category: pyrazoles-derivatives.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Fan, Wei; Ye, Qin; Xu, Hai-Wei; Jiang, Bo; Wang, Shu-Liang; Tu, Shu-Jiang published the artcile< Novel Double [3 + 2 + 1] Heteroannulation for Forming Unprecedented Dipyrazolo-Fused 2,6-Naphthyridines>, Quality Control of 118430-74-3, the main research area is double heterocyclization multicomponent domino reaction; dipyrazolo fused naphthyridine preparation.

A novel four-component strategy for the efficient synthesis of unprecedented dipyrazolo-fused 2,6-naphthyridines, e.g. I, through a double [3 + 2+1] heteroannulation has been described. The bond-forming efficiency, accessibility, and generality of this synthesis make it highly valuable to assemble tetra-heterocyclic scaffolds.

Organic Letters published new progress about Heterocyclization. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Quality Control of 118430-74-3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Vasil’eva, V. F.; Yashunskii, V. G. published the artcile< Sydnones and sydnonimines. XIII. Reaction of 3-methyl- and 3-ethylsydnones with methyl acrylate>, HPLC of Formula: 17827-61-1, the main research area is .

Treatment of N-methylglycine with NaNO2 in aqueous HCl at 0°, followed by keeping the crude N-nitroso derivative with Ac2O 10 days at room temperature, gave 56.2% 3-methylsydnone (I), b0.7 162-5°. Similarly was prepared N-nitroso-N-ethylglycine, m. 85-6°, which with Ac2O gave 45.5% 3-ethylsydnone (II), b0.5 153-6°. Heating I with CH2:CHCO2Me 36 hrs. at 125-50° gave 56.5% Me 1-methyl-δ2-pyrazoline-3-carboxylate (III), b7 103-4°, d20 1.1162, n20D 1.5093, λ 306 mμ, and 24% crude Me x-carbomethoxy-1-methylpyrazoline-propionate (IV) (positions of attached groups not certain), b0.6 138-41°. The former in 2 days in MeOH-NH8 gave 1-methyl-δ2-pyrazolinecarboxamide, m. 116-18°, λ 296 mμ, while the latter ester gave the corresponding diamide, decomposed 241-2°. III and Pb(OAc)4 in AcOH (exothermic) gave 65% Me 1-methyl-pyrazole-3-carboxylate, b1 108-10°, which with MeOH-NH3 gave the corresponding amide, m. 139-40.5°, λ 220 mμ. 1-Methylpyrazole-4-carboxylic acid refluxed with MeOH-H2SO4 in C5H6 gave the Me ester, m. 63-4.5°, which with MeOH-NH3 1 day in a sealed tube gave the amide, m. 181.5-83°. II and CH2:CHCO2Me in 34 hrs. at 125° gave 51% Me 1-ethyl-δ2-pyrazoline-3-carboxylate (V), b7 110-12° b0.8 90° 1.0860, 1.5065, and some 25% crude 1-ethyl analog of IV, b0.5 135-42°. The former in MeOH-NH3 gave the amide, m. 92-4° while the latter ester similarly gave the diamide, decomposed 251-2°. V and Pb(OAc)4, as above, gave 62.5% Me 1-ethylpyrazole-3-carboxylate, b6 115-16°, which gave the amide, m. 100-1°. Infrared and ultraviolet spectra of the esters are reported.

Zhurnal Obshchei Khimii published new progress about IR spectra. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, HPLC of Formula: 17827-61-1.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Rai, Ganesha; Brimacombe, Kyle R.; Mott, Bryan T.; Urban, Daniel J.; Hu, Xin; Yang, Shyh-Ming; Lee, Tobie D.; Cheff, Dorian M.; Kouznetsova, Jennifer; Benavides, Gloria A.; Pohida, Katie; Kuenstner, Eric J.; Luci, Diane K.; Lukacs, Christine M.; Davies, Douglas R.; Dranow, David M.; Zhu, Hu; Sulikowski, Gary; Moore, William J.; Stott, Gordon M.; Flint, Andrew J.; Hall, Matthew D.; Darley-Usmar, Victor M.; Neckers, Leonard M.; Dang, Chi V.; Waterson, Alex G.; Simeonov, Anton; Jadhav, Ajit; Maloney, David J. published the artcile< Discovery and Optimization of Potent, Cell-Active Pyrazole-Based Inhibitors of Lactate Dehydrogenase (LDH)>, Category: pyrazoles-derivatives, the main research area is pyrazole preparation lactate dehydrogenase inhibitor.

The authors report the discovery and medicinal chem. optimization of a novel series of pyrazole-based inhibitors of human lactate dehydrogenase (LDH). Utilization of a quant. high-throughput screening paradigm facilitated hit identification, while structure-based design and multiparameter optimization enabled the development of compounds with potent enzymic and cell-based inhibition of LDH enzymic activity. Lead compounds such as 63 exhibit low nM inhibition of both LDHA and LDHB, submicromolar inhibition of lactate production, and inhibition of glycolysis in MiaPaCa2 pancreatic cancer and A673 sarcoma cells. Moreover, robust target engagement of LDHA by lead compounds was demonstrated using the cellular thermal shift assay (CETSA), and drug-target residence time was determined via SPR. Anal. of these data suggests that drug-target residence time (off-rate) may be an important attribute to consider for obtaining potent cell-based inhibition of this cancer metabolism target.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Category: pyrazoles-derivatives.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics