Day: October 12, 2022

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

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

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

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

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

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

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

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

Hudson, Liam; Mui, James; Vazquez, Santiago; Carvalho, Diana M.; Williams, Eleanor; Jones, Chris; Bullock, Alex N.; Hoelder, Swen published the artcile< Novel Quinazolinone Inhibitors of ALK2 Flip between Alternate Binding Modes: Structure-Activity Relationship, Structural Characterization, Kinase Profiling, and Cellular Proof of Concept>, Formula: C10H17BN2O2, the main research area is quinazolinone synthesis antitumor SAR ALK2 cancer.

Structure-activity relationship and crystallog. data revealed that quinazolinone-containing fragments flip between two distinct modes of binding to activin receptor-like kinase-2 (ALK2). We explored both binding modes to discover potent inhibitors and characterized the chem. modifications that triggered the flip in binding mode. We report kinase selectivity and demonstrate that compounds of this series modulate ALK2 in cancer cells. These inhibitors are attractive starting points for the discovery of more advanced ALK2 inhibitors.

Journal of Medicinal Chemistry published new progress about Activin receptor ACVRLK2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 936250-20-3 belongs to class pyrazoles-derivatives, and the molecular formula is C10H17BN2O2, Formula: C10H17BN2O2.

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

Klug, Dana M.; Mavrogiannaki, Eftychia M.; Forbes, Katherine C.; Silva, Lisseth; Diaz-Gonzalez, Rosario; Perez-Moreno, Guiomar; Ceballos-Perez, Gloria; Garcia-Hernandez, Raquel; Bosch-Navarrete, Cristina; Cordon-Obras, Carlos; Gomez-Linan, Claudia; Saura, Andreu; Momper, Jeremiah D.; Martinez-Martinez, Maria Santos; Manzano, Pilar; Syed, Ali; El-Sakkary, Nelly; Caffrey, Conor R.; Gamarro, Francisco; Ruiz-Perez, Luis Miguel; Gonzalez Pacanowska, Dolores; Ferrins, Lori; Navarro, Miguel; Pollastri, Michael P. published the artcile< Lead Optimization of 3,5-Disubstituted-7-Azaindoles for the Treatment of Human African Trypanosomiasis>, Product Details of C11H19BN2O2, the main research area is human African trypanosomiasis Trypanosoma brucei inhibitor BBB antitrypanosomal pharmacokinetic.

Neglected tropical diseases such as human African trypanosomiasis (HAT) are prevalent primarily in tropical climates and among populations living in poverty. Historically, the lack of economic incentive to develop new treatments for these diseases has meant that existing therapeutics have serious shortcomings in terms of safety, efficacy, and administration, and better therapeutics are needed. We now report a series of 3,5-disubstituted-7-azaindoles identified as growth inhibitors of Trypanosoma brucei, the parasite that causes HAT, through a high-throughput screen. We describe the hit-to-lead optimization of this series and the development and preclin. investigation of 29d (I), a potent antitrypanosomal compound with promising pharmacokinetic (PK) parameters. This compound was ultimately not progressed beyond in vivo PK studies due to its inability to penetrate the blood-brain barrier (BBB), critical for stage 2 HAT treatments.

Journal of Medicinal Chemistry published new progress about Blood-brain barrier. 1046832-21-6 belongs to class pyrazoles-derivatives, and the molecular formula is C11H19BN2O2, Product Details of C11H19BN2O2.

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