Category: 197638-83-8

Dong, Yuyang; Schuppe, Alexander W.; Mai, Binh Khanh; Liu, Peng; Buchwald, Stephen L. published the artcile< Confronting the Challenging Asymmetric Carbonyl 1,2-Addition Using Vinyl Heteroarene Pronucleophiles: Ligand-Controlled Regiodivergent Processes through a Dearomatized Allyl-Cu Species>, Quality Control of 197638-83-8, the main research area is vinyl hetero arene aldehyde ketone copper catalyst reductive coupling; hydroxy vinyl heteroarene regio diastereo enantioselective preparation.

A CuH-catalyzed regiodivergent coupling of vinyl heteroarenes with carbonyl-containing electrophiles, in which the selectivity was controlled by the ancillary ligand. This approach leverages an in situ generated benzyl- or dearomatized allyl-Cu intermediate, yielding either the dearomatized or exocyclic addition products, resp. The method exhibited excellent regio-, diastereo-, and enantioselectivity and tolerated a range of common functional groups and heterocycles. The dearomative pathway allowed direct access to a variety of functionalized saturated heterocyclic structures. The reaction mechanism was probed using a combination of exptl. and computational approach. D. functional theory studies suggested that the ligand-controlled regioselectivity results from the C-H/π interaction and steric repulsion in transition states leading to the major and minor regioisomers, resp. Hydrocupration of vinyl heteroarene pronucleophile was the enantiodetermining step, whereas the diastereoselectivity was enforced by steric interactions between the benzylic or allyl-Cu intermediate and carbonyl-containing substrates in a six-membered cyclic transition state.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Quality Control of 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Li, Zhe; Gever, Joel R.; Rao, Satish; Widjaja, Kartika; Prusiner, Stanley B.; Silber, B. Michael published the artcile< Discovery and Preliminary Structure-Activity Relationship of Arylpiperazines as Novel, Brain-Penetrant Antiprion Compounds>, HPLC of Formula: 197638-83-8, the main research area is arylpiperazine antiprion neurodegenerative disease creutzfeldt jakob preparation; Creutzfeldt-Jakob disease; Neurodegenerative diseases; SAR; arylpiperazine; piperazine; prion disease.

Creutzfeldt-Jakob disease and kuru in humans, BSE in cattle, and scrapie in sheep are fatal neurodegenerative disorders. Such illnesses are caused by the conversion and accumulation of a misfolded pathogenic isoform (termed PrPSc) of a normally benign, host cellular protein, denoted PrPC. The authors employed high-throughput screening enzyme-linked immunosorbent assays to evaluate compounds for their ability to reduce the level of PrPSc in Rocky Mountain Laboratory prion-infected mouse neuroblastoma cells (ScN2a-cl3). Arylpiperazines were among the active compounds identified, but the initial hits suffered from low potency and poor drug-likeness. The best of those hits, such as 1-(4-(4-Benzylpiperazine-1-yl)phenyl)ethanone, 1-(4-(4-(3-pyridinylmethyl)-1-piperazinyl)phenyl)ethanone, 1-(4-(4-(2-thienylmethyl)-1-piperazinyl)phenyl)ethanone, and 1-(4-(4-[(5-methyl-2-furanyl)methyl]-1-piperazinyl)phenyl)ethanone, displayed moderate antiprion activity with EC50 values in the micromolar range. Key analogs were designed and synthesized on the basis of the structure-activity relationship, with analogs 2-(4-(4-(Pyridin-3-ylmethyl)piperazin-1-yl)phenyl)benzo[d]oxazole, 2-(4-(4-(Pyridin-3-ylmethyl)piperazin-1-yl)phenyl)benzo[d]thiazole, 2-(4-(4-((6-Fluoropyridin-3-yl)methyl)piperazin-1-yl)phenyl)benzo[d]oxazole, and 2-(4-(4-((6-methoxypyridin-3-yl)methyl)piperazin-1-yl)phenyl)benzo[d]oxazole found to have submicromolar potency. Analogs 2-(4-(4-(Pyridin-3-ylmethyl)piperazin-1-yl)phenyl)benzo[d]oxazole and 2-(4-(4-(Pyridin-3-ylmethyl)piperazin-1-yl)phenyl)benzo[d]thiazole were able to penetrate the blood-brain barrier and achieved excellent drug concentrations in the brains of mice after oral dosing. These compounds represent good starting points for further lead optimization in the authors’ pursuit of potential drug candidates for the treatment of prion diseases.

ACS Medicinal Chemistry Letters published new progress about Creutzfeldt-Jakob disease. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, HPLC of Formula: 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

He, Longwei; Yang, Yunzhen; Lin, Weiying published the artcile< Rational Design of a Rigid Fluorophore-Molecular Rotor-Based Probe for High Signal-to-Background Ratio Detection of Sulfur Dioxide in Viscous System>, Quality Control of 197638-83-8, the main research area is rigid fluorophore mol rotor probe sulfur dioxide viscous.

Many viscous microenvironments exist in living systems. For instance, at the cellular level, the viscosity of subcellular organelles (mitochondria, lysosomes, endoplasmic reticulum, nucleus, etc.) is much greater than that of cytoplasm; at the organismal level, compared with normal states of health, blood, or lymphatic fluid viscosity will increase to some extent in diabetes, hypertension, inflammation, tumors, and so on. However, due to the design shortcoming, there is a lack of efficient tools for detecting biomols. in viscous living systems. Herein, we propose a rational design strategy for constructing ratiometric fluorescent probes with superior response signal-to-background (S/B) ratio in viscous systems based on rigid-fluorophore-mol. rotor platform, and a practical sulfur dioxide (SO2) probe (RFC-MRC) based on conmarin-cyanine dyad was prepared as a proof-of-concept. The probe performs a significant enhancement (71.5-fold) of ratiometric response signal stimulated by SO2 in viscous aqueous media. The cationic probe can selectively in mitochondria and was successfully utilized to sense SO2 in living HeLa cells through ratiometric fluorescence imaging. What’s more, in the fluorescence imaging experiments of monitoring SO2 in apoptotic cells using probe RFC-MRC, a more obvious superior of S/B ratio was observed in the early apoptotic cells than in the lately apoptotic cells.

Analytical Chemistry (Washington, DC, United States) published new progress about Fluorescent indicators. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Quality Control of 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Moreno-Cinos, Carlos; Sassetti, Elisa; Salado, Irene G.; Witt, Gesa; Benramdane, Siham; Reinhardt, Laura; Cruz, Cristina D.; Joossens, Jurgen; Van der Veken, Pieter; Brotz-Oesterhelt, Heike; Tammela, Paivi; Winterhalter, Mathias; Gribbon, Philip; Windshugel, Bjorn; Augustyns, Koen published the artcile< α-Amino diphenyl phosphonates as novel inhibitors of Escherichia coli ClpP protease>, Quality Control of 197638-83-8, the main research area is aminodiphenylphosphonate Escherichia ClpP protease inhibitor.

Increased Gram-neg. bacteria resistance to antibiotics is becoming a global problem, and new classes of antibiotics with novel mechanisms of action are required. The caseinolytic protease subunit P (ClpP) is a serine protease conserved among bacteria that is considered as an interesting drug target. ClpP function is involved in protein turnover and homeostasis, stress response, and virulence among other processes. The focus of this study was to identify new inhibitors of Escherichia coli ClpP and to understand their mode of action. A focused library of serine protease inhibitors based on diaryl phosphonate warheads was tested for ClpP inhibition, and a chem. exploration around the hit compounds was conducted. Altogether, 14 new potent inhibitors of E. coli ClpP were identified. Compounds 85 and 92 emerged as most interesting compounds from this study due to their potency and, resp., to its moderate but consistent antibacterial properties as well as the favorable cytotoxicity profile.

Journal of Medicinal Chemistry published new progress about Antibiotic resistance (overcoming). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Quality Control of 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Despras, Guillaume; Zamaleeva, Alsu I.; Dardevet, Lucie; Tisseyre, Celine; Magalhaes, Joao Gamelas; Garner, Charlotte; De Waard, Michel; Amigorena, Sebastian; Feltz, Anne; Mallet, Jean-Maurice; Collot, Mayeul published the artcile< H-Rubies, a new family of red emitting fluorescent pH sensors for living cells>, Product Details of C16H22N2O3, the main research area is H Rubies fluorescent hydrogen ion concentration sensor living cell.

Monitoring intracellular pH has drawn much attention due to its undeniably important function in cells. The widespread development of fluorescent imaging techniques makes pH sensitive fluorescent dyes valuable tools, especially red-emitting dyes which help to avoid the overcrowded green end of the spectral band. Herein, we present H-Rubies, a family of pH sensors based on a phenol moiety and a X-rhodamine fluorophore that display a bright red fluorescence upon acidification with pKa values spanning from 4 to 9. Slight structural modifications led to dramatic changes in their physicochem. properties and a relationship between their structures, their ability to form H-aggregates, and their apparent pKa was established. While mol. form H-Rubies can be used to monitor mitochondrial acidification of glioma cells, their functionalised forms were linked via click chem. to dextrans or microbeads containing a near IR Cy5 (Alexa-647) in order to provide ratiometric systems that were used to measure resp. the phagosomal and endosomal pH in macrophages (RAW 264.7 cells) using flow cytometry.

Chemical Science published new progress about Absorption spectra. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Product Details of C16H22N2O3.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Luesse, Sarah B.; Wells, Gregg; Miller, Jeanne; Bolstad, Erin; Bergmeier, Stephen C.; McMills, Mark C.; Priestley, Nigel D.; Wright, Dennis L. published the artcile< Synthesis of a functionalized oxabicyclo[2.2.1]heptene-based chemical library>, HPLC of Formula: 197638-83-8, the main research area is chem library oxabicycloheptane preparation antibacterial agent.

The 7-oxabicyclo[2.2.1]heptene ring system is a common structural motif in many pharmacol. interesting mols. The authors recognized the potential to employ this highly oxygenated and conformationally-restricted scaffold in diversity-oriented method to generate a library of non-chiral but topol. complex compounds and the synthesis of the target compounds was achieved by an acetalization cyclcocondensation of aldehydes with (exo,exo)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dimethanol. Herein, the authors report the synthesis and biol. evaluation of two 96-member tricyclic library containing the oxabicyclo[2.2.1]heptene framework [6,9-epoxy-2,4-benzodioxepin derivatives, conformationally restricted acetals].

Combinatorial Chemistry & High Throughput Screening published new progress about Acetalization. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, HPLC of Formula: 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Wang, Junwei; Wang, Xuyan; Li, Hui; Ji, Dezhong; Li, Yuyan; Xu, Yungen; Zhu, Qihua published the artcile< Design, synthesis and biological evaluation of novel 5-fluoro-1H-benzimidazole-4-carboxamide derivatives as potent PARP-1 inhibitors>, Safety of 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is fluorobenzimidazolecarboxamide preparation PARP1 inhibitor anticancer potentiation; Antitumor; Benzimidazole; Fluorine atom; Inhibitors; PARP-1.

Novel 5-fluorobenzimidazole-4-carboxamides were designed and synthesized. All target compounds were evaluated for their PARP-1 inhibitory activity. Compounds possessed high intrinsic PARP-1 inhibitory potency and were evaluated by in vitro cellular assays to measure their growth inhibitory activity as single agents against human colon cancer cell line HCT116 and their potentiation effect toward cytotoxic agent temozolomide (TMZ) against cancer cell line A549. One compound displayed strong inhibition against the PARP-1 enzyme with an IC50 of 43.7 nM, excellent cell inhibitory activity in HCT116 cells (IC50 = 7.4 μM) and potentiation of temozolomide cytotoxicity in cancer cell line A549 (PF50 = 1.6).

Bioorganic & Medicinal Chemistry Letters published new progress about Alveolar carcinoma. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Safety of 1-Boc-4-(4-Formylphenyl)piperazine.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Matos, Ana M.; Man, Teresa; Idrissi, Imane; Souza, Cleide C.; Mead, Emma; Dunbar, Charlotte; Wolak, Joanna; Oliveira, Maria C.; Evans, David; Grayson, James; Partridge, Benjamin; Garwood, Claire; Ning, Ke; Sharman, Gary; Chen, Beining; Rauter, Amelia P. published the artcile< Discovery of N-methylpiperazinyl flavones as a novel class of compounds with therapeutic potential against Alzheimer's disease: synthesis, binding affinity towards amyloid β oligomers (Aβo) and ability to disrupt Aβo-PrPC interactions>, Product Details of C16H22N2O3, the main research area is methylpiperazinyl flavone amyloid beta oligomer cellular prion protein.

With no currently available disease-modifying drugs, Alzheimer’s disease is the most common type of dementia affecting over 47 million people worldwide. In light of the most recent discoveries placing the cellular prion protein (PrPC) as a key player in amyloid βoligomer (Aβo)-induced neurodegeneration, we investigated whether the neuroprotective potential of nature-inspired flavonoids against Aβo-promoted toxicity would translate into the ability to disrupt PrPC-Aβo interactions. Hence, we synthesized a small library of flavones and studied their binding affinity towards Aβo by STD-NMR. C-glucosyl flavones exhibited improved binding affinity with morpholine, thiomorpholine or N-methylpiperazine rings attached to the flavone skeleton in ring B para position. Moreover, a N-methylpiperazinyl flavone displayed suitable physicochem. properties and optimal water solubility even without the sugar moiety, and a high interaction with Aβo involving the whole flavone core. Its C-glucosyl derivative, was, however, the best compound to inhibit PrPC-Aβo interactions in a dose-dependent manner, with 41% of inhibition capacity at 10μM. The potential of C-glucosyl flavones and their aglycons as protein-protein interaction inhibitors able to tackle PrPC-Aβo interactions is here presented for the first time, and supports this class of compounds as new prototypes for further development in the treatment of Alzheimer’s disease.

Pure and Applied Chemistry published new progress about Aglycons Role: BSU (Biological Study, Unclassified), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Product Details of C16H22N2O3.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Yang, Xiaoguang; Zhou, Yibo; Zhang, Xiufang; Yang, Sheng; Chen, Yun; Guo, Jingru; Li, Xiaoxuan; Qing, Zhihe; Yang, Ronghua published the artcile< A TP-FRET-based two-photon fluorescent probe for ratiometric visualization of endogenous sulfur dioxide derivatives in mitochondria of living cells and tissues>, Safety of 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is sulfur dioxide fluorescence probe two photon FRET.

A ratiometric two-photon fluorescent probe for SO2 derivatives was first proposed based on acedan-merocyanine dyads (I) via a TP-FRET strategy. It was successfully applied to visualization of the fluctuations of enzymically generated SO2 derivatives in the mitochondria of HepG2 cells and rat liver tissues using two-photon fluorescence microscopy imaging.

Chemical Communications (Cambridge, United Kingdom) published new progress about Fluorescence imaging. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Safety of 1-Boc-4-(4-Formylphenyl)piperazine.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Hieke, Martina; Roedl, Carmen B.; Wisniewska, Joanna M.; Buscato, Estella; Stark, Holger; Schubert-Zsilavecz, Manfred; Steinhilber, Dieter; Hofmann, Bettina; Proschak, Ewgenij published the artcile< SAR-study on a new class of imidazo[1,2-a]pyridine-based inhibitors of 5-lipoxygenase>, Synthetic Route of 197638-83-8, the main research area is imidazopyridinamine cyclohexyl morpholinophenyl preparation lipoxygenase inhibitor.

A novel class of 5-lipoxygenase (5-LO) inhibitors characterized by a central imidazo[1,2-a]pyridine scaffold, a cyclohexyl moiety and an aromatic system, is presented. This scaffold was identified in a virtual screening study and exhibits promising inhibitory potential on the 5-LO. The structure-activity relationships of this compound class was investigated. N-Cyclohexyl-6-methyl-2-(4-morpholinophenyl)imidazo[1,2-a]pyridine-3-amine was identified as a potent 5-LO inhibitor [IC50 = 0.16 μM (intact cells) and 0.1 μM (cell-free)], which may possess potential as an effective lead compound intervening with inflammatory diseases and certain types of cancer.

Bioorganic & Medicinal Chemistry Letters published new progress about 197638-83-8. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Synthetic Route of 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics