Month: October 2022

Benjahad, Abdellah; Benhaddou, Rachida; Granet, Robert; Kaouadji, Mourad; Krausz, Pierre; Piekarski, Salomon; Bosgiraud, Claudine; Delebassee, Sylvie published the artcile< Synthesis and antiretroviral evaluation of 3-alkyl-2-piperazinone nucleoside analogs>, Safety of 3,3-Dimethylpiperazin-2-one, the main research area is nucleoside analog synthesis antiretroviral; hydroxypropylpiperazinone glycosidation ribofuranose.

Glycosidation of 3-alkyl N4-(3-hydroxypropyl)-2-piperazinones by protected 1-O-acetyl ribofuranoses produces nucleoside analogs, e.g. I [R = R1 = H, Me; R = (CH2)9Me, R1 = H], in which the base is separated from the sugar by a hydrocarbon spacer arm. The preliminary in vitro test results against retro-viruses seem promising for compounds bearing a long alkyl chain.

Tetrahedron Letters published new progress about Antiviral agents. 22476-74-0 belongs to class piperazines, and the molecular formula is C6H12N2O, Safety of 3,3-Dimethylpiperazin-2-one.

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

Velagapudi, Sai Pradeep; Luo, Yiling; Tran, Tuan; Haniff, Hafeez S.; Nakai, Yoshio; Fallahi, Mohammad; Martinez, Gustavo J.; Childs-Disney, Jessica L.; Disney, Matthew D. published the artcile< Defining RNA-Small Molecule Affinity Landscapes Enables Design of a Small Molecule Inhibitor of an Oncogenic Noncoding RNA>, Related Products of 229009-40-9, the main research area is RNA binding small mol inhibitor preparation antitumor screening.

RNA drug targets are pervasive in cells but methods to design small mols. that target them are sparse. Herein, the authors report a general approach to score the affinity and selectivity of RNA motif-small mol. interactions identified via selection. Named High Throughput Structure-Activity Relationships Through Sequencing (HiT-StARTS), HiT-StARTS is statistical in nature and compares input nucleic acid sequences to selected library members that bind a ligand via high throughput sequencing. The approach allowed facile definition of the fitness landscape of hundreds of thousands of RNA motif-small mol. binding partners. These results were mined against folded RNAs in the human transcriptome and identified an avid interaction between a small mol. and the Dicer nuclease-processing site in the oncogenic microRNA (miR)-18a hairpin precursor, which is a member of the miR-17-92 cluster. Application of the small mol., Targapremir-18a, to prostate cancer cells inhibited production of miR-18a from the cluster, derepressed serine/threonine protein kinase 4 protein (STK4), and triggered apoptosis. Profiling the cellular targets of Targapremir-18a via Chem. Cross Linking and Isolation by Pull Down (Chem-CLIP), a covalent small mol.-RNA cellular profiling approach, and other studies showed specific binding of the compound to the miR-18a precursor, revealing broadly applicable factors that govern small mol. drugging of noncoding RNAs.

ACS Central Science published new progress about Antitumor agents. 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Related Products of 229009-40-9.

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

Yang, Yang; Buchwald, Stephen L. published the artcile< Ligand-Controlled Palladium-Catalyzed Regiodivergent Suzuki-Miyaura Cross-Coupling of Allylboronates and Aryl Halides>, Computed Properties of 374930-88-8, the main research area is ligand controlled palladium catalyzed regiodivergent Suzuki allylboronate aryl halide.

An orthogonal set of catalyst systems has been developed for the Suzuki-Miyaura coupling of 3,3-disubstituted and 3-monosubstituted allylboronates with (hetero)aryl halides. These methods allow for the highly selective preparation of either the α- or the γ-isomeric coupling product [e.g., 1-butyl-4-prenylbenzene or 1-butyl-4-(2-methylbut-3-en-2-yl)benzene from reaction of 1-bromo-4-butylbenzene with prenylboronic acid pinacol ester].

Journal of the American Chemical Society published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent) (and heteroaryl). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Computed Properties of 374930-88-8.

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

Lee, Heajin; Landgraf, Ralf; Wilson, James N. published the artcile< Synthesis and photophysical properties of a fluorescent cyanoquinoline probe for profiling ERBB2 kinase inhibitor response>, COA of Formula: C11H17BN2O2, the main research area is cyanoquinoline fluorescent probe preparation ERBB2 kinase inhibitor; EGFR; ERBB; Fluorescent probe; Kinase inhibitor; Receptor tyrosine kinase.

A fluorescent probe targeting the ERBB2 receptor tyrosine was designed, synthesized and evaluated as reporter of ERBB2 dynamics in overexpressing BT474, i.e. Her2(+), cells. Two cyanoquinoline (CQ) probes modeled after type-I (CQ1, I) or active state and type-II (CQ2, II) or inactive state inhibitors were designed and synthesized with extended π systems that impart binding-induced, turn-on fluorescence. Solution spectroscopy revealed that I exhibited attractive photophys. properties and displayed turn-on emission in the presence of purified, soluble ERBB2 kinase domain, while II was found to be non-emissive, likely due to quenching via a photoinduced electron transfer mechanism. Live cell imaging with I revealed that this probe targeted an intracellular population of ERBB2, which increased following treatment with type-I inhibitors, gefinitib and canertinib, but showed no response to type-II inhibitors. I thus provides a novel means of imaging the dynamic response of ERBB2(+) cells to kinase inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Density functional theory. 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, COA of Formula: C11H17BN2O2.

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

Jung, Woo-Ok; Mai, Binh Khanh; Spinello, Brian J.; Dubey, Zachary J.; Kim, Seung Wook; Stivala, Craig E.; Zbieg, Jason R.; Liu, Peng; Krische, Michael J. published the artcile< Enantioselective Iridium-Catalyzed Allylation of Nitroalkanes: Entry to β-Stereogenic α-Quaternary Primary Amines>, Reference of 374930-88-8, the main research area is homoallylic nitroalkane preparation enantioselective; nitroalkane allylic acetate allylation iridium catalyst.

The first systematic study of simple nitronate nucleophiles in iridium-catalyzed allylic alkylation was described. Using a tol-BINAP-modified π-allyliridium C,O-benzoate catalyst, α,α-disubstituted nitronates substitute racemic branched alkyl-substituted allylic acetates, thus providing homoallylic nitroalkanes. DFT calculations revealed early transition states that render the reaction less sensitive to steric effects and distinct trans-effects of diastereomeric chiral-at-iridium π-allyl complexes that facilitate formation of congested tertiary-quaternary C-C bonds.

Journal of the American Chemical Society published new progress about Alkanes, nitro Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Reference of 374930-88-8.

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

Li, Jing; Tan, Guishan; Cai, Yabo; Liu, Ruihuan; Xiong, Xiaolin; Gu, Baohua; He, Wei; Liu, Bing; Ren, Qingyun; Wu, Jianping; Chi, Bo; Zhang, Hang; Zhao, Yanzhong; Xu, Yangrui; Zou, Zhenxing; Kang, Fenghua; Xu, Kangping published the artcile< A novel Apigenin derivative suppresses renal cell carcinoma via directly inhibiting wild-type and mutant MET>, Recommanded Product: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid, the main research area is human renal cell carcinoma apigenin derivative MET; Apigenin derivatives; Drug-resistant MET mutations; MET; MET downstream signaling; Renal cell carcinoma.

MET, the receptor of hepatocyte growth factor (HGF), is a driving factor in renal cell carcinoma (RCC) and also a proven drug target for cancer treatment. To improve the activity and to investigate the mechanisms of action of Apigenin (APG), novel derivatives of APG with improved properties were synthesized and their activities against Caki-1 human renal cancer cell line were evaluated. It was found that compound 15e exhibited excellent potency against the growth of multiple RCC cell lines including Caki-1, Caki-2 and ACHN and is superior to APG and Crizotinib. Subsequent investigations demonstrated that compound 15e can inhibit Caki-1 cell proliferation, migration and invasion. Mechanistically, 15e directly targeted the MET kinase domain, decreased its auto-phosphorylation at Y1234/Y1235 and inhibited its kinase activity and downstream signaling. Importantly, 15e had inhibitory activity against mutant MET V1238I and Y1248H which were resistant to approved MET inhibitors Cabozantinib, Crizotinib or Capmatinib. In vivo tumor graft study confirmed that 15e repressed RCC growth through inhibition of MET activation. These results indicate that compound 15e has the potential to be developed as a treatment for RCC, and especially against drug-resistant MET mutations.

Biochemical Pharmacology (Amsterdam, Netherlands) published new progress about Apoptosis. 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Recommanded Product: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid.

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

Jouffroy, Matthieu; Kelly, Christopher B.; Molander, Gary A. published the artcile< Thioetherification via Photoredox/Nickel Dual Catalysis>, Application In Synthesis of 374930-88-8, the main research area is thioether aryl heteroaryl preparation; aryl heteroaryl bromide thioetherification thiol hypervalent alkylsilicate nickel photoredox.

Hypervalent alkylsilicates represent new and readily accessible precursors for the generation of alkyl radicals under photoredox conditions. Alkyl radicals generated from such silicates serve as effective hydrogen atom abstractors from thiols, furnishing thiyl radicals. The reactive sulfur species generated in this manner can be funneled into a nickel-mediated cross-coupling cycle employing aromatic bromides to furnish thioethers. The serendipitous discovery of this reaction and its utilization for the thioetherification of various aryl and heteroaryl bromides with a diverse array of thiols are described. The S-H selective H atom abstraction event enables a wide range of functional groups, including those bearing protic moieties, to be tolerated.

Organic Letters published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Application In Synthesis of 374930-88-8.

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