Category: piperazines

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>, Computed Properties of 197638-83-8, 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, Computed Properties of 197638-83-8.

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>, Reference of 229009-40-9, 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, Reference of 229009-40-9.

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>, Category: piperazines, 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, Category: piperazines.

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>, Product Details of C13H19BrN4O2, 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, Product Details of C13H19BrN4O2.

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

Papagni, Antonio; Del Buttero, Paola; Bertarelli, Chiara; Miozzo, Luciano; Moret, Massimo; Pryce, Mary T.; Rizzato, Silvia published the artcile< Novel fluorinated amino-stilbenes and their solid-state photodimerization>, Reference of 197638-83-8, the main research area is fluorinated aminostilbene solid state photodimerization.

We synthesized a series of polyfluoroaminostilbenes in satisfactory yields by Wittig reaction of 4-piperazinylbenzalhehydes with pentafluorobenzylidenetriphenylphosphorane and we analyzed the photochem. behavior of these stilbenes in the solid state; thanks to arene-perfluoroarene π-π interactions, some of them have shown a good propensity to give the corresponding cyclobutane photodimers in quant. yields. The photocyclization is reversible both in solution and in polymeric matrix, affording the corresponding stilbenes with different cis-trans stereoselectivity.

New Journal of Chemistrypublished new progress about [2+2] Photocycloaddition reaction. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Reference of 197638-83-8.

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

Bhattacharyya, Bhaswati; Dhara, Kaliprasanna published the artcile< Highly efficient, mild, one pot synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles promoted by N-iodosuccinimide>, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is benzimidazole benzothiazole imidazopyridine preparation.

A common and highly efficient metal-free route for the synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles from suitable 1,2- functionalized aromatic compounds and various aromatic and aliphatic aldehydes and ferrocenecarboxaldehyde was developed using 1-iodo-2,5-pyrrolidinedione, (N-iodosuccinimide) as the oxidizing agent. The methodol. involved very short reaction time, mild reaction procedure and easy work-up as well as excellent yields of the products. The synthesis of the target compounds was achieved by a reaction of 1,2-benzenediamine, 2-aminobenzenethiol, 2,3-pyridinediamine with aldehydes, such as benzaldehyde derivatives, 4-formylbenzonitrile, 1,3-benzodioxole-5-carboxaldehyde, citronellal, (formyl)ferrocene. The title compounds thus formed included 2-phenyl-1H-benzimidazole, 2-phenylbenzothiazole, (4-methyl-1H-benzimidazol-2-yl)ferrocene, 2-phenyl-3H-imidazo[4,5-b]pyridine derivatives

Journal of the Indian Chemical Societypublished new progress about Aliphatic aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine.

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

Nishizawa, Akihiro; Takahira, Tsuyoshi; Yasui, Kosuke; Fujimoto, Hayato; Iwai, Tomohiro; Sawamura, Masaya; Chatani, Naoto; Tobisu, Mamoru published the artcile< Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines>, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is phenol conversion aromatic amine nickel catalyzed decarboxylation carbamate; polystyrene supported phosphine ligand nickel catalyzed decarboxylation carbamate.

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Journal of the American Chemical Societypublished new progress about Amination (decarboxylative amination). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine.

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>, Recommanded Product: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid, 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 Chemistrypublished new progress about Density functional theory. 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

Lu, Xi; Wang, Xiao-Xu; Gong, Tian-Jun; Pi, Jing-Jing; He, Shi-Jiang; Fu, Yao published the artcile< Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters>, Name: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid, the main research area is functionalized geminal difluoroalkene preparation; haloalkene redox active ester defluorinative reductive coupling nickel catalyst.

An efficient method was developed for the synthesis of functionalized gem-difluoroalkenes I [R = c-hexyl, 4-BrC6H4(CH2)2, 4-CNC6H4O(CH2)2C(Me)2, etc.; Ar = 3,4-(OMe)2C6H3, 4-PhC6H4, 2-naphthyl, etc.] via nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with redox-active esters. The present reaction involved C(sp3)-F bond cleavage and C(sp3)-C(sp3) bond formation under very mild reaction conditions, while tolerating many sensitive functional groups and requiring minimal substrate protection. Therefore, this method provided an efficient and convenient approach for late-stage modification of biol. interesting mols.

Chemical Sciencepublished new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Name: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid.

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>, Application of C13H19BrN4O2, 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 Societypublished 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, Application of C13H19BrN4O2.

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