Category: piperazines

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>, Formula: C11H17BN2O2, 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 Science published 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, Formula: C11H17BN2O2.

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

Baxter, Ellen W.; Reitz, Allen B. published the artcile< Reductive aminations of carbonyl compounds with borohydride and borane reducing agents>, Safety of 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is review reductive amination carbonyl compound borohydride borane reducing agent.

A review of the article Reductive aminations of carbonyl compounds with borohydride and borane reducing agents.

Organic Reactions (Hoboken, NJ, United States) published new progress about Organic synthesis. 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

Raja Sekhara Reddy, B.; Pratap Reddy Gajulapalli, V.; Madhu Rekha, Estharla; Siva Krishna, Vagolu; Sriram, Dharmarajan; Sudakar Babu, K.; Kim, Eunha published the artcile< Design, synthesis, and in vitro biological evaluation of dehydroaripiprazole derivatives as antituberculosis agents and molecular docking study>, HPLC of Formula: 76535-74-5, the main research area is dehydroaripiprazole derivative antituberculosis agent biol mol docking.

In this study, we describe the synthesis of novel piperazine-substituted 7-(4-chlorobutoxy) quinolin-2(1H) derivatives 5a-z, which were designed through specific structural modifications of aripiprazole. Furthermore, the synthesized derivatives were described as potent in vitro inhibitors of Mycobacterium tuberculosis (MTB) H37Rv strain growth. Among these compounds, 5c, 5 h, and 5r were found to be the most active ones with a MIC of 0.78 μg/mL. This activity is better compared to that of ethambutol (MIC = 1.56 μg/mL). These compounds failed to inhibit normal RAW 264.7 macrophages. Moreover, in vitro findings were supported by mol. docking studies with the known anti-TB target (InhA). The mol. docking studies on 5c, 5 h, and 5r hit compounds clearly validated hydrogen bonds interactions with the Enoyl-acp reductase (INHA). Therefore, these results indicate that this class of compounds may provide candidates for future development, and hopefully provide drug alternatives for tuberculosis treatment.

Results in Chemistry published new progress about Cytotoxicity. 76535-74-5 belongs to class piperazines, and the molecular formula is C9H19ClN2O2, HPLC of Formula: 76535-74-5.

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

Ruby, Philip R.; De Benneville, Peter L. published the artcile< Leuckart alkylation of 2-piperazinones>, Recommanded Product: 3,3-Dimethylpiperazin-2-one, the main research area is .

The availability of 2-piperazinones suggested alkylation on the amine N, thereby leaving the amide N free for methylolation without side reactions. The reaction proceeded smoothly at 100-30° to give good yields when aldehydes were used but ketones did not react even at higher temperatures and 4-formyl-2-piperazinone, m. 170-2°, was the only product. In the sequence, NH3, MeNH2, and Me2NH, yields of 78, 53, and 0% were obtained in the Leuckart reaction with laurophenone (Crossley and Moore, C.A. 39, 1147.5). 3,3-Dimethyl-2-piperazinone (I) (128 g.) and 35 g. paraformaldehyde at reflux treated dropwise with 57.5 g. HCO2H, the mixture heated 2.5 hrs. on the steam bath and distilled yielded 131 g. 3,3,4-trimethyl-2-piperazinone, m. 131-2°. Paraldehyde (9.7 g.), 25.6 g. I, and 11.5 g. HCO2H heated 29 hrs. at 125-30° yielded 27% 3,3-dimethyl-4-ethyl-2-piperazinone, m. 164-5°. I (51.2 g.), 62 g. p-ClC6H4CHO, and 23 g. HCO2H refluxed 8 hrs. yielded 53 g. 3,3-dimethyl-4-p-chlorobenzyl-2-piperazinone, m. 201-3°. For other 4-substituted compounds, substituent, crude yield (%), and m.p. (uncorrected) are: iso-Bu, 60, 136-8°; 3,4-methylenedioxybenzyl, 35, 190-3°; 3,5,5-trimethylhexyl, 73, 99-100°.

Journal of the American Chemical Society published new progress about Aldehydes. 22476-74-0 belongs to class piperazines, and the molecular formula is C6H12N2O, Recommanded Product: 3,3-Dimethylpiperazin-2-one.

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

Lee, Heajin; Liu, Wenjun; Brown, Adrienne S.; Landgraf, Ralf; Wilson, James N. published the artcile< Fluorescent Kinase Probes Enabling Identification and Dynamic Imaging of HER2(+) Cells>, Recommanded Product: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid, the main research area is fluorescent kinase probe imaging HER2 cancer.

The human epidermal growth factor receptor, EGFR/ERBB/HER, family of receptor tyrosine kinases is central to many signaling pathways and a validated chemotherapy target in multiple cancers. While EGFR/ERBB-targeted therapies, including monoclonal antibodies, e.g., trastuzumab, and small mol. kinase inhibitors, such as lapatinib, have been developed, rapid identification and classification of cancer cells is key to identifying the best treatment regime. The authors report ERBB2 (also HER2) targeting kinase probes that exhibit a “”turn-on”” emission response upon binding. These live cell compatible probes differentiate ERBB2(+) cells from low-level, ERBB2(-) cells by targeting the intracellular ATP-binding pocket of ERBB2 with therapeutic inhibitor-like specificity. Beyond kinase expression levels, probe signal is linked to the phosphotyrosine-correlated activation state of the ERBB2 population. Addnl., the rapid signaling capability of the probes can report changes in activation state in live cells providing a unique type of complementary information to immunohistochem. assays of receptor kinase populations.

Analytical Chemistry (Washington, DC, United States) published new progress about Confocal laser scanning microscopy. 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

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

Cheng, Chuanjie; Sun, Jianwei; Xing, Lixin; Xu, Jimin; Wang, Xinyan; Hu, Yuefei published the artcile< Highly Chemoselective Pd-C Catalytic Hydrodechlorination Leading to the Highly Efficient N-Debenzylation of Benzylamines>, SDS of cas: 76535-74-5, the main research area is benzylamine debenzylation synergistic trichloroethane chemoselective hydrodechlorination palladium catalyst; amine hydrochloride preparation.

In the presence of 1,1,2-trichloroethane, a novel procedure for the Pd-C catalytic N-debenzylation of benzylamines was established. The method proceeded in a synergistic catalytic system and directly gave the products as crystalline amine hydrochlorides in practically quant. yields.

Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent) (benzylic). 76535-74-5 belongs to class piperazines, and the molecular formula is C9H19ClN2O2, SDS of cas: 76535-74-5.

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

Yang, Yang; Niedermann, Katrin; Han, Chong; Buchwald, Stephen L. published the artcile< Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides>, Category: piperazines, the main research area is secondary alkylzinc Negishi coupling heteroaryl halide palladium biarylphosphine catalyst.

The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described [e.g., using a palladacycle precatalyst ligated by CPhos, 3-chlorobenzisothiazole was coupled with i-PrZnBr.LiCl to afford 3-isopropylbenzisothiazole in 78% yield (normal:rearranged ratio = 98:2)]. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. Preparation and characterization of oxidative addition complex (L)(Ar)PdBr provided insight into the unique reactivity of catalysts based on CPhos-type ligands in facilitating challenging reductive elimination processes.

Organic Letters published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (heteroaryl halides → sec-alkyl heteroaryl compounds). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Category: piperazines.

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

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