Category: piperazines

Synthesis and biological screening of 1-N-[4-[bis((4-fluorophenyl)methyl]-1-piperazinyl]-4-arylidene-2-(4-methoxyphenyl)-5-oxoimidazolines was written by Savaliya, M. D.;Dobaria, J. G.;Bhuva, V. V.;Purohit, D. M.. And the article was included in Organic Chemistry: An Indian Journal in 2010.Quality Control of 4,4-Difluorobenzhydrylpiperazine This article mentions the following:

Several piperazine imidazolone derivatives were designed for a study of their antimicrobial activity, the synthesis of the target compounds was achieved by a reaction of 4-[bis(4-fluorophenyl)methyl]-1-piperazinamine with 2-(4-methoxyphenyl)-4-(arylmethylene)-5-oxazolone derivatives and the products thus obtained were confirmed by IR, ¹H-NMR, MS, and elemental anal. The title compounds thus obtained [i.e., 3-[4-bis(4-fluorophenyl)methyl]-3,5-dihydro-2-(4-methoxyphenyl)-5-(arylmethylene)-4H-imidazol-4-one derivatives] were evaluated against Bacillus subtilis, Bacillus cereus, Escherichia coli, Enterobacter aerogenes, and Aspergillus niger and it was discovered that these compounds displayed moderate antimicrobial activity in comparison with ampicillin, chloramphenicol, norfloxacin, and griseofulvin at a concentration of 50 μg/mL. In the experiment, the researchers used many compounds, for example, 4,4-Difluorobenzhydrylpiperazine (cas: 27469-60-9Quality Control of 4,4-Difluorobenzhydrylpiperazine).

4,4-Difluorobenzhydrylpiperazine (cas: 27469-60-9) belongs to piperazine derivatives. The piperazine scaffold is often found in biologically active compounds in different therapeutic areas. These therapeutic areas include antifungals, antidepressants, antivirals, and serotonin receptor (5-HT) antagonists/agonists. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful. Quality Control of 4,4-Difluorobenzhydrylpiperazine

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

Reusable Co-nanoparticles for general and selective N-alkylation of amines and ammonia with alcohols was written by Ma, Zhuang;Zhou, Bei;Li, Xinmin;Kadam, Ravishankar G.;Gawande, Manoj B.;Petr, Martin;Zboril, Radek;Beller, Matthias;Jagadeesh, Rajenahally V.. And the article was included in Chemical Science in 2022.Name: 4,4-Difluorobenzhydrylpiperazine This article mentions the following:

A general cobalt-catalyzed N-alkylation of amines with alcs. by borrowing hydrogen methodol. to afford alkylated amines I [R = Pr-n, cyclohexyl, Ph, etc.; R¹ = Ph, 4-MeC₆H₄, 4-FC₆H₄, etc.] was reported. The optimal catalyst for this transformation was prepared by pyrolysis of a specific templated material, which was generated in situ by mixing cobalt salts, nitrogen ligands and colloidal silica and subsequent removal of silica. Applying this novel Co-nanoparticle-based material, >100 primary, secondary and tertiary amines including N-methylamines and selected drug mols. were conveniently prepared starting from inexpensive and easily accessible alcs. and amines or ammonia. In the experiment, the researchers used many compounds, for example, 4,4-Difluorobenzhydrylpiperazine (cas: 27469-60-9Name: 4,4-Difluorobenzhydrylpiperazine).

4,4-Difluorobenzhydrylpiperazine (cas: 27469-60-9) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Name: 4,4-Difluorobenzhydrylpiperazine

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

Studies on Development of Sufficiently Chemoselective N-Acylation Reagents: N-Acyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamides was written by Kondo, K.;Sekimoto, E.;Nakao, J.;Murakami, Y.. And the article was included in Tetrahedron in 2000.Safety of Benzyl 3-methylpiperazine-1-carboxylate This article mentions the following:

A variety of storable N-acyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamides, prepared from N-2,3,4,5,6-pentafluorophenylmethanesulfonamide, have been developed after systematic research on the structure-reactivity relationship and were found to serve as N-acylation reagents exhibiting sufficiently good chemoselectivity. In the experiment, the researchers used many compounds, for example, Benzyl 3-methylpiperazine-1-carboxylate (cas: 84477-85-0Safety of Benzyl 3-methylpiperazine-1-carboxylate).

Benzyl 3-methylpiperazine-1-carboxylate (cas: 84477-85-0) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.Safety of Benzyl 3-methylpiperazine-1-carboxylate

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

Assessment of a specific sample cleanup for the multiresidue determination of veterinary drugs and pesticides in salmon using liquid chromatography/tandem mass spectrometry was written by Castilla-Fernandez, Delia;Moreno-Gonzalez, David;Bouza, Marcos;Saez-Gomez, Andrea;Ballesteros, Evaristo;Garcia-Reyes, Juan F.;Molina-Diaz, Antonio. And the article was included in Food Control in 2021.Recommanded Product: 98105-99-8 This article mentions the following:

A novel sample treatment approach based on a modified QuEChERS method was evaluated for the simultaneous determination of veterinary drug and pesticide residues in salmon in this work. To improve the QuEChERS performance, Enhanced Matrix Removal-Lipid dSPE cleanup sorbent was evaluated for the first time for the simultaneous anal. of these organic contaminants in salmon samples. Due to this sorbent can effectively remove coextd. families of lipids. To cover a wide range of polarities, 65 pesticides and 41 veterinary drugs with log Kow ranging from -1.4 to 5.5 were selected. Extracts after cleanup were analyzed by ultra-high-performance liquid chromatog.-tandem mass spectrometry for analyte confirmation and quantitation. Outstanding results were obtained for both extraction efficiency and matrix removal. A negligible matrix effect was obtained for 57% of the studied compounds, whereas the rest presented a soft matrix effect. The recovery for spiked samples was in agreement with the current European Union recommendations for most compounds The rest of the parameters were also satisfactory, reaching quantification limits lower than 3.7μg kg-1 in all cases. The precision was better than 20% in all cases. Finally, the method performance was successfully demonstrated with 20 salmon samples, five of which contained pesticide or veterinary drug residues. In the experiment, the researchers used many compounds, for example, 6-Fluoro-1-(4-fluorophenyl)-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 98105-99-8Recommanded Product: 98105-99-8).

6-Fluoro-1-(4-fluorophenyl)-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 98105-99-8) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. Two common salts in the form of which piperazine is usually prepared for pharmaceutical or veterinary purposes are the citrate, 3C4H10N2.2C6H8O7 (i.e. containing 3 molecules of piperazine to 2 molecules of citric acid), and the adipate, C4H10N2.C6H10O4 (containing 1 molecule each of piperazine and adipic acid).Recommanded Product: 98105-99-8

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

Discovery of 2-substituted 1H-benzo[d]imidazole-4-carboxamide derivatives as novel poly(ADP-ribose)polymerase-1 inhibitors with in vivo anti-tumor activity was written by Zhou, Jie;Ji, Ming;Zhu, Zhixiang;Cao, Ran;Chen, Xiaoguang;Xu, Bailing. And the article was included in European Journal of Medicinal Chemistry in 2017.Electric Literature of C8H18N2 This article mentions the following:

Novel 1H-benzo[d]imidazole-4-carboxamide derivatives bearing five-membered or six-membered N-heterocyclic moieties at the 2-position were designed and synthesized as PARP-1 inhibitors. Structure-activity relationships were conducted and led to a number of potent PARP-1 inhibitors having IC₅₀ values in the single or double digit nanomolar level. Some potent PARP-1 inhibitors also had similar inhibitory activities against PARP-2. Among all the synthesized compounds, compound I and II (R = cyclohexyl) displayed strong potentiation effects on temozolomide (TMZ) in MX-1 cells (PF₅₀ = 7.10, PF₅₀ = 4.17). In vivo tumor growth inhibition was investigated using compound I in combination with TMZ, and it was demonstrated that compound I could strongly potentiate the cytotoxicity of TMZ in MX-1 xenograft tumor model. Two co-crystal structures of compounds II (R = H) and III complexed with PARP-1 were achieved and demonstrated a unique binding mode of these benzo-imidazole derivatives In the experiment, the researchers used many compounds, for example, 1-Isobutylpiperazine (cas: 5308-28-1Electric Literature of C8H18N2).

1-Isobutylpiperazine (cas: 5308-28-1) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Piperazine and its salts did not induce point mutations in a bacterial test. A series of mutagenicity studies in cells, both in vitro and in vivo, has been completed and showed no evidence of mutagenic effect.Electric Literature of C8H18N2

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

S6K1 inhibits HBV replication through inhibiting AMPK-ULK1 pathway and disrupting acetylation modification of H3K27 was written by Wang, Yun;Han, Ming;Liu, Shunai;Yuan, Xiaoxue;Zhao, Jing;Lu, Hongping;Han, Kai;Liang, Pu;Cheng, Jun. And the article was included in Life Sciences in 2021.SDS of cas: 1255517-76-0 This article mentions the following:

To investigated the effect of S6K1 on the replication and transcription of HBV DNA using multiple cell models. The pgRNA, total HBV RNA and HBV DNA level were detected by Real-time PCR. The HBcAg expression by Western blot and the activity of four HBV promoters, such as preS1, preS2/S, core, and X promoters by using dual luciferase reporter assay. Moreover, we determined S6K1 interacted with HBcAg in both cytoplasm and nucleus through Immunofluorescence, co-immunoprecipitation (CoIP) and Western blot. S6K1 inhibited HBV DNA replication and cccDNA-dependent transcription in HBV-expressing stable cell lines. The mechanistic study revealed that S6K1 suppressed HBV DNA replication by inhibiting AMPK-ULK1 autophagy pathway, and the nuclear S6K1 suppressed HBV cccDNA-dependent transcription by inhibiting the acetylation modification of H3K27. In addition, HBV capsid protein (HBcAg) suppressed the phosphorylation level of S6K1Thr389 by interacting with S6K1, indicating a viral antagonism of S6K1-mediated antiviral mechanism. The p70 ribosomal S6 kinase (S6K1) is a serine/threonine protein kinase, and it plays a significant role in different cellular processes. It has been previously reported that S6K1 affects hepatitis B virus (HBV) replication but the underlying mechanism remains unclear. In this study, our data suggested that the activation of S6K1 restricts HBV replication through inhibiting AMPK-ULK1 autophagy pathway and H3K27 acetylation. These findings indicated that S6K1 might be a potential therapeutic target for HBV infection. In the experiment, the researchers used many compounds, for example, 2-((4-(5-Ethylpyrimidin-4-yl)piperazin-1-yl)methyl)-6-(trifluoromethyl)-1H-benzo[d]imidazole (cas: 1255517-76-0SDS of cas: 1255517-76-0).

2-((4-(5-Ethylpyrimidin-4-yl)piperazin-1-yl)methyl)-6-(trifluoromethyl)-1H-benzo[d]imidazole (cas: 1255517-76-0) belongs to piperazine derivatives. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 °C and boils at 125–130 °C. Two common salts in the form of which piperazine is usually prepared for pharmaceutical or veterinary purposes are the citrate, 3C4H10N2.2C6H8O7 (i.e. containing 3 molecules of piperazine to 2 molecules of citric acid), and the adipate, C4H10N2.C6H10O4 (containing 1 molecule each of piperazine and adipic acid).SDS of cas: 1255517-76-0

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

The p70S6K specific inhibitor PF-4708671 impedes non-small cell lung cancer growth was written by Qiu, Zhi-Xin;Sun, Rong-Fei;Mo, Xian-Ming;Li, Wei-Min. And the article was included in PLoS One in 2016.Related Products of 1255517-76-0 This article mentions the following:

Background: As a serine/threonine protein kinase, p70S6K plays an important role in tumor cells. Evidence has revealed overexpression of p70S6K and phosphorylated p70S6K (p-p70S6K) in various tumor tissues, with these proteins identified as independent prognostic markers in non-small cell lung cancer (NSCLC). In this study, we explored the role of the p70S6K specific inhibitor PF-4708671 in NSCLC. Methods: Three NSCLC cell lines (A549, SK-MES-1, and NCI-H460) were treated with PF-4708671 at five different concentrations, including 0.1μM, 0.3μM, 1μM, 3μM and 10μM, and protein levels were determined by Western-blot. Then, PF-4708671’s effects were assessed both in vitro (cell proliferation, apoptosis, cell cycle distribution, and invasion) and in vivo. Results: The expression levels of p-p70S6K and the downstream effector S6 were significantly reduced by PF-4708671. Diametrically opposite, the downstream protein levels of BAD, Caspase3 and ERK had increased after treatment with PF-4708671. In addition, PF-4708671 drastically inhibited cell proliferation and invasion ability in A549, SK-MES-1 and NCI-H460 cells in vitro, causing cell cycle arrest in G0-G1 phase. Limited effects of PF-4708671 were observed on apoptosis in the three NSCLC cell lines assessed. Importantly, PF-4708671 could inhibit tumorigenesis in nude mice in vivo. Conclusion: These findings demonstrated that the p70S6K specific inhibitor PF-4708671 has inhibitory effects on NSCLC tumorigenesis in vitro and in vivo. Therefore, P70S6K should be considered a new potential therapeutic target, and PF-470867 may be used as targeted drug for cancer treatment. In the experiment, the researchers used many compounds, for example, 2-((4-(5-Ethylpyrimidin-4-yl)piperazin-1-yl)methyl)-6-(trifluoromethyl)-1H-benzo[d]imidazole (cas: 1255517-76-0Related Products of 1255517-76-0).

2-((4-(5-Ethylpyrimidin-4-yl)piperazin-1-yl)methyl)-6-(trifluoromethyl)-1H-benzo[d]imidazole (cas: 1255517-76-0) belongs to piperazine derivatives. The piperazine scaffold is often found in biologically active compounds in different therapeutic areas. These therapeutic areas include antifungals, antidepressants, antivirals, and serotonin receptor (5-HT) antagonists/agonists. Although many piperazine derivatives occur naturally, piperazine itself can be synthesized by reacting alcoholic ammonia with 1,2-dichloroethane, by the action of sodium and ethylene glycol on ethylene diamine hydrochloride, or by reduction of pyrazine with sodium in ethanol.Related Products of 1255517-76-0

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

Tuning the selectivity of N-alkylated styrylquinolinium dyes for sensing of G-quadruplex DNA was written by Wang, Ming-Qi;Xu, Jing;Zhang, Lan;Liao, Yue;Wei, Heng;Yin, Ying-Ying;Liu, Qiang;Zhang, Yuan. And the article was included in Bioorganic & Medicinal Chemistry in 2019.Electric Literature of C12H16N2O This article mentions the following:

Selective and sensitive detection of G-quadruplex DNA structures is an important issue and attracts extensive interest. To this end, numerous small mol. fluorescent probes have been designed. Here, the authors present a series of N-alkylated styrylquinolinium dyes named Ls-1, Ls-2 and Ls-3 with varying side groups at the chain end. These dyes exhibited different binding behaviors to DNAs, and Ls-2 with a sulfonato group at the chain end displayed sensitivity and selectivity to G-quadruplex DNA structures in vitro. The characteristics of this dye and its interaction with G-quadruplex DNA were comprehensively studied by UV-visible spectrophotometry, fluorescence, CD and mol. docking. Furthermore, confocal fluorescence images and MTT assays indicated dye Ls-2 could pass through membrane and enter the living HepG2 cells with low cytotoxicity. In the experiment, the researchers used many compounds, for example, 4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1Electric Literature of C12H16N2O).

4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1) belongs to piperazine derivatives. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 °C and boils at 125–130 °C. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Electric Literature of C12H16N2O

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

New 3-aryl-2-(2-thienyl)acrylonitriles with high activity against hepatoma cells was written by Schaller, Eva;Ma, Andi;Gosch, Lisa Chiara;Klefenz, Adrian;Schaller, David;Goehringer, Nils;Kaps, Leonard;Schuppan, Detlef;Volkamer, Andrea;Schobert, Rainer;Biersack, Bernhard;Nitzsche, Bianca;Hoepfner, Michael. And the article was included in International Journal of Molecular Sciences in 2021.Quality Control of 4-(4-Methylpiperazin-1-yl)benzaldehyde This article mentions the following:

New 2-(thien-2-yl)-acrylonitriles with putative kinase inhibitory activity were prepared and tested for their antineoplastic efficacy in hepatoma models. Four out of the 14 derivatives were shown to inhibit hepatoma cell proliferation at (sub-)micromolar concentrations with IC₅₀ values below that of the clin. relevant multikinase inhibitor sorafenib, which served as a reference Colony formation assays as well as primary in vivo examinations of hepatoma tumors grown on the chorioallantoic membrane of fertilized chicken eggs (CAM assay) confirmed the excellent antineoplastic efficacy of the new derivatives Their mode of action included an induction of apoptotic capsase-3 activity, while no contribution of unspecific cytotoxic effects was observed in LDH-release measurements. Kinase profiling of cancer relevant protein kinases identified the two 3-aryl-2-(thien-2-yl)acrylonitrile derivatives 1b and 1c as (multi-)kinase inhibitors with a preferential activity against the VEGFR-2 tyrosine kinase. Addnl. bioinformatic anal. of the VEGFR-2 binding modes by docking and mol. dynamics calculations supported the exptl. findings and indicated that the hydroxy group of 1c might be crucial for its distinct inhibitory potency against VEGFR-2. Forthcoming studies will further unveil the underlying mode of action of the promising new derivatives as well as their suitability as an urgently needed novel approach in HCC treatment. In the experiment, the researchers used many compounds, for example, 4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1Quality Control of 4-(4-Methylpiperazin-1-yl)benzaldehyde).

4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Quality Control of 4-(4-Methylpiperazin-1-yl)benzaldehyde

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

Randomised, open-label, multicentric phase III trial to evaluate the safety and efficacy of palbociclib in combination with endocrine therapy, guided by ESR1 mutation monitoring in oestrogen receptor-positive, HER2-negative metastatic breast cancer patients: study design of PADA-1. was written by Berger, Frédérique;Marce, Margaux;Delaloge, Suzette;Hardy-Bessard, Anne-Claire;Bachelot, Thomas;Bièche, Ivan;Pradines, Anne;De La Motte Rouge, Thibault;Canon, Jean-Luc;André, Fabrice;Arnould, Laurent;Clatot, Florian;Lemonnier, Jérôme;Marques, Sandrine;Bidard, François-Clement. And the article was included in BMJ open in 2022.Category: piperazines This article mentions the following:

INTRODUCTION: The combination of a CDK4/6 inhibitor with an aromatase inhibitor (AI) has recently become the gold standard for AI-sensitive first line treatment of oestrogen receptor-positive (ER+) HER2-negative (HER2-) advanced breast cancer. However, most patients receiving this combination will ultimately progress and require further therapies.Several studies have demonstrated that the onset of a ESR1 gene mutation lead to AIs resistance in the advanced setting. ESR1 mutations can be detected in circulating tumour DNA (ctDNA) using a digital PCR assay. Our study aims to prove the clinical efficacy of periodic monitoring for emerging or rise of ESR1 mutations in ctDNA to trigger an early change from AI plus palbociclib to fulvestrant plus palbociclib treatment while assessing global safety. METHODS: PADA-1 is a randomised, open-label, multicentric, phase III trial conducted in patients receiving AI and palbociclib as first line therapy for metastatic ER +HER2- breast cancer. 1000 patients will be included and treated with palbociclib in combination with an AI. Patients will be screened for circulating blood ESR1 mutation detection at regular intervals. Patients for whom a rising circulating ESR1 mutation is detected without tumour progression (up to N=200) will be randomised (1:1) between (1) Arm A: no modification of therapy; and (2) Arm B: palbociclib in combination with fulvestrant, a selective ER down-regulator. At tumour progression, an optional crossover will be offered to patients randomised in arm A. The coprimary endpoints are (1) Grade ≥3 haematological toxicities and their associations with baseline characteristics and (2) progression-free survival in randomised patients. ETHICS AND DISSEMINATION: The study has been approved by the French medicines agency (ANSM) and by an ethics committee (ref 01/17_1 CPP Ouest-IV Nantes) in January 2017. The trial results will be published in academic conference presentations and international peer-reviewed journals. TRIAL REGISTRATION NUMBERS: EudraCT: 2016-004360-18; NCT03079011. In the experiment, the researchers used many compounds, for example, 6-Acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (cas: 571190-30-2Category: piperazines).

6-Acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (cas: 571190-30-2) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful. Category: piperazines

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