Category: piperazines

NVP-BEZ235 attenuated cell proliferation and migration in the squamous cell carcinoma of oral cavities and p70S6K inhibition mimics its effect was written by Hsu, Cheng-Ming;Lin, Pai-Mei;Lin, Hsin-Ching;Tsai, Yao-Te;Tsai, Ming-Shao;Li, Shau-Hsuan;Wu, Ching-Yuan;Yang, Yao-Hsu;Lin, Sheng-Fung;Yang, Ming-Yu. And the article was included in International Journal of Molecular Sciences in 2018.HPLC of Formula: 1255517-76-0 This article mentions the following:

NVP-BEZ235 or BEZ235 is a dual inhibitor of ATP (ATP)-competitive phosphoinositide 3-kinase (PI3K)/mammalian-target-of-rapamycin (mTOR) and is promising for cancer treatment. Because it targets more than one downstream effector, a dual approach is promising for cancer treatment. The aim of this study was to evaluate the efficacy of NVP-BEZ235 in treating oral cavity squamous cell carcinoma (OSCC). Two human OSCC cell lines, SCC-4 and SCC-25, were used in this study. PI3K-AKT signaling, proliferation, and cell migratory and invasion capabilities of OSCC cells were examined In NVP-BEZ235-treated SCC-4 and SCC-25 cells, the phosphorylation of 70-kDa ribosomal S6 kinase (p70S6K), but not mTOR, decreased within 24 h. NVP-BEZ235 inhibited OSCC-cell proliferation, migration, and invasion possibly by directly deregulating the phosphorylation of p70S6K. The phospho-p70S6K inhibitor mimicked the effects of NVP-BEZ235 for preventing proliferation and weakening the migratory and invasion abilities of SCC-4 and SCC-25 cells. This study further confirmed the effect of NVP-BEZ235 on OSCC cells and provided a new strategy for controlling the proliferation, migration, and invasion of OSCC cells using the phopho-p70S6K inhibitor. 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: 1255517-76-0HPLC of Formula: 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. Piperazine is a fairly basic compound and is an amine solvent. 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.HPLC of Formula: 1255517-76-0

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

Statistical approach reveals tidal effect on the antibiotics and environmental relationship with the case study of Yongjiang Estuary, China was written by Zheng, Chun-Li;Ruan, Tian;Shun Chan, Faith Ka;Bao, Peng;Li, Gang;Xu, Yao-Yang. And the article was included in Marine Environmental Research in 2021.HPLC of Formula: 98105-99-8 This article mentions the following:

We used statistical approach by coupling redundancy anal. with linear regression anal., which is useful to understand potential sources of antibiotics in the tide rising and ebbing of surface water in the Yongjiang Estuary, China. This study aimed to investigate the relationship between 29 antibiotics at five sites over four seasons and 13 environmental parameters during the tide rising and ebbing durations. The results found that dissolved organic carbon (DOC), salinity, temperature and chlorophyll a (Chla) were the main factors to impact antibiotics. The concentrations of macrolides were increasing with DOC, suggesting DOC may influence the adsorption capacity of antibiotics. The concentrations of tetracyclines had significant correlation with temperature and Chla during the tide rising period. This study demonstrated a method of exploring the relationship between the concentrations of antibiotics and environmental parameters, which is beneficial to future antibiotics research in estuaries. 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: 98105-99-8HPLC of Formula: 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. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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.HPLC of Formula: 98105-99-8

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

Piperazine-Based CCR5 Antagonists as HIV-1 Inhibitors. IV. Discovery of 1-[(4,6-Dimethyl-5-pyrimidinyl)carbonyl]- 4-[4-{2-methoxy-1(R)-4-(trifluoromethyl)phenyl}ethyl-3(S)-methyl-1-piperazinyl]- 4-methylpiperidine (Sch-417690/Sch-D), a Potent, Highly Selective, and Orally Bioavailable CCR5 Antagonist was written by Tagat, Jayaram R.;McCombie, Stuart W.;Nazareno, Dennis;Labroli, Marc A.;Xiao, Yushi;Steensma, Ruo W.;Strizki, Julie M.;Baroudy, Bahige M.;Cox, Kathleen;Lachowicz, Jean;Varty, Geoffrey;Watkins, Robert. And the article was included in Journal of Medicinal Chemistry in 2004.Application of 147081-29-6 This article mentions the following:

The nature and the size of the benzylic substituent are shown to be the key to controlling receptor selectivity (CCR5 vs. M1, M2) and potency in the title compounds Optimization of the lead benzylic Me compound 3 led to the methoxymethyl analog 30, which had excellent receptor selectivity and oral bioavailability in rats and monkeys. Compound 30 (Sch-417690/Sch-D), a potent inhibitor of HIV-1 entry into target cells, is currently in clin. trials. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl 3-methylpiperazine-1-carboxylate (cas: 147081-29-6Application of 147081-29-6).

(S)-tert-Butyl 3-methylpiperazine-1-carboxylate (cas: 147081-29-6) 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. Piperazine is formed as a co-product in the ammoniation of 1,2-dichloroethane or ethanolamine. These are the only routes to the chemical used commercially.Application of 147081-29-6

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

Intersystem extrapolation factors are substrate-dependent for CYP3A4: impact on cytochrome P450 reaction phenotyping was written by Dantonio, Alyssa L.;Doran, Angela C.;Obach, R. Scott. And the article was included in Drug Metabolism & Disposition in 2022.Safety of 2-(2-Ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one This article mentions the following:

The use of intersystem extrapolation factors (ISEF) is required for the quant. scaling of drug metabolism data generated in individually expressed cytochrome P 450 (CYP) enzymes when estimating fractional contribution (fm) to metabolism by P 450 enzymes in vivo. For successful prediction of fm, ISEF values must be universal across all substrates for any individual enzyme. In this study, ISEF values were generated for ten CYP3A4 selective substrates using a common source of recombinant heterologously expressed CYP3A4 (rCYP) and a pool of human liver microsomes. The resulting ISEF values for CYP3A4 were substrate-dependent and ranged 8-fold, with the highest value generated from intrinsic clearance of midazolam depletion (0.36) and the lowest from quinidine depletion (0.044). Application of these ISEF values for estimation of the fractional contribution of CYP3A4 and CYP2C19 to omeprazole clearance yielded values that ranged from 0.21-0.63 and 0.37-0.79, resp., as compared with back-extrapolated in vivo fm values of 0.27 (CYP3A4) and 0.85 (CYP2C19) from clin. pharmacokinetic data. For risperidone, estimated fm values for CYP3A4 and CYP2D6 ranged from 0.87-0.98 and 0.02-0.13, resp., as compared with in vivo values of 0.36 (CYP3A4) and 0.63-0.88 (CYP2D6), showing that the importance of CYP3A4 was overestimated, and the importance of CYP2D6 underestimated. Overall, these findings suggest that ISEF values for CYP3A4 can vary with the marker substrate used to derive them, thereby reducing the effectiveness of the approach of using metabolism data from rCYP3A4 with ISEF values for the prediction of fraction metabolized values in vivo. In the experiment, the researchers used many compounds, for example, 2-(2-Ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one (cas: 224785-90-4Safety of 2-(2-Ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one).

2-(2-Ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one (cas: 224785-90-4) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Safety of 2-(2-Ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

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

Spatial consequences of blocking mTOR/S6K relevance for therapy was written by Rosner, Margit;Schipany, Katharina;Hengstschlaeger, Markus. And the article was included in Cell Cycle in 2012.HPLC of Formula: 1255517-76-0 This article mentions the following:

This article highlights the recent data illustrating that different inhibitors cause distinct spatial redistributions of their targets, and that this might be of relevance for their usage in therapy. It concentrates on the effects of blocking mammalian target of rapamycin (mTOR)/S6 kinase (S6K). It is of intriguing relevance for their therapeutic usage to provide a detailed mol. investigation of the tumor, including the spatial regulation of both the drug targets and their substrates, causatively involved in the transformation process. Therapeutic approaches involving the well-directed, selective application of a single drug or the combined usage of various drugs to compensate for adverse side effects due to unintended subcellular redistribution could largely benefit from individual, tumor-specific spatial profiling of transformation-inducing and -promoting targets and from knowledge of the spatial consequences of target inhibition. 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: 1255517-76-0HPLC of Formula: 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. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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.HPLC of Formula: 1255517-76-0

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

MALDI-TOF mass spectrometric determination of 11 phenothiazines with heavy side chains in urine was written by Minakata, Kayoko;Yamagishi, Itaru;Nozawa, Hideki;Gonmori, Kunio;Hasegawa, Koutaro;Wurita, Amin;Suzuki, Masako;Watanabe, Kanako;Suzuki, Osamu. And the article was included in Forensic Toxicology in 2013.SDS of cas: 316-81-4 This article mentions the following:

A rapid screening method was developed for the determination of phenothiazines by matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF-MS). In this method, α-cyano-4-hydroxy cinnamic acid (CHCA) was used as the matrix to assist the ionization of phenothiazines. The identification of 11 phenothiazines with heavy side chains was achieved by observing their protonated mol. ions [M+H]⁺ at m/z 340-447. Quantification was achieved by using triflupromazine at m/z 353 as the internal standard (IS). The relative ionization efficiencies of 11 phenothiazines and IS on MALDI-TOF-MS were different from those achieved by ESI-MS, but the product ion spectra from MALDI-MS-MS were quite similar to those from ESI-MS-MS except in the case of flupentixol. The limit of detection was 0.3 ng/mL with a quantification range of 1-50 ng/mL urine in the best case; the limit of detection was 5 ng/mL with a quantification range of 10-100 ng/mL urine in the worst case for 10 phenothiazines except thiethylperazine. The present method provides a simple and high-throughput method for the screening of these phenothiazines using only 20 μl of urine. To our knowledge, this study is the first trial to analyze phenothiazines by MALDI-TOF-MS (-MS). In the experiment, the researchers used many compounds, for example, N,N-Dimethyl-10-(3-(4-methylpiperazin-1-yl)propyl)-10H-phenothiazine-2-sulfonamide (cas: 316-81-4SDS of cas: 316-81-4).

N,N-Dimethyl-10-(3-(4-methylpiperazin-1-yl)propyl)-10H-phenothiazine-2-sulfonamide (cas: 316-81-4) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. 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. SDS of cas: 316-81-4

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

Synthesis and some reactions of 2-(3-aminopropionyl)-1,3-indandiones was written by Hammouda, M.;Hamama, W. S.;Kandeel, E. M.;Afsah, E. M.. And the article was included in Pharmazie in 1988.Synthetic Route of C4H12Cl2N2 This article mentions the following:

The title compounds I (R₂N = 1,4-piperazinediyl, Me₂N, morpholino) were prepared by Mannich reaction of 2-acetyl-1,3-indandione (II) with R₂NH and CH₂O. Reactions of I with PhNH₂, glycine, piperazine, PhNHNH₂, and HONH₂ were investigated. Thus, I (R₂N = morpholino) and PhNHNH₂ gave the indenopyrazole III. II and HSCH₂CO₂H gave the thiazolidine IV. In the experiment, the researchers used many compounds, for example, Piperazine Dihydrochloride (cas: 142-64-3Synthetic Route of C4H12Cl2N2).

Piperazine Dihydrochloride (cas: 142-64-3) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Synthetic Route of C4H12Cl2N2

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

Cariprazine Treatment of Bipolar Depression: A Randomized Double-Blind Placebo-Controlled Phase 3 Study. was written by Earley, Willie;Burgess, Maria Victoria;Rekeda, Ludmyla;Dickinson, Regan;Szatmári, Balázs;Németh, György;McIntyre, Roger S;Sachs, Gary S;Yatham, Lakshmi N. And the article was included in The American journal of psychiatry in 2019.Application In Synthesis of 3-(trans-4-(2-(4-(2,3-Dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea This article mentions the following:

OBJECTIVE: Cariprazine, a dopamine D₃/D₂ and 5-HT_1A receptor partial agonist, was found to be effective in treating bipolar I depression in a previous phase 2 study. This phase 3 study further assessed the efficacy, safety, and tolerability of cariprazine in bipolar I depression. METHODS: In a double-blind placebo-controlled study, adult participants (18-65 years old) who met DSM-5 criteria for bipolar I disorder and a current depressive episode were randomly assigned to receive placebo (N=158) or cariprazine at 1.5 mg/day (N=157) or 3.0 mg/day (N=165). The primary and secondary efficacy parameters were changes from baseline to week 6 in Montgomery-Åsberg Depression Rating Scale (MADRS) score and Clinical Global Impressions severity (CGI-S) score, respectively. Least squares mean differences were estimated using a mixed model for repeated measures, and p values were adjusted for multiplicity. RESULTS: Both dosages of cariprazine were significantly more effective than placebo in improving depressive symptoms (reducing MADRS total score); the least squares mean differences were -2.5 (95% CI=-4.6, -0.4) for cariprazine at 1.5 mg/day and -3.0 (95% CI=-5.1, -0.9) for cariprazine at 3.0 mg/day. Both cariprazine dosages were associated with lower CGI-S scores compared with placebo, but the differences did not reach statistical significance after adjustment for multiplicity (least squares mean difference, -0.2 [95% CI=-0.5, 0.0] for the 1.5 mg/day group and -0.3 [95% CI=-0.5, 0.0] for the 3.0 mg/day group). Common treatment-emergent adverse events (in at least 5% of participants in either cariprazine treatment group and twice the rate of the placebo group) were nausea, akathisia, dizziness, and sedation. Mean changes in weight and metabolic parameters were relatively small and comparable across groups. CONCLUSIONS: Cariprazine, at both 1.5 mg/day and 3.0 mg/day, was effective, generally well tolerated, and relatively safe in reducing depressive symptoms in adults with bipolar I depression. In the experiment, the researchers used many compounds, for example, 3-(trans-4-(2-(4-(2,3-Dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea (cas: 839712-12-8Application In Synthesis of 3-(trans-4-(2-(4-(2,3-Dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea).

3-(trans-4-(2-(4-(2,3-Dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea (cas: 839712-12-8) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Piperazine is formed as a co-product in the ammoniation of 1,2-dichloroethane or ethanolamine. These are the only routes to the chemical used commercially.Application In Synthesis of 3-(trans-4-(2-(4-(2,3-Dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea

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

GC-MS analysis and antimicrobial activities of a Rosmarinus officinalis L. essential oil from Kashan Region (Iran) was written by Ghavam, Mansureh. And the article was included in Biochemical Systematics and Ecology in 2022.SDS of cas: 13292-46-1 This article mentions the following:

The essential oil (EO) from Rosmarinus officinalis L. gains attention as preservative in food and pharmaceutical industry. As specialized metabolites biosynthesis is mostly affected by abiotic factors (e.g. climate, temperature, light, etc.), our efforts have been devoted to study was the chem. composition and the antimicrobial activity of the EO from R. officinalis in Kashan, Iran. Twenty-nine components were identified by gas chromatog.-mass spectrometry (GC-MS) anal. The main compounds included α-pinene (19.41%), 1,8-cineole (15.40%), camphor (8.87%), borneol (8.48%) and verbenone (8.8%). The studied EO was active against Gram-pos. bacteria Bacillus subtilis, Staphylococcus aureus and Staphylococcus epidermidis. Based on MIC values, the inhibitory effect against Pseudomonas aeruginosa was higher than that of rifampin. The antimicrobial activity of rosemary EO from Kashan Region (Iran) encourages its cultivation among local farmers to promote a local production In the experiment, the researchers used many compounds, for example, 8-(n-(4-methyl-1-piperazinyl)formidoyl)-rifomycins (cas: 13292-46-1SDS of cas: 13292-46-1).

8-(n-(4-methyl-1-piperazinyl)formidoyl)-rifomycins (cas: 13292-46-1) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. 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. SDS of cas: 13292-46-1

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

Interruption of MDM2 signaling augments MDM2-targeted T cell-based antitumor immunotherapy through antigen-presenting machinery was written by Kono, Michihisa;Kumai, Takumi;Hayashi, Ryusuke;Yamaki, Hidekiyo;Komatsuda, Hiroki;Wakisaka, Risa;Nagato, Toshihiro;Ohkuri, Takayuki;Kosaka, Akemi;Ohara, Kenzo;Kishibe, Kan;Takahara, Miki;Katada, Akihiro;Hayashi, Tatsuya;Celis, Esteban;Kobayashi, Hiroya;Harabuchi, Yasuaki. And the article was included in Cancer Immunology Immunotherapy in 2021.Synthetic Route of C30H30Cl2N4O4 This article mentions the following:

Identification of immunogenic tumor antigens, their corresponding T cell epitopes and the selection of effective adjuvants are prerequisites for developing effective cancer immunotherapies such as therapeutic vaccines. Murine double minute 2 (MDM2) is an E3 ubiquitin-protein ligase that neg. regulates tumor suppressor p53. Because MDM2 overexpression serves as a poor prognosis factor in various types of tumors, it would be beneficial to develop MDM2-targeted cancer vaccines. In this report, we identified an MDM2-derived peptide epitope (MDM232-46) that elicited antigen-specific and tumor-reactive CD4+ T cell responses. These CD4+ T cells directly killed tumor cells via granzyme B. MDM2 is expressed in head and neck cancer patients with poor prognosis, and the T cells that recognize this MDM2 peptide were present in these patients. Notably, Nutlin-3 (MDM2-p53 blocker), inhibited tumor cell proliferation, was shown to augment antitumor T cell responses by increasing MDM2 expression, HLA-class I and HLA-DR through class II transactivator (CIITA). These results suggest that the use of this MDM2 peptide as a therapeutic vaccine combined with MDM2 inhibitors could represent an effective immunol. strategy to treat cancer. In the experiment, the researchers used many compounds, for example, 4-(cis-4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one (cas: 548472-68-0Synthetic Route of C30H30Cl2N4O4).

4-(cis-4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one (cas: 548472-68-0) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Piperazine is formed as a co-product in the ammoniation of 1,2-dichloroethane or ethanolamine. These are the only routes to the chemical used commercially.Synthetic Route of C30H30Cl2N4O4

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