Category: piperazines

Derivatives of piperazine. I. Derivatives of 3,4,5-trimethoxybenzoylpiperazine, a new group of compounds with antiulcerogenic activity was written by Toldy, Lajos;Toth, Istvan;Borsy, Jozsef. And the article was included in Acta Chimica Academiae Scientiarum Hungaricae in 1966.COA of Formula: C14H20N2O3 This article mentions the following:

Thirty-nine 4-substituted 1-(3,4,5-trimethoxybenzoyl)piperazines, 11 1-substituted-4-hydroxyalkylpiperazines, 11 1,4-dihydroxyethylpiperazine esters, and 12 other compounds were synthesized and were tested for antiulcerogenic and sedative activities. 1-(3,4,5-Trimethoxybenzoyl)-4-(尾-hydroxypropyl)piperazine 3,4,5-trimethoxybenzoate was the most effective compound It had no anticholinergic properties and acted presumably by way of a central mechanism effected through the hypothalamus. 32 references. In the experiment, the researchers used many compounds, for example, Benzyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (cas: 14000-67-0COA of Formula: C14H20N2O3).

Benzyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (cas: 14000-67-0) 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.COA of Formula: C14H20N2O3

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

Lipophilic quinolone derivatives: Synthesis and in vitro antibacterial evaluation was written by Sadowski, Elodie;Bercot, Beatrice;Chauffour, Aurelie;Gomez, Catherine;Varon, Emmanuelle;Mainardis, Mary;Sougakoff, Wladimir;Mayer, Claudine;Sachon, Emmanuelle;Anquetin, Guillaume;Aubry, Alexandra. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2022.Recommanded Product: 1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid This article mentions the following:

This paper reports on the design of a series of 10 novel lipophilic piperazinyl derivatives of the 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, their synthesis, their characterization by ¹H, ¹³C and ¹⁹F NMR, IR spectroscopy and HRMS, as well as their biol. activity against bacteria of medical interest. Among these derivatives, 2 were as potent as the parent quinolone against Neisseria gonorrhoeae whereas all the compounds displayed lower activity than the parent quinolone against other bacteria of medical interest. Our results showing that the increased lipophilicity was deleterious for antibacterial activity may help to design new quinolone derivatives in the future, especially lipophilic quinolones which have been poorly investigated previously. In the experiment, the researchers used many compounds, for example, 1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 112811-57-1Recommanded Product: 1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid).

1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 112811-57-1) 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. 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. Recommanded Product: 1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

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

伪-Adrenoceptor antagonistic and hypotensive properties of novel arylpiperazine derivatives of pyrrolidin-2-one was written by Zareba, Paula;Dudek, Magdalena;Lustyk, Klaudia;Siwek, Agata;Starowicz, Gabriela;Bednarski, Marek;Nowinski, Leszek;Razny, Katarzyna;Sapa, Jacek;Malawska, Barbara;Kulig, Katarzyna. And the article was included in Bioorganic & Medicinal Chemistry in 2015.SDS of cas: 27469-60-9 This article mentions the following:

This study focused on a series of pyrrolidin-2-one derivatives connected via two or four methylene units to arylpiperazine fragment. The compounds obtained for 伪₁– and 伪₂-adrenoceptors were assessed. The compound with highest affinity for the 伪₁-adrenoceptors was 1-{4-[4-(2-chloro-phenyl)-piperazin-1-yl]-butyl}-pyrrolidin-2-one I with pK_i = 7.30. Compound with pK_i (伪₁) 鈮?.44 were evaluated in functional bioassays for intrinsic activity at 伪_1A– and 伪_1B-adrenoceptors. All compounds tested were antagonists of the 伪_1B-adrenoceptors. Addnl., compounds II and I were 伪_1A-adrenoceptors antagonist. The dual 伪_1A-/伪_1B-adrenoceptors antagonists, compounds II and I were also tested in vivo for their hypotensive activity in rats. These compounds, when dosed of 1.0 mg/kg iv in normotensive, anesthetized rats, significantly decreased systolic and diastolic pressure and their hypotensive effects lasted for longer than one hour. In the experiment, the researchers used many compounds, for example, 4,4-Difluorobenzhydrylpiperazine (cas: 27469-60-9SDS of cas: 27469-60-9).

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. 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.SDS of cas: 27469-60-9

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

Discovery of novel 2-(4-aryl-2-methylpiperazin-1-yl)-pyrimidin-4-ones as glycogen synthase kinase-3尾 inhibitors was written by Kohara, Toshiyuki;Nakayama, Kazuki;Watanabe, Kazutoshi;Kusaka, Shin-ichi;Sakai, Daiki;Tanaka, Hiroshi;Fukunaga, Kenji;Sunada, Shinji;Nabeno, Mika;Saito, Ken-ichi;Eguchi, Jun-ichi;Mori, Akiko;Tanaka, Shinji;Bessho, Tomoko;Takiguchi-Hayashi, Keiko;Horikawa, Takashi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.SDS of cas: 147081-29-6 This article mentions the following:

The authors herein describe the results of further evolution of glycogen synthase kinase (GSK)-3尾 inhibitors from the authors’ promising compounds containing a 3-methylmorpholine moiety. Transformation of the morpholine moiety into a piperazine moiety resulted in potent GSK-3尾 inhibitors. SAR studies focused on the nitrogen atom of the piperazine moiety revealed that a Ph group afforded potent inhibitory activity toward GSK-3尾. Docking studies indicated that the Ph group on the piperazine nitrogen atom and the Me group on the piperazine make cation-蟺 and CH-蟺 interactions with GSK-3尾 resp. 4-Methoxyphenyl analog 29 (I) showed most potent inhibitory activity toward GSK-3尾 with good in vitro and in vivo pharmacokinetic profiles, and 29 demonstrated a significant decrease in tau phosphorylation after oral administration in mice. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl 3-methylpiperazine-1-carboxylate (cas: 147081-29-6SDS of cas: 147081-29-6).

(S)-tert-Butyl 3-methylpiperazine-1-carboxylate (cas: 147081-29-6) 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: 147081-29-6

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

New Genetic Bomb Trigger: Design, Synthesis, Molecular Dynamics Simulation, and Biological Evaluation of Novel BIBR1532-Related Analogs Targeting Telomerase against Non-Small Cell Lung Cancer was written by Tawfik, Haytham O.;El-Hamaky, Anwar A.;El-Bastawissy, Eman A.;Shcherbakov, Kirill A.;Veselovsky, Alexander V.;Gladilina, Yulia A.;Zhdanov, Dmitry D.;El-Hamamsy, Mervat H.. And the article was included in Pharmaceuticals in 2022.Computed Properties of C12H16N2O This article mentions the following:

Telomeres serve a critical function in cell replication and proliferation at every stage of the cell cycle. Telomerase is a ribonucleoprotein, responsible for maintaining the telomere length and chromosomal integrity of frequently dividing cells. Although it is silenced in most human somatic cells, telomere restoration occurs in cancer cells because of telomerase activation or alternative telomere lengthening. The telomerase enzyme is a universal anticancer target that is expressed in 85-95% of cancers. BIBR1532 is a selective non-nucleoside potent telomerase inhibitor that acts by direct noncompetitive inhibition. Relying on its structural features, three different series were designed, and 30 novel compounds were synthesized and biol. evaluated as telomerase inhibitors using a telomeric repeat amplification protocol (TRAP) assay. Target compounds 29a, 36b, and 39b reported the greatest inhibitory effect on telomerase enzyme with IC50 values of 1.7, 0.3, and 2.0 渭M, resp., while BIBR1532 displayed IC50 = 0.2 渭M. Compounds 29a, 36b, and 39b were subsequently tested using a living-cell TRAP assay and were able to penetrate the cell membrane and inhibit telomerase inside living cancer cells. Compound 36b was tested for cytotoxicity against 60 cancer cell lines using the NCI (USA) procedure, and the % growth was minimally impacted, indicating telomerase enzyme selectivity. To investigate the interaction of compound 36b with the telomerase allosteric binding site, mol. docking and mol. dynamics simulations were used. In the experiment, the researchers used many compounds, for example, 4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1Computed Properties of C12H16N2O).

4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1) 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. Computed Properties of C12H16N2O

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

Mode of insertion of miconazole, ketoconazole and deacylated ketoconazole in lipid layers. A conformational analysis was written by Brasseur, R.;Vandenbosch, C.;Van den Bossche, H.;Ruysschaert, J. M.. And the article was included in Biochemical Pharmacology in 1983.SDS of cas: 67914-61-8 This article mentions the following:

The conformation of three imidazole derivatives, miconazole, ketoconazole and deacylated ketoconazole (R 39519) inserted in a lipid layer was calculated using a procedure of conformational anal. For each imidazole derivative all probable conformers were inserted into a dipalmitoyl phosphatidylcholine (DPPC) monolayer. Miconazole maintains its two dichlorophenyl groups in the hydrophobic phase whereas the imidazole moiety is orientated in the hydrophilic phase. Ketoconazole orientates in dichlorophenyl group in the hydrophobic phase whereas its acylated piperazine moiety is oriented towards the hydrophobic region. Deacylation inverses completely the orientation of the compound The most probable conformer of R 39519 is inserted in the lipid layer with its piperazine moiety orientated towards the aqueous phase. The inversion increases the area occupied per drug mol. from 30 脜² for ketoconazole to 90 脜² for R39519 equal to the mean area occupied per miconazole mol. and higher than that occupied per DPPC mol. (60 脜²). Such a conformation should result in a destabilizing effect of microconazole and R 39519; this was proved using differential scanning calorimetry. In the experiment, the researchers used many compounds, for example, rel-1-(4-(((2R,4S)-2-((1H-Imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine (cas: 67914-61-8SDS of cas: 67914-61-8).

rel-1-(4-(((2R,4S)-2-((1H-Imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine (cas: 67914-61-8) 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.SDS of cas: 67914-61-8

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

Radioimmunoassay of tricyclic antidepressant and some phenothiazine drugs in forensic toxicology was written by Robinson, Katherine;Smith, R. N.. And the article was included in Journal of Immunoassay in 1985.Application In Synthesis of N,N-Dimethyl-10-(3-(4-methylpiperazin-1-yl)propyl)-10H-phenothiazine-2-sulfonamide This article mentions the following:

A RIA for screening blood and urine for tricyclic antidepressant and some phenothiazine drugs in forensic toxicol. is described. The assay has a broad cross-reactivity that enables therapeutic or subtherapeutic levels of most tricyclic antidepressants and a number of phenothiazines in blood to be detected. The antiserum is com. available and the radioligand, a radioiodinated conjugate of N-acetyl-L-histidine and nortriptyline聽聽[72-69-5], are easily prepared Blood samples required prior extraction to reduce the background but urine may be assayed directly. Seventy five 渭L of blood or 100 渭L of urine are required. Hemolysis or decomposition of the samples, common anticoagulants, and NaF do not affect the results. Data for 57 compounds are presented. 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: 316-81-4Application In Synthesis of N,N-Dimethyl-10-(3-(4-methylpiperazin-1-yl)propyl)-10H-phenothiazine-2-sulfonamide).

N,N-Dimethyl-10-(3-(4-methylpiperazin-1-yl)propyl)-10H-phenothiazine-2-sulfonamide (cas: 316-81-4) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. 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. Application In Synthesis of N,N-Dimethyl-10-(3-(4-methylpiperazin-1-yl)propyl)-10H-phenothiazine-2-sulfonamide

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

Inhibition of 4EBP phosphorylation mediates the cytotoxic effect of mechanistic target of rapamycin kinase inhibitors in aggressive B-cell lymphomas was written by Bi, Chengfeng;Zhang, Xuan;Lu, Ting;Zhang, Xiaoyan;Wang, Xianhuo;Meng, Bin;Zhang, Huilai;Wang, Ping;Vose, Julie M.;Chan, Wing C.;McKeithan, Timothy W.;Fu, Kai. And the article was included in Haematologica in 2017.Reference of 1255517-76-0 This article mentions the following:

Mechanistic target of rapamycin (mTOR) complex 1 is a central integrator of nutrient and growth factor inputs that controls cell growth in eukaryotes. The second generation of mTOR kinase inhibitors (TORKi), directly targeting the mTOR catalytic site, are more effective than rapamycin and its analogs in cancer treatment, particularly in inducing apoptosis. However, the mechanism underlying the cytotoxic effect of TORKi remains elusive. Herein, we demonstrate that TORKi-induced apoptosis is predominantly dependent on the loss of mTOR complex 1-mediated 4EBP activation. Knocking out RICTOR, a key component of mTOR complex 2, or inhibiting p70S6K has little effect on TORKi-induced apoptosis. Conversely, increasing the eIF4E:4EBP ratio by either overexpressing eIF4E or knocking out 4EBP1/2 protects lymphoma cells from TORKi-induced cytotoxicity. Furthermore, downregulation of MCL1 expression plays an important role in TORKi-induced apoptosis, whereas BCL-2 overexpression confers resistance to TORKi treatment. We further show that the therapeutic effect of TORKi in aggressive B-cell lymphomas can be predicted by BH3 profiling, and improved by combining it with pro-apoptotic drugs, especially BCL-2 inhibitors, both in vitro and in vivo. Taken together, the study herein provides mechanistic insight into TORKi cytotoxicity and identified a potential way to optimize its efficacy in the clin. treatment of aggressive B-cell lymphoma. 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: 1255517-76-0Reference 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. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 掳C and boils at 125鈥?30 掳C. 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.Reference of 1255517-76-0

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

Metformin reverse minocycline to inhibit minocycline-resistant Acinetobacter baumannii by destroy the outer membrane and enhance membrane potential in vitro was written by Guo, Tingting;Sun, Xiaoli;Yang, Jie;Yang, Liying;Li, Mengying;Wang, Yuhang;Jiao, Hongmei;Li, Guocai. And the article was included in BMC Microbiology in 2022.Product Details of 85721-33-1 This article mentions the following:

Acinetobacter baumannii (A. baumannii) is an opportunistic pathogen and has emerged as one of the most troublesome pathogens. Drug resistance in A. baumannii has been reported on a global scale. Minocycline was found to be active against multi-drug resistant A. baumannii and was approved by the FDA for the infections caused by sensitive strains of A. baumannii. However, the emergence of minocycline resistance and its toxic effects still need to be addressed. Therefore, this study aimed to evaluate the synergistic effects of metformin combined with minocycline on minocycline-resistant A. baumannii. The effect of metformin on the antibacterial activity of minocycline was determined by checkerboard and time-killing assay. Further, it was observed by biofilm formation assay that metformin combination with minocycline can inhibit the formation of biofilm. Outer membrane integrity, membrane permeability, membrane potential and reactive oxygen species (ROS) were monitored to explore the underlying synergistic mechanisms of metformin on minocycline. And the results shown that metformin can destroy the outer membrane of A. baumannii, enhance its membrane potential, but does not affect the membrane permeability and ROS. These findings suggested that the combination of metformin and minocycline has the potential for rejuvenating the activity of minocycline against minocycline-resistant A. baumannii. In the experiment, the researchers used many compounds, for example, 1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 85721-33-1Product Details of 85721-33-1).

1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 85721-33-1) belongs to piperazine derivatives. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 掳C and boils at 125鈥?30 掳C. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Product Details of 85721-33-1

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

Design, Synthesis, and Antibacterial Evaluation of Propylene-tethered 8-Methoxyl Ciprofloxacin-isatin Hybrids was written by Guo, Hua. And the article was included in Journal of Heterocyclic Chemistry in 2018.Application of 112811-57-1 This article mentions the following:

A series of 8-methoxyl ciprofloxacin (8-OMe CPFX)-isatin hybrids tethered through propylene were designed, synthesized, and examined for their in vitro antibacterial activities against a panel of Gram-pos. and Gram-neg. pathogens including drug-resistant bacteria. All the synthesized hybrids (min. inhibitory concentration: 鈮?.03-64 渭g/mL) exhibited considerable activities against the tested strains, especially against the Gram-neg. pathogens. Among them, hybrid 11-Cyclopropyl-6-fluoro-8-methoxy-7-(4-(3-(5-methyl-2,3-dioxoindolin-1-yl)propyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid was no inferior to the parent 8-OMe CPFX that could act as a starting point for further optimization. In the experiment, the researchers used many compounds, for example, 1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 112811-57-1Application of 112811-57-1).

1-Cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 112811-57-1) 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.Application of 112811-57-1

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