Piperazines were originally named because of their chemical similarity with piperidine, part of the structure of piperine in the black pepper plant (Piper nigrum). 103-76-4, formula is C6H14N2O, Name is N-(2-Hydroxyethyl)piperazine. The -az- infix added to “piperazine” refers to the extra nitrogen atom, compared to piperidine. It is important to note, however, that piperazines are not derived from plants in the Piper genus. Quality Control of 103-76-4.
Buravchenko, Galina I.;Scherbakov, Alexander M.;Dezhenkova, Lyubov G.;Bykov, Evgeny E.;Solovieva, Svetlana E.;Korlukov, Alexander A.;Sorokin, Danila V.;Monzote Fidalgo, Lianet;Shchekotikhin, Andrey E. research published 《 Discovery of derivatives of 6(7)-amino-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides: novel, hypoxia-selective HIF-1α inhibitors with strong antiestrogenic potency》, the research content is summarized as follows. The synthesis of 3-phenylquinoxaline-2-carbonitrile 1,4-dioxides bearing cyclic diamine residues at positions 6 or 7 I (R = H, piperazin-1-yl, 3-methylpiperazin-1-yl, 3-aminopyrrolidin-1-yl, etc.; R1 = F, Cl, 3-methylpiperazin-1-yl, etc.) based on the nucleophilic substitution of halogens has been described. All synthesized 6(7)-aminoquinoxaline-2-carbonitrile 1,4-dioxides I demonstrated higher cytotoxicity and hypoxia selectivity compared to the reference agent tirapazamine against breast adenocarcinoma cell lines (MCF7, MDA-MB-231). The structure and position of the diamine residue considerably affect the antiproliferative properties of the quinoxaline-2-carbonitrile 1,4-dioxides I. The introduction of a halogen atom at position 7 in the quinoxaline ring of I (R = piperazin-1-yl; R1 = H) considerably increases the cytotoxicity of compounds I [R = piperazin-1-yl; R1 = F, Cl] under both normoxic and hypoxic conditions. However, the most hypoxia-selective derivatives were non-halogenated 7-aminosubstituted 3-phenylquinoxaline-2-carbonitrile 1,4-dioxides I (R = H; R1 = piperazin-1-yl, 3-methylpiperazin-1-yl, 3-aminopyrrolidin-1-yl, etc.). Of the 32 novel synthesized derivatives, I approx. some of the 6(7)-amino-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides demonstrated high antiproliferative potency against wild type leukemia cells K562 and drug-resistant subline K562/4 with the expression of p-glycoprotein (p-gp) compared to the reference agent doxorubicin, which exhibited one order of magnitude lower activity towards K562/4 cells than towards K562 cells. Lead compounds I (R = piperazin-1-yl; R1 = F) and I [R = H; R1 = (3S)-3-aminopyrrolidin-1-yl] inhibited HIF-1α expression and activity and induced apoptosis in hypoxic tumor cells, which was confirmed by poly(ADP-ribose)polymerase (PARP) cleavage. Moreover, I (R = piperazin-1-yl; R1 = F) and I [R = H; R1 = (3S)-3-aminopyrrolidin-1-yl] showed strong antiestrogenic potencies in MCF7 breast cancer cells. Thus, the described series of quinoxaline 1,4-dioxides I has high anticancer potential and good aqueous solubility Therefore, these compounds are promising for further drug development of hypoxia-targeted anticancer agents.
103-76-4, 1-(2-Hydroxyethyl)piperazine is a useful research compound. Its molecular formula is C6H14N2O and its molecular weight is 130.19 g/mol. The purity is usually 95%.
1-(2-Hydroxyethyl)piperazine is a chemical solvent that is used for the absorption of amines and other compounds. It has been shown to have a high affinity for acidic substances, which may be due to its ability to form hydrogen bonds with them. 1-(2-Hydroxyethyl)piperazine is also used in sample preparation for the analysis of amines and other compounds in fruit extracts. The solubility of 1-(2-Hydroxyethyl)piperazine depends on the experimental conditions, including pH, temperature, and pressure. FT-IR spectroscopy has been used to measure the vibrational modes of 1-(2-Hydroxyethyl)piperazine molecules. The IR spectrum revealed that this compound contains a hydroxyl group and two fatty acid chains with one or more hydroxyl groups at their terminal end. The nmr spectrum showed that 1-(2-Hydroxyethyl)piperazine contains an NH proton as well as, Quality Control of 103-76-4
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics