Heterocyclic Building Blocks-piperazine

《The presence of a cationic center is not alone decisive for the cytotoxicity of triterpene carboxylic acid amides》 was written by Brandes, Benjamin; Koch, Lukas; Hoenke, Sophie; Deigner, Hans-Peter; Csuk, Rene. Quality Control of 1-MethylpiperazineThis research focused onursolic acid piperazinylamide preparation antitumor structure activity; oleanolic acid piperazinylamide preparation antitumor structure activity; Amides; Cytotoxicity; N-oxide; Oleanolic acid; Ursolic acid. The article conveys some information:

3-O-Acetyl-ursolic acid and 3-O-acetyl-oleanolic acid were converted into piperazinylamides holding a distal NH, NMe or a NMe2 group. These compounds as well as the corresponding N-methyl-N-oxides were accessed. Their cytotoxicity was assessed in SRB assays employing a panel of human tumor cell lines and non-malignant fibroblasts (NIH 3T3). As a result, compounds holding a quaternary distal N-substituent were less cytotoxic that those holding a NH-moiety. Hence, the presence of a distal cationic center seems not to be a sufficient criterion for obtaining triterpenoids of high cytotoxicity and selectivity. In the experiment, the researchers used 1-Methylpiperazine(cas: 109-01-3Quality Control of 1-Methylpiperazine)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Quality Control of 1-Methylpiperazine

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

Wambua, Victor; Hirschi, Jennifer S.; Vetticatt, Mathew J. published an article in 2021. The article was titled 《Rapid Evaluation of the Mechanism of Buchwald-Hartwig Amination and Aldol Reactions Using Intramolecular 13C Kinetic Isotope Effects》, and you may find the article in ACS Catalysis.Formula: C5H12N2 The information in the text is summarized as follows:

A practical approach is introduced for the rapid determination of 13C kinetic isotope effects that utilizes a “”designed”” reactant with two identical reaction sites. The mechanism of the Buchwald-Hartwig amination of tert-butylbromobenzene with primary and secondary amines is investigated under synthetically relevant catalytic conditions using traditional intermol. 13C NMR methodol. at natural abundance. Switching to 1,4-dibromobenzene, a sym. bromoarene as the designed reactant, the same exptl. 13C KIEs are determined using an intramol. KIE approach. This rapid methodol. for KIE determination requires substantially less material and time compared to traditional approaches. Details of the Buchwald-Hartwig amination mechanism are investigated under varying synthetic conditions, namely a variety of halides and bases. The enantioselectivity-determining step of the L-proline catalyzed aldol reaction is also evaluated using this approach. We expect this mechanistic methodol. to gain traction among synthetic chemists as a practical technique to rapidly obtain high-resolution information regarding the transition structure of synthetically relevant reactions under catalytic conditions. In the experiment, the researchers used many compounds, for example, 1-Methylpiperazine(cas: 109-01-3Formula: C5H12N2)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Formula: C5H12N2

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

Reference of 1-MethylpiperazineIn 2021 ,《Experimental review of PEI electrodeposition onto copper substrates for insulation of complex geometries》 appeared in RSC Advances. The author of the article were Zirignon, J.-C.; Capezza, A. J.; Xiao, X.; Andersson, R. L.; Forslund, M.; Diner, P.; Olsson, R. T.. The article conveys some information:

Polyetherimide (PEI) was used for coating copper substrates via electrophoretic deposition (EPD) for elec. insulation. Different substrate preparation and elec. field application techniques were compared, demonstrating that the use of a pulsed voltage of 20 V allowed for the best formation of insulating coatings in the 2-6μm thickness range. The results indicate that pulsed EPD is the best technique to effectively coat conductive substrates with superior surface finish coatings that could pass a dielec. withstand test at 10 kV mm-1, which is of importance within the EV automotive industry. The experimental process involved the reaction of 1-Methylpiperazine(cas: 109-01-3Reference of 1-Methylpiperazine)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Reference of 1-Methylpiperazine

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

《A Novel Class of N-Sulfonyl and N-Sulfamoyl Noscapine Derivatives that Promote Mitotic Arrest in Cancer Cells》 was published in ChemMedChem in 2019. These research results belong to Yong, Cassandra; Devine, Shane M.; Gao, Xuexin; Yan, Angelina; Callaghan, Richard; Capuano, Ben; Scammells, Peter J.. Reference of 4-Methyl-1-piperazinesulfonyl Chloride The article mentions the following:

Noscapine displays weak anticancer efficacy and numerous research efforts have attempted to generate more potent noscapine analogs. These modifications included the replacement of the N-Me group in the 6′-position with a range of substituents, where N-ethylcarbamoyl substitution was observed to possess enhanced anticancer activity. Herein, we describe advances in this area, namely the synthesis and pharmacol. evaluation of a series of N-sulfonyl and N-sulfamoyl noscapine derivatives A number of these sulfonyl-containing noscapinoids demonstrated improved activities compared to noscapine. ((R)-5-((S)-4,5-Dimethoxy-1,3-dihydroisobenzofuran-1-yl)-4-methoxy-6-((1-methyl-1H-imidazol-4-yl)sulfonyl)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline) (14 q) displayed sub-micromolar activities of 560, 980, 271 and 443 nM against MCF-7, PANC-1, MDA-MB-435 and SK-MEL-5 cells, resp. This antiproliferative effect was also maintained against drug-resistant NCI/AdrRES cells despite high expression of the multidrug efflux pump, P-glycoprotein. In the experiment, the researchers used many compounds, for example, 4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5Reference of 4-Methyl-1-piperazinesulfonyl Chloride)

4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5) is a member of sulfamide. Sulfamide was used in the synthesis of: Schiff bases of the type ArCH=NSO2NH2; 1H,3H-2,1,3-benzothiadiazin-4-one-2,2-dioxide (BTDD); sulfamide analogs of oleoylethanolamide analogs in a study of PPARα activation.Reference of 4-Methyl-1-piperazinesulfonyl Chloride

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

Formula: C20H24FN3O4On October 31, 2012 ,《A digitized impurity database analysis method for determining the impurity profiles of gatifloxacin in bulk materials and injections》 appeared in Pharmazie. The author of the article were Zhang, Dousheng; Chang, Yan; Li, Yaping; Yao, Shangchen; Hu, Changqin. The article conveys some information:

HPLC has become the most important anal. technique for impurity profiling to assure the quality of pharmaceutical products. Although HPLC is considered as a well-established technol., it requires CRS (chem. reference substances) of impurities for qualification and quantification of impurity peaks. Many impurity CRS were widely used for the impurity profile control, which causes a high cost of production in practice. In this study, we developed a new method for impurity profiling control, so called digitized impurity database anal., which does not directly use impurity CRS. Using a quinolone antibiotic, gatifloxacin as an example, we 1st analyzed its impurities by DAD (diode array detector) to compile a digitized impurity database and then used the database to analyze the impurities in the samples of domestic gatifloxacin bulk materials and injections in China. We identified the impurities in the chromatogram by combining 2-dimensional chromatog. spectral correlation analyses of UV spectra data and relative retention times. The content of the impurities was determined using relative response factors of impurity to gatifloxacin as normalization factors. The digital impurity database anal. technol. we developed is a “”green””, economic and convenient method that may eliminate the use of impurity CRS in the impurity profile control. In the part of experimental materials, we found many familiar compounds, such as 1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(cas: 182868-72-0Formula: C20H24FN3O4)

1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(cas: 182868-72-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Formula: C20H24FN3O4

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

In 2016,Lab on a Chip included an article by Jang, Sungho; Lee, Byungjin; Jeong, Heon-Ho; Jin, Si Hyung; Jang, Sungyeon; Kim, Seong Gyeong; Jung, Gyoo Yeol; Lee, Chang-Soo. Category: piperazines. The article was titled 《On-chip analysis, indexing and screening for chemical producing bacteria in a microfluidic static droplet array》. The information in the text is summarized as follows:

Economic production of chems. from microbes necessitates development of high-producing strains and an efficient screening technol. is crucial to maximize the effect of the most popular strain improvement method, the combinatorial approach. However, high-throughput screening has been limited for assessment of diverse intracellular metabolites at the single-cell level. Herein, we established a screening platform that couples a microfluidic static droplet array (SDA) and an artificial riboswitch to analyze intracellular metabolite concentration from single microbial cells. Using this system, we entrapped single Escherichia coli cells in SDA to measure intracellular L-tryptophan concentrations It was validated that intracellular L-tryptophan concentration can be evaluated by the fluorescence from the riboswitch. Moreover, high-producing strains were successfully screened from a mutagenized library, exhibiting up to 145% productivity compared to its parental strain. This platform will be widely applicable to strain improvement for diverse metabolites by developing new artificial riboswitches.4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0Category: piperazines) was used in this study.

4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Category: piperazines

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

Mallevais, M. L.; Delacourte, A.; Lesieur, I.; Lesieur, D.; Cazin, M.; Brunet, C.; Luyckx, M. published an article in Biochimie. The title of the article was 《2-(4-Methyl-1-piperazinylmethyl)acrylophenone dihydrochloride: a new antimicrotubular drug》.Safety of 1-Methylpiperazine dihydrochloride The author mentioned the following in the article:

2-(4-Methyl-1-piperazinylmethyl)acrylophenone (MPMAP)(I) [91401-12-6] possesses antimicrotubular activities. This compound inhibits 50% of the microtubule polymerization at a 3.10-5 M concentration It does not prevent tubulin paracrystal formation induced by vinblastine, and binding experiments reveal that this compound is a weak inhibitor of colchicine binding. The structure of this compound is different from the other antimicrotubular agents and has the advantage of being far less complex, highly soluble, and easy to synthesize. Thus, this and related compounds should be a new tool for the study of antimicrotubular activities and tubulin assembly. In the experiment, the researchers used many compounds, for example, 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Safety of 1-Methylpiperazine dihydrochloride)

1-Methylpiperazine dihydrochloride(cas: 34352-59-5) is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), 1-methylpiperazine-1,4-diium tetrachloridozincate hemihydrate, 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug..Safety of 1-Methylpiperazine dihydrochloride

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

《Rapid functionalization of multiple C-H bonds in unprotected alicyclic amines》 was published in Nature Chemistry in 2020. These research results belong to Chen, Weijie; Paul, Anirudra; Abboud, Khalil A.; Seidel, Daniel. Formula: C5H12N2 The article mentions the following:

The synthesis of valuable bioactive alicyclic amines containing variable substituents in multiple ring positions typically relies on multistep synthetic sequences that frequently require the introduction and subsequent removal of undesirable protecting groups. Although a vast number of studies have aimed to simplify access to such materials through the C-H bond functionalization of feedstock alicyclic amines, the simultaneous introduction of more than one substituent to unprotected amines has never been accomplished. Here the authors report an advance in C-H bond functionalization methodol. that enables the introduction of up to three substituents in a single operation. Lithiated amines are first exposed to a ketone oxidant, generating transient imines that are subsequently converted to endocyclic 1-azaallyl anions, which can be processed further to furnish β-substituted, α,β-disubstituted, or α,β,α’-trisubstituted amines. This study highlights the unique utility of in situ-generated endocyclic 1-azaallyl anions, elusive intermediates in synthetic chem. After reading the article, we found that the author used 1-Methylpiperazine(cas: 109-01-3Formula: C5H12N2)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Formula: C5H12N2

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

Synthetic Route of C5H12N2In 2022 ,《Silver(I)-Based Molecular Perovskite Energetic Compounds with Exceptional Thermal Stability and Energetic Performance》 was published in Inorganic Chemistry. The article was written by Shang, Yu; Chen, Shao-Li; Yu, Zhi-Hong; Huang, Rui-Kang; He, Chun-Ting; Ye, Zi-Ming; Zhang, Wei-Xiong; Chen, Xiao-Ming. The article contains the following contents:

In recent years, mol. perovskite energetic materials have attracted more attention because of their simple synthesis processes, high thermal stabilities, excellent performances, and great significance as a design platform for energetic materials. To explore the possibility of the application of mol. perovskite energetic materials in heat-resistant explosives, four silver(I)-based mol. perovskite energetic compounds, (H2A)[Ag(ClO4)3], where H2A = piperazine-1,4-diium (H2pz2+) for PAP-5, 1-methyl-piperazine-1,4-diium (H2mpz2+) for PAP-M5, homopiperazine-1,4-diium (H2hpz2+) for PAP-H5, and 1,4-diazabicyclo[2.2.2]octane-1,4-diium (H2dabco2+) for DAP-5, were synthesized by a one-pot self-assembly strategy and structurally characterized. The single-crystal structures indicated that PAP-5, PAP-M5, and DAP-5 possess cubic perovskite structures while PAP-H5 possesses a hexagonal perovskite structure. Differential thermal analyses showed that their onset decomposition temperatures are >308.3 °C. For PAP-5 and DAP-5, they have not only exceptional calculated detonation parameters (D values of 8.961 and 8.534 km s-1 and P values of 42.4 and 37.9 GPa, resp.) but also the proper mech. sensitivity (impact sensitivities of ≤10 J for PAP-5 and 3 J for DAP-5 and friction sensitivities of ≤5N for both PAP-5 and DAP-5) and thus are of interest as potential heat-resistant primary explosive components. In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine(cas: 109-01-3Synthetic Route of C5H12N2)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Synthetic Route of C5H12N2

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

The author of 《Development of a multitasking fluorescent probe for differentiating G-Quadruplex structures》 were Hu, Ming-Hao; Chen, Xiao; Tan, Jia-Heng. And the article was published in Dyes and Pigments in 2019. HPLC of Formula: 109-01-3 The author mentioned the following in the article:

G-quadruplexes exhibit extensive structural polymorphism, which are highly related to their biol. functions. To date, multitasking probes that can simultaneously discriminate among parallel, antiparallel G-quadruplexes and single-/double-stranded nucleic acids have never been reported. The authors designed a probe IZNP-2 (I) based on the photoinduced electron transfer (PeT) mechanism. Conformation anal. firstly revealed that IZNP-2 was a smart probe, of which the fluorescence varied according to its mol. conformations. Then, fluorescence assays demonstrated that IZNP-2 could not only differentiate between parallel and antiparallel G-quadruplexes, but also discriminate antiparallel G-quadruplexes from single-/double-stranded nucleic acids. To understand this multitasking ability, the authors performed various experiments, including absorption titrations, lifetime experiments, Job plot assays and 2-Ap experiments, to study the binding modes, which suggested that IZNP-2 might exhibit “”Stretched””, “”Semi-stretched”” and “”Stacked”” conformations when targeting different nucleic acid topologies, alleviating the PeT to different extents and thus inducing differentiable fluorescence. Furthermore, the authors broadened the application of IZNP-2 in discriminating between multimeric and monomeric G-quadruplexes. To the best of the authors’ knowledge, such a study provides a first example of developing a multitasking fluorescent probe for differentiating different G-quadruplex structures by exploiting the PeT mechanism. In the experiment, the researchers used 1-Methylpiperazine(cas: 109-01-3HPLC of Formula: 109-01-3)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..HPLC of Formula: 109-01-3

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