Category: piperazines

Recommanded Product: Abt-724On May 31, 2008, Newman-Tancredi, Adrian; Heusler, Peter; Martel, Jean-Claude; Ormiere, Anne-Marie; Leduc, Nathalie; Cussac, Didier published an article in International Journal of Neuropsychopharmacology. The article was 《Agonist and antagonist properties of antipsychotics at human dopamine D4.4 receptors: G-protein activation and K+ channel modulation in transfected cells》. The article mentions the following:

Interaction at dopamine D4 receptors may improve cognitive function, which is highly impaired in individuals with schizophrenia, but comparative studies of recent antipsychotics in cellular models of D4 receptor activation are lacking. Here, we report the in-vitro profile of over 30 ligands at recombinant hD4.4 receptors. In [35S]GTPγS binding experiments using membranes of CHO-hD4.4 cells, apomorphine, preclamol and the selective D4 agonists, ABT724, CP226269, Ro-10-5824 and PD168077, behaved as partial agonists (Emax 20-60% vs. dopamine), whereas L745870 and RBI257, displayed antagonist properties. The conventional’ antipsychotic, haloperidol and the atypicals’, clozapine and risperidone, exhibited antagonist properties, while third generation’ compounds bifeprunox, SLV313 and F15063, acted as partial agonists (10-30%). Aripiprazole and SSR181507 slightly stimulated [35S]GTPγS binding at micromolar concentrations In Xenopus laevis oocytes co-expressing hD4.4 receptors with G-protein-coupled inwardly rectifying potassium (GIRK) channels, apomorphine, preclamol, ABT724, CP226269, and PD168077 stimulated GIRK currents (Emax 70-80%). The 5-HT1A receptor ligands, WAY100635 and flibanserin, also exhibited partial agonist activity (30% and 15%, resp.). Haloperidol, clozapine, olanzapine and nemonapride did not stimulate GIRK currents, whereas aripiprazole, bifeprunox, SLV313 and F15063, but not SSR181507, exhibited partial agonism (Emax 20-35%). In-vitro responses depended on exptl. conditions: increasing NaCl concentration (30 mm to 100 mm) reduced agonist efficacy in [35S]GTPγS binding, whereas decreasing the amount of hD4.4 cRNA injected into oocytes (from 2.0 to 0.5 ng/oocyte) reduced agonist efficacy of several compounds These data indicate that, unlike conventional or atypical’ antipsychotics, several third generation’ agents display D4 receptor partial agonism that may be sufficient to influence physiol. D4 receptor activity in vivo. In the experiment, the researchers used many compounds, for example, Abt-724(cas: 70006-24-5Recommanded Product: Abt-724)

Abt-724(cas: 70006-24-5) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Recommanded Product: Abt-724

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

COA of Formula: C17H19N5On November 30, 2010 ,《Transmembrane segment five serines of the D4 dopamine receptor uniquely influence the interactions of dopamine, norepinephrine, and Ro10-4548. [Erratum to document cited in CA153:164511]》 appeared in Journal of Pharmacology and Experimental Therapeutics. The author of the article were Cummings, David F.; Ericksen, Spencer S.; Goetz, Angela; Schetz, John A.. The article conveys some information:

On page 685, in Figure 1, the structure for Ro10-4548 was incorrectly given; the correct version of the structure is given. The results came from multiple reactions, including the reaction of Abt-724(cas: 70006-24-5COA of Formula: C17H19N5)

Abt-724(cas: 70006-24-5) belongs to piperazines. 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).COA of Formula: C17H19N5

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

Synthetic Route of C5H12N2In 2020 ,《Solvent free synthesis of three cyclotriphosphazene derivatives containing piperazine substituents using microwave irradiation. Spectral, theoretical, solution and docking studies》 was published in Phosphorus, Sulfur and Silicon and the Related Elements. The article was written by Hakimi, Mohammad; Rezaei, Homeyra; Moeini, Keyvan; Mardani, Zahra; Carpenter-Warren, Cameron. The article contains the following contents:

Three new cyclotriphosphazene-based compounds, 2,2,4,4,6,6-hexakis(4-R-piperazin-1-yl)-1,3,5,2λ5,4λ5,6λ5-cyclotriazatriphosphinine (1-3; R = Me, Et, Ph), were prepared and identified by elemental anal., FT-IR, Raman as well as 1H and 31P NMR spectroscopy. The redox properties of the compounds were investigated by cyclic voltammetry. The predicted structures and charge distribution patterns of the compounds were obtained by DFT calculations and NBO anal. The geometrical parameters in these optimized structures are in good agreement with the average values obtained for analogs from the CSD database. The theor. studies confirm presence of a strong resonance in the cyclotriphosphazene ring. Finally, the ability of the three new derivatives to interact with ten selected biomacromols. (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II, B-DNA) was investigated by docking calculations and compared with that of doxorubicin. In addition to this study using 1-Methylpiperazine, there are many other studies that have used 1-Methylpiperazine(cas: 109-01-3Synthetic Route of C5H12N2) was used in this study.

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

Kesarkar, Dnyanadeo J.; Kashid, Bharat B.; Sukthankar, Sunil S. published an article in 2021. The article was titled 《Facile new alternative method for the synthesis of 1-(3-methyl-1-phenyl-1H-pyrazole-5-yl)piperazine from 1-methylpiperazine and 1-benzylpiperazine》, and you may find the article in Organic Preparations and Procedures International.Recommanded Product: 1-Methylpiperazine The information in the text is summarized as follows:

An alternative method for the synthesis of 1-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazine I from 1-methylpiperazine and 1-benzylpiperazine was described. This method avoided the use of labile protecting groups and thus had the potential to improve the impurity profile of key intermediate I. The method used com. available reactants and did not require the use of highly unstable, expensive or hazardous reagents. The experimental process involved the reaction of 1-Methylpiperazine(cas: 109-01-3Recommanded Product: 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..Recommanded Product: 1-Methylpiperazine

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

In 2016,Journal of Enzyme Inhibition and Medicinal Chemistry included an article by Gul, Halise Inci; Tugrak, Mehtap; Sakagami, Hiroshi. Recommanded Product: 1-Methylpiperazine dihydrochloride. The article was titled 《Synthesis of some acrylophenones with N-methylpiperazine and evaluation of their cytotoxicities》. The information in the text is summarized as follows:

In this study, the compounds having acrylophenone structure, 1-aryl-2-(N-methylpiperazinomethyl)-2-propen-1-one dihydrochlorides, were synthesized and their chem. structures were identified with 1H NMR, 13C NMR and HRMS spectra. The cytotoxicities of the compounds were tested towards Ca9-22 (human gingival carcinoma), HSC-2 (human oral squamous carcinoma), HSC-3 (human oral squamous carcinoma) and HSC-4 (human oral squamous carcinoma) cell lines as tumor cell lines and HGF (gingival fibroblasts), HPLF (periodontal ligament fibroblasts) and HPC (pulp cells) cell lines as non-tumor cell lines. PSE of the compound TA2 which has a Me substituent on Ph ring, pointed out the compound TA2 as a leader compound to be considered. In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Recommanded Product: 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..Recommanded Product: 1-Methylpiperazine dihydrochloride

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

In 1993,Bulletin of the Faculty of Pharmacy (Cairo University) included an article by Al-Deeb, O. A.; Al-Rashood, K. A.; Khalil, A. A.. Product Details of 34352-59-5. The article was titled 《Synthesis of new (1-phenylcyclohexyl)piperazine derivatives as potential analgesics》. The information in the text is summarized as follows:

A series of phencyclidine isostere derivatives was prepared by replacement of the piperidine ring by N-substituted piperazines. The Strecker synthesis was employed for synthesis of the intermediate carbonitriles I [R = (un)substituted Ph, Me, PhCH2; R1 = CN]. The synthesis of the target compounds I (same R; R1 = Ph) was accomplished by treatment of the carbonitrile with phenylmagnesium bromide. These compounds were tested for analgesic activity, but none were effective. The experimental part of the paper was very detailed, including the reaction process of 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Product Details of 34352-59-5)

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..Product Details of 34352-59-5

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

Reference of 1-Methylpiperazine dihydrochlorideOn May 31, 1981, Valenta, Vladimir; Bartosova, Marie; Protiva, Miroslav published an article in Collection of Czechoslovak Chemical Communications. The article was 《Neurotropic and psychotropic agents. CLI. 1-[3-(2-Alkoxyphenoxy)-3-phenylpropyl]piperazines and some related compounds》. The article mentions the following:

Mannich bases PhCOCH2CH2NRR1 (NRR1 = NMe2, 4-methylpiperazino, 4-benzylpiperazino) were reduced to the alc. HOCHPhCH2CH2NRR1 which were transformed with SOCl2 to PhCHClCH2CH2NRR1. Substitution reactions with Na salts of guaiacol, 2-ethoxyphenol and 2-benzyloxyphenol gave 2-R2OC6H4OCHPhCH2CH2NRR1 (RR1 = NMe2, 4-methylpiperazino, 4-benzylpiperazino; R2 = Me, Et, CH2Ph). 2-PhCH2OC6H4OCHPhCH2CH2NMe2 was partially demethylated by treatment with ClCO2Et followed by alk. hydrolysis to 2-PhCH2OCHPhCH2CH2NHMe. The products in high doses exhibited central excitation but did not show antireserpine activity; they had several structurally less specific effects (hypotensive, local anesthetic, spasmolytic (LD and ED given). In the experimental materials used by the author, we found 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Reference 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..Reference of 1-Methylpiperazine dihydrochloride

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

Synthetic Route of C5H12N2In 2020 ,《Design and optimization of quinazoline derivatives: new non-nucleoside inhibitors of bovine viral diarrhea virus》 appeared in Frontiers in Chemistry (Lausanne, Switzerland). The author of the article were Fernandez, Gabriela A.; Castro, Eliana F.; Rosas, Rocio A.; Fidalgo, Daniela M.; Adler, Natalia S.; Battini, Leandro; Espana de Marco, Maria J.; Fabiani, Matias; Bruno, Ana M.; Bollini, Mariela; Cavallaro, Lucia V.. The article conveys some information:

In a previous work, potential mols. that dock into an allosteric binding pocket of BVDV RdRp via a structure-based virtual screening approach was identified. One of them, N-(2-morpholinoethyl)-2-phenylquinazolin-4-amine I [R2 = Ph; R4 = 2-morpholinoethylamino; R7 = H] [50% effective concentration (EC50) = 9.7 ± 0.5μM], was selected to perform different chem. modifications. Among synthesized derivatives I [R2 = H, Ph, 4-MeC6H4, etc.; R4 = 4-methylpiperazin-1-yl, HN(CH2)5CH3, 4-methoxyanilino, etc.; R7 = H, Cl], compound I [R2 = H, Ph, 4-(Me)2NC6H4; R4 = 4-methylpiperazin-1-yl, 3-(dimethylamino)propylamino, 4-(2-hydroxyethyl)piperazin-1-yl, (2-morpholinoethylamino), 2-(1-piperidyl)ethylamino, 2-(1-piperidyl)ethylamino, (2,2,6,6-tetramethyl-4-piperidyl)amino, ; R7 = H, Cl] of them showed considerable antiviral activity. Mol. modeling of the most active compounds I [R2 = H, Ph, 4-MeC6H4, 4-MeOC6H4, 4-O2NC6H4, 4-(Me)2NC6H4; R4 = 4-methylpiperazin-1-yl, 3-(dimethylamino)propylamino, 4-(2-hydroxyethyl)piperazin-1-yl, 2-morpholinoethylamino, 2-(1-piperidyl)ethylamino, (2,2,6,6-tetramethyl-4-piperidyl)amino; R7 = H, Cl] showed that they bind to a pocket located in the fingers and thumb domains in BVDV RdRp, which was different than that identified for other non-nucleoside inhibitors (NNIs) such as thiosemicarbazone (TSC). Compound 2-[4-(2-phenylquinazolin-4-yl)piperazin-1-yl]ethanol I [R2 = Ph; R4 = 4-(2-hydroxyethyl)piperazin-1-yl; R7 = H] ( EC50 = 1.7 ± 0.4μM) was selected for further anal. Compound I [R2 = Ph; R4 = 4-(2-hydroxyethyl)piperazin-1-yl; R7 = H] was found to inhibit the in vitro replication of TSC-resistant BVDV variants, which carry the N264D mutation in the RdRp. In addition, I [R2 = Ph; R4 = 4-(2-hydroxyethyl)piperazin-1-yl; R7 = H] presented adequate solubility in different media and a high-stability profile in murine and bovine plasma. In the experiment, the researchers used 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

Zak, Agnieszka; Lemaire, Lucas; Chalon, Sylvie; Chicheri, Gabrielle; Marzag, Hamid; Bodard, Sylvie; Serriere, Sophie; Routier, Sylvain; Buron, Frederic; Vercouillie, Johnny published an article in 2021. The article was titled 《[18F]-labeled positron emission tomography ligand for the histamine H4 receptor》, and you may find the article in Journal of Labelled Compounds and Radiopharmaceuticals.Application of 109-01-3 The information in the text is summarized as follows:

We synthesized 5-[18F]-fluoro-1H-indol-2-yl)(4-methyl-1-piperazinyl)methanone ([18F]5) via a Suzuki approach starting from a protected pinacol borane precursor followed by acidic hydrolysis of the t-Boc protecting group. The non-optimized radiochem. yield was 5.7 ± 1.35%, radiochem. purity was over 99%, and molar activity was 100.7 ± 34.5 GBq/μmol (n = 3). [18F]5 was stable in rat plasma for at least 4 h and was evaluated by μPET imaging and biodistribution using a unilateral quinolinic acid rat model of neuroinflammation. The time-activity curve showed that [18F]5 entered the brain immediately after i.v. injection and then left it progressively with a very low level reached from 30 min after injection. The biodistribution study showed no difference in the accumulation of [18F]5 between the lesioned and intact side of the brain and between control rats and animals pretreated with a saturating dose of JNJ-7777120 as a specific H4R antagonist. Hence, despite its in vitro nanomolar affinity for H4R, and its ability to cross the blood-brain barrier in rats, [18F]5 does not appear suitable to image in vivo the receptor by PET. The results came from multiple reactions, including the reaction of 1-Methylpiperazine(cas: 109-01-3Application of 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..Application of 109-01-3

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

Dalmijn, Joost A.; Poursat, Baptiste A. J.; van Spanning, Rob J. M.; Brandt, Bernd W.; de Voogt, Pim; Parsons, John R. published their research in Environmental Science: Water Research & Technology in 2021. The article was titled 《Influence of short- and long-term exposure on the biodegradation capacity of activated sludge microbial communities in ready biodegradability tests》.SDS of cas: 109-01-3 The article contains the following contents:

Ready biodegradability tests (RBTs) are extensively used to screen the potential of chems. to be biodegraded. The use of RBT protocols often results in large variations of test results that may lead to wrong interpretations. The present study aims to obtain a fundamental understanding of this variability. For this, we subjected the compounds 4-chloroaniline (4CA), carbamazepine (CBZ), metformin (MET), and N-methylpiperazine (NMP) to a variety of different test conditions. Inocula from five local wastewater treatment plants (WWTPs) were used in an attempt to enhance the Organization for Economic Co-operation and Development (OECD) 310 biodegradability tests. The biodegradation capacity in RBTs, community composition and adaptation of the communities were compared after one week of pre-exposure in batch and four months exposure in chemostat. The results confirm that none of the test compounds is readily biodegradable in the standard OECD 310 RBT. However, when pre-exposure under either batch or chemostat conditions was included, 4CA was degraded in some cases and less variability among different inocula was observed for the transformation of MET. Bacterial communities from the five locations were found to be significantly different in composition from one another. In addition, pre-treatment performed before the RBT significantly changed the composition of each community. Results of this experiment show that short-term pre-exposure may increase the absolute number of degraders and deserves to be further investigated as a potential method to reduce the outcome variability of RBTs. In the experiment, the researchers used 1-Methylpiperazine(cas: 109-01-3SDS of cas: 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..SDS of cas: 109-01-3

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