Tag: 100-200

Syntheses of piperazines. III. Catalytic syntheses of N-substituted piperazines was written by Ishiguro, Takeo;Kitamura, Eiichi;Matsumura, Masaki;Ogawa, Hiroshi. And the article was included in Yakugaku Zasshi in 1955.Related Products of 21867-64-1 This article mentions the following:

Vapor phase reaction of 53 g. RN(CH₂CH₂OH)₂ (I, R = H) and 23 l. NH₃ 3-5 hrs. at 300-400° over dehydration catalysts (activated earth, ZnO-acid clay, CrO₃-acid clay, Cu-Ni-Al₂O₃ or SiO₂-Al₂O₃) gives no piperazine; 60 g. I (R = Me) (II) and 25 l. NH₃ heated 6 hrs. at 300°, yielded 14% 1-substituted piperazine (R = substituent) (III, R = Me) (IV), b. 134-6°; di(2,4-dinitrophenolate, m. 209-9.5°). The same reaction with 24 l. NH₃ 5 hrs. at 325°, yielded 20% IV; 23 l. NH₃, 5 hrs. at 350° yielded 18% IV; 24 l. NH₃, 5.5 hrs. at 375° yielded 8% IV; 27 l. NH₃, 5.5 hrs. at 425° yielded 4% IV. Similarly, 53 g. I (R = Et) (V) and 21 l. NH₃ 5 hrs. at 325° yielded 8% III (R = Et) (VI). V (53 g.) and 22 l. NH₃ 5.5 hrs. at 350° yielded 2% VI, b. 155-8° (p-toluenesulfonate, m. 73-4°). I (R = Pr) (VII) (59 g.) and 23 l. NH₃ 5.5 hrs. at 325° yielded 8% III (R = Pr) (VIII), b. 165-70°, dipicrate, m. 235-6° (decomposition). I (R = Bu) (IX) (56 g.) and 18 l. NH₃ 5.5 hrs. at 350° yielded 4% III (R = Bu), b. 186-92°; dipicrate, m. 249° (decomposition). Similarly, 60 g. II and 26 g. MeNH₂ heated 6 hrs. at 325° yielded 32% RN.CH₂.CH₂.NR¹CH₂.CH₂ (X, R = Me = R¹), b. 131-3°; di(2,4-dinitrophenolate, m. 216.5-7.5°. Neither IX and BuNH₂ nor I (R = H) and PhNH₂ give X. IV and PhNH₂ yielded 7% X (R = Me, R¹ = Ph) (XI), b₂₀ 145-50°; dipicrate, m. 215° (decomposition); monomethiodide, m. 234-5°. The maximum yield of XI was 14% when heated 5.5 hrs. at 450°. V (33 g.) and 23 g. PhNH₂ heated 6.2 hrs. at 450° yielded 9% X (R = Et, R¹ = Ph), b₁₈ 165-70°; monomethiodide, m. 233-5°. I (R = Ph) and PhNH₂ give no X. SiO₂-Al₂O₃ coprecipitate was the best catalyst; the best reaction temperature was 325° for NH₃ and aliphatic amines, and 450° for aromatic amines. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Related Products of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) 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. 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.Related Products of 21867-64-1

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

N-aryl- or N-alkylpiperazine derivatives: the role of N-substituent on σ₁, σ₂, 5-HT_1A and D₂ receptor affinity was written by Perrone, Roberto;Berardi, Francesco;Colabufo, Nicola A.;Leopoldo, Marcello;Abate, Carmen;Tortorella, Vincenzo. And the article was included in Medicinal Chemistry Research in 2000.Recommanded Product: 21867-64-1 This article mentions the following:

The binding profile at σ₁, σ₂, 5-HT_1A and D₂ receptors of eight N-substituted-N’-[3-(1,2,3,4-tetrahydro-5-methoxy-1-naphthalenyl)propyl]piperazines is reported. Results indicated that a suitable substitution can lead to potent 5-HT_1A or σ₁, or σ₂ ligands. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Recommanded Product: 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) 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. 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.Recommanded Product: 21867-64-1

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

Effects of inclusion complexation and degree of protonation on cloud point of poly(N-acryloyl-N’-propylpiperazine) was written by Guo, Kai;Sun, Liang;Wu, Meng-chun;Wang, Shao-dan;Wang, Li-yan. And the article was included in Gaodeng Xuexiao Huaxue Xuebao in 2011.Application In Synthesis of 1-Propylpiperazine This article mentions the following:

Poly(N-acryloyl-N’-propylpiperazine) (PAcrNPP) is a pH- and temperature-responsive homopolymer. Degree of protonation of PAcrNPP can be changed by adjusting pH of the solution Cloud point of PAcrNPP increased with increasing degree of protonation. We investigated the effects of different sizes of cyclodextrins( CD) on cloud point of PAcrNPP. It was found that α-CD showed a significant effect on cloud point of PAcrNPP while γ-CD had almost no effect on its cloud point. At pH = 9.0 and pH = 7.4, we measured cloud points of PAcrNPP solutions containing different concentrations of α-CD. Cloud point of PAcrNPP solutions rises with increase of concentration of α-CD. Further more, we deduced an equation on the basis of contributions of different forms of PAcrNPP to cloud point. This equation describes the combined effect of complexation of CD and degree of protonation on cloud point from the viewpoint of chem. equilibrium In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Application In Synthesis of 1-Propylpiperazine).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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.Application In Synthesis of 1-Propylpiperazine

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

Orally Active 7-Substituted (4-Benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitriles as Active-Site Inhibitors of Sphingosine 1-Phosphate Lyase for the Treatment of Multiple Sclerosis was written by Weiler, Sven;Braendlin, Nadine;Beerli, Christian;Bergsdorf, Christian;Schubart, Anna;Srinivas, Honnappa;Oberhauser, Berndt;Billich, Andreas. And the article was included in Journal of Medicinal Chemistry in 2014.HPLC of Formula: 149554-29-0 This article mentions the following:

Sphingosine 1-phosphate (S1P) lyase has recently been implicated as a therapeutic target for the treatment of multiple sclerosis (MS), based on studies in a genetic mouse model. Potent active site directed inhibitors of the enzyme are not known so far. Here we describe the discovery of (4-benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitrile 5 in a high-throughput screen using a biochem. assay, and its further optimization. This class of compounds was found to inhibit catalytic activity of S1PL by binding to the active site of the enzyme, as seen in the cocrystal structure of derivative 31 with the homodimeric human S1P lyase. 31 induces profound reduction of peripheral T cell numbers after oral dosage and confers pronounced protection in a rat model of multiple sclerosis. In conclusion, this novel class of direct S1P lyase inhibitors provides excellent tools to further explore the therapeutic potential of T cell-targeted therapies in multiple sclerosis and other autoimmune and inflammatory diseases. In the experiment, the researchers used many compounds, for example, 6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0HPLC of Formula: 149554-29-0).

6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.HPLC of Formula: 149554-29-0

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

Synthesis and amination of 2,4-dichloro-5-fluoropyrimidine was written by Kovalenko, A. L.;Krutikov, V. I.;Zolotukhina, M. M.;Alekseeva, L. E.. And the article was included in Zhurnal Obshchei Khimii in 1992.Formula: C7H16N2 This article mentions the following:

Chlorination of 5-fluorouracil by PCl₅ in the absence of solvent gave 92% dichlorofluoropyrimidine I which underwent amination by primary, secondary, and heterocyclic amines in aqueous solution to give 42-100% amines II [R = NH₂, H₂NC(:NH)NH, CH₂:CHCH₂NH, piperidino, 1-propylpiperazinyl, morpholino, imidazol-1-yl]. Amines II were fungicidal at 100 μg/mL against Candida, Cryptococcus, Aspergillus et al. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Formula: C7H16N2).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. 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.Formula: C7H16N2

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

4-Phenyl-2-(1-piperazinyl)quinolines with potent antidepressant activity was written by Hino, Katsuhiko;Furukawa, Kiyoshi;Nagai, Yasutaka;Uno, Hitoshi. And the article was included in Chemical & Pharmaceutical Bulletin in 1980.Reference of 21867-64-1 This article mentions the following:

The 2-amino-4-phenylquinolines I (R = H, Cl; NR¹R² = piperazino, 4-alkylpiperazino, NMe₂, morpholino) were prepared by acetylation and cyclization of 5,2-R(H₂N)C₆H₃COPh to the 2-quinolinones, which were chlorinated and treated with amines. Many 2-(substituted piperazinyl) derivatives I exhibited a potent antagonism to hypothermia and catalepsy induced by reserpine, as well as some inhibitory effect on locomotor activity. Some compounds to inhibited tremorine-induced tremor. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Reference of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. 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 21867-64-1

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

Design, synthesis and structure-activity relationship (SAR) studies of 2,4-disubstituted pyrimidine derivatives: Dual activity as cholinesterase and Aβ-aggregation inhibitors was written by Mohamed, Tarek;Zhao, Xiaobei;Habib, Lila K.;Yang, Jerry;Rao, Praveen P. N.. And the article was included in Bioorganic & Medicinal Chemistry in 2011.Recommanded Product: 1-Propylpiperazine This article mentions the following:

A novel class of 2,4-disubstituted pyrimidines (7a-u, 8a-f, 9a-e) that possess substituents with varying steric and electronic properties at the C-2 and C-4 positions, were designed, synthesized and evaluated as dual cholinesterase and amyloid-β (Aβ)-aggregation inhibitors. In vitro screening identified N-(naphth-1-ylmethyl)-2-(pyrrolidin-1-yl)pyrimidin-4-amine (9a) as the most potent AChE inhibitor (IC₅₀ = 5.5 μM). Among this class of compounds, 2-(4-methylpiperidin-1-yl)-N-(naphth-1-ylmethyl)pyrimidin-4-amine (9e) was identified as the most potent and selective BuChE inhibitor (IC₅₀ = 2.2 μM, selectivity index = 11.7) and was about 5.7-fold more potent compared to the com., approved reference drug galanthamine (BuChE IC₅₀ = 12.6 μM). In addition, the selective AChE inhibitor N-benzyl-2-(4-methylpiperazin-1-yl)pyrimidin-4-amine (7d), exhibited good inhibition of hAChE-induced aggregation of Aβ_1-40 fibrils (59% inhibition). Furthermore, mol. modeling studies indicate that a central pyrimidine ring serves as a suitable template to develop dual inhibitors of cholinesterase and AChE-induced Aβ aggregation thereby targeting multiple pathol. routes in AD. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Recommanded Product: 1-Propylpiperazine).

1-Propylpiperazine (cas: 21867-64-1) 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. 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).Recommanded Product: 1-Propylpiperazine

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

10-(Alkylamino)-4H-thieno[3,4-b][1,5]benzodiazepines. A novel class of potential neuroleptic agents was written by Press, Jeffrey B.;Hofmann, Corris M.;Eudy, Nancy H.;Fanshawe, William J.;Day, Ivana P.;Greenblatt, Eugene N.;Safir, Sidney R.. And the article was included in Journal of Medicinal Chemistry in 1979.Category: piperazines This article mentions the following:

Thirty title compounds I [R = H, Me, or Et and R¹ = 4-methylpiperazinyl, 4-(2-hydroxethyl)piperazinyl, etc.] were synthesized via the precursor dihydro-10H-thieno[3,4-b][1,5] benzodiazepin-10-ones. I were tested for neuroleptic activity by means of the blockade of d-amphetamine lethality in aggregated mice and (or) effects on locomotor activity in rats. Antidepressant activity was studied in mice. Most I were potent neuroleptic agents with several exhibiting addnl. antidepressant activity. Structure-activity relations are discussed. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Category: piperazines).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. 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.Category: piperazines

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

Chemical Probe Identification Platform for Orphan GPCRs Using Focused Compound Screening: GPR39 as a Case Example was written by Boehm, Markus;Hepworth, David;Loria, Paula M.;Norquay, Lisa D.;Filipski, Kevin J.;Chin, Janice E.;Cameron, Kimberly O.;Brenner, Martin;Bonnette, Peter;Cabral, Shawn;Conn, Edward;Ebner, David C.;Gautreau, Denise;Hadcock, John;Lee, Esther C. Y.;Mathiowetz, Alan M.;Morin, Michelle;Rogers, Lucy;Smith, Aaron;VanVolkenburg, Maria;Carpino, Philip A.. And the article was included in ACS Medicinal Chemistry Letters in 2013.Name: 6-(Piperazin-1-yl)nicotinonitrile This article mentions the following:

Orphan G protein-coupled receptors (oGPCRs) are a class of integral membrane proteins for which endogenous ligands or transmitters have not yet been discovered. Transgenic animal technologies have uncovered potential roles for many of these oGPCRs, providing new targets for the treatment of various diseases. Understanding signaling pathways of oGPCRs and validating these receptors as potential drug targets requires the identification of chem. probe compounds to be used in place of endogenous ligands to interrogate these receptors. A novel chem. probe identification platform was created in which GPCR-focused libraries were screened against sets of oGPCR targets, with a goal of discovering fit-for-purpose chem. probes for the more druggable members of the set. Application of the platform to a set of oGPCRs resulted in the discovery of the first reported small mol. agonists for GPR39, a receptor implicated in the regulation of insulin secretion and preservation of beta cells in the pancreas. Compound 1 stimulated intracellular calcium mobilization in recombinant and native cells in a GPR39-specific manner but did not potentiate glucose-stimulated insulin secretion in human islet preparations In the experiment, the researchers used many compounds, for example, 6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0Name: 6-(Piperazin-1-yl)nicotinonitrile).

6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0) 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. 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).Name: 6-(Piperazin-1-yl)nicotinonitrile

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

Synthesis of pyrido[3,4-d]pyrimidines by condensation of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate with morpholine-4-carboxamidine was written by Kuznetsov, A. Yu.;Nam, N. L.;Chapyshev, S. V.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2007.COA of Formula: C7H16N2 This article mentions the following:

A method has been developed for the synthesis of 4-amino-substituted tetrahydropyridopyrimidines, e.g., I, by condensation of Et 1-benzyl-3-oxopiperidine-4-carboxylate with morpholine-4-carboxamidine followed by sulfonylation with trifluoromethanesulfonic anhydride and amination with secondary amines. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1COA of Formula: C7H16N2).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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.COA of Formula: C7H16N2

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