Month: January 2023

Discovery of novel N-aryl piperazine CXCR4 antagonists was written by Zhao, Huanyu;Prosser, Anthony R.;Liotta, Dennis C.;Wilson, Lawrence J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Safety of 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid This article mentions the following:

A novel series of CXCR4 antagonists with substituted piperazines as benzimidazole replacements is described. These compounds showed micromolar to nanomolar potency in CXCR4-mediated functional and HIV assays, namely inhibition of X4 HIV-1_IIIB virus in MAGI-CCR5/CXCR4 cells and inhibition of SDF-1 induced calcium release in Chem-1 cells. Preliminary SAR investigations led to the identification of a series of N-aryl piperazines as the most potent compounds Results show SAR that indicates type and position of the aromatic ring, as well as type of linker and stereochem. are significant for activity. Profiling of several lead compounds showed that one (49b) reduced susceptibility towards CYP450 and hERG, and the best overall profile when considering both SDF-1 and HIV potencies (6-20 nM). In the experiment, the researchers used many compounds, for example, 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (cas: 149057-19-2Safety of 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid).

4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (cas: 149057-19-2) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. 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.Safety of 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

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

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

M₃ muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines was written by Budzik, Brian;Wang, Yonghui;Shi, Dongchuan;Wang, Feng;Xie, Haibo;Wan, Zehong;Zhu, Chongye;Foley, James J.;Nuthulaganti, Parvathi;Kallal, Lorena A.;Sarau, Henry M.;Morrow, Dwight M.;Moore, Michael L.;Rivero, Ralph A.;Palovich, Michael;Salmon, Michael;Belmonte, Kristen E.;Laine, Dramane I.;Jin, Jian. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Category: piperazines This article mentions the following:

Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M₃ muscarinic acetylcholine receptor antagonists such as (I) (pA₂ = 11.0) possessing good sub-type selectivity for M₃ over M₂. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. 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. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Category: piperazines

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

Design, Synthesis and Evaluation of Antidepressant Activity of Novel 2-Methoxy 1, 8 Naphthyridine 3-Carboxamides as 5-HT₃ Receptor Antagonists was written by Mahesh, Radhakrishnan;Dhar, Arghya Kusum;Jindal, Ankur;Bhatt, Shvetank. And the article was included in Chemical Biology & Drug Design in 2014.Application In Synthesis of 1-Propylpiperazine This article mentions the following:

A series of novel 1,8-naphthyridine-3-carboxamides as 5-HT₃ receptor antagonists were synthesized with an intention to explore the antidepressant activity of these compounds The title carboxamides were designed using ligand-based approach keeping in consideration the structural requirement of the pharmacophore of 5-HT₃ receptor antagonists. The compounds were synthesized using appropriate synthetic route from the starting material nicotinamide. 5-HT₃ receptor antagonism of all the compounds, which was denoted in the form of pA₂ value, was determined in longitudinal muscle myenteric plexus preparation from guinea-pig ileum against 5-HT₃ agonist, 2-methyl-5-HT. 2-Methoxy-1, 8-naphthyridin-3-yl (2-methoxy Ph piperazine-1-yl) methanone was identified as the most active compound, which expressed a pA₂ value of 7.67. The antidepressant activity of all the compounds was examined in mice model of forced swim test (FST); importantly, none of the compounds was found to cause any significant changes in the locomotor activity of mice at the tested dose levels. In FST, the compounds with considerably higher pA₂ value exhibited promising antidepressant-like activity, whereas compounds with lower pA₂ value did not show antidepressant-like activity as compared to the control group. 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. 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.Application In Synthesis of 1-Propylpiperazine

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

Discovery of a Nanomolar Multikinase Inhibitor (KST016366): A New Benzothiazole Derivative with Remarkable Broad-Spectrum Antiproliferative Activity was written by El-Damasy, Ashraf Kareem;Cho, Nam-Chul;Nam, Ghilsoo;Pae, Ae Nim;Keum, Gyochang. And the article was included in ChemMedChem in 2016.Application of 630125-91-6 This article mentions the following:

Herein we report the discovery of compound 6 [KST016366; 4-((2-(3-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)ureido)benzo[d]thiazol-6-yl)oxy)picolinamide] as a new potent multikinase inhibitor through minor structural modification of our previously reported RAF kinase inhibitor A. In vitro anticancer evaluation of 6 showed substantial broad-spectrum antiproliferative activity against 60 human cancer cell lines. In particular, it showed GI₅₀ values of 51.4 and 19 nM against leukemia K-562 and colon carcinoma KM12 cell lines, resp. Kinase screening of compound 6 revealed its nanomolar-level inhibitory activity of certain oncogenic kinases implicated in both tumorigenesis and angiogenesis. Interestingly, 6 displays IC₅₀ values of 0.82, 3.81, and 53 nM toward Tie2, TrkA, and ABL-1 (wild-type and T315I mutant) kinases, resp. Moreover, 6 is orally bioavailable with a favorable in vivo pharmacokinetic profile. Compound 6 may serve as a promising candidate for further development of potent anticancer chemotherapeutics. In the experiment, the researchers used many compounds, for example, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6Application of 630125-91-6).

4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6) 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. 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.Application of 630125-91-6

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

Design and Development of a Series of Potent and Selective Type II Inhibitors of CDK8 was written by Bergeron, Philippe;Koehler, Michael F. T.;Blackwood, Elizabeth M.;Bowman, Krista;Clark, Kevin;Firestein, Ron;Kiefer, James R.;Maskos, Klaus;McCleland, Mark L.;Orren, Linda;Ramaswamy, Sreemathy;Salphati, Laurent;Schmidt, Steve;Schneider, Elisabeth V.;Wu, Jiansheng;Beresini, Maureen. And the article was included in ACS Medicinal Chemistry Letters in 2016.Safety of 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline This article mentions the following:

Using Sorafenib as a starting point, a series of potent and selective inhibitors of CDK8 was developed. When cocrystd. with CDK8 and cyclin C, these compounds exhibit a Type-II (DMG-out) binding mode. In the experiment, the researchers used many compounds, for example, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6Safety of 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline).

4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. 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).Safety of 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline

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

Synthesis and antiviral activity evaluation of derivatives of anti-influenza virus inhibitor nucleozin was written by Yan, Zihong;Cai, Yan;Li, Xueqiong;Ding, Xiaoli;Miao, Zhiwei. And the article was included in Huaxue Tongbao in 2018.Category: piperazines This article mentions the following:

Nucleozin has good inhibitory activity as an inhibitor against influenza virus nucleoprotein. In this paper, we investigate the aromatic ring part which is connected directly with piperazine in the nucleozin mol. structure. A series of nucleozin derivatives were synthesized by palladium catalyzed coupling reaction, and the structure-activity relationship of this part in nucleozin mol. was clarified by detecting the inhibitory activities of the synthesized compounds on influenza virus H1N1. After replacing the chlorine atom in the mol. with a Me group, it was found that the inhibitory activity is significantly improved compared with the prototype mol. nucleozin. This study has a significant meaning in the drug-like improvement of this kind of mol. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6Category: piperazines).

1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6) 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. 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.Category: piperazines

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

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

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