Category: piperazines

Combinatorial synthesis of 3-substituted 5-aminoisoxazole-4-carboxamides was written by Alyab’ev, S. B.;Kravchenko, D. V.;Dorogov, M. V.;Ivashchenko, A. V.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya in 2007.Reference of 611225-86-6 This article mentions the following:

The combinatorial library of novel 3-substituted 5-aminoisoxazole-4-carboxamides I (R¹ = Ph, 2-FC₆H₄, 4-F₃CC₆H₄, 4-ClC₆H₄, etc.; R² = 1-imidazolyl, 4-EtC₆H₄NH, 2-Me-3-ClC₆H₃NH, etc.; R³ = 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, azepan-1-yl) was prepared using a parallel synthesis approach. The target compounds were obtained by alk. hydrolysis of the esters I (R² = OMe) followed by treatment with POCl₃ and amination with secondary amines in the presence of Et₃N in dioxane. The esters I (R² = OMe) were in turn prepared from the corresponding Me 3-aryl-5-hydroxy-4-isoxazolecarboxylates by chlorination with POCl₃ followed by amination with secondary cyclic amines R³H. In the experiment, the researchers used many compounds, for example, 4-(4-Ethylpiperazin-1-ylmethyl)phenylamine (cas: 611225-86-6Reference of 611225-86-6).

4-(4-Ethylpiperazin-1-ylmethyl)phenylamine (cas: 611225-86-6) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. 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.Reference of 611225-86-6

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

Facile synthesis of C1-substituted β-carbolines as CDK4 inhibitors for the treatment of cancer was written by Li, Deping;Liu, Wenwu;Huang, Yaoguan;Liu, Mingyue;Tian, Caizhi;Lu, Hongyuan;Jia, Hui;Xu, Zihua;Ding, Huaiwei;Zhao, Qingchun. And the article was included in Bioorganic Chemistry in 2022.Quality Control of tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate This article mentions the following:

Cyclin-dependent kinase 4 (CDK4), which is involved in dynamic regulation of cell cycle, has gained particularly attention for its role in controlling tumor growth. Increasing evidence showed that β-carboline derivatives have the potential to inhibit CDK4. Herein, on the basis of previous work, authors designed and synthesized a series of novel β-carbolines and evaluated their antitumor activity. Among them, compounds I and II, with the most potent anti-proliferative activity and CDK4 enzymic inhibition activity, were selected for further pharmacol. research in vitro and in vivo. The results in vitro showed that I and II exhibited potent anti-HCT116 activity including inhibition of colony formation, inhibition of invasion and migration, inducing of apoptosis, and arresting of G1 phase in cell cycle. In vivo, I showed significant tumor growth inhibition in HCT116 tumor xenograft model without causing significant weight loss and toxicity consistent with the acute toxicity test. In addition, silico study showed I and II not only have good biol. actions, but also acceptable predicted ADME and physicochem. properties. Taken together, compounds I and II could be selected for further modification and preclin. evaluation. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate (cas: 119285-07-3Quality Control of tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate).

tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate (cas: 119285-07-3) 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 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.Quality Control of tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate

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

Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism was written by Lau, Sii Hong;Yu, Peng;Chen, Liye;Madsen-Duggan, Christina B.;Williams, Michael J.;Carrow, Brad P.. And the article was included in Journal of the American Chemical Society in 2020.Electric Literature of C15H21N3O4 This article mentions the following:

The amination of aryl halides has become one of the most commonly practiced C-N bond-forming reactions in pharmaceutical and laboratory syntheses. The widespread use of strong or poorly soluble inorganic bases for amine activation nevertheless complicates the compatibility of this important reaction class with sensitive substrates as well as applications in flow and automated synthesis, to name a few. We report a palladium-catalyzed C-N coupling using Et₃N as a weak, soluble base, which allows a broad substrate scope that includes bromo- and chloro(hetero)arenes, primary anilines, secondary amines, and amide type nucleophiles together with tolerance for a range of base-sensitive functional groups. Mechanistic data have established a unique pathway for these reactions in which water serves multiple beneficial roles. In particular, ionization of a neutral catalytic intermediate via halide displacement by H₂O generates, after proton loss, a coordinatively unsaturated Pd-OH species that can bind amine substrate triggering intramol. N-H heterolysis. This water-assisted pathway operates efficiently with even weak terminal bases, such as Et₃N. The use of a simple, com. available ligand, PAd₃, is key to this water-assisted mechanism by promoting coordinative unsaturation in catalytic intermediates responsible for the heterolytic activation of strong element-hydrogen bonds, which enables broad compatibility of carbon-heteroatom cross-coupling reactions with sensitive substrates and functionality. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6Electric Literature of C15H21N3O4).

1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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).Electric Literature of C15H21N3O4

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

Convergent Synthesis of Polynitrile and/or Polyamine Dendrimers through Hydroaminomethylation and Michael Addition was written by Beigi, Maryam;Ricken, Stefan;Mueller, Kai Sven;Koc, Fikret;Eilbracht, Peter. And the article was included in European Journal of Organic Chemistry in 2011.Application In Synthesis of tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate This article mentions the following:

A new convergent approach is presented to prepare polynitrile/polyamine dendrimers. Highly versatile dendrons obtained by Voegtle’s method (Michael-type addition with acrylonitrile) are combined with suitable cores by allylation/hydroaminomethylation or alkylation/acylation. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1Application In Synthesis of tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate).

tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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).Application In Synthesis of tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate

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

Discovery of Orally Active Carboxylic Acid Derivatives of 2-Phenyl-5-trifluoromethyloxazole-4-carboxamide as Potent Diacylglycerol Acyltransferase-1 Inhibitors for the Potential Treatment of Obesity and Diabetes was written by Qian, Yimin;Wertheimer, Stanley J.;Ahmad, Mushtaq;Cheung, Adrian Wai-Hing;Firooznia, Fariborz;Hamilton, Matthew M.;Hayden, Stuart;Li, Shiming;Marcopulos, Nicholas;McDermott, Lee;Tan, Jenny;Yun, Weiya;Guo, Liang;Pamidimukkala, Anjula;Chen, Yingsi;Huang, Kuo-Sen;Ramsey, Gwendolyn B.;Whittard, Toni;Conde-Knape, Karin;Taub, Rebecca;Rondinone, Cristina M.;Tilley, Jefferson;Bolin, David. And the article was included in Journal of Medicinal Chemistry in 2011.Product Details of 119285-07-3 This article mentions the following:

Diacylglycerol acyltransferase-1 (DGAT-1) is the enzyme that catalyzes the final and committed step of triglyceride formation, namely, the acylation of diacylglycerol with acyl CoA. DGAT-1 deficient mice demonstrate resistance to weight gain on high fat diet, improved insulin sensitivity, and reduced liver triglyceride content. Inhibition of DGAT-1 thus represents a potential novel approach for the treatment of obesity, dyslipidemia, and metabolic syndrome. In this communication, we report the identification of the lead structure 6 and our lead optimization efforts culminating in the discovery of potent, selective, and orally efficacious carboxylic acid derivatives of 2-phenyl-5-trifluoromethyloxazole-4-carboxamides. In particular, compound 29 (I) (DGAT-1 enzyme assay, IC₅₀ = 57 nM; CHO-K1 cell triglyceride formation assay, EC₅₀ = 0.5 μM) demonstrated dose dependent inhibition of weight gain in diet induced obese (DIO) rats (0.3, 1, and 3 mg/kg, PO, qd) during a 21-day efficacy study. Furthermore, compound 29 demonstrated improved glucose tolerance determined by an oral glucose tolerance test (OGTT). In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate (cas: 119285-07-3Product Details of 119285-07-3).

tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate (cas: 119285-07-3) 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.Product Details of 119285-07-3

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

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

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