Category: piperazines

Silica-bonded N-propylpiperazine sodium n-propionate as recyclable catalyst for synthesis of 4H-pyran derivatives was written by Niknam, Khodabakhsh;Borazjani, Nassim;Rashidian, Reza;Jamali, Abbas. And the article was included in Cuihua Xuebao in 2013.Computed Properties of C7H16N2 This article mentions the following:

Silica-bonded N-propylpiperazine sodium n-propionate (SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H-benzo[b]pyran derivatives SBPPSP was used as a recyclable heterogeneous solid base catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes I [R = C₆H₅, 4-BrC₆H₄, 4-ClC₆H₄, etc.], 2-amino-4H-pyrans II, 1,4-dihydropyrano[2,3-c]pyrazoles III and 2-amino-4H-benzo[e]-chromenes IV via condensation reaction of dimedone, Et acetoacetate, 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, and α-naphthol, resp., with aromatic aldehydes and malononitrile in refluxing aqueous ethanol. The heterogeneous solid base showed similar efficiency when reused in consecutive reactions. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Computed Properties of C7H16N2).

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. 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.Computed Properties of C7H16N2

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

The use of solid-supported reagents within EOF-based micro reactors was written by Wiles, Charlotte;Watts, Paul;Haswell, Stephen J.. And the article was included in Special Publication – Royal Society of Chemistry in 2004.Formula: C7H16N2 This article mentions the following:

By incorporating a series of silica-supported bases into an EOF (electroosmotic flow)-based flow reactor, we have demonstrated the synthesis of eight condensation products in excellent yields, without the need for addnl. purification steps. 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. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 °C and boils at 125â€?30 °C. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful. Formula: C7H16N2

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

Synthesis of new and potent analogs of anti-tuberculosis agent 5-nitrofuran-2-carboxylic acid 4-(4-benzylpiperazin-1-yl)benzylamide with improved bioavailability was written by Tangallapally, Rajendra P.;Lee, Robin E. B.;Lenaerts, Anne J. M.;Lee, Richard E.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2006.Synthetic Route of C10H12N4 This article mentions the following:

Previously, the lead compound 5-nitrofuran-2-carboxylic acid 4-(4-benzylpiperazin-1-yl)benzylamide was identified in our anti-tuberculosis drug discovery program. Although this compound demonstrated excellent in vitro activity, it did not meet the expected in vivo profiles due to structural features that resulted in rapid metabolic cleavage and poor absorption, which therefore limited its bioavailability. In efforts to increase the bioavailability, a new series of analogs was successfully synthesized using three modification schemes: replacement of the benzyl group on the piperazine C-ring with carbamate and urea functional groups; introduction of a nitrogen atom into the aromatic ring-B; and expansion of the ring-B to a bicyclic tetrahydroisoquinoline moiety. These modifications retained strong activity and in some case gained superior anti-tuberculosis activity, increased absorption, and serum half life. In the experiment, the researchers used many compounds, for example, 6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0Synthetic Route of C10H12N4).

6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. 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.Synthetic Route of C10H12N4

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

Gas-liquid chromatography of some aliphatic and heterocyclic polyfunctional amines. II. Thermodynamics of the dissolution of amines in fixed phases was written by Andersons, A.;Shimanskaya, M. V.. And the article was included in Latvijas PSR Zinatnu Akademijas Vestis, Kimijas Serija in 1969.Related Products of 21867-64-1 This article mentions the following:

Solution thermodynamics in some nonpolar and polar stationary phases of 19 polyfunctional amines by means of gas-liquid chromatog. has been studied. The heats of solution, the excess heats of solution, the free energies, and entropies of the solution have been estimated The linear dependence of the thermodynamic properties on mol. weight or b.ps. of amines was shown to take place in nonpolar liquid phases. The maximum values of the thermodynamic properties were obtained in cases of polar liquid phases. Specific interactions take place between the amines and polar stationary phases: polyethylene glycols and Reoplex. 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. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 °C and boils at 125â€?30 °C. 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.Related Products of 21867-64-1

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

Falcipain Inhibitors: Optimization Studies of the 2-Pyrimidinecarbonitrile Lead Series. [Erratum to document cited in CA153:382905] was written by Coteron, Jose M.;Catterick, David;Castro, Julia;Chaparro, Maria J.;Diaz, Beatriz;Fernandez, Esther;Ferrer, Santiago;Gamo, Francisco J.;Gordo, Mariola;Gut, Jiri;de las Heras, Laura;Legac, Jennifer;Marco, Maria;Miguel, Juan;Munoz, Vicente;Porras, Esther;de la Rosa, Juan C.;Ruiz, Jose R.;Sandoval, Elena;Ventosa, Pilar;Rosenthal, Philip J.;Fiandor, Jose M.. And the article was included in Journal of Medicinal Chemistry in 2010.Synthetic Route of C7H16N2 This article mentions the following:

On page 6143, Table 12 is incorrect; the corrections to the table are given. On page S7, in Table S6, the structure for compound 144 is incorrect. On pages S29, S34, S36, S38-39, Table S9 is incorrect; the corrections to the Table are given. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Synthetic Route of C7H16N2).

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

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

Identification and SAR of novel pyrrolo[1,2-a]pyrazin-1(2H)-one derivatives as inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1) was written by Pescatore, Giovanna;Branca, Danila;Fiore, Fabrizio;Kinzel, Olaf;Bufi, Laura Llauger;Muraglia, Ester;Orvieto, Federica;Rowley, Michael;Toniatti, Carlo;Torrisi, Caterina;Jones, Philip. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Formula: C10H12N4 This article mentions the following:

The discovery of a novel series of pyrrolo[1,2-a]pyrazin-1(2H)-one PARP inhibitors is described. Optimization led to compounds that display excellent PARP-1 enzyme potency and inhibit the proliferation of BRCA deficient cells in the low double-digit nanomolar range showing excellent selectivity over BRCA proficient cancer cells. In the experiment, the researchers used many compounds, for example, 6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0Formula: C10H12N4).

6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0) 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. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful. Formula: C10H12N4

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

Discovery of Potent and Orally Effective Dual Janus Kinase 2/FLT3 Inhibitors for the Treatment of Acute Myelogenous Leukemia and Myeloproliferative Neoplasms was written by Yang, Tao;Hu, Mengshi;Qi, Wenyan;Yang, Zhuang;Tang, Minghai;He, Jun;Chen, Yong;Bai, Peng;Yuan, Xue;Zhang, Chufeng;Liu, Kongjun;Lu, Yulin;Xiang, Mingli;Chen, Lijuan. And the article was included in Journal of Medicinal Chemistry in 2019.Formula: C15H21N3O4 This article mentions the following:

Herein, the design, synthesis, and structure-activity relationships of a series of unique 4-(1H-pyrazol-4-yl)-pyrimidin-2-amine derivatives that selectively inhibit Janus kinase 2 (JAK2) and FLT3 kinases is described. These screening cascades revealed that I was a preferred compound with IC₅₀ values of 0.7 and 4 nM for JAK2 and FLT3, resp. Moreover, I was a potent JAK2 inhibitor with 37-fold and 56-fold selectivity over JAK1 and JAK3, resp., and possessed an excellent selectivity profile over the other 100 representative kinases. In a series of cytokine-stimulated cell-based assays, I exhibited a higher JAK2 selectivity over other JAK isoforms. The oral administration of 60 mg/kg of I could significantly inhibit tumor growth, with a tumor growth inhibition rate of 93 and 85% in MV4-11 and SET-2 xenograft models, resp. Addnl., I showed an excellent bioavailability (F = 58%), a suitable half-life time (T_1/2 = 4.1 h), a satisfactory metabolic stability, and a weak CYP3A4 inhibitory activity, suggesting that I might be a potential drug candidate for JAK2-driven myeloproliferative neoplasms and FLT3-internal tandem duplication-driven acute myelogenous leukemia. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6Formula: C15H21N3O4).

1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6) 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.Formula: C15H21N3O4

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

SAR studies on a series of N-benzyl-4-heteroaryl-1-(phenylsulfonyl)piperazine-2-carboxamides: Potent inhibitors of the polymerase enzyme (NS5B) of the hepatitis C virus was written by Gentles, Robert G.;Ding, Min;Zheng, Xiaofan;Chupak, Louis;Poss, Michael A.;Beno, Brett R.;Pelosi, Lenore;Liu, Mengping;Lemm, Julie;Wang, Ying-Kai;Roberts, Susan;Gao, Min;Kadow, John. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Name: 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid This article mentions the following:

Described herein is the initial optimization of (+/-) N-benzyl-4-heteroaryl-1-(phenylsulfonyl)piperazine-2-carboxamide (1)(I), a hit discovered in a high throughput screen run against the NS5B polymerase enzyme of the hepatitis C virus. This effort resulted in the identification of (S)-N-sec-butyl-6-((R)-3-(4-(trifluoromethoxy)benzylcarbamoyl)-4-(4-(trifluoromethoxy)phenylsulfonyl)piperazin-1-yl)pyridazine-3-carboxamide (2)(II), that displayed potent replicon activities against HCV genotypes 1b and 1a (EC₅₀ 1b/1a = 7/89 nM). In the experiment, the researchers used many compounds, for example, 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (cas: 149057-19-2Name: 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 belongs to the family of medicines called anthelmintics. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Name: 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

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

Falcipain Inhibitors: Optimization Studies of the 2-Pyrimidinecarbonitrile Lead Series was written by Coteron, Jose M.;Catterick, David;Castro, Julia;Chaparro, Maria J.;Diaz, Beatriz;Fernandez, Esther;Ferrer, Santiago;Gamo, Francisco J.;Gordo, Mariola;Gut, Jiri;de las Heras, Laura;Legac, Jennifer;Marco, Maria;Miguel, Juan;Munoz, Vicente;Porras, Esther;de la Rosa, Juan C.;Ruiz, Jose R.;Sandoval, Elena;Ventosa, Pilar;Rosenthal, Philip J.;Fiandor, Jose M.. And the article was included in Journal of Medicinal Chemistry in 2010.Reference of 21867-64-1 This article mentions the following:

Falcipain-2 and falcipain-3 are papain-family cysteine proteases of the malaria parasite Plasmodium falciparum that are responsible for host Hb hydrolysis to provide amino acids for parasite protein synthesis. Different heteroarylnitrile derivatives were studied as potential falcipain inhibitors and therefore potential antiparasitic lead compounds, with the 5-substituted-2-cyanopyrimidine chem. class emerging as the most potent and promising lead series. Through a sequential lead optimization process considering the different positions present in the initial scaffold, nanomolar and subnanomolar inhibitors at falcipains 2 and 3 were identified, with activity against cultured parasites in the micromolar range. Introduction of protonable amines within lead mols. led to marked improvements of up to 1000 times in activity against cultured parasites without noteworthy alterations in other SAR tendencies. Optimized compounds presented enzymic activities in the picomolar to low nanomolar range and antiparasitic activities in the low nanomolar range. 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. 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.Reference of 21867-64-1

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

Expanding Reactivity in DNA-Encoded Library Synthesis via Reversible Binding of DNA to an Inert Quaternary Ammonium Support was written by Flood, Dillon T.;Asai, Shota;Zhang, Xuejing;Wang, Jie;Yoon, Leonard;Adams, Zoe C.;Dillingham, Blythe C.;Sanchez, Brittany B.;Vantourout, Julien C.;Flanagan, Mark E.;Piotrowski, David W.;Richardson, Paul;Green, Samantha A.;Shenvi, Ryan A.;Chen, Jason S.;Baran, Phil S.;Dawson, Philip E.. And the article was included in Journal of the American Chemical Society in 2019.Electric Literature of C16H22N2O4 This article mentions the following:

DNA Encoded Libraries have proven immensely powerful tools for lead identification. The ability to screen billions of compounds at once has spurred increasing interest in DEL development and utilization. Although DEL provides access to libraries of unprecedented size and diversity, the idiosyncratic and hydrophilic nature of the DNA tag severely limits the scope of applicable chemistries. It is known that biomacromols. can be reversibly, noncovalently adsorbed and eluted from solid supports, and this phenomenon has been utilized to perform synthetic modification of biomols. in a strategy we have described as reversible adsorption to solid support (RASS). Herein, we present the adaptation of RASS for a DEL setting, which allows reactions to be performed in organic solvents at near anhydrous conditions opening previously inaccessible chem. reactivities to DEL. The RASS approach enabled the rapid development of C(sp²)-C(sp³) decarboxylative cross-couplings with broad substrate scope, an electrochem. amination (the first electrochem. synthetic transformation performed in a DEL context), and improved reductive amination conditions. The utility of these reactions was demonstrated through a DEL-rehearsal in which all newly developed chemistries were orchestrated to afford a compound rich in diverse skeletal linkages. We believe that RASS will offer expedient access to new DEL reactivities, expanded chem. space, and ultimately more drug-like libraries. In the experiment, the researchers used many compounds, for example, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4Electric Literature of C16H22N2O4).

4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful. Electric Literature of C16H22N2O4

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