Category: piperazines

Producing of a novel condensed heterocycles and combinatorial libraries on the basis of 2-amino-5-bromopyridine-3-sulfochloride was written by Dorogov, M. V.;Solov’ev, M. Yu.;Kravchenko, D. V.;Blyumina, M. V.;Tkachenko, S. E.;Ivashchenko, A. V.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya in 2005.COA of Formula: C7H16N2 This article mentions the following:

2-Amino-5-bromopyridine-3-sulfonyl chloride (I) was readily prepared by chlorosulfonylation of 2-amino-5-bromopyridine. Subsequent amination of I with primary or secondary amines or with amino acids, such as sarcosine or β-alanine, gave the libraries of the corresponding 2-amino-5-bromo-3-pyridinesulfonamides and 2-amino-5-bromo-3-pyridinesulfonylamino-substituted carboxylic acids, resp. The latter were further amidated with various primary and secondary amines to afford the libraries of pyridylsulfonylamino-functionalized carboxamides. On the other hand, N-(2-amino-5-bromopyridine-3-sulfonyl)-N-Me aminoacetic acid, available from I and sarcosine, undergoes intramol. cyclization on treatment with 1,1′-carbonyldiimidazole (CDI) at 40-100° to form novel pyrido[2,3-f][1,2,5]thiadiazepinone S,S-dioxide II. The reaction of N,N’-unsubstituted 2-amino-5-bromopyridine-3-sulfonamide with succinic anhydride afforded novel trioxocyclopenta[3,4]pyrido[2,3-e][1,2,4]thiadiazine III, which readily reacts with amines in the presence of CDI to provide the combinatorial library of pyrido[2,3-e][1,2,4]thiadiazines IV (R¹R²NH is primary or secondary aliphatic cycloaliphatic, aromatic or heterocyclic amine). The mol. parameters, such as mol. weight, lipophilicity or a total number of hydrogen bond donors and acceptors, have been calculated for some of the products. 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. Simple N-substituted piperazines have been found in many drug molecules. 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: C7H16N2

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

Synthesis, Antibacterial and Anthelmintic Activity of Novel 3-(3-Pyridyl)-oxazolidinone-5-methyl Ester Derivatives was written by Jin, Bo;Chen, Jia-yi;Sheng, Zun-lai;Sun, Meng-qing;Yang, Hong-liang. And the article was included in Molecules in 2022.Related Products of 119285-07-3 This article mentions the following:

In this study, a series of 3-(3-pyridyl)-oxazolidone-5-Me ester derivatives I [X = O, C(O)CH₂Bn, C(O)NCy, etc.; R¹ = C(O)Me, C(O)Cy, S(O)₂Me, etc.] was synthesized and characterized by ¹H NMR, ¹³C NMR and LC-MS. The conducted screening antibacterial studies of the new 3-(3-pyridyl)-oxazolidone-5-Me ester derivatives I established that the Me sulfonic acid esters have broad activity spectrum toward Staphylococcus aureus, Streptococcus pneumoniae, Bacillus subtilis and Staphylococcus epidermidis. Among them, compound I [X = O; R¹ = C(O)NCy] was the most potent activity, with an MIC of 16μg/mL against B.subtilis and could reduce the instantaneous growth rate of bacteria. Furthermore, mol. docking studies were also simulated for compound I [X = O; R¹ = C(O)NCy] to predict the specific binding mode of this compound In addition, anthelmintic activity of these compounds was also evaluated against adult Indian earthworms (Pheretima posthuman). The results showed that compound I [X = O, R¹ = C(O)Cy] had the best effect. These results above could provided exptl. reference for the development of novel antibacterial and anthelmintic drugs. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate (cas: 119285-07-3Related Products of 119285-07-3).

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.Related Products of 119285-07-3

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

Synthesis of substituted 4-oxo-7-sulfamoyl-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepines was written by Kravchenko, D. V.;Ivanovskii, S. A.;Korsakov, M. K.;Dorogov, M. V.;Tkachenko, S. E.;AsHchenko, A. V.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya in 2005.Product Details of 21867-64-1 This article mentions the following:

A combinatorial library of substituted 4-oxo-7-sulfamoyl-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepines was synthesized via chlorosulfonylation of tetrahydrobenzothiazepinones followed by reaction with a range of primary and secondary amines. Physicochem. parameters of some of the products, such as lipophilicity, number of rotating bonds and number of hydrogen bond donors and acceptors have been calculated In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Product Details 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. 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. Product Details of 21867-64-1

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

Discovery and Development of First-in-Class ACKR3/CXCR7 Superagonists for Platelet Degranulation Modulation was written by Bayrak, Alp;Mohr, Florian;Kolb, Kyra;Szpakowska, Martyna;Shevchenko, Ekaterina;Dicenta, Valerie;Rohlfing, Anne-Katrin;Kudolo, Mark;Pantsar, Tatu;Guenther, Marcel;Kaczor, Agnieszka A.;Poso, Antti;Chevigne, Andy;Pillaiyar, Thanigaimalai;Gawaz, Meinrad;Laufer, Stefan A.. And the article was included in Journal of Medicinal Chemistry in 2022.Application In Synthesis of tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate This article mentions the following:

The atypical chemokine receptor 3 (ACKR3), formerly known as CXC-chemokine receptor 7 (CXCR7), has been postulated to regulate platelet function and thrombus formation. Herein, we report the discovery and development of first-in-class ACKR3 agonists, which demonstrated superagonistic properties with E_max values of up to 160% compared to the endogenous reference ligand CXCL12 in a β-arrestin recruitment assay. Initial in silico screening using an ACKR3 homol. model identified two hits, C10 (EC₅₀ 19.1 μM) and C11 (EC₅₀ 11.4 μM). Based on these hits, extensive structure-activity relationship studies were conducted by synthesis and testing of derivatives It resulted in the identification of the novel thiadiazolopyrimidinone-based compounds 26 (LN5972, EC₅₀ = 3.4 μM) and 27 (LN6023, EC₅₀ = 3.5 μM). These compounds are selective for ACKR3 vs. CXCR4 and show metabolic stability. In a platelet degranulation assay, these agonists effectively reduced P-selectin expression by up to 97%, suggesting potential candidates for the treatment of platelet-mediated thrombosis. 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. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. 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.Application In Synthesis of tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate

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

Kinetic study of the decomposition of hydrogen peroxide catalyzed by Co(II) acetylacetonate supported on a silica-propylpiperazine matrix was written by Oliveira, Severino F.;Espinola, Jose G. P.;Lemus, Wolfango Eloy S.;de Souza, Antonio G.;Airoldi, Claudio. And the article was included in Colloids and Surfaces, A: Physicochemical and Engineering Aspects in 1998.Related Products of 21867-64-1 This article mentions the following:

The catalytic decomposition of hydrogen peroxide by Co(II)acetylacetonate supported on a propylpiperazine-silica matrix (Co(II)(acac)-PPS) was studied in aqueous media. The results showed that the reaction was first order in H₂O₂. It was found that the reaction rate was pH dependent with a maximum at around pH=8. Activation parameters were determined in the temperature range 30-45°C. The low value obtained for the activation energy is in accordance with the proposed free-radical mechanism. 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. 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.Related Products of 21867-64-1

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

Selective Inhibition of the Myeloid Src-Family Kinase Fgr Potently Suppresses AML Cell Growth in Vitro and in Vivo was written by Weir, Mark C.;Shu, Sherry T.;Patel, Ravi K.;Hellwig, Sabine;Chen, Li;Tan, Li;Gray, Nathanael S.;Smithgall, Thomas E.. And the article was included in ACS Chemical Biology in 2018.Category: piperazines This article mentions the following:

Acute myelogenous leukemia (AML) is the most common hematol. malignancy in adults and is often associated with constitutive tyrosine kinase signaling. These pathways involve the nonreceptor tyrosine kinases Fes, Syk, and the three Src-family kinases expressed in myeloid cells (Fgr, Hck, and Lyn). In this study, we report remarkable anti-AML efficacy of an N-phenylbenzamide kinase inhibitor, TL02-59. This compound potently suppressed the proliferation of bone marrow samples from 20 of 26 AML patients, with a striking correlation between inhibitor sensitivity and expression levels of the myeloid Src family kinases Fgr, Hck, and Lyn. No correlation was observed with Flt3 expression or mutational status, with the four most sensitive patient samples being wild-type for Flt3. Kinome-wide target specificity profiling coupled with in vitro kinase assays demonstrated a narrow overall target specificity profile for TL02-59, with picomolar potency against the myeloid Src-family member Fgr. In a mouse xenograft model of AML, oral administration of TL02-59 for 3 wk at 10 mg/kg completely eliminated leukemic cells from the spleen and peripheral blood while significantly reducing bone marrow engraftment. These results identify Fgr as a previously unrecognized kinase inhibitor target in AML and TL02-59 as a possible lead compound for clin. development in AML cases that overexpress this kinase independent of Flt3 mutations. In the experiment, the researchers used many compounds, for example, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6Category: piperazines).

4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. 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

Discovery of N-(4-(6-acetamidopyrimidin-4-yloxy)phenyl)-2-(2-(trifluoromethyl)phenyl)acetamide (CHMFL-FLT3-335) as a potent FMS-like tyrosine kinase 3 internal tandem duplication (FLT3-ITD) mutant selective inhibitor for acute myeloid leukemia was written by Liang, Xiaofei;Wang, Beilei;Chen, Cheng;Wang, Aoli;Hu, Chen;Zou, Fengming;Yu, Kailin;Liu, Qingwang;Li, Feng;Hu, Zhenquan;Lu, Tingting;Wang, Junjie;Wang, Li;Weisberg, Ellen L.;Li, Lili;Xia, Ruixiang;Wang, Wenchao;Ren, Tao;Ge, Jian;Liu, Jing;Liu, Qingsong. And the article was included in Journal of Medicinal Chemistry in 2019.Recommanded Product: 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline This article mentions the following:

Most of the current FMS-like tyrosine kinase 3 (FLT3) inhibitors lack selectivity between FLT3 kinase and cKIT kinase as well as the FLT3 wt and internal tandem duplication (ITD) mutants. We report a new compound I, which displays GI₅₀ values of 30-80 nM against different ITD mutants and achieves selectivity over both FLT3 wt (8-fold) and cKIT kinase in the transformed BaF3 cells (>300-fold). I potently inhibits the proliferation of the FLT3-ITD-pos. acute myeloid leukemia cancer lines through suppression of the phosphorylation of FLT3 kinase and downstream signaling pathways, induction of apoptosis, and arresting the cell cycle into the G0/G1 phase. I also displays potent antiproliferative effect against FLT3-ITD-pos. patient primary cells, whereas it does not apparently affect FLT3 wt primary cells. In addition, it also exhibits a good therapeutic window to PBMC compared to PKC412. In the in vivo studies, I demonstrates favorable PK profiles and suppresses the tumor growth in the MV4-11 cell inoculated mouse xenograft model. In the experiment, the researchers used many compounds, for example, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (cas: 630125-91-6Recommanded Product: 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).Recommanded Product: 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline

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

Azetidinones as vasopressin V1a antagonists was written by Guillon, Christophe D.;Koppel, Gary A.;Brownstein, Michael J.;Chaney, Michael O.;Ferris, Craig F.;Lu, Shi-Fang;Fabio, Karine M.;Miller, Marvin J.;Heindel, Ned D.;Hunden, David C.;Cooper, Robin D. G.;Kaldor, Stephen W.;Skelton, Jeffrey J.;Dressman, Bruce A.;Clay, Michael P.;Steinberg, Mitchell I.;Bruns, Robert F.;Simon, Neal G.. And the article was included in Bioorganic & Medicinal Chemistry in 2007.Safety of 1-Propylpiperazine This article mentions the following:

The azetidinone LY307174 (I) was identified as a screening lead for the vasopressin V1a receptor (IC₅₀ 45 nM at the human V1a receptor) based on mol. similarity to ketoconazole, a known antagonist of the LH releasing hormone receptor. Structure-activity relationships for the series, e.g., II, were explored to optimize receptor affinity and pharmacokinetic properties, resulting in compounds with K _i values <1 nM and brain levels after oral dosing ∼100-fold higher than receptor affinities. Display Omitted. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Safety 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. 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. Safety of 1-Propylpiperazine

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

Synthesis and Biological Evaluation of a Novel Series of “Ortho-Nitrated” Inhibitors of Catechol-O-methyltransferase was written by Learmonth, David A.;Bonifacio, Maria Joao;Soares-da-Silva, Patricio. And the article was included in Journal of Medicinal Chemistry in 2005.HPLC of Formula: 21867-64-1 This article mentions the following:

Novel regioisomeric ortho-nitrated catechols related to the catechol-O-methyltransferase (COMT) inhibitors BIA 3-202 and BIA 3-335 were synthesized and biol. evaluated. Changing the position of the nitro group from the classical meta- to the ortho-position relative to the side-chain substituent of the nitrocatechol pharmacophore exerted profound effects on selectivity and duration of COMT inhibition. 2,3,4-O₂N(HO)₂C₆H₂CO(CH₂)_nPh (I, n = 1-4) possessed shorter duration of action than their regioisomers, but I (n = 2) displayed reversed selectivity over BIA 3-202 at 3 and 6 h, exhibiting preferential central inhibition. In the amino-substituted series, 2,3,4-O₂N(HO)₂C₆H₂COCH₂CH₂R (II, R = 4-benzylpiperidino) was less peripherally selective than BIA 3-335 and short-acting, whereas II (R = decahydroquinolino, III) displayed an unprecedented combination of long-acting and selective peripheral inhibition. I (n = 2) could provide a useful tool to probe the pharmacol. utility of short-acting, centrally selective COMT inhibitors in the treatment of depression in Parkinsonian patients, and III represents a promising candidate for clin. evaluation as an adjunct to L-Dopa therapy. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1HPLC of Formula: 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) 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).HPLC of Formula: 21867-64-1

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

Design, synthesis and antitubercular evaluation of novel series of N-[4-(piperazin-1-yl)phenyl]cinnamamide derivatives was written by Patel, Kavitkumar N.;Telvekar, Vikas N.. And the article was included in European Journal of Medicinal Chemistry in 2014.Application of 182618-86-6 This article mentions the following:

The analogs of N-[4-(piperazin-1-yl)phenyl]cinnamamide were designed and synthesized by a mol. hybridization approach in which part C of the designed mol. was linked through amide and carbamate functionality that improves the physicochem. properties and govern the pharmacokinetic and pharmacodynamic behavior. The systematic modification was done around the Part C to explore the structure activity relationship of antitubercular cinnamamides. All 52 compounds were evaluated for antitubercular activity against Mycobacterium tuberculosis (M. tb) using Resazurin microtitre plate assay (REMA). Compound I with trifluoromethyl substitution exhibited good antitubercular activity of 3.125 μg/mL. The synthesized N-[4-(piperazin-1-yl)phenyl]cinnamamide derivatives showed promising activity against M. tb. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6Application of 182618-86-6).

1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6) 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. Application of 182618-86-6

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