Heterocyclic Building Blocks-piperazine

Chubanov, V.; Schnitzler, M. Mederos; Meissner, M.; Schaefer, S.; Abstiens, K.; Hofmann, T.; Gudermann, T. published an article in British Journal of Pharmacology. The title of the article was 《Natural and synthetic modulators of SK (KCa2) potassium channels inhibit magnesium-dependent activity of the kinase-coupled cation channel TRPM7》.HPLC of Formula: 70006-24-5 The author mentioned the following in the article:

Background and Purpose Transient receptor potential cation channel subfamily M member 7 (TRPM7) is a bifunctional protein comprising a TRP ion channel segment linked to an α-type protein kinase domain. TRPM7 is essential for proliferation and cell growth. Up-regulation of TRPM7 function is involved in anoxic neuronal death, cardiac fibrosis and tumor cell proliferation. The goal of this work was to identify non-toxic inhibitors of the TRPM7 channel and to assess the effect of blocking endogenous TRPM7 currents on the phenotype of living cells. Exptl. Approach We developed an aequorin bioluminescence-based assay of TRPM7 channel activity and performed a hypothesis-driven screen for inhibitors of the channel. The candidates identified were further assessed electrophysiol. and in cell biol. experiments Key Results TRPM7 currents were inhibited by modulators of small conductance Ca2+-activated K+ channels (KCa2.1-2.3; SK) channels, including the antimalarial plant alkaloid quinine, CyPPA, dequalinium, NS8593, SKA31 and UCL 1684. The most potent compound NS8593 (IC50 1.6 μM) specifically targeted TRPM7 as compared with other TRP channels, interfered with Mg2+-dependent regulation of TRPM7 channel and inhibited the motility of cultured cells. NS8593 exhibited full and reversible block of native TRPM7-like currents in HEK 293 cells, freshly isolated smooth muscle cells, primary podocytes and ventricular myocytes. Conclusions and Implications This study reveals a tight overlap in the pharmacol. profiles of TRPM7 and KCa2.1-2.3 channels. NS8593 acts as a neg. gating modulator of TRPM7 and is well-suited to study functional features and cellular roles of endogenous TRPM7. In the part of experimental materials, we found many familiar compounds, such as Abt-724(cas: 70006-24-5HPLC of Formula: 70006-24-5)

Abt-724(cas: 70006-24-5) belongs to piperazines. 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: 70006-24-5

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

Liu, Xiaohua; Zhang, Yu; Huang, Wenjing; Tan, Wenfu; Zhang, Ao published an article on January 15 ,2018. The article was titled 《Design, synthesis and pharmacological evaluation of new acyl sulfonamides as potent and selective Bcl-2 inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry.HPLC of Formula: 1688-95-5 The information in the text is summarized as follows:

The antiapoptotic protein Bcl-2, overexpressed in many tumor cells, is an attractive target for potential small mol. anticancer drug discovery. Herein, we report a different structural modification approach on ABT-263 by merging the piperazinyl-Ph fragment into a bicyclic framework leading to a series of novel analogs, among which tetrahydroisoquinoline 13 was nearly equally potent against Bcl-2 as ABT-263. Further SAR in the P4-interaction pocket afforded the difluoroazetidine substituted analog 55, which retained good Bcl-2 activity with improved Bcl-2/Bcl-xL selectivity. In the experiment, the researchers used many compounds, for example, 4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5HPLC of Formula: 1688-95-5)

4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5) is a member of sulfamide. Sulfamide was used in the synthesis of: Schiff bases of the type ArCH=NSO2NH2; 1H,3H-2,1,3-benzothiadiazin-4-one-2,2-dioxide (BTDD); sulfamide analogs of oleoylethanolamide analogs in a study of PPARα activation.HPLC of Formula: 1688-95-5

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

Obniska, Jolanta; Kulig, Katarzyna; Zejc, Alfred published an article in Acta Poloniae Pharmaceutica. The title of the article was 《Synthesis and anticonvulsant properties of new N-piperazinylalkyl imides of succinic acid》.Name: 1-Methylpiperazine dihydrochloride The author mentioned the following in the article:

A number of N-[((4-aryl)- or (4-methyl)-1-piperazinyl)alkyl]imides of 3-aryl- or 3,3-pentamethylenesuccinic acid, I [R1 = 3-ClC6H4, 4-ClC6H4, R2 = H, R1R2 = (CH2)5, R3 = Ph, CH2Ph, Me.2HCl, 2-MeOC6H4, 3-ClC6H4, n = 1; R1 = Ph, R2 = Ph, Me, R1R2 = (CH2)5, R3 = H.2HCl, Me.2HBr, Me.2HCl, n = 2, 3; R1 = Ph, R2 = Me, R3 = Ph, n = 3], were synthesized and tested for anticonvulsant activity in the maximum electroshock seizure (MES) and pentylenetetrazole seizure threshold (scMet) tests. Structures of the novel compounds were confirmed by elemental and spectral analyses. In addition to this study using 1-Methylpiperazine dihydrochloride, there are many other studies that have used 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Name: 1-Methylpiperazine dihydrochloride) was used in this study.

1-Methylpiperazine dihydrochloride(cas: 34352-59-5) is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), 1-methylpiperazine-1,4-diium tetrachloridozincate hemihydrate, 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug..Name: 1-Methylpiperazine dihydrochloride

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

Zhou, Dahui; Zhou, Ping; Evrard, Deborah A.; Meagher, Kristin; Webb, Michael; Harrison, Boyd L.; Huryn, Donna M.; Golembieski, Jeannette; Hornby, Geoffrey A.; Schechter, Lee E.; Smith, Deborah L.; Andree, Terrance H.; Mewshaw, Richard E. published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《Studies toward the discovery of the next generation of antidepressants. Dual 5-HT1A receptor and serotonin transporter affinity within a class of arylpiperazinyl-cyclohexyl indole derivatives》.Application In Synthesis of 4-(Piperazin-1-yl)-1H-indole The author mentioned the following in the article:

Based on the previously reported discovery lead, 3-(cis-4-(4-(1H-indol-4-yl)piperazin-1-yl)cyclohexyl)-5-fluoro-1H-indole (2), a series of related arylpiperazin-4-yl-cyclohexyl indole analogs were synthesized then evaluated as 5-HT transporter inhibitors and 5-HT1A receptor antagonists. The investigation of the structure-activity relationships revealed the optimal pharmacophoric elements required for activities in this series. The best example from this study (I) exhibited equal binding affinities at 5-HT transporter (Ki = 4.9 nM), 5-HT1A receptor (Ki = 6.2 nM) and functioned as a 5-HT1A receptor antagonist. The experimental part of the paper was very detailed, including the reaction process of 4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0Application In Synthesis of 4-(Piperazin-1-yl)-1H-indole)

4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Application In Synthesis of 4-(Piperazin-1-yl)-1H-indole

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

In 2022,Venkatesh, Rapelly; Shankar, Gauri; Narayanan, Aswathi C.; Modi, Gyan; Sabiah, Shahulhameed; Kandasamy, Jeyakumar published an article in Journal of Organic Chemistry. The title of the article was 《Multicomponent Synthesis of S-Benzyl Dithiocarbamates from para-Quinone Methides and Their Biological Evaluation for the Treatment of Alzheimer’s Disease》.Product Details of 109-01-3 The author mentioned the following in the article:

Multicomponent synthesis of biol. relevant S-benzyl dithiocarbamates I [Ar = Ph, 2-thienyl, 2-naphthyl, etc.; R = methylamino, 1-pyrrolidinyl, benzylamino, etc.] from para-quinone methides, amines and carbon disulfide were described under catalyst and additive-free conditions. The reactions proceeded at room temperature in a short span of time with excellent yields. One of the synthesized compounds, compound I [Ar = Ph, R = isopropylamino] showed considerable acetylcholinesterase (AChE) inhibitory (51.70 + 5.63% at 20μm) and antioxidant (63.52 ± 1.15 at 20μm) activities. In addition to this study using 1-Methylpiperazine, there are many other studies that have used 1-Methylpiperazine(cas: 109-01-3Product Details of 109-01-3) was used in this study.

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Product Details of 109-01-3

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

In 2022,Yamaguchi, Nobuharu; Biniecki, Kristof; Jankowski, Christopher K.; Ciszewski, Lech published an article in Acta Poloniae Pharmaceutica. The title of the article was 《Cardiovascular evaluation of the chemical structure of N-methylpiperazinyl phthalazine analogs》.Product Details of 109-01-3 The author mentioned the following in the article:

The chem. structure of N-methylpiperazinyl phthalazine analogs – KB compounds, having potential cardiovascular effects, were synthesized and its detailed spectral identification is reported. For KB-1, moiety structure, five physiol. cardiovascular tests were performed and the results were discussed. This mol. showed long-lasting antihypertensive properties with similarly long-lasting bradycardia. However, a slight modification of the mol. structure might minimize the cardiac depressant phenomenon, which is a common undesired effect of various antihypertensive drugs on the market. In the experiment, the researchers used many compounds, for example, 1-Methylpiperazine(cas: 109-01-3Product Details of 109-01-3)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Product Details of 109-01-3

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

Recommanded Product: 109-01-3In 2020 ,《Efficient Synthesis of Sulfenamides through Mitsunobu-type Coupling Reaction of Thiols with Amines using Dibenzyl Azodicarboxylate》 was published in Asian Journal of Organic Chemistry. The article was written by Ryu, Se Hwan; Ra, Jongmin; Ko, Haye Min. The article contains the following contents:

S-H activation reaction of thiols employing dibenzyl azodicarboxylate (DBAD) had been developed for the preparation of sulfenamides I [R = H; R1 = Et, Bn, cyclopropyl, cyclopentyl, cyclohexyl; RR1 = (CH2)4, (CH2)6, (CH2)2O(CH2)2, etc.; X = O, S]. The dehydrogenation of thiols and amines under these reaction conditions involved the formation of dibenzyl hydrazine-1,2-dicarboxylate, which led to the S-N bond formation reaction. The reaction proceeded efficiently with release of dibenzyl hydrazine-1,2-dicarboxylate and afforded various sulfenamides I in good to excellent yields. In addition to this study using 1-Methylpiperazine, there are many other studies that have used 1-Methylpiperazine(cas: 109-01-3Recommanded Product: 109-01-3) was used in this study.

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Recommanded Product: 109-01-3

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

《Thiazolothiazepine Inhibitors of HIV-1 Integrase》 was written by Neamati, Nouri; Turpin, Jim A.; Winslow, Heather E.; Christensen, John L.; Williamson, Karen; Orr, Ann; Rice, William G.; Pommier, Yves; Garofalo, Antonio; Brizzi, Antonella; Campiani, Giuseppe; Fiorini, Isabella; Nacci, Vito. Recommanded Product: 1-Methylpiperazine dihydrochloride And the article was included in Journal of Medicinal Chemistry on August 26 ,1999. The article conveys some information:

A series of thiazolothiazepines were prepared and tested against purified human immunodeficiency virus type-1 integrase (HIV-1 IN) and viral replication. Structure-activity studies reveal that the compounds possessing the pentat. moiety SC(O)CNC(O) with two carbonyl groups are in general more potent against purified IN than those containing only one carbonyl group. Substitution with electron-donating or -withdrawing groups did not enhance nor abolish potency against purified IN. By contrast, compounds with a naphthalene ring system showed enhanced potency, suggesting that a hydrophobic pocket in the IN active site might accommodate an aromatic system rather than a halogen. The position of sulfur in the thiazole ring appears important for potency against IN, as its replacement with an oxygen or carbon abolished activity. Further extension of the thiazole ring diminished potency. I [R, R1 = H, X = S, Y = CH2; RR1 = CH:CHCH:CH; X = S, Y = CH2; X = CH2, Y = S] showed antiviral activity and inhibited IN within similar concentrations These compounds inhibited IN when Mn2+ or Mg2+ was used as cofactor. None of these compounds showed detectable activities against HIV-1 reverse transcriptase, protease, virus attachment, or nucleocapsid protein zinc fingers. Therefore, thiazolothiazepines are potentially important lead compounds for development as inhibitors of IN and HIV replication. In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Recommanded Product: 1-Methylpiperazine dihydrochloride)

1-Methylpiperazine dihydrochloride(cas: 34352-59-5) is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), 1-methylpiperazine-1,4-diium tetrachloridozincate hemihydrate, 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug..Recommanded Product: 1-Methylpiperazine dihydrochloride

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

Related Products of 85817-34-1On May 15, 2007 ,《Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 5: 2′-Substituted 6-nitroquipazines》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Lee, Jae Hak; Choi, Yong Hyun; Lim, Yoo Jin; Lee, Byoung Se; Chi, Dae Yoon; Jin, Changbae. The article conveys some information:

Five C2′-substituted 6-nitroquipazine (6-NQ) derivatives were prepared and evaluated in terms of their biol. abilities (Ki) to displace [3H]citalopram binding to serotonin transporter. The relationship between their structure and biol. activities revealed that shorter alkyl groups tend to possess higher binding affinity. Both compounds 12a (I, R1 = OH) and 12c (I, R1 = OEt) were found to have the equally highest binding affinity (Ki = 0.43 ± 0.02 nM). The results came from multiple reactions, including the reaction of (4-Benzylpiperazin-2-yl)methanol(cas: 85817-34-1Related Products of 85817-34-1)

(4-Benzylpiperazin-2-yl)methanol(cas: 85817-34-1) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Related Products of 85817-34-1

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

Cowart, Marlon; Latshaw, Steven P.; Bhatia, Pramila; Daanen, Jerome F.; Rohde, Jeffrey; Nelson, Sherry L.; Patel, Meena; Kolasa, Teodozyi; Nakane, Masaki; Uchic, Marie E.; Miller, Loan N.; Terranova, Marc A.; Chang, Renjie; Donnelly-Roberts, Diana L.; Namovic, Marian T.; Hollingsworth, Peter R.; Martino, Brenda R.; Lynch, James J. III; Sullivan, James P.; Hsieh, Gin C.; Moreland, Robert B.; Brioni, Jorge D.; Stewart, Andrew O. published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of 2-(4-Pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole (ABT-724), a Dopaminergic Agent with a Novel Mode of Action for the Potential Treatment of Erectile Dysfunction》.Category: piperazines The author mentioned the following in the article:

A new class of agents with potential utility for the treatment of erectile dysfunction has been discovered, guided by the hypothesis that selective D4 agonists are erectogenic but devoid of the side effects typically associated with dopaminergic agents. The lead agent 2-(4-pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole (1, ABT-724) was discovered by optimization of a series of benzimidazole arylpiperazines. This highly selective D4 agonist was found to be very potent and efficacious in vivo, eliciting penile erections in rats at a dose of 0.03 μmol/kg, with a pos. response rate of 77% erectile incidence. Even at high doses, it was devoid of side effects in animal models of central nervous system behaviors, emesis, or nausea. The structure-activity relationship of the parent benzimidazole series leading to 1 is described, with the detailed in vitro and in vivo profiles described. Distinctive structural features were discovered that are associated with D4 selective agonism in this series of analogs. The experimental process involved the reaction of Abt-724(cas: 70006-24-5Category: piperazines)

Abt-724(cas: 70006-24-5) belongs to piperazines. 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).Category: piperazines

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