Heterocyclic Building Blocks-piperazine

On June 30, 1980, Carissimi, M.; Picciola, G.; Ravenna, F.; Gentili, P.; Carenini, G. published an article.Reference of 3-(4-Methylpiperazin-1-yl)propanoic acid dihydrochloride The title of the article was Antidepressant activity of cyclohexylphenoxymorpholines. And the article contained the following:

2-[(Cyclohexylphenoxy)methyl]morpholines I (R = H, alkyl, aminoalkyl, piperazinopropionyl or -propyl, benzoylalkyl; R1 = 2-, 3-, or 4-cyclohexyl) were prepared by different methods and they showed antidepressant, tranquilizer, analgesic, and spasmolytic activity; I also inhibited blood platelet aggregation. The phenoxyisopropanolamine II reacted with ClCH2COCl to yield a 2-(phenoxymethyl)morpholin-5-one, the product was reduced (LiAlH4) to give a N-benzylmorpholine derivative, and hydrogenolysis of the latter gave I (R = H, R1 = 2-cyclohexyl). The experimental process involved the reaction of 3-(4-Methylpiperazin-1-yl)propanoic acid dihydrochloride(cas: 59695-29-3).Reference of 3-(4-Methylpiperazin-1-yl)propanoic acid dihydrochloride

The Article related to morpholine phenoxymethyl preparation antidepressant, phenoxymethylmorpholine preparation antidepressant analgesic, tranquilizer phenoxymethylmorpholine preparation, spasmolytic phenoxymethylmorpholine preparation, blood platelet phenoxymethylmorpholine preparation and other aspects.Reference of 3-(4-Methylpiperazin-1-yl)propanoic acid dihydrochloride

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

On November 14, 2003, Tanoury, Gerald J.; Hett, Robert; Wilkinson, H. Scott; Wald, Stephen A.; Senanayake, Chris H. published an article.Reference of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone The title of the article was Total synthesis of (2R,4S,2’S,3’R)-hydroxyitraconazole: implementations of a recycle protocol and a mild and safe phase-transfer reagent for preparation of the key chiral units. And the article contained the following:

A convergent total synthesis of enantiomerically-pure (2R,4S,2’S,3’R)-hydroxyitraconazole is described. The left dioxolane portion of the mol. was prepared in good yield by the conversion of (4S)-2,2-dimethyl-1,3-dioxolane-4-methanol to the corresponding enantiomerically and diastereomerically-pure acetonide (2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol by a recycle protocol involving diastereoselective crystallization of the tosylate salt, followed by re-equilibration of the mother liquor and crystallization The right-hand triazolone moiety was generated by alkylation of a triazolone derivative with an enantiomerically pure cyclic sulfate [(4R,5R)-4,5-dimethyl-1,2,3-dioxathiolane 2,2-dioxide] under mild and essentially non-hazardous reaction conditions (TDA-1, K2CO3, acetonitrile). The experimental process involved the reaction of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone(cas: 67914-60-7).Reference of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

The Article related to hydroxyitraconazole total synthesis preparation, tda cost effective hydroxyitraconazole total synthesis preparation, alkylation tda cost effective hydroxyitraconazole total synthesis preparation, cost effective hydroxyitraconazole total synthesis preparation, asym synthesis hydroxyitraconazole preparation and other aspects.Reference of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

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

On February 15, 2020, Sirim, Mustafa Mert; Krishna, Vagolu Siva; Sriram, Dharmarajan; Unsal Tan, Oya published an article.Product Details of 890092-19-0 The title of the article was Novel benzimidazole-acrylonitrile hybrids and their derivatives: Design, synthesis and antimycobacterial activity. And the article contained the following:

The synthesis and evaluation of some benzimidazole-acrylonitrile hybrid derivatives I [R = Me, cyclohexyl, benzyl, etc.] was described for their in-vitro antimycobacterial activities against Mycobacterium tuberculosis H37Rv. Among the derivatives studied, I [R = p-tolyl] was found to be the most active compound with MIC of 0.78μg/mL against M. tuberculosis. This was a quite good activity compared with ethambutol (MIC = 1.56μg/mL). Moreover, I [R = p-tolyl] showed 2.8 log fold reduction in bacterial count of dormant forms of mycobacterium which was more potent than first line drugs isoniazid, ciprofloxacin, rifampicin and moxifloxacin. Having activities against both active and dormant forms of M. tuberculosis, I [R = p-tolyl] may be a useful candidate for the development of new drugs to treat tuberculosis. The experimental process involved the reaction of 4-(4-Acetylpiperazin-1-yl)benzaldehyde(cas: 890092-19-0).Product Details of 890092-19-0

The Article related to benzoimidazolyl phenylpiperazinyl acrylonitrile preparation antimycobacterial activity sar lipophilicity, propanenitrile benzoimidazolyl phenylpiperazinyl preparation antimycobacterial activity sar lipophilicity, acrylonitrile, antimycobacterial activity, benzimidazole, nutrient starvation test, propanenitrile and other aspects.Product Details of 890092-19-0

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

On October 10, 2019, Crew, Andrew P.; Hornberger, Keith R.; Wang, Jing; Dong, Hanqing; Berlin, Michael; Crews, Craig M. published a patent.SDS of cas: 1211568-27-2 The title of the patent was Preparation of bifunctional compounds as modulators of proteolysis useful for treating cancer. And the patent contained the following:

The present disclosure relates to bifunctional compounds ULM-L-PTM [the ULM = a small mol. E3 ubiquitin ligase binding moiety that binds an E3 ubiquitin ligase;the PTM = a small mol. comprising a Kirsten rat sarcoma protein (KRas) targeting moiety; the L = a bond or a chem. linking moiety connecting the ULM and the PTM] or pharmaceutically acceptable salts, enantiomers, stereoisomers, solvates, polymorphs or prodrugs thereof, which find utility as modulators of Kirsten rat sarcoma protein (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, inhibitors of apoptosis proteins (IAP) or mouse double-minute homolog 2 ligand which binds to the resp. E3 ubiquitin ligase and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. Over 500 title compounds were prepared E.g., a multi-step synthesis of I, starting from 2,2,5-trimethyl-4-oxo-3,8,11-trioxa-5-azatridecan-13-yl 4-methylbenzenesulfonate and 2-(2,6-dioxopiperidin-3-yl)-5-hydroxyisoindoline-1,3-dione, was described. The present disclosure exhibits a broad range of pharmacol. activities associated with degradation/inhibition of target protein (data given for representative title compounds). Diseases or disorders that result from aggregation, accumulation, and/or overactivation of the target protein are treated or prevented with compounds and compositions of the present disclosure. The experimental process involved the reaction of tert-Butyl 4-(piperidin-4-ylmethyl)piperazine-1-carboxylate(cas: 1211568-27-2).SDS of cas: 1211568-27-2

The Article related to bifunctional compound preparation kras modulator antitumor e3 ubiquitin ligase, von hippel lindau cereblon protein bifunctional compound preparation antitumor, apoptosis protein inhibitor antitumor bifunctional compound quinazolinamine preparation, mouse double minute 2 homolog mdm2 bifunctional compound preparation and other aspects.SDS of cas: 1211568-27-2

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

On December 21, 2012, Amani, Amene; Nematollahi, Davood published an article.Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone The title of the article was Electrochemical Synthesis Based on the Oxidation of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone in the Presence of Nucleophiles. And the article contained the following:

Electrochem. oxidation of piperazinylphenol I (R = R1 = H) with 2-benzoxazolethiol or 2-benzothiazolethiol yielded the bis(benzoxazolethiyl)phenol I (R = R1 = 2-benzoxazolylthio) and bis(benzothiazolethiyl)phenol I (R = R1 = 2-benzothiazolylthio) in 87% and 93% yields, resp. Further electrochem. oxidation of I (R = R1 = 2-benzothiazolylthio) in the presence of p-toluenesulfinic acid (TsH) gave (tosyl)(benzothiazolylthio)quinone II (Ts = 4-MeC6H4SO2); attempted direct electrochem. synthesis of II from I (R = R1 = H), 2-benzothiazolethiol, and TsH, from I (R = R1 = 2-benzothiazolylthio) and TsH in the absence of elec. potential, and from I (R = Ts; R1 = H) and 2-benzothiazolethiol were not successful. Cyclic voltammetric measurements during the reactions of I (R = H, 2-benzothiazolylthio, Ts; R1 = H, 2-benzothiazolylthio) were used to delineate the mechanisms of formation of I (R = R1 = 2-benzothiazolylthio) and II. The experimental process involved the reaction of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone(cas: 67914-60-7).Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

The Article related to benzothiazolylthio benzoxazolylthio piperazinylphenol electrochem preparation, toluenesulfonyl benzothiazolylthio benzoquinone chemoselective electrochem preparation, electrochem oxidation piperazinylphenol benzothiazolethiol benzoxazolethiol, toluenesulfinic acid electrochem oxidation substitution benzothiazolylthio piperazinylphenol and other aspects.Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

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

Dubey, M.; Verma, V. K.; Shanker, K.; Sinha, J. N.; Bhargava, K. P.; Kishor, K. published an article on January 31 ,1979. The article was titled 《Synthesis of some newer piperazinoquinazolones as cardiovascular agents》, and you may find the article in Pharmazie.HPLC of Formula: 34352-59-5 The information in the text is summarized as follows:

Twenty-nine piperazinoquinazolones I (R1 = H, Cl, Br, I; R2 = H, Cl, Br; R3 = Me, Ph, 2- and 4-MeOC6H4, 3- and 4-ClC6H4) were prepared by Mannich reaction of II with HCHO and the appropriate piperazines. II were prepared in 40-60% yield by heating equimolar proportions of the appropriate acetanthranils with p-H2NC6H4COMe. Several I, e.g., I (R1 = R2 = H, R3 = Me, Ph, 2-MeOC6H4) elicited hypotensive activity. Several I elicited bradycardia and others produced tachycardia. Some others blocked the carotid occlusion response. In the experimental materials used by the author, we found 1-Methylpiperazine dihydrochloride(cas: 34352-59-5HPLC of Formula: 34352-59-5)

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..HPLC of Formula: 34352-59-5

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

《Wormlike micelles with a unique ladder shape formed by a C22-tailed zwitterionic surfactant bearing a bulky piperazine group》 was written by Han, Yugui; Wang, Yefei; Meng, Xianghai; Wang, Qiuxia; Han, Xiaodong. Application In Synthesis of 1-MethylpiperazineThis research focused onzwitterionic surfactant wormlike micelle zero shear viscosity surface tension. The article conveys some information:

Wormlike micelles (WLMs) have been successfully constructed from many different C22-tailed surfactants. Here, we creatively introduced a bulky piperazine group onto a C22-tailed zwitterionic surfactant, N-erucamidopropyl-N,N-piperazine-N-Me ammonium propanesulfonate (EDPS), and investigated the micellar structure and properties of the EDPS WLMs via mol. dynamics simulation, cryo-TEM and rheol. techniques. It was found that 25 mM EDPS increased the zero-shear viscosity to as high as ~106 mPa s. Furthermore, abnormal rheol. behaviors, such as an inflection in the shear thinning region of steady rheol. and an abrupt decrease of the shear stress at a critical shear rate, were observed, which was attributed to the unique ladder shape micellar structure. The EDPS WLMs were superior to other C22-tailed surfactants in many aspects, such as a low overlapping concentration, higher viscosity, stable viscosity over the whole pH range, and great temperature and salt (NaCl, CaCl2 and MgCl2) tolerance. In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine(cas: 109-01-3Application In Synthesis of 1-Methylpiperazine)

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..Application In Synthesis of 1-Methylpiperazine

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

Jiang, Feng; Gao, Donghui; Feng, Xi; Pan, Jiaming; Pu, Wanfen published an article in 2021. The article was titled 《W/O high internal phase emulsions (HIPEs) stabilized by a piperazinyl based emulsifier》, and you may find the article in Soft Matter.Recommanded Product: 1-Methylpiperazine The information in the text is summarized as follows:

In this study, a piperazinyl-based emulsifier (EA/AMPA) was synthesized to prepare water-in-oil (W/O) high internal phase emulsions (HIPEs). Using kerosene as the oil phase, stable HIPEs with internal phase fractions of up to 98% were prepared This enabled the EA/AMPA to have a high efficiency, as the HIPEs with a 90% internal phase fraction could be easily prepared with 0.1% of EA/AMPA. In addition, the formation of HIPEs was not affected by the addition of Na+. Because of the fact that EA/AMPA has a hydrophilic head with two tertiary amines, EA/AMPA could be easily recovered from the oil phase by adjusting the pH to acidic values. Moreover, the unique structure promoted the formation of stable HIPEs, even with crude oil used as the oil phase. The results indicate that EA/AMPA has the potential to significantly contribute to the preparation of W/O HIPEs and that the design of the hydrophilic head with two tertiary amines can provide a reference for the fabrication of new W/O emulsifiers. After reading the article, we found that the author used 1-Methylpiperazine(cas: 109-01-3Recommanded Product: 1-Methylpiperazine)

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: 1-Methylpiperazine

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

Recommanded Product: 109-01-3In 2020 ,《One-pot multicomponent synthesis and bioevaluation of tetrahydroquinoline derivatives as potential antioxidants, a-amylase enzyme inhibitors, anti-cancerous and anti-inflammatory agents》 was published in Molecules. The article was written by Farooq, Samra; Mazhar, Aqsa; Ghouri, Areej; Ihsan-Ul-Haq; Ullah, Naseem. The article contains the following contents:

Mankind has always suffered from multiple diseases. Therefore, there has been a rigorous need in the field of medicinal chem. for the design and discovery of new and potent mol. entities. In this work, thirteen tetrahydroquinoline derivatives were synthesized and evaluated biol. for their antioxidant, a-amylase enzyme inhibitory, anti-proliferative and anti-inflammatory activities. SF8 showed the lowest IC50 of 29.19 ± 0.25 microg/mL by scavenging DPPH free radicals. SF5 showed significant antioxidant activity in total antioxidant capacity (TAC) and total reducing power (TRP) assays. SF5 and SF9 showed the maximum inhibition of a-amylase enzyme i.e., 97.47% and 89.93%, resp., at 200 microg/mL concentration Five compounds were shortlisted to determine their anti-proliferative potential against Hep-2C cells. The study was conducted for 24, 48 and 72 h. SF8 showed significant results, having an IC50 value of 11.9 ± 1.04 microM at 72 h when compared with standard cisplatin (IC50 value of 14.6 ± 1.01 microM). An in vitro nitric oxide (NO) assay was performed to select compounds for in vivo anti-inflammatory activity evaluation. SF13 scavenged the NO level to a maximum of 85% at 50 microM concentration, followed by SF1 and SF2. Based on the NO scavenging assay results, in vivo anti-inflammatory studies were also performed and the results showed significant activity compared to the standard, acetylsalicylic acid (ASA). 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

《Synthesis and Molecular Docking Study of New Thiazole Derivatives as Potential Tubulin Polymerization Inhibitors》 was written by El-Abd, Azhar O.; Bayomi, Said M.; El-Damasy, Ashraf K.; Mansour, Basem; Abdel-Aziz, Naglaa I.; El-Sherbeny, Magda A.. Application of 109-01-3This research focused ontrimethoxyphenylthiazole preparation antitumor SAR tubulin polymerization inhibition mol docking. The article conveys some information:

A new series of 2,4-disubstituted thiazole derivatives I [R = 2-chloroacetyl, 2-(butylamino)acetyl, 2-piperazin-1-ylacetyl, etc.] containing 4-(3,4,5-trimethoxyphenyl) moiety was synthesized and evaluated for their potential anticancer activity as tubulin polymerization inhibitors. All designed compounds I were screened for cytotoxic activity against four human cancer cell lines, namely, HepG2, MCF-7, HCT116, and HeLa, using 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide assay, with combretastatin A-4 as a reference drug. Compounds I [R = 2-(isopropylamino)acetyl, 2-[4-(4-fluorophenyl)piperazin-1-yl]acetyl, 2-(4-nitroanilino)acetyl, 2-hydrazinoacetyl, 2-[(2Z)-2-(5-chloro-2-oxo-indolin-3-ylidene)hydrazino]acetyl, 2-[(2Z)-2-(5-methyl-2-oxo-indolin-3-ylidene)hydrazino]acetyl] showed superior activity against the tested cell lines, with IC50 values ranging from 3.35 ± 0.2 to 18.69 ± 0.9 μM. Further investigation for the most active cytotoxic agents as tubulin polymerization inhibitors was also performed in order to explore the mechanism of their antiproliferative activity. The obtained results suggested that compounds I [R = 2-(isopropylamino)acetyl, 2-(4-nitroanilino)acetyl, 2-[(2Z)-2-(5-chloro-2-oxo-indolin-3-ylidene)hydrazino]acetyl] remarkably inhibit tubulin polymerization, with IC50 values of 2.95 ± 0.18, 2.00 ± 0.12, and 2.38 ± 0.14 μM, resp., which exceeded that of the reference drug combretastatin A-4 (IC50 2.96 ± 0.18 μM). Mol. docking studies were also conducted to investigate the possible binding interactions between the targeted compounds and the tubulin active site. The interpretation of the results showed clearly that compounds I [R = 2-(4-nitroanilino)acetyl, 2-[(2Z)-2-(5-chloro-2-oxo-indolin-3-ylidene)hydrazino]acetyl] were identified as the most potent tubulin polymerization inhibitors with promising cytotoxic activity and excellent binding mode in the docking study. In the experiment, the researchers used many compounds, for example, 1-Methylpiperazine(cas: 109-01-3Application 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..Application of 109-01-3

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