Month: April 2022

Formula: C10H14N2O. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Discovery of a new potent inhibitor of mushroom tyrosinase (Agaricus bisporus) containing 4-(4-hydroxyphenyl)piperazin-1-yl moiety. Author is De Luca, Laura; Germano, Maria Paola; Fais, Antonella; Pintus, Francesca; Buemi, Maria Rosa; Vittorio, Serena; Mirabile, Salvatore; Rapisarda, Antonio; Gitto, Rosaria.

Tyrosinase (TYR, EC 1.14.18.1) plays a pivotal role in mammalian melanogenesis and enzymic browning of plant-derived food. Therefore, tyrosinase inhibitors (TYRIs) can be of interest in cosmetics and pharmaceutical industries as depigmentation compounds as well as anti-browning agents. Starting from 4-benzylpiperidine derivatives that showed good inhibitory properties toward tyrosinase from Agaricus bisporus (TyM), we synthesized a new series of TYRIs named 3-(4-benzyl-1-piperidyl)-1-(4-phenylpiperazin-1-yl)propan-1-one and 2-(4-benzyl-1-piperidyl)-1-(4-phenylpiperazin-1-yl)ethanone derivatives Among them, compound 4b proved to be the most potent inhibitor (IC50 = 3.80μM) and it also showed a good antioxidant activity. These new data furnished addnl. information about the SAR for this class of TYRIs.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Biotechnology & Biotechnological Equipment called Synthesis and antioxidant activity of some 1-aryl/aralkyl piperazine derivatives with xanthine moiety at N4, Author is Andonova, Lily; Zheleva-Dimitrova, Dimitrina; Georgieva, Maya; Zlatkov, Alexander, which mentions a compound: 56621-48-8, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2O, Category: ethers-buliding-blocks.

Six new aryl/aralkyl substituted piperazine derivatives, containing methylxanthine moiety I (R = Bn, 4-FC6H4, 4-HOC6H4, etc.) were synthesized. All compounds were in vitro screened for their activity as antioxidants using DPPH (2,2′-Diphenyl-1-picrylhydrazyl), ABTS (2,2′-azinobis-(3-ethylbenzothiazine-6-sulfonic acid)) and FRAP (ferric reducing/antioxidant power) methods. The antioxidant activity of the studied compounds against lipid peroxidation was also measured. The highest antioxidant activity was demonstrated by compound I (R = 4-HOC6H4). It is obvious that the presence of a hydroxyl group in the structure is essential for the antioxidant properties and should be taken into consideration in further design of structures with potential antioxidant properties.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, European Journal of Medicinal Chemistry called A novel class of ethacrynic acid derivatives as promising drug-like potent generation of anticancer agents with established mechanism of action, Author is Mignani, Serge; El Brahmi, Nabil; El Kazzouli, Said; Eloy, Laure; Courilleau, Delphine; Caron, Joachim; Bousmina, Mosto M.; Caminade, Anne-Marie; Cresteil, Thierry; Majoral, Jean-Pierre, which mentions a compound: 56621-48-8, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2O, Electric Literature of C10H14N2O.

The well-known diuretic Ethacrynic acid (EA, Edecrin), showing low anti-proliferative activities, was chem. modified at different positions. The new EA derivatives have been tested in vitro in anti-proliferative assays on both tumor KB (epidermal carcinoma) and leukemia HL60 (promyelocytic) cells suitable targets for anticancer activity. Reduction of the α-β double bond of EA completely abolished anti-cancer activities, whereas introduction of either 2-(4-substituted phenyl)ethanamine (series A) or 4-(4-substituted phenyl)piperazine (series B) moieties generated compounds showing moderate to strong anti-proliferative activities against human cancer cell lines. Several substitutions on the Ph of these two moieties are tolerated. The mechanism of action of the EA derivatives prepared in this study is more complex than the inhibition of glutathione S-transferase π ascribed as unique effect to EA and might help to overcome tumor resistances.

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about Mechanism of the asymmetric sulfoxidation in the esomeprazole process: effects of the imidazole backbone for the enantioselection.

The asym. sulfoxidation reaction of imidazole-based prochiral sulfides was studied to explore the mechanistic details of the highly efficient esomeprazole process, which is one of the few industrial scale catalytic asym. procedures. The synthetic studies revealed that the smallest subunit governing the selectivity in the esomeprazole process is an imidazole ring. Thus, by using the esomeprazole procedure Me imidazole sulfide could be oxidized as efficiently as its several functionalized derivatives, including pyrmetazol. However, alkylation of the imidazole nitrogen led to a major drop of the enantioselectivity. Our atm. pressure chem. ionization-mass spectrometry (APCI/MS) studies indicate that addition of small amounts of water to the reaction mixture facilitates the formation of mononuclear titanium species, which are the active catalytic intermediates of the selective oxidation reaction. One of the most important features of the esomeprazole procedure is that amine additives increase the enantioselectivity of the oxidation process. The NMR studies of the presumed reaction intermediates show that under catalytic conditions the amines are able to coordinate to titanium and dissociate the coordinated imidazole substrate. The d. functional theory (DFT) modeling studies provided new insights in the mechanism of the asym. induction. It was found that the oxidation requires a lower activation energy if the imidazole sulfide precursor does not coordinate to titanium. Two possible reaction paths were explored for this out of sphere oxidation mechanism. The most important interaction governing the enantioselection is hydrogen bonding between the N-H of the imidazole ring and the chiral tartrate ligand on titanium. Furthermore, the oxidation reaction imposes an important structural constraint to the TS structure involving a linear arrangement of the peroxide oxygens and the sulfur atom. This constraint and the N coordination of imidazole leads to a very strained structure for the inner sphere mechanism of the oxidation, which leads to a much higher activation barrier than the corresponding out of sphere process, and therefore it is unlikely.

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Lee, Chi-Hoon; Kim, Hyung-Wook; Lee, Hoi-Seon published an article about the compound: 4-(Piperazin-1-yl)phenol( cas:56621-48-8,SMILESS:OC1=CC=C(N2CCNCC2)C=C1 ).Safety of 4-(Piperazin-1-yl)phenol. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:56621-48-8) through the article.

Piperazine derivatives possess pharmacol. properties, yet the acaricidal activity of these compounds has not been investigated. This study was conducted to evaluate the color alteration and acaricidal activity of piperazine derivatives against Dermatophagoides spp. and Tyrophagus putrescentiae using filter paper and fumigant methods. In a fumigant bioassay, 1-phenylpiperazine (7.83 μg/cm2) against D. farinae was found to be 4.7-fold more toxic than DEET (36.84 μg/cm2), followed by benzyl benzoate (9.72 μg/cm2), piperazine (11.41 μg/cm2), 1-ethoxycarbonylpiperazine (20.14 μg/cm2), and 1-(2-methoxyphenyl)piperazine (22.14 μg/cm2). In a filter paper bioassay, 1-(2-methoxyphenyl)piperazine (3.65 μg/cm2) was 5.7-fold more toxic than DEET (20.64 μg/cm2), followed by 1-ethoxycarbonylpiperazine (4.02 μg/cm2), 1-phenylpiperazine (4.75 μg/cm2), benzyl benzoate (7.83 μg/cm2), and piperazine (10.59 μg/cm2). Similar results have been exhibited with piperazine derivatives against D. pteronyssinus. However, no activity against T. putrescentiae was observed for piperazine derivatives, except for piperazine. These results indicate that piperazine derivatives may be suitable as vapor-phase acaricide fumigants owing to their high volatility, acaricidal activity and safety. 1-Phenylpiperazine was found to be an excellent mite indicator based on the color change it induced. Taken together, these findings indicate that piperazine derivatives may be used to replace existing problematical acaricides owing to their activity and ability to act as a mite indicator.

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Ether – Wikipedia,
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Recommanded Product: 56621-48-8. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Synthesis of novel WAY 100635 derivatives containing a norbornene group and radiofluorination of [18F]AH1.MZ as a serotonin 5-HT1A receptor antagonist for molecular imaging. Author is Herth, Matthias M.; Kramer, Vasko; Roesch, Frank.

5-HT1A receptors are involved in a variety of psychiatric disorders and in vivo mol. imaging of the 5-HT1A status represents an important approach to analyze and treat these disorders. We report herein the synthesis of three new fluoroethylated 5-HT1A ligands (AH1.MZ, AH2.MZ and AH3.MZ) as arylpiperazine derivatives containing a norbornene group. AH1.MZ (Ki = 4.2 nM) and AH2.MZ (Ki = 30 nM) showed reasonable in vitro affinities to the 5-HT1A receptor, whereas AH3.MZ appeared to be non-affine toward the 5-HT1A receptor. The receptor profile of AH1.MZ and AH2.MZ showed selectivity within the 5-HT system. 18F-labeling via [18F]FETos to [18F]AH1.MZ was carried out in radiochem. yields of > 70%. The final formulation of injectable solutions including [18F]FETos synthon synthesis, radiosynthesis and semipreparative high-performance liquid chromatog. (HPLC) separation took no longer than 130 min and provided [18F]AH1.MZ with a purity of >98% as indicated by anal. HPLC analyses.

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Repurposing the Clinically Efficacious Antifungal Agent Itraconazole as an Anticancer Chemotherapeutic.Electric Literature of C10H14N2O.

Itraconazole (ITZ) is an FDA-approved member of the triazole class of antifungal agents. Two recent drug repurposing screens identified ITZ as a promising anticancer chemotherapeutic that inhibits both the angiogenesis and hedgehog (Hh) signaling pathways. We have synthesized and evaluated first- and second-generation ITZ analogs for their anti-Hh and antiangiogenic activities to probe more fully the structural requirements for these anticancer properties. Our overall results suggest that the triazole functionality is required for ITZ-mediated inhibition of angiogenesis but that it is not essential for inhibition of Hh signaling. The synthesis and evaluation of stereochem. defined des-triazole ITZ analogs also provides key information as to the optimal configuration around the dioxolane ring of the ITZ scaffold. Finally, the results from our studies suggest that two distinct cellular mechanisms of action govern the anticancer properties of the ITZ scaffold.

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Ether – Wikipedia,
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Application In Synthesis of 4-(Piperazin-1-yl)phenol. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Conformational analysis of 1-arylpiperazines and 4-arylpiperidines. Author is Dijkstra, Gerard D. H..

A conformational anal. of 1-arylpiperazines and 4-arylpiperidines is presented using mol.-mechanics and semi-empirical calculations Electronic effects of substituents on the aryl ring determine the conformational behavior of 1-arylpiperazines. Steric effects play a minor role. Electron-withdrawing substituents on the aryl moiety increase the conjugation between the anilino nitrogen lone pair and the π electrons of the aryl group and direct the orientation between the aryl and heterocycle towards the same plane. Electron-releasing substituents have the opposite effect and reduce the energy difference between a coplanar and perpendicular orientation between the rings. 4-Arylpiperidines prefer a perpendicular orientation between the rings.

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Ether – Wikipedia,
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SDS of cas: 56621-48-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Different nematic phases and a switchable SmCP phase formed by homologues of a new class of asymmetric bent-core mesogens. Author is Schroeder, Martin W.; Diele, Siegmar; Pelzl, Gerhard; Dunemann, Ulrike; Kresse, Horst; Weissflog, Wolfgang.

Ten homologues of a class of asym. bent-shaped liquid crystal compounds were synthesized by reaction of 4-(4-alkyloxy-benzoyloxy)benzoyl chlorides with N-(4-hydroxyphenyl)piperazine. The mesophase structure and transitions of the compounds were studied by polarizing microscopy, x-ray diffraction, dielec. and electro-optical measurements. The long-chain members of the series C8-C16 exhibit the switchable polar antiferroelec. smectic phase ( SmCP). The short-chain members, C4-C8, form a nematic phase. The homologues C5 and C6 show a transition from nematic to a low-temperature phase which is indicated by a sharp peak in the DSC trace. Whereas the texture of the phase points to a nematic-smectic transition, the x-ray studies definitely prove a structure without any long range (or quasi long range) positional order in the low-temperature phase. A mol. model is described which exhibits structural features similar to those of a nematic phase, which can be regarded as the precursor of the following columnar phase (B1 phase).

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Recommanded Product: 73590-85-9. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about Effect of hypoxia on oxidative and reductive pathways of omeprazole metabolism by the isolated perfused rat liver. Author is Webster, Lorraine K.; Jones, D. Brian; Mihaly, George W.; Morgan, Denis J.; Smallwood, Richard A..

The effect of hypoxia on the elimination of H168-68 (omeprazole)(I) [73590-58-6] a potent inhibitor of gastric acid secretion, was studied in the isolated perfused rat liver. During normal oxygenation, a 10 mg bolus dose was eliminated rapidly (half-life (T1/2)-β = 8.0 min), while under hypoxic conditions T1/2β was increased to 81.6 min. Upon reoxygenation, T1/2β returned to 9.6 min. During hypoxia, perfusate concentrations of an oxidative metabolite (I-sulfone [88546-55-8]) were reduced by 68%, while those of the reductively-generated I-sulfide [73590-85-9] increased 4-fold. With reoxygenation, both formation and elimination of the sulfone were increased, whereas, which had accumulated during the hypoxic period, was eliminated rapidly. These findings were duplicated in steady-state experiments, in which omeprazole clearance during hypoxia fell by at least 70%, and sulfide concentrations in perfusate rose from undetectable levels to 200 ng/mL (at least a 10-fold increase). Sulfone concentrations did not change with hypoxia, consistent with a reduction in both its formation and elimination rates. Thus, the hepatic elimination of omeprazole is severely retarded by hypoxia, but this effect is promptly reversed by reoxygenation. The increased formation of the reductive metabolite during hypoxia is not of sufficient magnitude to sustain the normal hepatic elimination of omeprazole.

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem