Month: April 2022

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-(Piperazin-1-yl)phenol( cas:56621-48-8 ) is researched.SDS of cas: 56621-48-8.Staack, Roland F.; Maurer, Hans H. published the article 《Toxicological detection of the new designer drug 1-(4-methoxyphenyl)piperazine and its metabolites in urine and differentiation from an intake of structurally related medicaments using gas chromatography-mass spectrometry》 about this compound( cas:56621-48-8 ) in Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences. Keywords: forensic methoxyphenyl piperazine metabolism urine GC MS. Let’s learn more about this compound (cas:56621-48-8).

Studies are described on the toxicol. anal. of the piperazine-derived designer drug 1-(4-methoxyphenyl)piperazine (MeOPP) in rat urine using gas chromatog.-mass spectrometry (GC-MS). The authors’ systematic toxicol. anal. (STA) procedure using full-scan GC-MS after acid hydrolysis, liquid-liquid extraction and microwave-assisted acetylation allowed the detection of MeOPP and its metabolites 1-(4-hydroxy phenyl)piperazine and 4-hydroxyaniline in rat urine after administration of a single dose corresponding to doses commonly taken by drug users. Therefore, this procedure should also be suitable for detection of a MeOPP intake in human urine. However, the metabolites of MeOPP are not unique and can be produced from other drugs. Therefore, differentiation of use of this designer drug from use of the medicaments dropropizine, oxypertine or others, which are metabolized to the MeOPP isomer 1-(2-methoxyphenyl)piperazine, is discussed.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called A novel class of ethacrynic acid derivatives as promising drug-like potent generation of anticancer agents with established mechanism of action, published in 2016-10-21, which mentions a compound: 56621-48-8, mainly applied to ethacrynate derivative preparation antitumor antiproliferative structure activity glutathione transferase; Anticancer agents; Ethacrynic acid; Ethacrynic acid derivatives; Glutathione S-Transferase π, Recommanded Product: 4-(Piperazin-1-yl)phenol.

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,
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Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about Simultaneous determination of omeprazole and their main metabolites in human urine samples by capillary electrophoresis using electrospray ionization-mass spectrometry detection. Author is Nevado, Juan Jose Berzas; Penalvo, Gregorio Castaneda; Dorado, Rosa Maria Rodriguez; Robledo, Virginia Rodriguez.

The authors report a novel method for the simultaneous determination of omeprazole and their main metabolites (omeprazole sulfide, omeprazole sulfone and 5-hydroxy omeprazole) in human urine samples. For this purpose, two new capillary electrophoresis (CE) methods were developed for the simultaneous determination of target compounds, using initially diode-array for optical detection and electrospray ionization-mass spectrometry (ESI-MS) for metabolites identification and identity confirmation. A new metabolite (5-hydroxysulfide omeprazole) was identified by electrospray ionization multi-stage mass spectrometry (ESI-MS2) fragment which was then used to support the proposed chem. structure. Pharmacokinetic results using CE method were compared with those obtained when a HPLC method was used. Equivalent pharmacokinetics profiles resulted when any anal. methods were carried out.

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

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, Validation Study, Journal of Pharmaceutical and Biomedical Analysis called Direct HPLC enantioseparation of omeprazole and its chiral impurities: Application to the determination of enantiomeric purity of esomeprazole magnesium trihydrate, Author is Zanitti, Leo; Ferretti, Rosella; Gallinella, Bruno; La Torre, Francesco; Sanna, Maria Luisa; Mosca, Antonina; Cirilli, Roberto, which mentions a compound: 73590-85-9, SMILESS is CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC, Molecular C17H19N3O2S, Synthetic Route of C17H19N3O2S.

Anal. and semipreparative high-performance liquid chromatog. (HPLC) enantioseparation of the proton-pump inhibitor omeprazole (OME) and its potential organic chiral impurities were accomplished on the immobilized-type Chiralpak IA chiral stationary phase (CSP) under both polar organic and normal-phase conditions. The (S)-enantiomers were isolated with a purity of >99% ee and their absolute configuration was empirically assigned by CD spectroscopy. A chemo- and enantioselective HPLC method was validated to control the enantiomeric purity of the (S)-enantiomer of OME (ESO), an active ingredient contained in drug products, in the presence of chiral and achiral related substances. The precision, linearity and accuracy of the determination of the (R)-impurity as well as the recovery of ESO from a pharmaceutical preparation were determined The proposed method uses the mixture Me tert-butylether (MtBE)-Et acetate (EA)-EtOH (EtOH)-diethylamine (DEA) 60:40:5:0.1 (volume/volume/volume/volume) as a mobile phase. In these conditions, linearity over the concentration range 0.5-25 μg/mL for (R)-enantiomer was obtained. The limits of detection and quantification were 99 and 333 ng/mL, resp. The intra and inter-day assay precision was <2% (RSD%). As far as I know, this compound(73590-85-9)Synthetic Route of C17H19N3O2S can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Development of a validated RP-HPLC method for separation and determination of process-related impurities of omeprazole in bulk drugs》. Authors are Iuga, Cristina; Bojita, Marius; Leucuta, Sorin E..The article about the compound:5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazolecas:73590-85-9,SMILESS:CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC).Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. Through the article, more information about this compound (cas:73590-85-9) is conveyed.

A gradient reversed phase liquid chromatog. (RP-LC) method was developed and subsequently validated for the determination of omeprazole and its process-related impurities (noted as: impurity A, B, C, D, G, H). Separation was achieved with a Zorbax Extend C18 column and acetonitrile: water: triethylaminel percent (pH adjusted to 9.5) as eluent, at a flow rate of 0.8 mL/min. UV detection was performed at 280 nm. The described method was linear over a range of 40.6-203 μg/mL for omeprazole, 0.9556-14.334 μg/mL for impurity A, 1.1568-17.352 μg/mL for impurity B, 1.0772-16.158 μg/mL for impurity C, 1.289-19.344 μg/mL for impurity D, and 0.7968-11.952 μg/mL for impurity H. The accuracy of the method was demonstrated at 5 concentration levels in the range of 60-140% of the specification limit and the recovery of impurities was found to be in the range of 90-109%. The method is simple, rapid, selective, accurate, and useful for indicating the stability of omeprazole from dosage forms. The method can be useful in the quality control of bulk manufacturing and pharmaceutical formulations.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about Oxygen dependence of omeprazole clearance and sulfone and sulfide metabolite formation in the isolated perfused rat liver, the main research direction is omeprazole metabolism liver oxygen dependence.Related Products of 73590-85-9.

This study, in the isolated perfused rat liver, examined the O dependence of the hepatic elimination of omeprazole, a drug which undergoes extensive oxidative metabolism in the rat. The relationship between hepatic O supply and the production of omeprazole’s oxidative sulfone and reductive sulfide metabolites was also examined Rat livers were perfused with a perfusate containing 5 μg omeprazole/mL in a single-pass design. Omeprazole clearance and the formation clearance of the 2 metabolites were measured in each liver during normal oxygenation, at different levels of hypoxia and after reoxygenation. There was a linear relationship between omeprazole clearance and O delivery over the whole range studied. Production of the sulfone was similarly O-dependent whereas the sulfide was detectable only after a significant reduction in oxygenation. In further experiments the O dependence of omeprazole clearance was not altered when the concentration of drug was lowered to 1 μg/mL. This study shows that O delivery is a critical determinant of the rate of oxidative drug metabolism in the isolated liver and supports the contention that reductions in hepatic O supply may alter the hepatic disposition of oxidatively metabolized drugs in vivo.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Domino Reaction of Arylglyoxals with Pyrazol-5-amines: Selective Access to Pyrazolo-Fused 1,7-Naphthyridines, 1,3-Diazocanes, and Pyrroles, published in 2014-06-06, which mentions a compound: 118430-78-7, mainly applied to domino heterocyclization arylglyoxal pyrazolamine pyrazolo naphthyridine diazocane pyrrole, HPLC of Formula: 118430-78-7.

New multicomponent domino reactions of arylglyoxals with pyrazol-5-amines have been established, providing selective access to unprecedented pyrazolo-fused 1,7-naphthyridines, 1,3-diazocanes, and pyrroles (up to 52 examples). The unreported dipyrazolo-fused 1,7-naphthyridines were regioselectively synthesized through a special double [3 + 2 + 1] heteroannulation accompanied by direct C-C formation between two electrophilic sites of arylglyoxals [e.g., PhCOCH(OH)2 + 1,3-dimethyl-5-pyrazolamine in presence of TsOH → I (70%)]. The unusual [3 + 3 + 1 + 1] cyclization resulted in 20 examples of novel dipyrazolo-fused 1,3-diazocanes [e.g., PhCOCH(OH)2 + 1-methyl-3-phenyl-5-pyrazolamine in presence of TsOH → II (71%)], whereas pyrrolo[2,3-c]pyrazoles were obtained in good yields by varying arylglyoxals and pyrazol-5-amines in the ratio 1:2 [e.g., PhCOCH(OH)2 + 1-phenyl-3-methyl-5-pyrazolamine in presence of TsOH → III (78%)]. Mechanisms of formation of these three new types of heterocycles are also proposed.

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Reference:
Ether – Wikipedia,
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Recommanded Product: 56621-48-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. 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. Author is Pace, Jennifer R.; DeBerardinis, Albert M.; Sail, Vibhavari; Tacheva-Grigorova, Silvia K.; Chan, Kelly A.; Tran, Raymond; Raccuia, Daniel S.; Wechsler-Reya, Robert J.; Hadden, M. Kyle.

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

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, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Journal of Medicinal Chemistry called Itraconazole Side Chain Analogues: Structure-Activity Relationship Studies for Inhibition of Endothelial Cell Proliferation, Vascular Endothelial Growth Factor Receptor 2 (VEGFR2) Glycosylation, and Hedgehog Signaling, Author is Shi, Wei; Nacev, Benjamin A.; Aftab, Blake T.; Head, Sarah; Rudin, Charles M.; Liu, Jun O., which mentions a compound: 56621-48-8, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2O, Application In Synthesis of 4-(Piperazin-1-yl)phenol.

Itraconazole is an antifungal drug that was recently found to possess potent antiangiogenic activity and anti-hedgehog (Hh) pathway activity. To search for analogs of itraconazole with greater potency and to understand the structure-activity relationship in both antiangiogenic and Hh targeting activity, 25 itraconazole side chain analogs were synthesized and assayed for inhibition of endothelial cell proliferation and Gli1 transcription in a medulloblastoma (MB) culture. Through this anal., we have identified analogs with increased potency for inhibiting endothelial cell proliferation and the Hh pathway, as well as VEGFR2 glycosylation that was recently found to be inhibited by itraconazole. An SAR anal. of these activities revealed that potent activity of the analogs against VEGFR2 glycosylation was generally driven by side chains of at least four carbons in composition with branching at the α or β position. SAR trends for targeting the Hh pathway were divergent from those related to HUVEC proliferation or VEGFR2 glycosylation. These results also suggest that modification of the sec-Bu side chain can lead to enhancement of the biol. activity of itraconazole.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 56621-48-8, is researched, Molecular C10H14N2O, about Electrochemical Synthesis of a New Derivative of 1,4-Dihydroxybenzene: Embedded Nucleophile in the Structure of Electrophile, the main research direction is electrosynthesis derivative dihydroxybenzene embedded nucleophile structure electrophile.COA of Formula: C10H14N2O.

The electrochem. oxidation of 4-(Piperazin-1-yl)phenols (1a,b) was studied in the H2O, MeCN and nitromethan by cyclic voltammetry and controlled-potential coulometry. P-quinone-imines generated of oxidation 4-(Piperazin-1-yl)phenols after the hydrolysis reaction participate in Michael-addition reactions with released piperazine of hydrolysis reaction of p-quinone imines. The present work led to the development of a facile and environmentally friendly electrochem. method for the synthesis of a new derivative of 1,4-dihydroxybenzene under green conditions. The effect of H2O as a solute on the electrochem. response of 4-(Piperazin-1-yl)phenols (1a,b) was examined in the MeCN (AN) and nitromethane (NM) solvent.

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