Category: 73590-85-9

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Design of experiment (DOE) utilization to develop a simple and robust reversed-phase HPLC technique for related substances’ estimation of omeprazole formulations》. Authors are Manranjan, Vayeda Chintan; Yadav, Devendra Singh; Jogia, Hitesh Amrutlal; Chauhan, Praful Lalitkumar.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).Product Details of 73590-85-9. Through the article, more information about this compound (cas:73590-85-9) is conveyed.

A simple, fast, and sensitive reversed-phase HPLC method with UV detection was developed for the quantitation of omeprazole and its eleven related compounds (impurities) in pharmaceutical formulation using the Thermo Accucore C-18 (50 mm × 4.6 mm, 2.6 μm) column. The separation among all the compounds was achieved with a flow rate of 0.8 mL min-1 employing a gradient program of mobile phase A [0.08 M glycine buffer pH 9.0: acetonitrile; 95:05 (volume/volume)] and mobile phase B [acetonitrile: MeOH; 65:35 (volume/volume)]. The chromatog. detection was carried out at a wavelength of 305 nm. The method was validated for specificity, linearity, and recovery. The huskiness of the method was determined prior to validation using the Design of Experiments (DOE). The ANOVA anal. of DOE with a 95% confidence interval (CI) confirmed the buffer pH of mobile phase A and column temperature as significant Critical Method Parameters (CMPs).

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(SMILESS: CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC,cas:73590-85-9) is researched.Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. The article 《Role of CYP3A4 in the regulation of the aryl hydrocarbon receptor by omeprazole sulphide》 in relation to this compound, is published in Cellular Signalling. Let’s take a look at the latest research on this compound (cas:73590-85-9).

Cross-talk between nuclear receptors involved in the control of drug metabolism is being increasingly recognized as a source of drug side effects. Omeprazole is a well known activator of the aryl hydrocarbon receptor (AhR). We investigated the regulation of AhR by omeprazole-sulfide, a degradation metabolite of omeprazole, using CYP1A mRNA induction, reporter gene assay, receptor DNA binding, ligand binding, nuclear translocation, trypsin digests, and drug metabolism anal. in mouse Hepa-1c1c7, human HepG2 cells and primary human hepatocytes. Omeprazole-sulfide is a pure antagonist of AhR in Hepa-1c1c7 and HepG2 hepatoma cell lines. In Hepa-1c1c7 cells, omeprazole-sulfide is a ligand of AhR, inhibits AhR activation to a DNA-binding form, induces a specific pattern of AhR trypsin digestion and inhibits AhR nuclear translocation and subsequent degradation in response to 2,3,7,8-tetrachlorodibenzo-p-dioxin. However, in highly differentiated primary human hepatocytes treated with rifampicin an agonist of the pregnane X receptor (PXR), omeprazole-sulfide behaves as an agonist of AhR. Inhibition of drug metabolizing enzymes by ketoconazole restores the antagonist effect of omeprazole-sulfide. Metabolic LC/MS anal. reveals that omeprazole-sulfide (AhR antagonist) is efficiently converted to omeprazole (AhR activator) by cytochrome P 450 CYP3A4, a target gene of PXR, in primary human hepatocytes but not in hepatoma cells in which PXR is not expressed. This report provides the first evidence for a cross-talk between PXR/CYP3A4 and AhR. In addition, it clearly shows that conclusions drawn from experiments carried out in cell lines may lead to erroneous in vivo predictions in man.

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Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. Aromatic compounds can be divided into two categories: single heterocycles and fused 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 Evidence for acid-induced transformation of omeprazole into an active inhibitor of proton-potassium ATPase within the parietal cell. Author is Wallmark, Bjorn; Brandstrom, Arne; Larsson, Hakan.

The chem. reactions of omeprazole (I) [73590-58-6], leading to inhibition of gastric acid secretion, were investigated. In acid buffer solutions, omeprazole was found to be labile, whereas at physiol. pH it was stable (t1/2 > 17 h at pH 7.4). The stability of omeprazole was also studied in isolated, acid producing, gastric glands under conditions where acid formation was either stimulated or inhibited. The rate of transformation of omeprazole was high (t1/2 ≈ 3 min) under stimulation. Inhibition of acid formation in the gland greatly retarded the decomposition of omeprazole (t1/2 ≈ 73 min). The time-course for inhibition of acid formation by omeprazole was parallel to that for decomposition The major product formed from omeprazole was the reduced form, H 168/22 (II) [73590-85-9]. The inhibitory action of omeprazole was shown to depend on acid-induced transformation, since no inhibition was obtained when omeprazole was incubated under neutral conditions, both in the isolated gastric mucosal- and the (H+ + K+)-ATPase  [9000-83-3] preparations Despite the fact that H 168/22 was the major product formed in the glandular preparation, it was found to be virtually inactive in both the glandular and (H+ and K+)-ATPase preparations Therefore, a model is proposed in which the inhibition of acid formation by omeprazole is mediated by a compound formed during the reduction of omeprazole to H 168/22 within the acid compartments of the parietal cell. Furthermore, mercaptans, such as β-mercaptoethanol, were found to prevent as well as reverse inhibition by omeprazole in both the glandular- and (H+ + K+)-ATPase preparations This indicates that -SH groups are most likely involved in the chem. reactions leading to inhibition of acid secretion.

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Ether – Wikipedia,
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Computed Properties of C17H19N3O2S. 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 An efficient procedure for the synthesis of Esomeprazole using a titanium complex with two chiral ligands.

A procedure has been proposed for the selective preparation of Esomeprazole [(S)-I] via asym. oxidation of the corresponding prochiral sulfide in the presence of a catalytic complex derived from titanium(IV) isopropoxide and two different chiral ligands, di-Et D-tartrate and (R)-N,N-dimethyl-1-phenylethanamine.

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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: 73590-85-9, is researched, Molecular C17H19N3O2S, about A simple and sensitive bioanalytical assay for simultaneous determination of omeprazole and its three major metabolites in human blood plasma using RP-HPLC after a simple liquid-liquid extraction procedure. [Erratum to document cited in CA146:074538], the main research direction is erratum omeprazole metabolite determination blood HPLC.Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole.

On page 317, Table 2 is incorrect; in the first column titled “”Analyte””, the entries “”omeprazole sulfone”” and “”omeprazole”” should be reversed. On page 319, Table 3 is incorrect for the same reason Table 2 is incorrect. On pages 318 and 320, Figs. 3-5 are incorrect; each of the “”OPZ-SFN”” peaks should be labeled “”OPZ”” and the “”OPZ”” peaks should be labeled “”OPZ-SFN.””. On page 320, the legend of Figure 6 is incorrect; “”omeprazole sulfone”” should be replaced with “”omeprazole”” and “”omeprazole”” should be replaced with “”omeprazole sulfone.””.

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Ether – Wikipedia,
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Synthetic Route of C17H19N3O2S. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about Investigating the presence of omeprazole in waters by liquid chromatography coupled to low and high resolution mass spectrometry: degradation experiments. Author is Boix, C.; Ibanez, M.; Sancho, J. V.; Niessen, W. M. A.; Hernandez, F..

Omeprazole is one of the most consumed pharmaceuticals around the world. However, this compound is scarcely detected in urban wastewater and surface water. The absence of this pharmaceutical in the aquatic ecosystem might be due to its degradation in wastewater treatment plants, as well as in receiving water. Different laboratory-controlled degradation experiments were carried out on surface water to elucidate omeprazole transformation products (TPs). Surface water spiked with omeprazole was subjected to hydrolysis, photo-degradation under both sunlight and UV radiation and chlorination. Analyses by liquid chromatog. coupled to quadrupole time-of-flight mass spectrometry (LC-QTOF MS) permitted identification of ≤17 omeprazole TPs. In a subsequent step, the TPs identified were sought in surface water and urban wastewater by LC-QTOF MS and by LC coupled to tandem mass spectrometry with triple quadrupole. The parent omeprazole was not detected in any of the samples, but 4 TPs were found in several water samples. The most frequently detected compound was OTP 5 (omeprazole sulfide), which might be a reasonable candidate to be included in monitoring programs rather than the parent omeprazole. Copyright pr 2013 John Wiley & Sons, Ltd.

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Ether – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(SMILESS: CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC,cas:73590-85-9) is researched.Product Details of 2150-55-2. The article 《Determination of omeprazole and metabolites in plasma and urine by liquid chromatography》 in relation to this compound, is published in Journal of Chromatography, Biomedical Applications. Let’s take a look at the latest research on this compound (cas:73590-85-9).

Omeprazole (I) [73590-58-6], a substituted benzimidazole and a new gastric acid inhibitor, was determined in plasma and urine, together with 3 of its metabolites: the sulfide [73590-85-9], the sulfone [88546-55-8] and the hydroxy compound [92340-57-3]. The methods comprised extraction from the biol. materials with CH2Cl2, followed either by direct injection of the extract onto a normal-phase liquid chromatog. column or evaporation, dissolution, and injection onto a reversed-phase system. The compounds were detected by UV spectrometry. The absolute recoveries obtained were mostly >95%. The min. determinable concentration of omeprazole was 20 nmol/L plasma (relative standard deviation 10-15%) and 50 nmol/L in urine. The metabolites could also be determined at the same levels.

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Ether – Wikipedia,
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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, Russian Chemical Bulletin called Synthesis of optically active omeprazole by catalysis with vanadyl complexes with chiral Schiff bases, Author is Koneva, E. A.; Khomenko, T. M.; Kurbakova, S. Yu.; Komarova, N. I.; Korchagina, D. V.; Volcho, K. P.; Salakhutdinov, N. F.; Tolstikov, A. G.; Tolstikov, G. A., which mentions a compound: 73590-85-9, SMILESS is CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC, Molecular C17H19N3O2S, SDS of cas: 73590-85-9.

A new method for the preparation of optically active omeprazole I via asym. oxidation of the corresponding sulfide with the use of vanadyl complexes with chiral Schiff bases as the catalysts has been elaborated. The best yields and enantioselectivity of the oxidation were achieved using the complex of VO(acac)2 with ligand II.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Validation of an automated liquid chromatographic method for omeprazole in human plasma using on-line solid-phase extraction.》. Authors are García-Encina, G; Farrán, R; Puig, S; Martínez, L.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).Synthetic Route of C17H19N3O2S. Through the article, more information about this compound (cas:73590-85-9) is conveyed.

An automated system using on-line solid-phase extraction and HPLC with UV detection has been validated in order to determine omeprazole in human plasma. The extraction was carried out using C18 cartridges. After washing, omeprazole was eluted from the cartridge with mobile phase onto an Inertsil ODS-2 column. The developed method was selective and linear for drug concentrations ranging between 5 and 500 ng ml(-1). The recovery of omeprazole ranged from 88.1 to 101.5%, and the limit of quantitation (LOQ) was 5 ng ml(-1). The intraday accuracy ranged from 93.1 to 106.2% and the interday accuracy varied from 95.4 to 105.1%. For the LOQ, good values of precision (8.7 and 17.5% for intraday and interday, respectively) were also obtained. This automated system has been applied to determine omeprazole in human plasma samples from bioequivalence studies.

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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, General Review, Speciality Chemicals Magazine called Chirality in the limelight: Issue, Author is Federsel, Hans-Juergen, which mentions a compound: 73590-85-9, SMILESS is CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC, Molecular C17H19N3O2S, Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole.

A review. The author addresses the features of chiral mols., with special emphasis on current thinking about ways to produce them at scale. Two examples such as oxidation of pyrmetazole to omeprazole and suitability of (S)-Azetidine-2-carboxylic acid for scaling up are given.

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