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Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about Baeyer-Villiger Monooxygenase-Mediated Synthesis of Esomeprazole As an Alternative for Kagan Sulfoxidation. Author is Bong, Yong Koy; Song, Shiwei; Nazor, Jovana; Vogel, Michael; Widegren, Magnus; Smith, Derek; Collier, Steven J.; Wilson, Rob; Palanivel, S. M.; Narayanaswamy, Karthik; Mijts, Ben; Clay, Michael D.; Fong, Ryan; Colbeck, Jeff; Appaswami, Amritha; Muley, Sheela; Zhu, Jun; Zhang, Xiyun; Liang, Jack; Entwistle, David.

A wild-type Baeyer-Villiger monooxygenase was engineered to overcome numerous liabilities to mediate a com. oxidation of pyrmetazole to esomeprazole, using air as the terminal oxidant in an almost exclusively aqueous reaction matrix. The developed enzyme and process compares favorably to the incumbent Kagan inspired chemocatalytic oxidation, as esomeprazole was isolated in 87% yield, in >99% purity, with an enantiomeric excess of >99%.

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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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Ether – Wikipedia,
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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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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.

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

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

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: 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.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole.

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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Ether – Wikipedia,
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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 An efficient asymmetric approach to the R-enantiomer impurity of esomeprazole, published in 2016, which mentions a compound: 73590-85-9, mainly applied to esomeprazole preparation enantioselective, HPLC of Formula: 73590-85-9.

The R-enantiomer of esomeprazole (5-methoxy-2-[(4-methoxy-3, 5-dimethyl-2-pyridinylmethyl)sulfinyl]-1H-benzimidazole) was synthesized with high enantioselectivity by asym. oxidation of prochiral sulfide using the oxaziridinium salt. This (R)-enantiomer, useful as a reference for the quality control of esomeprazole was characterized by 1H and 13CNMR, IR and HRMS. The enantiomeric excess was determined by HPLC.

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Ether – Wikipedia,
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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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Ether – Wikipedia,
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Related Products of 73590-85-9. 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 Simultaneous determination of omeprazole and their main metabolites in human urine samples by capillary electrophoresis using electrospray ionization-mass spectrometry detection.

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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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Catalytic Asymmetric Synthesis of Esomeprazole by a Titanium Complex with a Hexa-aza-triphenolic Macrocycle Ligand》. Authors are Song, Weiguo; Dong, Liangjun; Zhou, Yuhan; Fu, Yongqiang; Xu, Wenfang.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).Category: ethers-buliding-blocks. Through the article, more information about this compound (cas:73590-85-9) is conveyed.

An efficient synthesis of esomeprazole I via catalytic asym. oxidation of 1H-benzimidazolyl pyridinylmethyl sulfide by a titanium complex with a hexa-aza-triphenolic macrocycle ligand is described. Esomeprazole was prepared with 99.6% ee, which meets the high requirement of the European Pharmacopeia on enantiomeric purity.

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