Category: 73590-85-9

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Pharmacokinetics of [14C]omeprazole in patients with impaired renal function.》. Authors are Naesdal, J; Andersson, T; Bodemar, G; Larsson, R; Regårdh, C G; Skånberg, I; Walan, A.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).COA of Formula: C17H19N3O2S. Through the article, more information about this compound (cas:73590-85-9) is conveyed.

Pharmacokinetics of [14C]omeprazole and its metabolites were studied after single intravenous and oral doses of 20 and 40 mg, respectively, to 12 patients with chronic renal insufficiency. Blood samples for determination of total radioactivity, omeprazole, OH-omeprazole, sulfone, and sulfide were taken for 24 hours. Urine was collected over 96 hours for determination of total radioactivity and during the first 24 hours for additional assay of omeprazole and metabolites. The mean systemic availability was 70%. The mean plasma t1/2 of omeprazole was 0.6 hours. Unchanged omeprazole was not measurable in urine. Derived pharmacokinetic constants of intact omeprazole were within the range of those reported in healthy individuals. The accumulated 24-hour excretion of radioactive metabolites was related significantly to creatinine clearance. The cumulative excretion of total radioactivity in urine over 96 hours in percent of given dose varied between 25% and 83%.

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Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. 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: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, is researched, Molecular C17H19N3O2S, CAS is 73590-85-9, about 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.

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%). There is still a lot of research devoted to this compound(SMILES：CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC)Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, and with the development of science, more effects of this compound(73590-85-9) can be discovered.

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Boix, C.; Ibanez, M.; Sancho, J. V.; Niessen, W. M. A.; Hernandez, F. published the article 《Investigating the presence of omeprazole in waters by liquid chromatography coupled to low and high resolution mass spectrometry: degradation experiments》. Keywords: omeprazole water liquid chromatog mass spectrometry degradation; omeprazole; surface water; time-of-flight mass spectrometry; transformation/degradation products; triple quadrupole mass spectrometry; ultra-high-performance liquid chromatography; urban wastewater.They researched the compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9 ).Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:73590-85-9) here.

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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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 Comparative metabolic disposition of oral doses of omeprazole in the dog, rat, and mouse, the main research direction is omeprazole metabolism species.Electric Literature of C17H19N3O2S.

The metabolic disposition of 14C-labeled omeprazole  [73590-58-6] was studied in dogs, rats, and mice after the administration of pharmacol. active, single oral doses of drug in buffer solutions (pH 9). Averages of 38% (dogs), 43% (rats), and 55% (mice) of the radiolabeled doses were excreted in the urine in 72 h. Most of the remaining dose was recovered in the feces. Omeprazole was extensively metabolized in all species studied and the metabolites were eliminated rapidly. No unchanged drug could be detected in the urine samples (<0.1% of dose). In each species at least 10 metabolites were detected in urine (pH 9) by gradient elution reverse phase HPLC. Based on liquid chromatog. retention data, the metabolic patterns were very complex and exhibited some quant. differences between species. Bile was collected from rats and from chronic bile-fistulated dogs. Biliary excretion was a major route of elimination of omeprazole metabolites, and four polar metabolites were detected in the rat bile. The stability of omeprazole metabolites at varying pH values is discussed with reference to reductive metabolism of the parent compound There is still a lot of research devoted to this compound(SMILES：CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC)Electric Literature of C17H19N3O2S, and with the development of science, more effects of this compound(73590-85-9) can be discovered.

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Ether – Wikipedia,
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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 Comparative metabolic disposition of oral doses of omeprazole in the dog, rat, and mouse.Category: ethers-buliding-blocks.

The metabolic disposition of 14C-labeled omeprazole  [73590-58-6] was studied in dogs, rats, and mice after the administration of pharmacol. active, single oral doses of drug in buffer solutions (pH 9). Averages of 38% (dogs), 43% (rats), and 55% (mice) of the radiolabeled doses were excreted in the urine in 72 h. Most of the remaining dose was recovered in the feces. Omeprazole was extensively metabolized in all species studied and the metabolites were eliminated rapidly. No unchanged drug could be detected in the urine samples (<0.1% of dose). In each species at least 10 metabolites were detected in urine (pH 9) by gradient elution reverse phase HPLC. Based on liquid chromatog. retention data, the metabolic patterns were very complex and exhibited some quant. differences between species. Bile was collected from rats and from chronic bile-fistulated dogs. Biliary excretion was a major route of elimination of omeprazole metabolites, and four polar metabolites were detected in the rat bile. The stability of omeprazole metabolites at varying pH values is discussed with reference to reductive metabolism of the parent compound There is still a lot of research devoted to this compound(SMILES：CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC)Category: ethers-buliding-blocks, and with the development of science, more effects of this compound(73590-85-9) can be discovered.

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Babiak, Peter; Kyslikova, Eva; Stepanek, Vaclav; Valesova, Renata; Palyzova, Andrea; Maresova, Helena; Hajicek, Josef; Kyslik, Pavel published an article about the compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9,SMILESS:CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC ).Category: ethers-buliding-blocks. 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:73590-85-9) through the article.

Production of enantiopure esomeprazole by biocatalysis is of great demand by pharmaceutical industry. A Gram-pos. bacterium oxidizing omeprazole sulfide (5-methoxy-2-[((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)thio]-1H-benzoimidazole) to (S)-sulfoxide esomeprazole (S)-5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl) methylsulfinyl]-3H-benzoimidazole was isolated from soil polluted with elemental sulfur. The strain exhibited the highest identity with the genus Lysinibacillus and catalyzed oxidation of 1a into enantiopure esomeprazole with conversion of 77% in a stirred bioreactor, fed-batch culture. No consecutive oxidation of (S)-sulfoxide to sulfone was observed during whole-cell catalysis. The unique characteristics of the catalyst provide a solid basis for further improvement and development of sustainable green bioprocess.

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Application In Synthesis 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 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. Author is Rezk, Naser L.; Brown, Kevin C.; Kashuba, Angela D. M..

A simple, sensitive and specific reverse-phase high-performance liquid chromatog. (HPLC) assay for the simultaneous quant. determination of omeprazole and its three metabolites in human plasma was developed and validated. This method provides excellent chromatog. resolution and peak shape for the four components and the internal standard within a 17 min run time. The simple extraction method results in a clean base line and relatively high extraction efficiency. The method was validated over the range of 2-2000 ng/mL, with 2.0 ng/mL as the lower limit of quantification. Within- and between-day accuracies for five different concentrations ranged from 95 to 102%, and 95 to 114%, resp. Within- and between-day precision ranged from 1.1 to 6.3% and 0.5 to 6.2%, resp. Simplicity and high throughput make this method suitable for clin. pharmacokinetic studies.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9 ) is researched.COA of Formula: C17H19N3O2S.Cotton, H.; Elebring, T.; Larsson, M.; Li, L.; Sorensen, H.; von Unge, S. published the article 《Asymmetric synthesis of esomeprazole》 about this compound( cas:73590-85-9 ) in Tetrahedron: Asymmetry. Keywords: esomeprazole asym synthesis. Let’s learn more about this compound (cas:73590-85-9).

A highly efficient synthesis of esomeprazole – the (S)-enantiomer of omeprazole – via asym. oxidation of prochiral sulfide I is described. The asym. oxidation was achieved by titanium-mediated oxidation with cumene hydroperoxide (CHP) in the presence of (S,S)-diethyl tartrate [(S,S)-DET]. The enantioselectivity was provided by preparing the titanium complex in the presence of I at an elevated temperature and/or during a prolonged preparation time and by performing the oxidation of I in the presence of an amine. An enantioselectivity of >94% ee was obtained using this method.

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Ether – Wikipedia,
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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9 ) is researched.Product Details of 73590-85-9.Che, Guoyong; Xiang, Jing; Tian, Tian; Huang, Qingfei; Cun, Linfeng; Liao, Jian; Wang, Qiwei; Zhu, Jin; Deng, Jingen published the article 《Catalytic asymmetric oxidation of 1H-benzimidazolyl pyridinylmethyl sulfides with cumene hydroperoxide catalyzed by a titanium complex with (S,S)-N,N’-dibenzyl tartramide ligand》 about this compound( cas:73590-85-9 ) in Tetrahedron: Asymmetry. Keywords: asym oxidation benzimidazolyl pyridinylmethyl sulfide titanium tartramide catalyst; esomeprazole lansoprazole rabeprazole pantoprazole asym synthesis. Let’s learn more about this compound (cas:73590-85-9).

A chiral titanium complex, formed in situ from Ti(Oi-Pr)4, (S,S)-N,N’-dibenzyl tartramide, and water was found to serve as an efficient catalyst for the asym. oxidations of 1H-benzimidazolyl pyridinylmethyl sulfides with cumene hydroperoxide (CHP) in the absence of a base. Several proton pump inhibitors (PPIs), such as esomeprazole, lansoprazole, rabeprazole, and pantoprazole were obtained in high yield (up to 92%) and excellent enantiomeric excess (up to 96%).

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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 A blockbuster synthesis for undergraduates.

A context-based practical designed to give students the opportunity to improve their team working, communication and time-management skills was developed. By investigating the synthesis of the major antiulcer drug, esomeprazole, undergraduates are given an insight into the challenges of modern process chem., from optimization of the lead compound to its full-scale manufacture Students work as a team to prepare pyrmetazole from pyrmethyl alc. and then investigate the reaction conditions required to optimize the asym. oxidation of the sulfide group in pyrmetazole to form esomeprazole. Students do a series of small-scale oxidation reactions, using reagents and reaction conditions of their choice, to investigate how the conditions affect the efficiency of the oxidation They are required to plan their experiments to maximize the number of results they achieve over the eight-day period of the project and then provide a summary of their results and describe aspects of scaling-up their optimized reaction in individual reports, which are assessed. Their results are reviewed and compared with the current industrial process.

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Ether – Wikipedia,
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