Category: 73590-85-9

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 High-performance liquid chromatographic assay for human liver microsomal omeprazole metabolism, the main research direction is omeprazole metabolism liver microsome determination HPLC; liquid chromatog omeprazole metabolite liver microsome.Computed Properties of C17H19N3O2S.

Assays for the measurement of omeprazole metabolites in plasma and urine were reported, but when applied to the determination of omeprazole metabolites formed by human liver microsomal incubations, there were obvious limitations in sensitivity. The present HPLC assay, which comprises extraction, evaporation and reconstitution, is several-fold more sensitive with a limit of detection of ∼ 2 pmol (2 nM in incubate) for omeprazole sulfone and 25 pmol (25 nM in incubate) for hydroxyomeprazole. Extraction efficiency is essentially quant. and is highly reproducible (coefficient of variation = 2.1% for both metabolites). The assay is linear over a wide range of concentrations and the formation of the metabolites is linear with respect to both time (to 15 min) and protein concentration (to 1.5 mg/mL). Two minor metabolites, 1 of which was identified tentatively as 5-O-desmethylomeprazole, were also formed by human liver microsomes and could be determined by this method. Preliminary studies of the formation of omeprazole sulfone and hydroxyomeprazole showed that the formation kinetics in human liver microsomes were biphasic for both metabolites, suggesting that at least 2 different cytochrome P 450 isoforms are involved in their formation.

After consulting a lot of data, we found that this compound(73590-85-9)Computed Properties of C17H19N3O2S can be used in many types of reactions. And in most cases, this compound has more advantages.

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

Name: 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 Going Green in Process Chemistry: Optimizing an Asymmetric Oxidation Reaction To Synthesize the Antiulcer Drug Esomeprazole. Author is McAllister, Graeme D.; Parsons, Andrew F..

Sustainable practices in process chem. are highlighted by a novel, 9 wk team project of 8-12 students, in collaboration with AstraZeneca chemists, in an organic chem. laboratory Students synthesize the antiulcer medicine esomeprazole, which involves the asym. oxidation of pyrmetazole. To provide insight into the modern process chem. industry, they propose environmentally friendly modifications to the asym. oxidation Students first synthesize pyrmetazole and then follow a standard oxidation procedure and carry out modified, greener reactions of their choice. They investigate how a change in reaction conditions affects both the yield and enantioselectivity of esomeprazole. Pos. student feedback was received and student postlab reports were analyzed over a 4 yr period (2015-2018). Results consistently showed that the project provided students with the key tools to develop greener syntheses. This contextual approach not only offers the opportunity to develop valuable communication and team-working skills, but it also gives students creative input into their exptl. work. It teaches the important research skills involved in sustainable process chem., from reproducing and modifying a literature procedure to identifying green metrics.

After consulting a lot of data, we found that this compound(73590-85-9)Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole can be used in many types of reactions. And in most cases, this compound has more advantages.

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

Seenivasaperumal, Muthu; Federsel, Hans-Jurgen; Szabo, Kalman J. 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 ).Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. 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.

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.

After consulting a lot of data, we found that this compound(73590-85-9)Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole can be used in many types of reactions. And in most cases, this compound has more advantages.

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

SDS of cas: 73590-85-9. 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 Design of experiment (DOE) utilization to develop a simple and robust reversed-phase HPLC technique for related substances’ estimation of omeprazole formulations. Author is Manranjan, Vayeda Chintan; Yadav, Devendra Singh; Jogia, Hitesh Amrutlal; Chauhan, Praful Lalitkumar.

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).

After consulting a lot of data, we found that this compound(73590-85-9)SDS of cas: 73590-85-9 can be used in many types of reactions. And in most cases, this compound has more advantages.

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

Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. 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 Disposition of the anti-ulcer medications ranitidine, cimetidine, and omeprazole following administration of multiple doses to exercised Thoroughbred horses. Author is Knych, H. K.; Stanley, S. D.; Arthur, R. M.; McKemie, D. S..

The use of anti-ulcer medications, such as cimetidine, ranitidine, and omeprazole, is common in performance horses. The use of these drugs is regulated in performance horses, and as such a withdrawal time is necessary prior to competition to avoid a medication violation. To the authors’ knowledge, there are no reports in the literature describing repeated oral administrations of these drugs in the horse to determine a regulatory threshold and related withdrawal time recommendations. Therefore, the objective of the current study was to describe the disposition and elimination pharmacokinetics of these anti-ulcer medications following oral administration to provide data upon which appropriate regulatory recommendations can be established. Nine exercised Thoroughbred horses were administered 20 mg/kg BID of cimetidine or 8 mg/kg BID of ranitidine, both for seven doses or 2.28 g of omeprazole SID for four doses. Blood samples were collected, serum drug concentrations were determined, and elimination pharmacokinetic parameters were calculated The serum elimination half-life was 7.05 ± 1.02, 7.43 ± 0.851 and 3.94 ± 1.04 h for cimetidine, ranitidine, and omeprazole, resp. Serum cimetidine and ranitidine concentrations were above the LOQ and omeprazole and omeprazole sulfide below the LOQ in all horses studied upon termination of sample collection.

After consulting a lot of data, we found that this compound(73590-85-9)Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole can be used in many types of reactions. And in most cases, this compound has more advantages.

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

Zhou, Guobin; Guan, Yueqing published the article 《An efficient asymmetric approach to the R-enantiomer impurity of esomeprazole》. Keywords: esomeprazole preparation enantioselective.They researched the compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9 ).Application In Synthesis of 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.

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.

After consulting a lot of data, we found that this compound(73590-85-9)Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole can be used in many types of reactions. And in most cases, this compound has more advantages.

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

McAllister, Graeme D.; Parsons, Andrew F. published the article 《Going Green in Process Chemistry: Optimizing an Asymmetric Oxidation Reaction To Synthesize the Antiulcer Drug Esomeprazole》. Keywords: esomeprazole asym oxidation reaction.They researched the compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9 ).Recommanded Product: 73590-85-9. 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.

Sustainable practices in process chem. are highlighted by a novel, 9 wk team project of 8-12 students, in collaboration with AstraZeneca chemists, in an organic chem. laboratory Students synthesize the antiulcer medicine esomeprazole, which involves the asym. oxidation of pyrmetazole. To provide insight into the modern process chem. industry, they propose environmentally friendly modifications to the asym. oxidation Students first synthesize pyrmetazole and then follow a standard oxidation procedure and carry out modified, greener reactions of their choice. They investigate how a change in reaction conditions affects both the yield and enantioselectivity of esomeprazole. Pos. student feedback was received and student postlab reports were analyzed over a 4 yr period (2015-2018). Results consistently showed that the project provided students with the key tools to develop greener syntheses. This contextual approach not only offers the opportunity to develop valuable communication and team-working skills, but it also gives students creative input into their exptl. work. It teaches the important research skills involved in sustainable process chem., from reproducing and modifying a literature procedure to identifying green metrics.

Although many compounds look similar to this compound(73590-85-9)Recommanded Product: 73590-85-9, numerous studies have shown that this compound(SMILES:CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

Synthetic Route of C17H19N3O2S. 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 Whole-cell oxidation of omeprazole sulfide to enantiopure esomeprazole with Lysinibacillus sp. B71. Author is Babiak, Peter; Kyslikova, Eva; Stepanek, Vaclav; Valesova, Renata; Palyzova, Andrea; Maresova, Helena; Hajicek, Josef; Kyslik, Pavel.

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

Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. 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 Design of experiment (DOE) utilization to develop a simple and robust reversed-phase HPLC technique for related substances’ estimation of omeprazole formulations. Author is Manranjan, Vayeda Chintan; Yadav, Devendra Singh; Jogia, Hitesh Amrutlal; Chauhan, Praful Lalitkumar.

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).

Although many compounds look similar to this compound(73590-85-9)Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, numerous studies have shown that this compound(SMILES:CC1=CN=C(CSC2=NC3=CC(OC)=CC=C3N2)C(C)=C1OC), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

Related Products of 73590-85-9. 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 Improved procedure for quantitation of omeprazole and metabolites using reversed-phase high-performance liquid chromatography. Author is Amantea, Michael A.; Narang, Prem K..

An HPLC procedure for the determination of omeprazole and its sulfone and sulfide metabolites in human plasma was developed by using a C8 reversed-phase column with a mobile phase of MeOH-MeCN-0.025M phosphate buffer (40:8:52) adjusted to pH 7.4 with 85% H3PO4 and detection at 302 nm. The level of detection was 5, 10, and 7.5 ng/mL for omeprazole, its sulfone, and the sulfide, resp. and the intraday variability ranged 2.6-10.3 and 2.0-3.5% at 10 and 125 ng/mL, resp. The recoveries were 96, 42, and 96% for omeprazole, the sulfone, and the sulfide, resp.

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