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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 Mechanism of the asymmetric sulfoxidation in the esomeprazole process: effects of the imidazole backbone for the enantioselection.

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.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Evidence for acid-induced transformation of omeprazole into an active inhibitor of proton-potassium ATPase within the parietal cell, published in 1984, which mentions a compound: 73590-85-9, Name is 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole, Molecular C17H19N3O2S, Recommanded Product: 73590-85-9.

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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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.Jang, Hyun-Hee; Ryu, Sang-Hoon; Le, Thien-Kim; Doan, Tiep Thi My; Nguyen, Thi Huong Ha; Park, Ki Deok; Yim, Da-Eun; Kim, Dong-Hyun; Kang, Choong-Kyung; Ahn, Taeho; Kang, Hyung-Sik; Yun, Chul-Ho researched the compound: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole( cas:73590-85-9 ).Synthetic Route of C17H19N3O2S.They published the article 《Regioselective C-H hydroxylation of omeprazole sulfide by Bacillus megaterium CYP102A1 to produce a human metabolite》 about this compound( cas:73590-85-9 ) in Biotechnology Letters. Keywords: regioselective carbon hydrogen hydroxylation omeprazole sulfide bacillus megaterium CYP102A1; 5-Hydroxyomeprazole sulphide; CYP102A1 mutant; Human metabolite; Hydroxylation; Omeprazole sulfide; Regioselectivity. We’ll tell you more about this compound (cas:73590-85-9).

Objectives: To find a simple enzymic strategy for the efficient synthesis of the expensive 5′-hydroxyomeprazole sulfide, a recently identified minor human metabolite, from omeprazole sulfide, which is an inexpensive substrate. Results: The practical synthetic strategy for the 5′-OH omeprazole sulfide was accomplished with a set of highly active CYP102A1 mutants, which were obtained by blue colony screening from CYP102A1 libraries with a high conversion yield. The mutant and even the wild-type enzyme of CYP102A1 catalyzed the high regioselective (98 %) C-H hydroxylation of omeprazole sulfide to 5′-OH omeprazole sulfide with a high conversion yield (85-90 %). Conclusions: A highly efficient synthesis of 5′-OH omeprazole sulfide was developed using CYP102A1 from Bacillus megaterium as a biocatalyst.

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HPLC of Formula: 73590-85-9. 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 Determination of the dissociation constants of omeprazole and its intermediate by capillary electrophoresis. Author is Podobnik, B.; Jelen-Zmitek, A..

Capillary electrophoresis is the primary method for determining dissociation constants of compounds which have low solubility in H2O, which is often the case for pharmaceuticals. Potentiometric determination in these cases is difficult because of lowered sensitivity. A new method is based on measurement of ionic mobility as a function of the pH of the buffer used.

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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 Stability-indicating methods for determining omeprazole and octylonium bromide in the presence of their degradation products, the main research direction is stability spectrophotometry omeprazole octylonium bromide determination; degradation omeprazole octylonium bromide determination TLC; densitometry degradation omeprazole octylonium bromide determination; chromatog densitometry degradation omeprazole octylonium bromide determination.SDS of cas: 73590-85-9.

Four stability-indicating assays were developed for determining omeprazole and octylonium bromide. Omeprazole was photodegraded and determined in the presence of its degradation products omeprazole sulfenimide and benzimidazole sulfide by 2 methods. The first method depends on use of first-, second-, and third-derivative spectrophotometry at 290.4, 320.6, and 311.6 nm, resp. The second method was based on applying the charge-transfer technique with chloranil as π acceptor to form a complex with omeprazole, the absorbance of which is measured at 377 nm. These methods determined omeprazole in concentration ranges of 5-20 μg/mL by first-, second-, and third-derivative spectrophotometry and 10-50 μg/mL by charge-transfer complexation with mean accuracies of 99.92, 99.71, 99.64, and 100.24%, resp. Octylonium bromide was determined by a TLC-densitometric method using in the presence of its degradation products p-[2-(n-octyoxy)benzoyl]aminobenzoic acid and diethyl-(2-hydroxyethyl)methylammonium bromide without any interferences. Alternatively, octylonium bromide was evaluated by a colorimetric method using the acid dye Rose Bengal. The ion pair formed was extracted in chloroform at pH 4, and its absorbance was measured at 562 nm. These methods determine octylonium bromide in the presence of its degradation products in concentration ranges of 0.1-0.5 μg/μL by densitometry and 4.5-22.5 μg/mL by colorimetry, with mean accuracies of 100.21 and 99.73%, resp. The suggested methods were used to determine drugs in bulk powder, laboratory-prepared mixtures, and pharmaceutical dosage forms. Results were compared statistically with those obtained with reference methods.

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Ether – Wikipedia,
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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 Comparative metabolic disposition of oral doses of omeprazole in the dog, rat, and mouse. Author is Hoffmann, Kurt Juergen; Renberg, Lars; Olovson, Stig Goeran.

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 I hope my short article helps more people learn about this compound(5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole)Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole. Apart from the compound(73590-85-9), you can read my other articles to know other related compounds.

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Ether – Wikipedia,
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Related Products of 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 An efficient procedure for the synthesis of Esomeprazole using a titanium complex with two chiral ligands. Author is Khomenko, T. M.; Volcho, K. P.; Komarova, N. I.; Salakhutdinov, N. F..

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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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 Baeyer-Villiger Monooxygenase-Mediated Synthesis of Esomeprazole As an Alternative for Kagan Sulfoxidation.Formula: C17H19N3O2S.

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,
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Formula: C17H19N3O2S. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. 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. Author is Hoffmann, Kurt Juergen; Renberg, Lars; Olovson, Stig Goeran.

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 I hope my short article helps more people learn about this compound(5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole)Formula: C17H19N3O2S. Apart from the compound(73590-85-9), you can read my other articles to know other related compounds.

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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 A single gradient stability-indicating reversed-phase LC method for the estimation of impurities in omeprazole and domperidone capsules.

A gradient reversed-phase liquid chromatog. (RP-LC) method was developed for the quant. estimation of impurities in the pharmaceutical dosage form of Omeprazole and Domperidone capsules. The developed method is a stability-indicating test method for the estimation of impurities generated during the formulation and storage of Omeprazole and Domperidone capsules. The chromatog. separation was achieved on a column packed with octadecyl silane, having a column length of 250 mm and diameter of 4.6 mm with a particle size of 5 μm, and by following a gradient program using a combination of a monobasic potassium phosphate buffer (0.05M) and acetonitrile. Since the spectral properties were similar, both compounds’ individual impurities were estimated at 285 nm. Forced degradation studies were performed on Omeprazole pellets (enteric coated) and Domperidone pellets (SR coated) encapsulated in size “”1″” hard gelatin capsules. Omeprazole and Domperidone were degraded using acid hydrolysis (0.1 N hydrochloric acid), base (0.1 N sodium hydroxide), oxidation (50% hydrogen peroxide), heat (105 °C), and UV light (254 nm). The established method was validated and found to be linear, accurate, precise, specific, robust, and rugged.

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