Month: April 2022

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, Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole.

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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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-(Piperazin-1-yl)phenol( cas:56621-48-8 ) is researched.Quality Control of 4-(Piperazin-1-yl)phenol.Beiginejad, Hadi; Amani, Ameneh; Nematollahi, Davood; Khazalpour, Sadegh published the article 《Thermodynamic study of the electrochemical oxidation of some aminophenol derivatives: Experimental and theoretical investigation》 about this compound( cas:56621-48-8 ) in Electrochimica Acta. Keywords: thermodn electrochem oxidation aminophenol derivative. Let’s learn more about this compound (cas:56621-48-8).

Electrochem. oxidation of some aminophenol derivatives (1-5) was studied both exptl. and theor. Exptl. results were obtained using cyclic voltammetry and controlled potential coulometry. The theor. results were calculated at DFT (B3LYP and BP86) levels of theory and 6-311 + G (p,d) basis sets. Using a general thermodn. cycle, the calculated ΔGtot of the oxidation of the studied aminophenol derivatives indicates that thermodn. is one of the important parameters on the potential oxidation Electrochem. oxidation potential of 1-5 is directly dependent on the ΔGtot of electrochem. oxidation In addition mechanisms of the electrochem. oxidation of 4-(piperazin-1-yl) phenol (6) in the presence of various nucleophiles was studied in viewpoint of the thermodn. Mechanistic study of the electrochem. oxidation of 6 in the presence of different nucleophiles indicates that although the electrochem. oxidations of 6H+ in the presence of different nucleophiles have different mechanisms but proceed in the thermodynamically favored directions.

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Ether – Wikipedia,
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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: 118430-78-7, is researched, Molecular C8H9N3S, about Discovery of new orally active phosphodiesterase (PDE4) inhibitors, the main research direction is phosphodiesterase PDE4 inhibitor discovery oral antiinflammatory; anilinopyrazolopyridine derivative preparation PDE4 inhibiting structure subtype selectivity.Synthetic Route of C8H9N3S.

A series of 4-anilinopyrazolopyridine derivatives were synthesized and biol. evaluated as inhibitors of phosphodiesterase (PDE4). Chem. modification of 3, a structurally new chem. lead that was found in our inhouse library, was focused on 1- and 3-substituents. Full details of the discovery of a new orally active chem. lead 5 are presented. Structure-activity relationship data, pharmacol. evaluation, and the subtype selectivity study are also presented.

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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 Simultaneous high-performance liquid chromatographic analysis of omeprazole and its sulfone and sulfide metabolites in human plasma and urine, the main research direction is omeprazole metabolite determination blood urine; liquid chromatog omeprazole metabolite.Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole.

Omeprazole  [73590-58-6], a substituted benzimidazole which suppresses gastric acid secretion, and its sulfone [88546-55-8] and sulfide [73590-85-9] metabolites were simultaneously measured in human plasma and urine using a selective, reversed-phase, high-performance liquid chromatog. method with a sensitivity of 5 ng/mL for omeprazole, 30 ng/mL for omeprazole sulfone, and 50 ng/mL for omeprazole sulfide. The coefficients of variation for within-day assays were 4.4, 7.5, and 17.5%, resp. In a pilot pharmacokinetic study, 40 mg of omeprazole (encapsulated enteric-coated granules) were administered to 2 healthy volunteers. Peak plasma concentrations for omeprazole of 240 and 520 ng/mL, and for omeprazole sulfone of 320 and 400 ng/mL, were reached between 3 and 4 post-dose. Omeprazole concentrations fell rapidly with apparent half-lives of about 40 min, and concentrations of both omeprazole and the sulfone metabolite were below the minimal detectable level by 6-8 h. Omeprazole sulfide could not be detected in this study.

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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 Affinity-Based Selectivity Profiling of an In-Class Selective Competitive Inhibitor of Acyl Protein Thioesterase 2, published in 2017-02-09, which mentions a compound: 56621-48-8, mainly applied to profiling inhibitor acyl protein thioesterase; Activity-based protein profiling; chemical proteomics; inhibitor selectivity; native mass spectrometry, Category: ethers-buliding-blocks.

Activity-based protein profiling (ABPP) has revolutionized the discovery and optimization of active-site ligands across distinct enzyme families, providing a robust platform for in-class selectivity profiling. Nonetheless, this approach is less straightforward for profiling reversible inhibitors and does not access proteins outside the ABPP probe’s target profile. While the active-site competitive acyl protein thioesterase 2 (APT2) inhibitor ML349 (Ki = 120 nM) is highly selective within the serine hydrolase enzyme family, it could still interact with other cellular targets. Here we present a chemoproteomic workflow to enrich and profile candidate ML349-binding proteins. In human cell lysates, biotinylated-ML349 enriches a recurring set of proteins, including metabolite kinases and flavin-dependent oxidoreductases that are potentially enhanced by avidity-driven multimeric interactions. Confirmatory assays by native mass spectrometry and fluorescence polarization quickly rank-ordered weak off-targets, providing justification to explore ligand interactions and stoichiometry beyond ABPP.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-(Piperazin-1-yl)phenol( cas:56621-48-8 ) is researched.Synthetic Route of C10H14N2O.Hedapara, K. R.; Kharadi, G. J. published the article 《Synthesis and biological evaluation of novel carbazole derivatives》 about this compound( cas:56621-48-8 ) in International Journal for Pharmaceutical Research Scholars. Keywords: carbazole piperazine quinoline preparation antibacterial antifungal. Let’s learn more about this compound (cas:56621-48-8).

The series of carbazole derivatives were synthesized in high yield and quality through simple straight forward reaction of 4-(oxiran-2-ylmethoxy)-9H-carbazole with various nucleophiles like piperazine containing heterocyclic derivatives or quinoline derivatives without using any base. All the compounds were screened for their antibacterial and antifungal activities. The compound 1-((9H-carbazol-4-yl)oxy)-3-(4-(benzo[d]isothiazol-3-yl)piperazin-1yl)propan-2-ol exhibited good inhibition towards antimicrobial activity compared to the other compounds

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Ether – Wikipedia,
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Application In Synthesis of 4-(Piperazin-1-yl)phenol. 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: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates.

The ex-situ generation of trifluoromethanesulfonyl fluoride (CF3SO2F) gas in a two chamber system, and its use as a new SuFEx handle to efficiently synthesize triflates and triflamides were reported. This broadly tolerated protocol lends itself to peptide modification or to telescoping into coupling reactions. Moreover, redesigning the SVI-F connector with a S=O → S=NR replacement furnished the analogous triflimidoyl fluorides as SuFEx electrophiles, which were engaged in the synthesis of rarely reported triflimidate esters. Notably, experiments showed H2O to be the key towards achieving chemoselective trifluoromethanesulfonation of phenols vs. amine groups, a phenomenon best explained-using ab initio metadynamics simulations-by a hydrogen bonded termol. transition state for the CF3SO2F triflylation of amines.

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Ether – Wikipedia,
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Application of 118430-78-7. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-Methyl-3-(thiophen-2-yl)-1H-pyrazol-5-amine, is researched, Molecular C8H9N3S, CAS is 118430-78-7, about Studies on dihydropyridines. II. Synthesis of 4,7-dihydropyrazolo[3,4-b]pyridines with vasodilating and antihypertensive activities. Author is Adachi, Ikuo; Yamamori, Teruo; Hiramatsu, Yoshiharu; Sakai, Katsunori; Sato, Hatsuo; Kawakami, Masaru; Uno, Osamu; Ueda, Motohiko.

A series of 4-aryl-4,7-dihydropyrazolo[3,4-b]pyridine-5-carboxylate derivatives I (R = Me, Ph, cyclopentyl; R1 = Me, Et, CHMe2, cyclohexyl, substituted phenethyl, etc.; R2 = 2-O2NC6H4, 3-O2NC6H4, 2-ClC6H4, 2.8-Cl2C6H4, pyridyl; R3 = H, Me, CHMe2, Ph, cycloalkyl, CO2Et, pyridyl, etc.) was prepared and the compounds were tested for Ca-blocking activity in isolated guinea pig portal vein, antihypertensive activity in spontaneously hypertensive rats, and coronary vasodilating effect in isolated guinea pig heart. A number of derivatives had potent antihypertensive and coronary vasodilating activities. The structure-activity relationships of the series indicated that a 3-cyclopentyl or 3-cyclohexyl substituent and a hydrophobic 5-ester moiety with moderate bulkiness were effective for increasing the pharmacol. potencies.

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Ether – Wikipedia,
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Quality Control 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 Development of a validated RP-HPLC method for separation and determination of process-related impurities of omeprazole in bulk drugs. Author is Iuga, Cristina; Bojita, Marius; Leucuta, Sorin E..

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, International Journal for Pharmaceutical Research Scholars called Synthesis and biological evaluation of novel carbazole derivatives, Author is Hedapara, K. R.; Kharadi, G. J., which mentions a compound: 56621-48-8, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2O, Reference of 4-(Piperazin-1-yl)phenol.

The series of carbazole derivatives were synthesized in high yield and quality through simple straight forward reaction of 4-(oxiran-2-ylmethoxy)-9H-carbazole with various nucleophiles like piperazine containing heterocyclic derivatives or quinoline derivatives without using any base. All the compounds were screened for their antibacterial and antifungal activities. The compound 1-((9H-carbazol-4-yl)oxy)-3-(4-(benzo[d]isothiazol-3-yl)piperazin-1yl)propan-2-ol exhibited good inhibition towards antimicrobial activity compared to the other compounds

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