Tag: M.W=350-400

Acree, William E. published the artcileComment on “Determination and Thermodynamic Modeling of Solid-Liquid Phase Equilibrium for Esomeprazole Sodium in Monosolvents and in the (Ethanol + Ethyl Acetate) Binary Solvent Mixtures”, Computed Properties of 161796-78-7, the publication is Journal of Chemical & Engineering Data (2018), 63(3), 855-856, database is CAplus.

Errors are found in several of the math. representations in the published paper by Zhao and co-workers. Published curve-fit parameters for several of the modified Apelblat model representations yield back-calculated mole fraction solubilities of esomeprazole sodium that exceed unity. Mole fraction concentrations cannot exceed unity. Back-calculated mole fraction solubilities for a math. representation, presumably based on the Jouyban-Acree model, were also found to exceed unity.

Journal of Chemical & Engineering Data published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Computed Properties of 161796-78-7.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Liu, Wen-Wen published the artcileFemtomole-Scale High-Throughput Screening of Protein Ligands with Droplet-Based Thermal Shift Assay, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Analytical Chemistry (Washington, DC, United States) (2017), 89(12), 6678-6685, database is CAplus and MEDLINE.

There is a great demand to measure protein-ligand interactions in rapid and low cost way. Here the authors developed a microfluidic droplet-based thermal shift assay (dTSA) system for high throughput screening of small-mol. protein ligands. The system is composed of a nanoliter droplet array chip, a microfluidic droplet robot, and a real-time fluorescence detection system. Total 324 assays could be performed in parallel in a single chip with an 18 × 18 droplet array. The consumption of dTSA for each protein or ligand sample was only 5 nL (femtomole scale), which is significantly reduced by over 3 orders of magnitude compared with those in 96 or 384-well plate-based systems. The authors also observed the implementation of TSA in nanoliter droplet format could substantially improve assay precision with relative standard deviation (RSD) of 0.2% (n = 50), which can be ascribed to the enhanced thermal conduction in small volume reactors. The dTSA system was optimized by studying the effect of droplet volumes, as well as protein and fluorescent dye (SYPRO Orange) concentrations To demonstrate its potential in drug discovery, the authors applied the dTSA system in screening inhibitors of human thrombin with a com. library containing 100 different small mol. compounds, and two inhibitors were successfully identified and confirmed.

Analytical Chemistry (Washington, DC, United States) published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yang, Hongbo published the artcileCharacterization of 8-Deuterium Substituted Proton Pump Inhibitors by Nuclear Magnetic Resonance and Electrospray Ionization Mass Spectrometry, Name: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Analytical Letters (2015), 48(16), 2650-2660, database is CAplus.

NMR was employed to characterize the hydrogen-deuterium exchange for the proton pump inhibitors pantoprazole sodium, esomeprazole sodium, rabeprazole sodium, lansoprazole, and ilaprazole in methanol-d₄. The results showed that the ¹H and ¹³C signals of 8-CH₂ (labeled as H_8a, H_8b, and C₈) next to the sulfinyl (S⁼O) group of the proton pump inhibitors decreased significantly. Electrospray ionization mass spectrometry showed the presence of deuterated products. Basing on the NMR data, H_8a and H_8b of proton pump inhibitors were more active for the hydrogen-deuterium exchange. The most significant parameter governing the exchange was the salt-formation of the benzimidazole group. Therefore, the influence of salt-formation on hydrogen-deuterium exchange was characterized for ilaprazole; replacement of NH by N-Na on the benzimidazole group accelerated the exchange process. Tandem mass spectrometry showed that CH⁼S-OH was formed by tautomerism involving sulfinyl and CH₂ groups in methanol-d_4.

Analytical Letters published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C9H6N2O4, Name: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Li, Ting-ting published the artcileRP-HPLC determination of related substances of esomeprazole sodium, Formula: C17H18N3NaO3S, the publication is Yaowu Fenxi Zazhi (2013), 33(4), 656-660, database is CAplus.

A reversed-phase high-performance liquid chromatog. (RP-HPLC) method was established for the determination of related substances of esomeprazole sodium. The determination was performed on a Venusil XBP C₁₈ (L) column (250 mm × 4.6 mm, 5 μm), with a mobile phase consisting of a mixture of acetonitrile and phosphate buffer (pH 7.6) by gradient elution. The column temperature was set at 30°C with a flow rate of 0.8 mL·min^-1, and the detective wavelength was 302 nm. The related substances were completely separated from the main constituent. The calibration curves for 5-methoxy-2-mercaptobenzimidazole, omeprazole sulfone N-oxide, omeprazole sulfone, esomeprazole sodium and omeprazole sulfide revealed good linearities over the ranges of 3.99-29.94 μg·mL^-1 (r=0.9998), 4.06-30.45 μg·mL^-1 (r=0.9999), 2.46-18.42 μg·mL^-1 (r=0.9998), 3.96-29.67 μg·mL^-1 (r=0.9994), and 4.08-31.32 μg·mL^-1 (r=0.9998), resp. The recoveries of the above compounds were 99.5% with RSD of 0.6%, 99.1% with RSD of 0.3%, 99.0% with RSD of 0.6%, 99.2% with RSD of 0.9%, and 99.0% with RSD of 0.7%, resp. The method could be used for testing the product quality of esomeprazole sodium.

Yaowu Fenxi Zazhi published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Formula: C17H18N3NaO3S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Han, Wei published the artcileDetermination of residual solvents in esomeprazole sodium by headspace gas chromatography, Formula: C17H18N3NaO3S, the publication is Shenyang Yaoke Daxue Xuebao (2012), 29(4), 276-279, database is CAplus.

A method for determination of seven kinds of residual solvents in esomeprazole sodium by headspace gas chromatog. was developed. The residual solvents were separated on DB-624 (30 m × 530 μm, 3 μm) capillary chromatog. column using temperature programming. Nitrogen gas was used as carrier gas with FID as detector. There was a good linear relationship in the exptl. concentrations of ethanol, acetone, isopropanol, acetonitrile, dichloromethane, Me tert-Bu ether, toluene (r≳0.9990). The average recoveries were ranged from 89.7% to 104.6%. The limit of detection were 1.40, 0.39, 1.60, 1.10, 0.74, 0.04 and 0.16 mg·L^-1, resp. The method was sensitive, accurate and reproducible. It could be used for the detection of residual solvents in esomeprazole sodium.

Shenyang Yaoke Daxue Xuebao published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Formula: C17H18N3NaO3S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Jiang, Biao published the artcileCatalytic asymmetric oxidation of heteroaromatic sulfides with tert-butyl hydroperoxide catalyzed by a titanium complex with a new chiral 1,2-diphenylethane-1,2-diol ligand, Formula: C17H18N3NaO3S, the publication is European Journal of Organic Chemistry (2009), 987-991, database is CAplus.

Heteroaromatic sulfoxides, especially 1H-benzimidazolyl pyridinylmethyl sulfoxides, usually used as the blockbuster gastric proton pump inhibitors (PPIs), have been prepared highly enantioselectivity by catalytic asym. oxidation of sulfides attached to nitrogen-containing heterocycles with tert-Bu hydroperoxide in the presence of a chiral titanium complex, formed in situ from Ti(iPrO)₄, chiral 1,2-diphenylethane-1,2-diol and water. The chiral sulfoxides were obtained in high yield (97%) with excellent enantiomeric excess (up to 98%).

European Journal of Organic Chemistry published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Formula: C17H18N3NaO3S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Jiang, Jun-hao published the artcileTheoretical studies on the structures and ECD spectra of S isomer of PPIs, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Sichuan Daxue Xuebao, Ziran Kexueban (2013), 50(1), 125-130, database is CAplus.

Sodium salts of omeprazole, lansoprazole, pantoprazole, rabeprazole and ilaprazole are proton pump inhibitors(PPIs) containing the chiral sulfoxide, so each has a pair of enantiomers. In order to understand the electronic structures of above five PPIs, the d. functional theory(DFT) and the polarizable continuum model(PCM) were performed on the S isomers in water at B3LYP/6-311++G** level. On this basis, the ECD spectra of these mols. were studied using the time-dependent d. functional theory(TD-DFT) at the same level. The calculation results demonstrate two conclusions: in the S isomers of above five PPIs, the bond critical points indicating the formation of the bonds exists between Na(21) and N(11), and the similar phenomenon exists between Na(21) and O(2); S-omeprazole sodium and S-ilaprazole sodium have the similar ECD spectrum, both having neg. CD absorption bands near 300 nm mainly derived from π->π* charge transition, besides S-Ilaprazole sodium having a pos. cotton effect mainly derived from π->d charge transition of benzimidazole ring to Na(21); S-Lansoprazole sodium, S-Pantoprazole sodium and S-Rabeprazole sodium have the similar ECD spectrum, having two neg. CD absorption bands at 230 and 300 nm both mainly derived from the π->π* charge transition.

Sichuan Daxue Xuebao, Ziran Kexueban published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhang, Qian published the artcileDetermination of the content of esomeprazole sodium for injection by HPLC, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Heilongjiang Yiyao (2016), 29(3), 383-385, database is CAplus.

Objective: To establish the content determination method of Esomeprazole Sodium for Injection by HPLC. Methods: Using Extend C18 Aglient column, the mobile phase was acetonitrile-pH 7.4 phosphate buffer solution-tetrabutylammonium hydrogen sulfate solution (28:67:5), the detection wavelength was at 302 nm. Results: linear range was 10.24-102.40 μg/mL, the average recovery rate was 99.71%, and RSD was 0.71%. Conclusion: this method was reliable and accurate, and could be used for the quality control of the preparation

Heilongjiang Yiyao published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is 0, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhang, Qian published the artcileDetermination of the content of esomeprazole sodium for injection by HPLC, COA of Formula: C17H18N3NaO3S, the publication is Heilongjiang Yiyao (2016), 29(3), 383-385, database is CAplus.

Objective: To establish the content determination method of Esomeprazole Sodium for Injection by HPLC. Methods: Using Extend C18 Aglient column, the mobile phase was acetonitrile-pH 7.4 phosphate buffer solution-tetrabutylammonium hydrogen sulfate solution (28:67:5), the detection wavelength was at 302 nm. Results: linear range was 10.24-102.40μg/mL, the average recovery rate was 99.71%, and RSD was 0.71%. Conclusion: this method was reliable and accurate, and could be used for the quality control of the preparation

Heilongjiang Yiyao published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C12H15NO, COA of Formula: C17H18N3NaO3S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Song, Wei-guo published the artcileSynthesis of esomeprazole sodium, COA of Formula: C17H18N3NaO3S, the publication is Zhongguo Yaowu Huaxue Zazhi (2013), 23(4), 286-288, database is CAplus.

Esomeprazole was the first optical isomer proton pump inhibitor, and its sodium salt was applied to the patients who are in need of PPI but not capable of oral dosing. At present, there were three methods to synthesize esomeprazole such as omeprazole racemic resolution, omeprazole sulfide complexes asym. catalytic oxidation and biochem. oxidation However, the omeprazole racemic resolution was limited industrially due to its high cost and low yield. The aim of this study was to propose a modified asym. oxidation method to prepare esomeprazole for industrialized production Compared with the traditional method, this new method had three advantages. Firstly, the (1S, 2S)-(-)-1,2-diaminocyclohexane D-tartrate was used as chiral ligands, which avoided the addition of organic alkali in the traditional route. Secondly, cobalt naphthenate was applied as the catalyst to solve the problem of water-contacting over traditional titanium catalyst. Lastly, sodium peroxide was not only the oxidant to lower the cost of asym. oxidizing the omeprazole sulfide compounds but also the source of sodium for no more addition of other sodium source.

Zhongguo Yaowu Huaxue Zazhi published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C20H17FO4S, COA of Formula: C17H18N3NaO3S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem