Category: imidazoles-derivatives

Lin, Jian-Ping published the artcileSolvent/Oxidant-Switchable Synthesis of Multisubstituted Quinazolines and Benzimidazoles via Metal-Free Selective Oxidative Annulation of Arylamidines, SDS of cas: 2622-67-5, the publication is Organic Letters (2014), 16(11), 2822-2825, database is CAplus and MEDLINE.

A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp³)-C(sp²) and C(sp²)-N bond formation in nonpolar and polar solvents, resp. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp³C-H/sp²C-H direct coupling of the amidine with K₂S₂O₈ as the oxidant. No metal, base, or other additives were needed.

Organic Letters published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, SDS of cas: 2622-67-5.

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

Huang, Shuai published the artcilePd-Catalyzed umpolung asymmetric allylic alkylation of hydrazones to vicinal tertiary and quaternary chiral carbon centers, Quality Control of 258278-25-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(21), 3513-3516, database is CAplus and MEDLINE.

Diastereo- and enantioselective construction of vicinal tertiary and quaternary carbon centers is a great challenge in synthetic chem. Herein, a facile and efficient protocol to construct unsaturated azo compounds I [R¹ = Ph, 4-FC₆H₄, 2-naphthyl, 2-thienyl, etc., R² = Me; R¹ = Ph, R² = Et; R¹R² = (CH₂)₅; R³ = Ph, 4-MeOC₆H₄, 1,3-benzodioxol-5-yl, 2-furyl, etc.] with vicinal tertiary and quaternary chiral carbon centers in high yields with high regio-, diastereo- and enantioselectivities via Pd-catalyzed umpolung asym. allylic alkylation of hydrazones II with monosubstituted allylic pivalates R³CH:CHCH₂OC(O)Bu-t by using Kundig-type chiral N-heterocyclic carbene as the ligand is reported. The control experiments revealed that the reaction proceeds via the inner-sphere mechanism.

Chemical Communications (Cambridge, United Kingdom) published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Quality Control of 258278-25-0.

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

Han, Jie published the artcile2-Chloromethyl-1-methyl-1,3-benzimidazole, Related Products of imidazoles-derivatives, the publication is Acta Crystallographica, Section E: Structure Reports Online (2011), 67(8), o2104, database is CAplus and MEDLINE.

The title compound, C₉H₉ClN₂, was prepared from the reaction of N-methylbenzene-1,2-diamine and 2-chloroacetic acid in boiling 6 M hydrochloric acid. The benzimidazole unit is approx. planar, the largest deviation from the mean plane being 0.008(1) Å. The Cl atom is displaced by 1.667(2) Å from this plane. The Me group is statistically disordered with equal occupancy.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Related Products of imidazoles-derivatives.

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

Zheng, Jianwei published the artcileNovel core-shell nanocomposite as an effective heterogeneous catalyst for the synthesis of benzimidazoles, SDS of cas: 2622-67-5, the publication is Nanotechnology (2021), 32(26), 265603, database is CAplus and MEDLINE.

An effective heterogeneous catalyst for the synthesis of benzimidazole by integrating acidic catalytic activity and promoted the aerobic oxidation and magnetic recyclability of core-shell nanocomposite Fe₃O₄@SiO₂@UiO-66 was designed. The Fe₃O₄@SiO₂ core was encapsulated by the in-situ-grown UiO-66 shell and the UiO-66 shell retains the porous structure and crystallinity of UiO-66 with abundant exposed Lewis acid sites. It showed high catalytic ability for the synthesis of various benzimidazoles through the acid-catalyzed condensation and aerobic oxidation with in-situ oxygen. The Fe₃O₄@SiO₂ core provided magnetic recyclability of Fe₃O₄@SiO₂@UiO-66 and maintains high catalytic ability and stability over six cycles.

Nanotechnology published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C7H7IN2O, SDS of cas: 2622-67-5.

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

Zhang, Xiaofang published the artcileGuiding cellular channels of artificial nanohybrid woods for anisotropic properties and solar-thermal evaporation, Related Products of imidazoles-derivatives, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2022), 132060, database is CAplus.

Natural evolution offers woods with intriguing multicomponent and anisotropic cellular structures, and endows super physicochem. properties. In order to compete with natural woods, many types of artificial woods were endeavored from polymers to achieve on-demand structures and functionalities. In most cases, production of oriented channels in mimic of wood lumina relied on a delicate unidirectional freeze-drying approach and utilization of volatile solvents. Herein we showed that artificial woods with controllable channel orientation could be produced from polymers in involatile solvents without particular control of freezing parameters. By dissolving cellulose in ionic liquid, oriented channels (diameter of 250-540μm) were produced through diffusion-induced phase separation and strengthened through a facile freezing and air-drying process. The compressive strength could reach 5.5 MPa at the strain of 15% along the channel direction. With the presence of structural anisotropy, incorporation of low-dimension nanomaterials offered the design flexibility in adding super properties in mechanics, water transportation, solar-thermal effect, thermal and photo conductance. For example, artificial hybrid woods with carbon nanotubes showed super solar-thermal property. When combining with the water-transporting ability of oriented channels, it was promising to design an efficient solar-thermal evaporator (5.88 kg m^-2 h^-1 under equivalent 3-sun irradiation). Thus, this study not only suggests an unprecedented approach of producing artificial woods from polymers in involatile solvents, but also offers the flexibility of designing microstructures and functionalities of artificial woods for various applications.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C18H26ClN3O, Related Products of imidazoles-derivatives.

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

Zhou, Yan published the artcileSuper-rapid and highly-efficient esterification of cellulose to achieve an accurate chromatographic analysis of its molecular weight, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Carbohydrate Polymers (2022), 119301, database is CAplus and MEDLINE.

Herein, a striking anion-tunnel transfer effect was demonstrated in 1-butyl-3-methylimidazolium benzoate (BmimPhCOO) ionic liquid, so a rapid, mild and efficient benzoylation of cellulose is accomplished under catalyst-free condition in BmimPhCOO. In a wide temperature range of 20-80°C, the equilibrium of reaction is reached within only 15 min, which is much faster than the reported acylation of cellulose. Furthermore, the resultant cellulose tribenzoates have excellent solubility in conventional organic solvents, thus they can be used to accurately reflect the mol. weight and dispersity index of cellulose raw materials by gel permeation chromatog. This method is suitable for various cellulose. Therefore, we found a new principle to realize the extremely-rapid acylation of cellulose, and proposed an effective approach to accurately determine the mol. weight parameters of cellulose.

Carbohydrate Polymers published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C18H24N6O6S4, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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