M.W=150-200 Archives - Page 31 of 48 - Imidazoles-derivatives

Kee Soon, Ngu’s team published research in Computational & Theoretical Chemistry in 1208 | CAS: 79917-90-1

Computational & Theoretical Chemistry 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 C8H15ClN2, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

Kee Soon, Ngu published the artcileDensity functional theory on ionic liquid as carbonate scale dissolver in petroleum pipelines, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Computational & Theoretical Chemistry (2022), 113576, database is CAplus.

The carbonate scale is the common oilfield scale found in the petroleum pipeline, which will cause flow assurance problems. In the purpose to conquer this problem, the alternative approach is to use ionic liquids (ILs) particularly in dissolving carbonate scale. The main objective of this study is to determine the effective ILs to dissolve carbonate scale in petroleum pipelines, and to evaluate the effect of intermol. interaction in ILs toward their properties such as dissolution capabilities. The d. functional theory (DFT) calculation is used to investigate the intermol. interaction of a series of different ion pair, namely cations and anions-based of ILs with carbonate ion. All the calculations are completed by Gaussian software at the hybrid Becke 3-Lee-Yang-Parr (B3LYP) level using the 6-311++G(d, p) basis set. The optimized structure of carbonate ion and ion pairs of ILs have been obtained from the calculation which was further complemented by harmonic vibrational frequency, binding energies, bond type, bond order, and natural bond orbital (NBO). The binding energy for the cation and anion-based ILs are obtained where the ammonium ion is -302.2627 kJ/mol and tetrafluoroborate ion is -562.9194 kJ/mol which depict to have the highest value compare to others. Both of them are made up of the single bond and are characterized as the polar covalent bond. The NBO anal. pointed out the higher second-order perturbation energy, E (2) for ammonium ion is at a lone pair, LP (1) N 9 to antibonding sigma, BD*(1) O 3-H 6 while BF4 ion is at lone pair LP (3) F 2 to antibonding lone pair, LP*(1) Ca 6. The selective ILs, ammonium tetrafluoroborate shown the higher neg. binding energy which is -371.93 kJ/mol having the same nature of bond type and bond order from the findings in cation and anion-based ILs.

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

Soonthonhut, Siraporn’s team published research in Synlett in 33 | CAS: 79917-90-1

Synlett 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 C3H12Cl2N2, Quality Control of 79917-90-1.

Soonthonhut, Siraporn published the artcileIonic Liquid Driven Nucleophilic Substitution of Squaric Acid to Squaramides, Quality Control of 79917-90-1, the publication is Synlett (2022), 33(14), 1347-1352, database is CAplus.

The synthesis of squaramides such as I [R¹ = H, C₆H₅; R² = n-Bu, C₆H₅, 4-BrC₆H₄, etc.] through [bmim]Cl-mediated nucleophilic substitution of squaric acid with amine nucleophiles was reported. Owing to remarkable solvating ability of ionic liquid, reactions of squaric acid with a variety of structurally diverse amine nucleophiles were achieved. Interestingly, a catalyst-free reaction in [bmim]Cl could produce squaramides up to 99% yield. With the same efficacies, [bmim]Cl could be reused for at least three cycles. The catalyst-free, ionic liquid mediated approach expanded the reactant scope and offered a simple, efficient, and environmentally friendly synthesis of squaramides.

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

Melo, M. J.’s team published research in Zeitschrift fuer Naturforschung, B: Chemical Sciences in 1992-10-31 | CAS: 5805-53-8

Zeitschrift fuer Naturforschung, B: Chemical Sciences published new progress about Photolysis. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, COA of Formula: C9H8N2O2.

Melo, M. J. published the artcilePhotochemistry of 2-(2-furyl)benzimidazole (Fuberidazole), COA of Formula: C9H8N2O2, the main research area is photolysis furylbenzimidazole; benzimidazole furyl photolysis; Fuberidazole photolysis.

The photodegradation of 2-(2-furyl)benzimidazole (Fuberidazole) has been reinvestigated employing advanced HPLC-UV/VIS technique and fluorescence emission and excitation spectroscopy in methanol at natural pH, in acidic medium and in aqueous solutions at pH 7 and 3; four main products, benzimidazole-2-carboxylic acid, its Me ester, 1-methoxybenzimidazole, and Me 4-oxo-2-benzimidazolecrotonate (cis and trans isomers), besides benzimidazole and 2,2′-bibenzimidazole and other side products, have been isolated and characterized. The kinetics of the photodegradation process were followed independently by HPLC-UV and fluorescence emission and showed significant similarity; this allowed monitoring of a photodegradation at very low concentrations (5 × 10-5-5 × 10-6 M). The quantum yield of disappearance of Fuberidazole has been determined

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhao, Yaohong’s team published research in IEEE Transactions on Dielectrics and Electrical Insulation in 2016-04-30 | CAS: 5805-53-8

IEEE Transactions on Dielectrics and Electrical Insulation published new progress about Corrosion. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate.

Zhao, Yaohong published the artcileApplication of molecular probe to investigate surface structure of metal passivator on copper, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is copper sulfide surface structure metal passivator investigative.

Copper sulfide (Cu2S) contaminant is semi-conductive. Its formation and migration to insulating paper and oil caused insulation breakdown. Addition of benzotriazole derivatives as metal passivator slows down the corrosion process, as the metal passivator produces a protective layer on the copper surface, which prevents the reaction between corrosive sulfur and copper. But the surface structure of this impermeable film is still unknown. Herein we reported our investigation on the orientation of metal-passivator complex on copper surface by means of mol. probe. Ageing exptl. study with different steric and electronic groups in benzotriazole skeleton indicated that the second position of the mol. was sensitive to steric effect, suggesting end-on orientation preferable. Subsequently, SEM-EDX revealed the relative amount of copper sulfide on copper surface. Moreover, FTIR represented the characteristic wavenumber of C=O, C=N moiety and benzene skeleton of passivator-copper complex. XPS anal. delivered the organic elemental composition of the protective layer.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Freter, K.’s team published research in Arzneimittel-Forschung in 1985 | CAS: 52548-84-2

Arzneimittel-Forschung published new progress about Allergy. 52548-84-2 belongs to class imidazoles-derivatives, name is 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, and the molecular formula is C9H9ClN2O, Quality Control of 52548-84-2.

Freter, K. published the artcile4-(Indolyl-3)-1-(benzimidazolonylalkyl)piperidines, a novel group of potential antiallergy compounds, Quality Control of 52548-84-2, the main research area is benzimidazolone indolylpyridylalkyl antihistamine.

Antiallergic I (R1 = H, Me, Me2CH, R2 = H, Me, R3 = H, Me, isopropenyl, R5 = H, n = 2-6) were prepared in 34-92% yields by treating indole II with the corresponding N-(ω-chloroalkyl)benzimidazolinones III. I (R1 = R2 = R3 = R5 = H, n = 3) had an in vitro antihistaminic activity IC50 of 0.018 μg/mL compared to 0.030 μg/mL for oxatomide.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cooper, G.’s team published research in Journal of the Chemical Society, Perkin Transactions 6: Organic and Bio-Organic Chemistry in 1976 | CAS: 5805-53-8

Journal of the Chemical Society, Perkin Transactions 6: Organic and Bio-Organic Chemistry published new progress about styrylimidazole; imidazole styryl; benzimidazole styryl; dehydration hydroxyphenylethylimidazole. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Related Products of imidazoles-derivatives.

Cooper, G. published the artcile1-styrylimidazoles, Related Products of imidazoles-derivatives, the main research area is styrylimidazole; imidazole styryl; benzimidazole styryl; dehydration hydroxyphenylethylimidazole.

Addnl. data considered in abstracting and indexing are available from a source cited in the original document. Styrene oxide reacted with imidazole, its 2-methyl, 2-phenyl, and 4,5-diphenyl derivatives and benzimidazole in DMF in the presence of catalytic quantities of K at room temperature to give 45-98% of the corresponding 1-(2-hydroxy-2-phenylethyl)imidazole, which on heating with SOCl2 and KOH were dehydrated to give 51-90% trans-1-styrylimidazoles.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thomann, Andreas’s team published research in Synlett in 2014 | CAS: 72721-02-9

Synlett published new progress about Green chemistry. 72721-02-9 belongs to class imidazoles-derivatives, name is 5,6-Dimethoxy-1H-benzo[d]imidazole, and the molecular formula is C9H10N2O2, Recommanded Product: 5,6-Dimethoxy-1H-benzo[d]imidazole.

Thomann, Andreas published the artcileMicrowave-assisted synthesis of 4-substituted 2-methylthiopyrimidines, Recommanded Product: 5,6-Dimethoxy-1H-benzo[d]imidazole, the main research area is chloromethylthiopyrimidine heterocycle aromatic substitution microwave irradiation; heterocycle substituted methylthiopyrimidine preparation green chem.

Typically, SNAr reactions at 4-chloro-2-methylthiopyrimidine are carried out employing DMF and sodium hydride under inert gas as well as prolonged reaction times. Herein, we describe a mild and rapid microwave-assisted synthesis to achieve 4-substituted 2-methylthiopyrimidines from the corresponding chlorine precursor. Moderate to excellent yields were obtained in a green chem. fashion requiring only few minutes of reaction time.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Poplawska, Magdalena’s team published research in Journal of Pharmaceutical and Biomedical Analysis in 2014-06-30 | CAS: 52548-84-2

Journal of Pharmaceutical and Biomedical Analysis published new progress about Counterfeiting. 52548-84-2 belongs to class imidazoles-derivatives, name is 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, and the molecular formula is C9H9ClN2O, Recommanded Product: 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one.

Poplawska, Magdalena published the artcileDetermination of flibanserin and tadalafil in supplements for women sexual desire enhancement using high-performance liquid chromatography with tandem mass spectrometer, diode array detector and charged aerosol detector, Recommanded Product: 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, the main research area is flibanserin tadalafil determination counterfeit herbal supplement HPLC mass spectrometry; Adulteration; Charged aerosol detector; Counterfeit herbal supplement; Flibanserin; Unified calibration.

The new compound – flibanserin – begun to appear as a synthetic adulterant in counterfeit herbal supplements used to stimulate women sexual drive. It was detected in 2 samples submitted to the Polish National Medicines Institute for anal. The second sample contained also tadalafil. This study presents the LC method development which enables the determination of flibanserin and tadalafil. It employs 3 different detectors charged aerosol detector (CAD), diode array detector (DAD) and mass spectrometer (MS). The conditions of the elaborated method were optimized to obtain the highest sensitivity and the best resolution, especially the separation of icariin – the natural compound observed often in supplements for sexual disorders. The validation of the method proved good linearity, good accuracy and precision of the measurements recorded by all 3 detectors. Addnl., for CAD data, an alternative calculation method using a unified calibration function was presented and evaluated. It seems that this is the way to overcome the problem of non-availability of the reference standard of a target compound Flibanserin content was quantified using the data of other reference standard (tadalafil). The inaccuracy of proposed indirect determination was found to be ±3%. A statistical evaluation proved that the results obtained with all detection modes and the results calculated using a unified calibration were not significantly different (p > 0.05).

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kiselyov, Alexander S.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2007-07-01 | CAS: 5805-53-8

Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Quality Control of 5805-53-8.

Kiselyov, Alexander S. published the artcileNovel inhibitors of VEGF receptors-1 and -2 based on azole-5-carboxamide templates, Quality Control of 5805-53-8, the main research area is inhibitor VEGF receptor azole carboxamide preparation SAR.

We have developed a series of novel potent 1-(2-(pyridin-4-yl)ethyl)-1H-azole-5-carboxamides active against kinases VEGFR-2 and -1. Both specific and dual ATP-competitive inhibitors of VEGFR-2 were identified. Kinase selectivity could be controlled by varying the 5-carboxamide substituent at the azole ring. The most specific mols. displayed >10-fold selectivity for VEGFR-2 over VEGFR-1. Compound activities in vitro and in cell-based assays (IC50 < 100 nM) were similar to those of reported clin. and development candidates, including PTK787 (Vatalanibtrade) and ZD6474 (Vandetanib). High permeability of active compounds across the Caco-2 cell monolayer (>40×10-5 cm/min) is indicative of their potential for intestinal absorption upon oral administration.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ennis, B. C.’s team published research in Journal of the Chemical Society [Section] C: Organic in 1967 | CAS: 5805-53-8

Journal of the Chemical Society [Section] C: Organic published new progress about Nucleophiles. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Product Details of C9H8N2O2.

Ennis, B. C. published the artcile2-Trihalomethylbenzazoles. III. Reactions of 2-(trichloromethyl)benzimidazole with nucleophiles, Product Details of C9H8N2O2, the main research area is BENZAZOLES; BENZIMIDAZOLES; IMIDAZOLES BENZ.

cf. preceding abstracts Nucleophilic displacements of Cl from 2-(trichloromethyl)benzimidazole (I) by water, alcs., phenols, and their S analogs are described. The special reactivity of the trichloromethyl group in this compound is compared with that of the trichloromethyl group in non-activated positions. The Friedel-Crafts reaction of 2-(trichloromethyl)benzimidazole with benzene is reported.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem