Month: November 2022

Ponce, Yovani Marrero published the artcileAtom-based 2D quadratic indices in drug discovery of novel tyrosinase inhibitors: results of In Silico studies supported by experimental results, Safety of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is QSAR & Combinatorial Science (2007), 26(4), 469-487, database is CAplus.

Herein we present results of QSAR studies of tyrosinase inhibitors employing one of the atom-based TOMOCOMD-CARDD (acronym of TOpol. Mol. COMputer Design-Computer Aided “Rational” Drug Design) descriptors, mol. quadratic indexes, and Linear Discriminant Anal. (LDA) as pattern recognition method. In this way, a database of 246 organic chems., reported as tyrosinase inhibitors having great structural variability, was analyzed and presented as a helpful tool, not only for theor. chemists but also for other researchers in this area. In total, 12 LDA-based QSAR models were obtained, the first six with the non-stochastic total and local quadratic indexes and the six remaining models with the stochastic mol. descriptors. The best two models for the non-stochastic and stochastic mol. descriptors, showed an appropriate overall accuracy (92.68 and 89.10%, resp.) and a high Matthews correlation coefficient (C of 0.85 and of 0.84, correspondingly) when applied to the training set. External validation series were also used to validate the obtained models; the 91.67% (C = 0.82) and 90.00% (C = 0.78), were correctly classified, resp. To show the possibilities of the present approach for the ligand-based virtual screening of tyrosinase inhibitors, the developed models were used afterwards in a simulation of a virtual search for tyrosinase inhibitors. For instance, more than 93% (93.33%) and 96% (96.66%) of the screened chems. were correctly classified by the two best LDA-based QSAR models developed with non-stochastic and stochastic quadratic indexes, resp. Finally, the combination of the obtained models permitted the selection/identification of new diterpenoidal alkaloid leads as tyrosinase inhibitors. The found activity is supported by observed inhibitory effects on mushroom tyrosinase enzyme, even comparable with some reference tyrosinase inhibitors. These results support a role for TOMOCOMD-CARDD descriptors in the biosilico discovery of novel tyrosinase inhibitors from large databases of chem. structures (virtual or “in silico”), which may be used to prevent or treat pigmentation disorders.

QSAR & Combinatorial Science published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Safety of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

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

Saper, Noam I. published the artcileMechanistic Investigations of the Hydrogenolysis of Diaryl Ethers Catalyzed by Nickel Complexes of N-Heterocyclic Carbene Ligands, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Journal of the American Chemical Society (2017), 139(48), 17667-17676, database is CAplus and MEDLINE.

Recent interest in the valorization of lignin has led to reactions involving the cleavage of strong aromatic C-O bonds. However, few exptl. mechanistic studies of these reactions have been published. We report detailed mechanistic anal. of the hydrogenolysis of diaryl ethers catalyzed by the combination of Ni(COD)₂ (COD = 1,5-cyclooctadiene) and an N-heterocyclic carbene (NHC). Experiments on the catalytic reaction indicated that NaOt-Bu was necessary for catalysis, but kinetic anal. showed that the base is not involved in the rate-limiting C-O bond cleavage. The resting state of the catalyst is an NHC-Ni(η⁶-arene) complex. Substitution of the coordinated solvent with diaryl ether allowed isolation of a diaryl ether-bound Ni complex. Rate-limiting C-O bond cleavage occurs to generate a three-coordinate product of oxidative addition, a metallacyclic version of which has been prepared independently. Stoichiometric studies show that arene and phenol products are released following reaction with H₂. NaOt-Bu was found to deprotonate the phenol product and to prevent formation of inactive Ni^I dimers.

Journal of the American Chemical Society 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, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Alonso, Jorge published the artcileA Direct, Regioselective Palladium-Catalyzed Synthesis of N-Substituted Benzimidazoles and Imidazopyridines, Product Details of C19H14N2, the publication is European Journal of Organic Chemistry (2011), 234-237, S234/1-S234/9, database is CAplus.

Unsym., N-substituted benzimidazoles and imidazopyridines can be prepared directly from 2-halonitroarenes and amides through Pd(TFA)₂/(R)-BINAP-catalyzed cross-coupling and subsequent reductive aminocyclization. This sequence can be conducted by a one-pot procedure. The method is versatile and allows the straightforward, regioselective preparation of these important nitrogen heterocycles.

European Journal of Organic Chemistry 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, Product Details of C19H14N2.

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

Kaboudin, Babak published the artcileA novel and facile route for the synthesis of medetomidine as the α₂-adrenoceptor agonist, HPLC of Formula: 1021949-47-2, the publication is Journal of the Iranian Chemical Society (2017), 14(8), 1735-1739, database is CAplus.

Herein, a novel and facile method for the synthesis of (+/-)-4(5)-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole (medetomidine) in a good yield in five steps is reported. The method involves Wittig olefination of the phenylimidazolylketone, followed by a hydrogenation. The Wittig alkenylation reaction provides a convenient step for the synthesis of medetomidine without requiring methylation and dehydration steps, which are problematic processes in the previous methods.

Journal of the Iranian Chemical Society published new progress about 1021949-47-2. 1021949-47-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Alkenyl,Benzene, name is 5-(1-(2,3-Dimethylphenyl)vinyl)-1H-imidazole, and the molecular formula is C13H14N2, HPLC of Formula: 1021949-47-2.

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

Bakthavatchalam, Balaji published the artcileComparative evaluation on the thermal properties and stability of MWCNT nanofluid with conventional surfactants and ionic liquid, Product Details of C8H15ClN2, the publication is Journal of Thermal Analysis and Calorimetry (2022), 147(1), 393-408, database is CAplus.

Conventional surfactants such as CTAB (cetrimonium bromide), SDS (sodium dodecyl sulfate), SDBS (sodium dodecyl sulfonate) are combined with nanofluids to improve the stability and thermal conductivity of nanofluids. These nanofluids are mainly used for heat transfer applications where heating and cooling are usual courses of action which result in surfactants producing foams and polluting the heat transfer media, affecting the total system performance. Besides, the common surfactant mols. that augment the thermal resistance between the nanoparticles and base fluid also affect the thermophys. properties of the nanofluid. In this paper, [Bmim][Cl] (1-butyl-3-methylimidazolium chloride), a high purity ionic liquid (IL) with higher thermal stability was used to provide a comparative study on the stability and thermal properties with that of the conventional surfactants (CTAB, SDS, SDBS) on multiwalled carbon nanotubes (MWCNT)/propylene glycol (PG) nanofluid. The transient hot-wire based KD2-Pro and zeta potential results demonstrated that the inclusion of ionic liquid improved the thermal conductivity and stability of the formulated nanofluid. However, much like the conventional surfactants, the strong electrostatic repulsive force created by the ionic liquid was found to decrease when the temperature is increased. The outcome demonstrated the most extreme thermal conductivity upgrade of 33.7% at 303 K and maximum dispersion stability of more than one month without any aggregation for the nanofluid containing ionic liquid

Journal of Thermal Analysis and Calorimetry 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, Product Details of C8H15ClN2.

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

Donne-Op den Kelder, G. M. published the artcileQSAR studies on mifentidine and related compounds, Synthetic Route of 13682-33-2, the publication is Quantitative Structure-Activity Relationships (1988), 7(2), 60-71, database is CAplus.

The MNDO semiempirical SCF-MO method was used to calculate charge distributions of a series of histamine H₂-receptor antagonists. The investigated compounds concerned mifentidine analogs, RC₆H₄N:CHNHR¹-4, (R = heterocyclics; R¹ = Me, Et, iso-Pr, Pr). A correlation was found between H₂-antagonistic activity as determined by inhibition of specific [³H]-tiotidine binding to the H₂ receptors of a guinea pig cortex preparation, and the net at. charges of 2 of the atoms in the heterocycle. The binding capacity of the ligand mol. to the receptor was enhanced when the electronic population of atom and the pos. charge on the proton were higher. Assuming that the difference between both charges might effectively serve as a valuable substitute for the H bond-forming capacity of the X-H group, the conclusion can be drawn that this property of the heterocycle plays an important role in the interaction process of the ligand with its H₂-receptor. The obtained regression equation(s) suggest that the monocation (formamidine moiety protonated) is the species related to pharmacol. activity.

Quantitative Structure-Activity Relationships published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 13682-33-2.

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

Shevtsova, I. I. published the artcileCoordination compounds of copper salts and silver salts with some benzimidazole and benzothiazole derivatives and their antimicrobic properties, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Antibiotiki (Kiev) (1970), 44-8, database is CAplus.

Among 26 coordination compounds studied, 2 complexes of AgNO3 with 2-methylbenzothiazole and 2-(hydroxymethyl)benzothiazole had a high antiinfusorial activity. The action of all compounds on Paramecium caudatum is shown. Four of the complexes prevented mold growth on grains.

Antibiotiki (Kiev) published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C7H8BClO2, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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

Maji, Ankur published the artcileWell-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Journal of Organic Chemistry (2022), 87(13), 8351-8367, database is CAplus and MEDLINE.

Herein, authors report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles and pyridines from amino alcs. and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. Authors also detected two potential intermediates in the catalytic cycle using ESI-MS anal. Based on these studies, a metal-ligand cooperative mechanism was proposed.

Journal of Organic Chemistry 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, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Lee, Shao-Chi published the artcileNickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction, Synthetic Route of 258278-25-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(99), 14984-14987, database is CAplus and MEDLINE.

The first nickel-catalyzed intramol. hydroacylation/Suzuki cross coupling cascade of phenylboronic acid neopentyl glycol esters I (R = Ph, anthracen-9-yl, thiophen-2-yl, etc.) with a broad range of o-allylbenzaldehydes 2-CH₂=CHCH₂-4-R³-5-R²-6-R¹C₆HCHO (R¹ = H, R² = H, OMe; R¹R² = CH=CHCH=CH; R³ = H, OMe, Me, F) has been developed. This strategy shows high regioselectivity and step economy in the construction of two C-C bonds via aldehyde C-H bond activation, affording valuable indanones II with high efficiency.

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, Synthetic Route of 258278-25-0.

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

Ning, Xinghai published the artcileVisualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions, SDS of cas: 359860-27-8, the publication is Angewandte Chemie, International Edition (2008), 47(12), 2253-2255, database is CAplus and MEDLINE.

4-Dibenzocyclooctynol reacts, in the absence of a Cu^I catalyst, exceptionally fast with azido-containing saccharides and amino acids to give stable triazoles. A biotin-modified derivative is ideally suited for visualizing and tracking glycoconjugates of living cells that are metabolically labeled with azido-containing monosaccharides.

Angewandte Chemie, International Edition published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, SDS of cas: 359860-27-8.

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