Month: November 2022

Benhassine, Anfel published the artcileCopper(II) and zinc(II) as metal-carboxylate coordination complexes based on (1-methyl-1H-benzo[d]imidazol-2-yl) methanol derivative: Synthesis, crystal structure, spectroscopy, DFT calculations and antioxidant activity, COA of Formula: C9H10N2O, the publication is Journal of Molecular Structure (2018), 406-414, database is CAplus.

This work presents a combined exptl. and theor. study of two new metal-carboxylate coordination compounds These complexes were prepared from (1-methyl-1H-benzimidazol-2-yl)methanol under mild conditions. The structures of the prepared compounds were characterized by single-crystal x-ray anal., FTIR and UV-visible spectroscopy. In the Copper complex, the Cu(II) ion is coordinated by two ligands, which act as bidentate chelator through the non-substituted N and O atoms, and two carboxylic oxygen atoms, displaying a hexacoordinated compound in a distorted octahedral geometry, while in the zinc complex the ligand is ligated to the Zn(II) ion in monodentate fashion through the N atom, and the metal ion is also bonded to carboxylic oxygen atoms. The tetracoordinated compound displays a distorted tetrahedral shape. The d. functional theory calculations were carried out for the determination of the optimized structures. The electronic transitions and fundamental vibrational wave numbers are calculated and are in good agreement with exptl. In addition, the ligand and its Cu(II) and Zn(II) complexes were screened and evaluated for their potential as DPPH radical scavenger.

Journal of Molecular Structure 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 C9H10N2O, COA of Formula: C9H10N2O.

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

Njoya, Yves published the artcileMicrowave assisted synthesis of new benzimidazoles, Category: imidazoles-derivatives, the publication is Heterocycles (2002), 57(8), 1423-1432, database is CAplus.

New potentially bioactive and highly functionalized benzimidazoles were synthesized by using microwave irradiation methodol. in multi-steps: construction of benzimidazole ring, N-methylation and electron transfer C-alkylation (followed by base-promoted nitrous acid elimination) or S-alkylation.

Heterocycles 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, Category: imidazoles-derivatives.

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

Said, Mohamed El Hadi published the artcile2-Hydroxymethyl-1,3-dimethyl-1H-benzimidazol-3-ium iodide, Formula: C9H10N2O, the publication is Acta Crystallographica, Section E: Structure Reports Online (2013), 69(9), o1429-o1430, database is CAplus and MEDLINE.

In the cation of the title compound, C₁₀H₁₃N₂O⁺·I^–, all non-H atoms, with the exception of the O atom, are essentially coplanar, with a maximum deviation of 0.04(1) Å. In the crystal, the cations and anions are arranged in layers parallel to (100). The cations are connected to the anions via an O-H···I H bond and there are significant π-π stacking interactions between cation layers, with centroid-centroid distances in the range 3.606(5)-3.630(5) Å. A weak intramol. C-H···O H bond is also observed The crystal studied was an inversion twin with refined components of 0.52(5) and 0.48(5). Crystallog. data and at. coordinates are given.

Acta Crystallographica, Section E: Structure Reports Online 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 C9H10N2O, Formula: C9H10N2O.

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

Lima, Thailan Souza Pereira published the artcilePurification of vitamins from tomatoes (Solanum lycopersicum) using ethanolic two-phases systems based on ionic liquids and polypropylene glycol, Quality Control of 79917-90-1, the publication is Fluid Phase Equilibria (2022), 113434, database is CAplus.

Tomatoes (Solanum lycopersicum) represent the second most produced and consumed vegetable crop in the world and can be considered a source of various nutrients, such as minerals, fiber, phenolic compounds, and vitamins A (precursors: β-carotene) and E (α -tocopherol). The actions of vitamins in the regulation of biol. functions and disease prevention have encouraged the food, cosmetic and pharmaceutical industries to formulate new products. In this sense, extraction procedures integrated with purification protocols should be increasingly considered. This work aims to extract β-carotene and α-tocopherol from tomatoes using ethanol followed by an integrated purification procedure in ethanolic two-phase systems (ETPSs). Initially, phase diagrams for systems based on polypropylene glycol (PPG) + ionic liquids (IL) + ethanol were constructed at 298.15 ± 1.00 K and 0.10 ± 0.01 MPa. The driving force for phase separation is the hydrophilic/hydrophobic balance between the constituents of the system, with the largest biphasic region formed by PPG with a higher mol. weight (PPG 4000), IL formed by short alkyl chain cations, the pyridinium family [C₂mpyr]⁺, and anion [CH₃SO₃]^–. The partitioning of β-carotene and α-tocopherol (pure mols.) was selective with preferential migration of β-carotene to the bottom phase (IL-rich), while α-tocopherol migrated preferentially to the top phase (PPG-rich). In real systems using tomatoes and the best condition of the model system formed by PPG-4000 (18.04 wt%) + [C₂mim]Cl (45.56 wt%) and ethanol (36.04 wt%), the partitioning was similar, and the purity was 2.82-fold for β-carotene in the bottom phase and 171.89-fold for α-tocopherol in the top phase.

Fluid Phase Equilibria 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, Quality Control of 79917-90-1.

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

Bertolasi, V. published the artcileCrystallographic and conformational studies on histamine H₁ receptor antagonists. III. Antazoline hydrochloride, Computed Properties of 2508-72-7, the publication is Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry (1982), B38(9), 2522-5, database is CAplus.

The title compound is monoclinic, space group I2/c, with a 25.819(5), b 5.917(3), c 21.549(4) Å, and β 104.30(3)°; d_c = 1.26 for Z = 8. The structure was refined to R = 0.041. The at. parameters, bond angles and distances are given. Comparison of the present and previous crystal-structure determinations seems to substantiate the idea that a distance of 6.00-6.40 Å between the amino N and the center of gravity of 1 unsaturated ring is the main requirement to be fulfilled for the mol. to display antihistaminic activity.

Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry 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, Computed Properties of 2508-72-7.

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

Dumat, Blaise published the artcileDNA Switches on the Two-Photon Efficiency of an Ultrabright Triphenylamine Fluorescent Probe Specific of AT Regions, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Journal of the American Chemical Society (2013), 135(34), 12697-12706, database is CAplus and MEDLINE.

We report on the design and synthesis of two-photon fluorescent triphenylamines bearing two or three vinyl branches terminated by a N-Me benzimidazolium moiety. The new compounds (TP-2Bzim, TP-3Bzim) are light-up fluorescent DNA probes with a long wavelength emission (>580 nm). Compared to their pyridinium models, the TP-Bzim dyes exhibit a remarkable improvement of both their DNA affinity and fluorescence quantum yield, especially for the two-branch derivative (TP-2Bzim: Φ_F = 0.54, K_a = 10⁷ M^-1), resulting in a large fluorescence emission turn-on ratio of up to 140. Concomitantly, the two-photon absorption cross-section of TP-2Bzim is dramatically enhanced upon DNA binding (δ = 1080 vs 110 GM for the free form). This effect of the DNA matrix on the nonlinear absorption is uncovered for the first time. This is attributed to a tight fit of the mol. inside the minor groove of AT-rich DNA which induces geometrical rearrangements in the dye ground state as supported by CD and mol. modeling data. Consequently, TP-2bzim displays an exceptional two-photon mol. brightness (δ×Φ_F = 583 GM), a value unrivalled for a small biofluorophore. These properties enable to image nuclear DNA in fixed cells at submicromolar concentration ([TP-2Bzim] = 100 nM) and to visualize ultrabright foci of centromeric AT-rich chromatin. Finally TP-2Bzim exhibits a high photostability, is live-cell permeant, and does not require RNase treatment. This outstanding combination of optical and biol. properties makes TP-2Bzim a bioprobe surpassing the best DNA stainers and paves the way for studying further nonlinear optical processes in DNA.

Journal of the American Chemical Society 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

Nardi, Monica published the artcileThe Highly Efficient Synthesis of 1,2-Disubstituted Benzimidazoles Using Microwave Irradiation, HPLC of Formula: 2622-67-5, the publication is Molecules (2022), 27(5), 1751, database is CAplus and MEDLINE.

The benzimidazole ring of the heterocyclic pharmacophores is one of the most widespread and studied systems in nature. The benzimidazole derivative synthesis study is a crucial point for the development of a clin. available benzimidazole-based drug. Here, authors report a simple microwave assisted method for the synthesis of 1,2-disubstituted benzimidazoles. The combination of the molar ratio of N-phenyl-o-phenylenediamine:benzaldehyde (1:1) using microwave irradiation and only 1% mol of Er(OTf)₃ provides an efficient and environmental mild access to a diversity of benzimidazoles under solvent-free conditions. The proposed method allows for the obtainment of the desired products in a short time and with very high selectivity.

Molecules 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, HPLC of Formula: 2622-67-5.

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

Secci, Daniela published the artcileConventional and microwave-assisted synthesis of benzimidazole derivatives and their in vitro inhibition of human cyclooxygenase, Synthetic Route of 2622-67-5, the publication is Journal of Heterocyclic Chemistry (2012), 49(5), 1187-1195, database is CAplus.

1,2-Diaryl- and 2-aryl-1H-benzimidazoles were synthesized using both microwave irradiation and conventional heating methods. Usually higher yields and reaction time reduction were obtained with the former method. All compounds were assayed for their in vitro ability to inhibit human cyclooxygenases, and most of them showed an encouraging inhibitory activity and isoform selectivity in the micromolar range.

Journal of Heterocyclic 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 C16H10O5, Synthetic Route of 2622-67-5.

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

Ryan, Kevin published the artcileDissecting the molecular determinants of clinical PARP1 inhibitor selectivity for tankyrase1, COA of Formula: C18H34N4O5S, the publication is Journal of Biological Chemistry (2021), 100251, database is CAplus and MEDLINE.

Poly-ADP-ribosyltransferases play a critical role in DNA repair and cell death, and poly(ADP-ribosyl) polymerase 1 (PARP1) is a particularly important therapeutic target for the treatment of breast cancer because of its synthetic lethal relationship with breast cancer susceptibility proteins 1 and 2. Numerous PARP1 inhibitors have been developed, and their efficacy in cancer treatment is attributed to both the inhibition of enzymic activity and their ability to trap PARP1 on to the damaged DNA, which is cytotoxic. Of the clin. PARP inhibitors, talazoparib is the most effective at trapping PARP1 on damaged DNA. Biochem., talazoparib is also suspected to be a potent inhibitor of PARP5a/b (tankyrase1/2 [TNKS1/2]), which is an important regulator of Wnt/β-catenin pathway. Here we show using competition experiments in cell lysate that, at a clin. relevant concentration, talazoparib can potentially bind and engage TNKS1. Using surface plasmon resonance, we measured the dissociation constants of talazoparib, olaparib, niraparib, and veliparib for their interaction with PARP1 and TNKS1. The results show that talazoparib has strong affinity for PARP1 as well as uniquely strong affinity for TNKS1. Finally, we used crystallog. and hydrogen deuterium exchange mass spectroscopy to dissect the mol. mechanism of differential selectivity of these PARP1 inhibitors. From these data, we conclude that subtle differences between the ligand-binding sites of PARP1 and TNKS1, differences in the electrostatic nature of the ligands, protein dynamics, and ligand conformational energetics contribute to the different pharmacol. of these PARP1 inhibitors. These results will help in the design of drugs to treat Wnt/β-catenin pathway-related cancers, such as colorectal cancers.

Journal of Biological Chemistry 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, COA of Formula: C18H34N4O5S.

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

Khedaioui, Douriya published the artcilePolyethylene Aerogels with Combined Physical and Chemical Crosslinking: Improved Mechanical Resilience and Shape-Memory Properties, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Angewandte Chemie, International Edition (2019), 58(44), 15883-15889, database is CAplus and MEDLINE.

While the introduction of polymers into aerogels strongly enhances their toughness, truly elastic monolithic aerogels which restore their dimensions upon extensive compression are still challenging to synthesize. In this context hydrophobic semi-crystalline polymers with low glass transition temperatures, and combined stiffness and flexibility, have only recently attracted attention. Shown here is that polyethylene aerogels with a low d., and combined chem. crosslinking and high crystallinity, display high moduli and excellent mech. resilience. To maximize the crystallinity of these aerogels while maintaining a high crosslinking d., polyethylene networks with well-defined segments were synthesized by hydrosilylation crosslinking of telechelic, vinyl-functionalized oligomers obtained from catalyzed chain-growth polymerization Recoverable deformations both above and below the melting temperature of polyethylene affords remarkable shape-memory properties.

Angewandte Chemie, International Edition 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, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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