Category: imidazoles-derivatives

Sharma, Pankaj published the artcileSynthesis and biological evaluation of new benzimidazole-thiazolidinedione hybrids as potential cytotoxic and apoptosis inducing agents, HPLC of Formula: 7467-35-8, the publication is European Journal of Medicinal Chemistry (2016), 608-621, database is CAplus and MEDLINE.

A series of new benzimidazole-thiazolidinedione hybrids was synthesized and evaluated for their cytotoxic potential against a selected human cancer cell lines of prostate (PC-3 and DU-145), breast (MDA-MB-231), lung (A549) and a normal breast epithelial cells (MCF10A). Among the tested compounds, I exhibited promising cytotoxicity with IC₅₀ value of 11.46 ± 1.46 μM on A549 lung cancer cell line and did not show significant toxicity on normal MCF10A cells. Lung cancer cells (A549) was used to know the mechanism of cell growth inhibition and apoptosis inducing effect with compound I. The treatment of A549 cells with I showed typical apoptotic morphol. like cell shrinkage, chromatin condensation and horseshoe shaped nuclei formation. Flow-cytometry anal. revealed the G2/M phase of cell cycle arrest in a dose dependent manner. Preliminary mechanistic studies suggested that the cell migration was inhibited through the disruption of F-actin protein. Acridine orange-ethidium bromide (AO-EB), DAPI, annexin V-FITC/propidium iodide, rhodamine-123 and MitoSOX assays suggested the induction of apoptosis in A549 cells by compound I.

European Journal of Medicinal Chemistry 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 C9H21NO3, HPLC of Formula: 7467-35-8.

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

Fusz, Stefan published the artcilePhotocleavable Initiator Nucleotide Substrates for an Aldolase Ribozyme, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Journal of Organic Chemistry (2008), 73(13), 5069-5077, database is CAplus and MEDLINE.

The in vitro selection of a ribozyme that catalyzes an aldol reaction between a levulinic amide aldol donor and a benzaldehyde substrate was previously reported. The selection scheme involved the priming of the RNA library with a levulinic amide aldol donor group that was introduced via transcription priming in the presence of a modified guanosine mononucleotide derivative Here a detailed description of the synthesis of the ribozyme substrates and the substrate oligonucleotides used for its isolation and characterization is reported. The aldol donor group was attached to the phosphate moiety of guanosine monophosphate via a photocleavable linker mol. This initiator nucleotide I was efficiently incorporated into RNA mols. of differing sizes and composition by transcription priming with T7 RNA polymerase. With this method modified RNA oligonucleotides as small as a 6-mer sequence can be generated. A temperature profile of the intermol. reaction indicates that the modified RNA hexamer binds the ribozyme largely by Watson-Crick pairing and only to a minor extent via the non-RNA moiety, whereas the ribozyme appears to have evolved a specific binding site for the aldehyde substrate II.

Journal of Organic 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, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

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

Mazur, Elzbieta published the artcileEffect of histamine on tissue respiration of the cardiac muscle of rats treated with antihistaminics, Application of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Annales Universitatis Mariae Curie-Sklodowska, Sectio D: Medicina (1977), 273-80, database is CAplus and MEDLINE.

Incubation of rat myocardial slices with histamine-HCl (I-HCl) [23758-34-1] decreased O consumption by up to 67% after 45 min. Similar treatment of myocardial slices from rats pretreated with Diphergan [60-87-7] (30 mg/kg/day, i.p., for 7-10 days) resulted in only 43% inhibition at the end of 45 min. Pretreatment of rats with thenalidine calcium [67250-62-8] (25 mg/kg/day) or phenazoline-HCl [2508-72-7] (100 mg/kg/day) did not alter the effect of I on myocardial respiration.

Annales Universitatis Mariae Curie-Sklodowska, Sectio D: Medicina 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, Application of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

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

Dommerholt, Jan published the artcileReadily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells, Application of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Angewandte Chemie, International Edition (2010), 49(49), 9422-9425, S9422/1-S9422/22, database is CAplus and MEDLINE.

We reported to use bicyclo[6.1.0]nonyne (BCN) as a novel ring-strained alkyne for metal-free cycloaddition reactions with azides and nitrones. The complexes were synthesized and used for bioorthogonal labeling/three-dimensional imaging of living cells.

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, Application of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

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

Embaby, Ahmed M. published the artcileRational Tuning of Fluorobenzene Probes for Cysteine-Selective Protein Modification, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Angewandte Chemie, International Edition (2018), 57(27), 8022-8026, database is CAplus and MEDLINE.

Fluorobenzene probes for protein profiling through selective cysteine labeling have been developed by rational reactivity tuning. Tuning was achieved by selecting an electron-withdrawing para substituent in combination with variation of the number of fluorine substituents. Optimized probes chemoselectively arylated cysteine residues in proteins under aqueous conditions. Probes linked to azide, biotin, or a fluorophore were applicable to labeling of eGFP and albumin. Selective inhibition of cysteine proteases was also demonstrated with the probes. Addnl., probes were tuned for site-selective labeling of cysteine residues and for activity-based protein profiling in cell lysates.

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, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

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

Watson, Ian C. published the artcileN-Heterocyclic Olefin-Ligated Palladium(II) Complexes as Pre-Catalysts for Buchwald-Hartwig Aminations, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemistry – A European Journal (2019), 25(41), 9678-9690, database is CAplus and MEDLINE.

New N-heterocyclic olefins (NHOs) are described with functionalization on the ligand heterocyclic backbone and terminal alkylidene positions. Various Pd^II-NHO complexes I (Ar = 2,6-ⁱPr₂C₆H₃; L = 3-chloropyridine; R = Me, RR =9,10-acenaphthylenediyl) and were prepared by cleavage of chloro-bridged dimers (I-L)₂ with pyridine ligand; the complexes were evaluated as pre-catalysts in Buchwald-Hartwig aminations. Vinylogous complex [(Me₂Dipp₂Im-2-CH:CHCH₂Pd)Cl₂L] (13) was prepared by palladation of 1,3-Dipp₂-4,5-dimethyl-2-(2-propenylidene)imidazoline. The most active system for catalytic C-N bond formation between hindered arylamine and haloarene substrates was accessed by combining a backbone methylated NHO with [Pd(cinnamyl)Cl]₂ in the presence of NaOtBu as a base. In these active systems evidence suggests that catalysis is mediated by colloidal palladium metal, highlighting a different coordination ability of NHOs in comparison with commonly used N-heterocyclic carbene co-ligands.

Chemistry – A European Journal 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 C12H21NO7, 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

Wolf, Silke published the artcileRoom-Temperature Synthesis of [BMIm][Sn₅O₂Cl₇] with _∞¹(Sn₂OCl₂) Strands in a Saline [BMIm][SnCl₃] Matrix, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Inorganic Chemistry (2022), 61(9), 4018-4023, database is CAplus and MEDLINE.

The novel tin(II) oxychloride [BMIm][Sn₅O₂Cl₇] (BMIm: 1-butyl-3-methylimidazolium) is obtained by room-temperature reaction (25°C) of black SnO and SnCl₂ in [BMIm]Cl/SnCl₂ as ionic liquid The title compound can be described to be composed of noncharged, infinite inf¹(Sn₂OCl₂) strands, which are embedded in a saline matrix of [BMIm]⁺ and [SnCl₃]^–. The inf¹(Sn₂OCl₂) strands consist of a backbone of edge-sharing OSn₄/₂ tetrahedra, which represent one-dimensional strands cut out of the layer-type structure of SnO. In [BMIm][Sn₅O₂Cl₇] the inf¹(Sn₂OCl₂) strands, which mimic a 1D semiconductor, are terminated by chlorine atoms, whereas they are interconnected by oxygen in the 2D semiconductor SnO. The view of the noncharged inf¹(Sn₂OCl₂) strands in a saline [BMIm][SnCl₃] matrix is validated by dissolution experiments Thus, electron microscopy and Raman spectroscopy show a deconstruction of [BMIm][Sn₅O₂Cl₇] single crystals after treatment with CHCl₃ with a dissolution of [BMIm][SnCl₃], the formation of SnCl₂ needles, and tin oxide as a solid remain.

Inorganic 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 C3H9ClOS, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Pratt, Matthew R. published the artcileDirect Measurement of Cathepsin B Activity in the Cytosol of Apoptotic Cells by an Activity-Based Probe, Related Products of imidazoles-derivatives, the publication is Chemistry & Biology (Cambridge, MA, United States) (2009), 16(9), 1001-1012, database is CAplus and MEDLINE.

Cells control their own death through a program termed apoptosis, which is indispensable for development and homeostasis in all metazoans. Lysosomal cysteine proteases are not normally thought of as participating in apoptosis; however, recent reports have shown that the cathepsin proteases can be released from the lysosome during apoptosis, where they can participate in cell death. We report the development of an activity-based probe that, under optimized conditions, reports on cathepsin B activity only in apoptotic cells by reading out the release of cathepsin B from the lysosomes. Biochem. characterization of apoptosis in cells from cathepsin B null mice shows delayed and suboptimal activation of caspases. Our data further supports a role for cathepsin B in the cytosol as a pos. regulator of a cell death feed-forward loop and provides a chem. tool for future investigations.

Chemistry & Biology (Cambridge, MA, United States) 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, Related Products of imidazoles-derivatives.

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

Cadu, Alban published the artcileHomogeneous catalysed hydrogenation of HMF, SDS of cas: 258278-25-0, the publication is Green Chemistry (2018), 20(14), 3386-3393, database is CAplus.

Hydroxymethylfurfural (HMF) was used as a bio-based feedstock for homogeneous metal-catalyzed hydrogenation. Several ligand classes and metals were employed to reduce the aldehyde and aromatic ring of HMF. The previously unknown homogeneous catalyzed hydrogenation of HMF to tetrahydrofuran-dimethanol (THFDM) was studied using different catalyst systems. NHCs and phosphites give higher trans/cis ratios (between 1 : 1.25 and 1 : 3.95) of the product THFDM, but low conversions of only up to 17% accompanied by up to 92% yield of bis(hydroxymethyl)furan at 10 bar H₂ and 120°. Conversely, di-phosphine ligated ruthenium catalysts in up to 87% yield lead to the highest overall conversion but only moderate trans/cis ratios of only 1 : 3.1-1 : 5.

Green Chemistry 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, SDS of cas: 258278-25-0.

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

Cernak, Paul published the artcileA thiamin-utilizing ribozyme decarboxylates a pyruvate-like substrate, Category: imidazoles-derivatives, the publication is Nature Chemistry (2013), 5(11), 971-977, database is CAplus and MEDLINE.

Vitamins are hypothesized to be relics of an RNA world, and were probably participants in RNA-mediated primordial metabolism If catalytic RNAs, or ribozymes, could harness vitamin cofactors to aid their function in a manner similar to protein enzymes, it would enable them to catalyze a much larger set of chem. reactions. The cofactor thiamin diphosphate, a derivative of vitamin B1 (thiamin), is used by enzymes to catalyze difficult metabolic reactions, including decarboxylation of stable α-keto acids such as pyruvate. Here, we report a ribozyme that uses free thiamin to decarboxylate a pyruvate-based suicide substrate (LnkPB). Thiamin conjugated to biotin was used to isolate catalytic individuals from a pool of random-sequence RNAs attached to LnkPB. Anal. of a stable guanosine adduct obtained via digestion of an RNA sequence (clone dc4) showed the expected decarboxylation product. The discovery of a prototypic thiamin-utilizing ribozyme has implications for the role of RNA in orchestrating early metabolic cycles.

Nature 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, Category: imidazoles-derivatives.

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