Category: imidazoles-derivatives

Delgado, F. published the artcileNonpeptide angiotensin II receptor antagonists: synthesis and biological activity of 1H-imidazo and 1H-[1,2,3]-triazolo fused derivatives, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Farmaco (1997), 52(3), 147-155, database is CAplus and MEDLINE.

Title compounds such as I [A = CH, CBu, N; R = H or RR = (CH:CH)₂; B = CH:CH, S; G = COOH, CN, 1H-tetrazol-5-yl] were prepared as angiotensin II receptor antagonists. Modification of the classical biphenyl moiety to a 4-arylthienyl fragment afforded interesting activities.

Farmaco published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol.

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

Subramanian, Saravanan published the artcileSustainable Nanoporous Benzoxazole Networks as Metal-Free Catalysts for One-Pot Oxidative Self-Coupling of Amines by Air Oxygen, Application of 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is Advanced Sustainable Systems (2017), 1(10), 1-7, database is CAplus.

Here, an efficient, nanoporous, heterogeneous benzoxazole catalyst is reported for aerobic oxidative coupling of amines. A mol. design strategy is presented to functionalize primary amines to produce valuable products under one-pot, open-air reaction conditions. Unprecedented and previously unknown, the stable imine intermediate catalyzes its own formation, also known as autocatalysis, enabling a direct and favorable access to amino acids, even if the catalysts are absent. The biomimetic benzoxazole catalysts developed here provide quant. catalytic activity over 50 cycles with favorable kinetics with no degradation This work also marks the first use of benzoxazoles for oxidative catalytic reactions.

Advanced Sustainable Systems 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 C17H37NO3, Application of 1,2-Diphenyl-1H-benzo[d]imidazole.

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

Asano, Shigehiro published the artcileSite-selective labeling of a lysine residue in human serum albumin, Recommanded Product: 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 (2014), 53(44), 11783-11786, database is CAplus and MEDLINE.

Conjugation to human serum albumin (HSA) has emerged as a powerful approach for extending the in vivo half-life of many small mol. and peptide/protein drugs. Current HSA conjugation strategies, however, can often yield heterogeneous mixtures with inadequate pharmacokinetics, low efficacies, and variable safety profiles. Here, we designed and synthesized analogs of TAK-242, a small mol. inhibitor of Toll-like receptor 4, that primarily reacted with a single lysine residue of HSA. These TAK-242-based cyclohexene compounds demonstrated robust reactivity, and Lys64 was identified as the primary conjugation site. A bivalent HSA conjugate was also prepared in a site-specific manner. Addnl., HSA-cyclohexene conjugates maintained higher levels of stability both in human plasma and in mice than the corresponding maleimide conjugates. This new conjugation strategy promises to broadly enhance the performance of HSA conjugates for numerous applications.

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, Recommanded Product: 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

Chen, Yuqiu published the artcileMachine learning for the prediction of viscosity of ionic liquid-water mixtures, HPLC of Formula: 79917-90-1, the publication is Journal of Molecular Liquids (2022), 118546, database is CAplus.

In this work, a nonlinear model that integrates the group contribution (GC) method with a well-known machine learning algorithm, i.e., artificial neural network (ANN), is proposed to predict the viscosity of ionic liquid (IL)-water mixtures After a critical assessment of all data points collected from literature, a dataset covering 8,523 viscosity data points of IL-H₂O mixtures at different temperature (272.10 K-373.15 K) is selected and then applied to evaluate the proposed ANN-GC model. The results show that this ANN-GC model with 4 or 5 neurons in the hidden layer is capable to provide reliable predictions on the viscosities of IL-H₂O mixtures With 4 neurons in the hidden layer, the ANN-GC model gives a mean absolute error (MAE) of 0.0091 and squared correlation coefficient (R²) of 0.9962 for the 6,586 training data points, and for the 1,937 test data points they are 0.0095 and 0.9952, resp. When this nonlinear model has 5 neurons in the hidden layer, it gives a MAE of 0.0098 and R² of 0.9958 for the training dataset, and for the test dataset they are 0.0092 and 0.9990, resp. In addition, comparisons show that the nonlinear ANN-GC model proposed in this work has much better prediction performance on the viscosity of IL-H₂O mixtures than that of the linear mixed model.

Journal of Molecular Liquids 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, HPLC of Formula: 79917-90-1.

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

Xiong, Wu-Lin published the artcileConstruction of a Clock Catalytic System: Highly Efficient and Self-Indicating Synthesis of Benzoheterocycles at Ambient Temperature, Category: imidazoles-derivatives, the publication is Asian Journal of Organic Chemistry (2021), 10(12), 3321-3327, database is CAplus.

Inspired by the mechanism of the clock reaction, a novel phosphomolybdenum blue (PMB) clock catalytic system was constructed for a highly efficient synthesis of benzimidazoles and benzothiazoles simply at ambient temperature The PMB clock catalytic system exhibited a sharp decoloration event to announce the depletion of the intermediate constraint, making this synthetic approach self-indicating and TLC-free. XPS and ³¹P NMR anal. of PMB catalyst showed that only two Mo⁶⁺ atoms were reduced to Mo⁵⁺ atoms in the Keggin structure due to the moderate reducibility of benzimidazoline and benzothiazoline intermediates. Thus,the active Keggin-type POM cluster could be well maintained in DMSO during the redox cycling of phosphomolybdic acid (PMA) and PMB. The ¹H NMR tracing experiment not only confirmed the proposed reaction mechanism but also showed that PMB exerts Lewis acid catalytic activity at the early phase of the reaction other than the expected redox catalytic activity.

Asian 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 C18H12ClNO, Category: imidazoles-derivatives.

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

Castillo, Ivan published the artcileCopper(II) complexes of piperazine-derived tetradentate ligands and their chiral diazabicyclic analogues for catalytic phenol oxidative C-C coupling, HPLC of Formula: 4760-35-4, the publication is Inorganic Chemistry Communications (2013), 1-4, database is CAplus.

Reaction of the chiral ligands (1S,4S)-2,5-bis(6-methylpyridyl)-diazabicyclo[2.2.1]heptane (L¹) and (1S,4S)-2,5-bis(1-methyl-2-methylbenzimidazolyl)-diazabicyclo[2.2.1]heptane (L²) with CuCl₂ results in the hydroxo-bridged dicopper complexes [(L¹)Cu₂(μ-OH)(H₂O)Cl₃] (3), and [(L²)Cu₂(μ-OH)(H₂O)Cl₃] (4). Both chiral complexes were characterized spectroscopically, and 3 in the solid state by x-ray crystallog., confirming they are structurally related to their previously reported copper acetate analogs (1 and 2) due to their hydroxo-bridged bimetallic core. The achiral ligand analogs N,N’-bis(2-picolyl)piperazine (L³) and N,N’-bis(1-methyl-2-methylbenzimidazolyl)piperazine (L⁴) were employed to obtain the corresponding complexes with CuCl₂, affording the chloro-bridged [(L³)(CuCl)₂(μ-Cl)₂]_n (5) and [(L⁴)(CuCl)₂(μ-Cl)₂] (6), neither of which features a bridging hydroxo ligand; instead, complex 5 was structurally characterized as a coordination polymer. The acetate-derived complexes 1 and 2 are active in oxidative C-C coupling of 2,4-di-tert-butylphenol, while 3 and 4 have low activity; the achiral complexes 5 and 6, lacking a bridging hydroxo ligand, are inactive in this reaction.

Inorganic Chemistry Communications 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, HPLC of Formula: 4760-35-4.

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

Aslan, Kadir published the artcileQuenched Emission of Fluorescence by Ligand Functionalized Gold Nanoparticles, COA of Formula: C18H34N4O5S, the publication is Journal of Fluorescence (2004), 14(4), 401-405, database is CAplus and MEDLINE.

A fluorescence-based detection scheme that uses ligand functionalized Au nanoparticles is proposed. The transduction scheme is based on the strong quenching of the fluorescence emission exerted by metallic surfaces on fluorophores positioned in their immediate vicinity (<5 nm). Binding of fluorophore-labeled antibiotin to biotinylated Au nanoparticles resulted in decreased fluorescence emission intensity. Subsequent competitive dissociation of labeled antibiotin with D-biotin resulted in increased fluorescence emission intensity. These interactions occurred by specific mol. recognition because when the binding sites of antibiotin were saturated with D-biotin prior to interaction with the Au nanoparticles; changes in the fluorescence emission intensity were not observed

Journal of Fluorescence 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

Lee, Sunmook published the artcileDextran-Gold Nanoparticle Hybrid Material for Biomolecule Immobilization and Detection, HPLC of Formula: 359860-27-8, the publication is Analytical Chemistry (2005), 77(22), 7204-7211, database is CAplus and MEDLINE.

The formation of a hybrid metal-biopolymer material is described. The synthesis of this material consists of functionalizing the surface of gold nanoparticles through a series of steps that lead to epoxy-functionalized nanoparticles. These are subsequently reacted with hydroxyl moieties of the α-D-glucopyranosyl groups of dextran. Subsequently, the dextran chains are carboxylated through treatment with bromoacetic acid. The resultant material combines the unique optical properties of gold nanoparticles with the versatility that carboxylated dextran offers for further functionalization with biomols. The interaction of this material with three proteins was then investigated through changes in the plasmon resonance properties of the gold nanoparticles. Con A, a lectin that binds glucose and mannose by specific mol. recognition, interacts readily with this material and such interaction is easily detected using optical absorption spectroscopy. Through reaction of the carboxyl groups with (+)-biotinyl-3,6,9,-trioxaundecanediamine, a material bearing biotin groups was obtained. This could interact with streptavidin or antibiotin by specific mol. recognition. Further confirmation of biospecific interactions was obtained with control experiments in which the binding sites were blocked through preincubation of the proteins with the corresponding ligand in solution Binding of these proteins was concentration-dependent over a wide concentration range. This material provides a simple and convenient colorimetric method for biospecific interaction anal.

Analytical 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, HPLC of Formula: 359860-27-8.

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

Scattolin, Thomas published the artcileIndenyl and Allyl Palladate Complexes Bearing N-Heterocyclic Carbene Ligands: an Easily Accessible Class of New Anticancer Drug Candidates, Synthetic Route of 258278-25-0, the publication is European Journal of Inorganic Chemistry (2022), 2022(16), e202200103, database is CAplus.

The mechanochem. syntheses of allyl and indenyl palladate complexes are reported. All compounds were obtained in quant. yields and microanalytically pure without the need of any workup. These complexes are stable in chlorinated and polar (DMSO or DMSO/H₂O solutions) solvents. In chlorinated solvents, they appear as ionic pairs of which crystals suitable for single x-ray diffraction studies have been obtained. Bonding and solvation properties are rationalized through scalar relativistic DFT calculations Moreover, most complexes showed excellent cytotoxicity towards ovarian cancer cell lines, with IC₅₀ values comparable or lower than cisplatin. The potent anticancer activity of two IPr^Cl and IPr*-based palladate complexes was examined in a high-grade serous ovarian cancer (HGSOC) patient-derived tumoroid. Moreover, the inhibition of the antioxidant enzyme thioredoxin reductase (TrxR) was noticed, and structure-activity relationships could be derived, suggesting the ROS detoxifying system is involved in the mode of action.

European Journal of Inorganic 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, Synthetic Route of 258278-25-0.

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

Pavli, P. published the artcileChemical binding of biomolecules to micropatterned epoxy modified surfaces for biosensing applications, Recommanded Product: 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 Microelectronic Engineering (2009), 86(4-6), 1473-1476, database is CAplus.

The formation of micro/nanostructures that can be used for binding of specific biomols. is of great importance for the development of multi-analyte biosensing devices and high-throughput microarrays. In this paper, we report on the chem. binding of biotin on an epoxy photolithog. patterned surface. In particular, we used a neg. chem. amplified epoxy resist (EPR) in order to create very small structures by photolithog., in which biotin derivatives functionalized with succinimidyl ester or an amine group were immobilized through covalent bonding. Lithog. process with exposure at 248 nm was optimized, and structures with diameter down to 0.5 μm were demonstrated, where biomols. were successfully bound.

Microelectronic Engineering 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, Recommanded Product: 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