Category: imidazoles-derivatives

Stairs, Shaun published the artcileMetabolic Glycan Imaging by Isonitrile-Tetrazine Click Chemistry, 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 ChemBioChem (2013), 14(9), 1063-1067, database is CAplus and MEDLINE.

This paper presents a proof-of-principle study in which isonitrile-bearing sugars are incorporated into cell surfaces and labeled by a bioorthogonal isonitrile-tetrazine click reaction. Isonitrile-tetrazine chem. is orthogonal to the popular azide-alkyne chem., simultaneous differential multi-sugar imaging is a real possibility with the chem.

ChemBioChem 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 C17H26BNO3, 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

Kerche, Eduardo Fischer published the artcileThe influence of ionic liquid concentration on microcrystalline cellulose modification, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Carbohydrate Polymer Technologies and Applications (2022), 100211, database is CAplus.

Ethanolic ionic liquid (IL) solutions, containing different 1-n-butyl-3-methylimidazolium chloride (C₄MImCl) concentrations were used to modify the surface of com. microcrystalline cellulose (MCC). The chosen ratios were: 4, 8, 16, and 32 weight% of IL, in relation to the MCC mass. These treatments with IL did not affect the MCC morphol. FTIR anal. showed the characteristic bands of C₄MImCl when the IL concentration was higher than 4 weight%. XRD diffractograms show that the crystals may have been disrupted for IL concentrations above 4 weight%. ¹H NMR confirmed the formation of strong hydrogen bonds between C₄MImCl and MCC, especially for MCC treated with 4 weight% of IL. The functionalization using IL, regardless of the content, showed two DTG peaks, without altering the MCC Arrhenius’ parameters and degradation mechanisms. 4 Weight% of C₄MImCl proved to be suitable for the MCC surface modification, improving thermal stability without detrimental effects on MCC morphol.

Carbohydrate Polymer Technologies and Applications 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, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Nguyen, Thanh Binh published the artcileSulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles, COA of Formula: C19H14N2, the publication is Advanced Synthesis & Catalysis (2019), 361(8), 1787-1791, database is CAplus.

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles.

Advanced Synthesis & Catalysis 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, COA of Formula: C19H14N2.

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

Mitra, Mainak published the artcileNonheme Fe(IV) Oxo Complexes of Two New Pentadentate Ligands and Their Hydrogen-Atom and Oxygen-Atom Transfer Reactions, Synthetic Route of 4760-35-4, the publication is Inorganic Chemistry (2015), 54(15), 7152-7164, database is CAplus and MEDLINE.

Two new pentadentate {N5} donor ligands based on the N4Py (N4Py = N,N-bis(2-pyridylmethyl)-N-bis(2-pyridyl)methylamine) framework were synthesized, viz. [N-(1-methyl-2-benzimidazolyl)methyl-N-(2-pyridyl)methyl-N-(bis-2-pyridyl Me)amine] (L¹) and [N-bis(1-methyl-2-benzimidazolyl)methyl-N-(bis-2-pyridylmethyl)amine] (L²), where one or two pyridyl arms of N4Py were replaced by corresponding (N-methyl)benzimidazolyl-containing arms. [Fe^II(MeCN)(L)]²⁺ (L = L¹Â 1; L²Â 2) were synthesized, and reaction of these ferrous complexes with iodosylbenzene gave the ferryl complexes [Fe^IV(O)(L)]²⁺ (L = L¹Â 3; L²Â 4), which were characterized by UV-visible spectroscopy, high resolution mass spectrometry, and Mossbauer spectroscopy. Complexes 3 and 4 are relatively stable with half-lives at room temperature of 40 h (L = L¹) and 2.5 h (L = L²). The redox potentials of 1 and 2, as well as the visible spectra of 3 and 4, indicate that the ligand field weakens as ligand pyridyl substituents are progressively substituted by (N-methyl)benzimidazolyl moieties. The reactivities of 3 and 4 in H-atom transfer (HAT) and O-atom transfer (OAT) reactions show that both complexes exhibit enhanced reactivities when compared to the analogous N4Py complex ([Fe^IV(O)(N4Py)]²⁺), and that the normalized HAT rates increase by âˆ? order of magnitude for each replacement of a pyridyl moiety; i.e., [Fe^IV(O)(L²)]²⁺ exhibits the highest rates. The 2nd-order HAT rate constants can be directly related to the substrate C-H bond dissociation energies. Computational modeling of the HAT reactions indicates that the reaction proceeds via a high spin transition state.

Inorganic 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, Synthetic Route of 4760-35-4.

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

Joshi, Gayatri K. published the artcileImproved localized surface plasmon resonance biosensing sensitivity based on chemically-synthesized gold nanoprisms as plasmonic transducers, 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 Journal of Materials Chemistry (2012), 22(3), 923-931, database is CAplus.

Supporting substrate attached gold nanostructures display localized surface plasmon resonance (LSPR) properties at the visible and near-IR (NIR) wavelengths. The LSPR wavelength is very responsive to the refractive index of the surrounding medium, allowing simple label-free biosensing when biomols. are irreversibly adsorbed onto nanostructures. Herein, the authors show that chem. synthesized gold nanoprisms with 22 nm average edge lengths are very efficient plasmonic transducers for label-free biosensing. The LSPR properties of gold nanoprisms on silanized glass substrate were investigated and readily influenced by bulk refractive index changes and local changes very close to the sensing surface due to the analyte adsorption. The nanoprisms had a 583 nm/RIU (1.62 eV/RIU) refractive index sensitivity and a 4.9 figure of merit (FOM). In addition, the nanoprism surface was modified with straight chain alkanethiols. The LSPR wavelength (λ_max) of chemisorbed nanoprisms on glass was very sensitive to surface modification by straight chain alkanethiols and linearly red-shifted by 2.5 nm with every methylene unit of the alkanethiol chain. Importantly, the biotin functionalized nanoprisms displayed red-shifts in λ_max upon streptavidin (SA) binding. The lowest SA concentration was measured to be 50 pM, much lower than gold nanospheres, nanorods, bipyramids, and nanostars.

Journal of Materials 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, 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

Zhang, Xuan published the artcilePhosphonium Salts as Pseudohalides: Regioselective Nickel-Catalyzed Cross-Coupling of Complex Pyridines and Diazines, Computed Properties of 258278-25-0, the publication is Angewandte Chemie, International Edition (2017), 56(33), 9833-9836, database is CAplus and MEDLINE.

Heterobiaryls are important pharmacophores that are challenging to prepare by traditional cross-coupling methods. An alternative approach is presented where pyridines and diazines are converted into heteroaryl phosphonium salts and coupled with aryl boronic acids. Nickel catalysts are unique for selective heteroaryl transfer, and the reaction has a broad substrate scope that includes complex pharmaceuticals. Phosphonium ions also display orthogonal reactivity in cross-couplings compared to halides, enabling chemoselective palladium- and nickel-catalyzed coupling sequences.

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 C18H17N5O3, Computed Properties of 258278-25-0.

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

Marrero-Ponce, Yovani published the artcileAtom, atom-type, and total nonstochastic and stochastic quadratic fingerprints: a promising approach for modeling of antibacterial activity, HPLC of Formula: 2508-72-7, the publication is Bioorganic & Medicinal Chemistry (2005), 13(8), 2881-2899, database is CAplus and MEDLINE.

The Topol. Mol. Computer Design (TOMOCOMD-CARDD) approach has been introduced for the classification and design of antimicrobial agents using computer-aided mol. design. For this propose, atom, atom-type, and total quadratic indexes have been generalized to codify chem. structure information. In this sense, stochastic quadratic indexes have been introduced for the description of the mol. structure. These stochastic fingerprints are based on a simple model for the intramol. movement of all valence-bond electrons. In this work, a complete data set containing 1006 antimicrobial agents is collected and presented. Two structure-based antibacterial activity classification models have been generated. The models (including nonstochastic and stochastic indexes) classify correctly more than 90% of 1525 compounds in training sets. These models permit the correct classification of 92.28% and 89.31% of 505 compounds in an external test sets. The approach, also, satisfactorily compares with respect to nine of the most useful models for antimicrobial selection reported to date. Finally, a virtual screening of 87 new compounds reported in the anti-infective field with antibacterial activities is developed showing the ability of the models to identify new leads as antibacterial.

Bioorganic & Medicinal 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, HPLC of Formula: 2508-72-7.

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

Akkahat, Piyaporn published the artcileSurface-Grafted Poly(acrylic acid) Brushes as a Precursor Layer for Biosensing Applications: Effect of Graft Density and Swellability on the Detection Efficiency, Name: 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 Langmuir (2012), 28(11), 5302-5311, database is CAplus and MEDLINE.

Carboxyl groups along poly(acrylic acid) (PAA) brushes attached to the surface of a gold-coated substrate served as the precursor moieties for the covalent immobilization of amino-functionalized biotin or bovine serum albumin (BSA) to form a sensing probe for streptavidin (SA) or anti-BSA detection, resp. Surface-grafted PAA brushes were obtained by acid hydrolysis of poly(tert-Bu acrylate) brushes, formerly prepared by surface-initiated atom transfer radical polymerization of tert-Bu acrylate. As determined by surface plasmon resonance, the PAA brushes immobilized with functionalized biotin or BSA probes not only showed good binding with the designated target analytes but also maintained a high resistance to nonspecific protein adsorption, especially those PAA brushes with a high surface graft d. Although the probe binding capacity can be raised as a function of the graft d. of the PAA brushes or the amount of carboxyl groups along the PAA chains, the accessibility of the target analyte to the immobilized probe was limited at the high graft d. of the PAA brushes. The effect was far more apparent for the BSA-anti-BSA probe-analyte pair than for the much smaller biotin-SA probe-analyte pair. The impact of the swellability of the PAA brushes, as tailored by the degree of carboxyl group activation, on both the sensing probe immobilization and analyte detection was also addressed. This investigation demonstrated that PAA brushes having a defined graft d. have a promising potential as a precursor layer for biosensing applications.

Langmuir 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, Name: 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

Beillard, Audrey published the artcileCu(0), O₂ and mechanical forces: a saving combination for efficient production of Cu-NHC complexes, Quality Control of 258278-25-0, the publication is Chemical Science (2017), 8(2), 1086-1089, database is CAplus and MEDLINE.

Mech. forces induced by ball-milling agitation enabled the highly efficient and widely applicable synthesis of Cu-carbene complexes from N,N-diaryl-imidazolium salts and metallic Cu. The required amount of gaseous dioxygen and insoluble Cu could be reduced down to stoichiometric quantities, while reaction rates clearly outperformed those obtained in solution Use of Cu(0) as the Cu source enabled the application of this approach to a wide array of N,N-diaryl-imidazolium salts (Cl^–, BF₄^– and PF₆^–) that transferred their counteranion directly to the organometallic complexes. Cu-NHC complexes could be produced in excellent yields, including use of highly challenging substrates. Five unprecedented organometallic complexes are reported.

Chemical Science 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, Quality Control of 258278-25-0.

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

Sun, Sang-dun published the artcileHQSAR study and molecular design of benzimidazole derivatives as corrosion inhibitors, Quality Control of 4760-35-4, the publication is Wuli Huaxue Xuebao (2013), 29(6), 1192-1200, database is CAplus.

Hologram quant. structure-activity relationship (HQSAR) anal. was conducted on a series of benzimidazole compounds to build the HQSAR model between corrosion inhibition properties and mol. structures in acid environment. The optimal HQSAR model was determined by investigating the influence of different fragment distinction and fragment size on the models, and the models stability and predictive ability were evaluated. The results show that the optimal HQSAR model was generated using atoms (A), bonds (B), connectivity (C), hydrogen (H), chirality (Ch), donor and acceptor (D&A) as fragment distinction and fragment size of 1-3. The model had a non-cross validated coefficient (r²) value of 0.996, a cross-validated (q²) value of 0.960, and a cross-validated standard error value of 3.709, which indicates good statistics stability and predictive power. On the basis of the maps derived from the optimal HQSAR model, 38 new benzimidazole derivatives were designed and screened using the optimal HQSAR model, giving potential candidates with high predictive inhibition efficiency. This work provides valuable information for further research and design of more promising corrosion inhibitors in the oil and gas field.

Wuli Huaxue Xuebao 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 C10H15NO, Quality Control of 4760-35-4.

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