Tag: M.W=400-450

Saab, Marina published the artcileStraightforward access to chalcogenoureas derived from N-heterocyclic carbenes and their coordination chemistry, Formula: C27H39ClN2, the publication is Dalton Transactions, database is CAplus and MEDLINE.

Chalcogen-based urea compounds supported by a wide range of N-heterocyclic carbenes were synthesized and fully characterized. Coordination of selenoureas is further explored with Group 11 transition metals to form new copper, gold and silver complexes. Single crystal x-ray analyses unambiguously establish the solid-state coordination of these complexes and show that the geometry of a complex is highly influenced by a combination of electronic properties – mainly π-accepting ability – and steric hindrance of the ligands, as well as the nature of the metal, affording a variety of coordination behaviors. The authors study these phenomena using several exptl. methods.

Dalton Transactions 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, Formula: C27H39ClN2.

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

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

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

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

Wei, Yi-Ming published the artcileIron-catalyzed stereospecific arylation of enol tosylates using Grignard reagents, Related Products of imidazoles-derivatives, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(7), 1101-1104, database is CAplus and MEDLINE.

The stereospecific Fe-catalyzed arylation of enol tosylates with Grignard reagents was reported for the synthesis of Z- and E- tri/tetrasubstituted acrylates (Ar)(R)C=C(CO₂R¹)(R²) [R = Me, i-Pr, Ph, etc.; R¹ = Me, Et; R² = H, Me, Ph; Ar = Ph, 2-CNC₆H₄, 2-thienyl, etc.]. Various tri- or tetrasubstituted Z or E-enol tosylates of β-keto esters were arylated using common and Knochel-type Grignard reagents with complete stereofidelity. The precursors for Z/E-zimelidine, tamoxifen and other bioactive compounds were facilely prepared without precious and toxic transition metals.

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 C39H35N5O8, Related Products of imidazoles-derivatives.

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

Ariki, Zachary T. published the artcilePreparation of Quaternary Centers via Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Tertiary Sulfones, Category: imidazoles-derivatives, the publication is Journal of the American Chemical Society (2018), 140(1), 78-81, database is CAplus and MEDLINE.

We describe the development of a nickel-catalyzed Suzuki-Miyaura cross-coupling of tertiary benzylic and allylic sulfones with arylboroxines. A variety of tertiary sulfones, which can easily be prepared via a deprotonation-alkylation route, were reacted to afford sym. and unsym. quaternary products in good yields. We highlight the use of either BrettPhos or Doyle’s phosphines as effective ligands for these challenging desulfonative coupling reactions. The utility of this methodol. was demonstrated in the concise synthesis of a vitamin D receptor modulator analog.

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, Category: imidazoles-derivatives.

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

Nusz, Greg J. published the artcileLabel-Free Plasmonic Detection of Biomolecular Binding by a Single Gold Nanorod, Application In Synthesis of 359860-27-8, the publication is Analytical Chemistry (Washington, DC, United States) (2008), 80(4), 984-989, database is CAplus and MEDLINE.

The authors report the use of individual gold nanorods as plasmonic transducers to detect the binding of streptavidin to individual biotin-conjugated nanorods in real time on a surface. Label-free detection at the single-nanorod level was performed by tracking the wavelength shift of the nanorod-localized surface plasmon resonant scattering spectrum using a dark-field microspectroscopy system. The lowest streptavidin concentration that was exptl. measured was 1 nM, which is a factor of 1000-fold lower than the previously reported detection limit for streptavidin binding by biotinylated single plasmonic nanostructures. The authors believe that the current optical setup is able to reliably measure wavelength shifts as small as 0.3 nm. Binding of streptavidin at 1 nM concentration induces a mean resonant wavelength shift of 0.59 nm suggesting that the authors are currently operating at close to the limit of detection of the system.

Analytical Chemistry (Washington, DC, 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, Application In Synthesis of 359860-27-8.

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

Paresi, Chelsea J. published the artcileBenzimidazole covalent probes and the gastric H⁺/K⁺-ATPase as a model system for protein labeling in a copper-free setting, Application In Synthesis of 359860-27-8, the publication is Molecular BioSystems (2016), 12(6), 1772-1780, database is CAplus and MEDLINE.

Affinity probes are useful tools for determining mol. targets and elucidating mechanism of action for novel, bioactive compounds In the case of covalent inhibitors, activity based probes are particularly valuable for ensuring acceptable selectivity margins. However, there is a variety of bioorthogonal chem. reactions available for modifying compounds of interest with clickable tags. Here, we describe a direct comparison of tetrazine ligation and strain promoted azide-alkyne cycloaddition using benzimidazole based probes to bind their known target, the gastric proton pump, ATP4A. This study validates the use of chem. probes for target identification and illustrates the superior efficiency of tetrazine ligation for copper-free click systems. In addition, we have identified several novel binding partners of benzimidazole probes: Isoform 2 of deleted in malignant brain tumors 1 protein (DMBT1) and three uncharacterized proteins.

Molecular BioSystems 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 In Synthesis of 359860-27-8.

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