Category: imidazoles-derivatives

Spiridonov, Kirill A. published the artcilePhosphite-containing iridium polarization transfer catalysts for NMR signal amplification by reversible exchange, Formula: C27H39ClN2, the publication is Mendeleev Communications (2021), 31(4), 475-477, database is CAplus.

Two new iridium complexes with an N-heterocyclic carbine and phosphite ligands have been synthesized and characterized. Bubbling of parahydrogen through their solutions resulted in the formation of several hydride complexes. In the presence of pyridine, this process is accompanied by transfer of spin order from the mol. hydrogen to pyridine mols. undergoing dynamic exchange between free and complex-bound states.

Mendeleev Communications 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 C13H9FO, Formula: C27H39ClN2.

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

Sergievskii, A. V. published the artcile4-Aminofurazan-3-carboxylic Acid Iminoester in Reactions with N,O-Nucleophiles, Formula: C9H7N5O, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (2002), 38(6), 872-874, database is CAplus.

Reactions of 4-aminofurazan-3-carboxylic acid iminoester with o-aminophenol and ethylenediamine give rise resp. to 4-(1,3-benzoxazol-2-yl)- and 1-(4,5-dihydro-1H-imidazol-2-yl)-1,2,5-oxadiazol-3-amines, with aminoethanol arises 2-[(Z)-1-amino-1-(4-amino-1,2,5-oxadiazol-3-yl)methylideneamino]-1-ethanol. Treating of 3-amino-4-(1H-benzo[d]imidazol-2-yl)-1,2,5-oxadiazole with tri-Et orthoformate in acetic anhydride yielded benzo[4,5]imidazo[1,2-c][1,2,5]oxadiazolo[3,4-e]pyrimidine, and alkylation with haloalkanes furnished 3-amino-4-(1-R-benzo[d]imidazol-2-yl)-1,2,5-oxadiazoles.

Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C7H8O3, Formula: C9H7N5O.

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

Musser, John H. published the artcileN-[(Arylmethoxy)phenyl] carboxylic acids, hydroxamic acids, tetrazoles, and sulfonyl carboxamides. Potent orally active leukotriene D₄ antagonists of novel structure, Application In Synthesis of 4760-35-4, the publication is Journal of Medicinal Chemistry (1990), 33(1), 240-5, database is CAplus and MEDLINE.

Four types of N-[(arylmethoxy)phenyl] title compounds were prepared as leukotriene D₄ (I) antagonists. In the hydroxamic acid series, 3-(2-quinolinylmethoxy)benzeneacetohydroxamate II was the most potent inhibitor of I-induced bronchoconstriction with an oral ED₅₀ of 7.9 mg/kg. II also orally inhibited ovalbumin-induced bronchoconstriction in the guinea pig with an ED₅₀ of 3.6 mg/kg. In vitro against I-induced contraction of isolated guinea pig trachea pretreated with indomethacin and L-cysteine, II produced a pK_B value of 6.08. In the sulfonyl carboxamide series, N-[(4-methylphenyl)sulfonyl]-3-(2-quinolinylmethoxy)benzamide (III) was the most potent antagonist. III orally inhibited both I– and ovalbumin-induced bronchoconstriction with ED₅₀s of 0.4 and 20.2 mg/kg, resp. In vitro, against I-induced contraction of isolated guinea pig trachea, III produced a pK_B value of 7.78. In the carboxylic acid series, which served as intermediates for the above two series, 3-(2-quinolinyl)methoxybenzeneacetic acid IV was the most potent inhibitor of I-induced bronchoconstriction (99%, at 25 mg/kg, intraduodenally); however, the pK_B for IV was disappointing (5.79). In the tetrazole series the most potent inhibitor was 2-[[3-(1H-tetrazol-5-ylmethyl)phenoxy]methyl]quinoline (V). The resp. inhibitory ED₅₀s were 3.0 mg/kg vs. I and 17.5 mg/kg vs. ovalbumin. In the isolated guinea pig trachea, V produced a pK_B value of 6.70.

Journal of Medicinal 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, Application In Synthesis of 4760-35-4.

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

Piggott, Andrew M. published the artcileRapid isolation of novel FK506 binding proteins from multiple organisms using gDNA and cDNA T7 phage display, Formula: C18H34N4O5S, the publication is Bioorganic & Medicinal Chemistry (2009), 17(19), 6841-6850, database is CAplus and MEDLINE.

Reverse chem. proteomics using T7 phage display is a powerful technique for identifying cellular receptors of biol. active small mols. However, to date this method has generally been limited to cDNA libraries constructed from mRNA isolated from eukaryotes. In this paper, the authors describe the construction of the first prokaryotic T7 phage display libraries from randomly digested Pseudomonas stutzeri and Vibrio fischeri gDNA, as well as a plant cDNA library from Arabidopsis thaliana. The authors also describe the use of T7 phage display to identify novel proteins from environmental DNA samples using biotinylated FK506 as a model affinity probe.

Bioorganic & Medicinal 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, Formula: C18H34N4O5S.

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

Currie, Kevin S. published the artcileDiscovery of GS-9973, a Selective and Orally Efficacious Inhibitor of Spleen Tyrosine Kinase, Quality Control of 13682-33-2, the publication is Journal of Medicinal Chemistry (2014), 57(9), 3856-3873, database is CAplus and MEDLINE.

Spleen tyrosine kinase (Syk) is an attractive drug target in autoimmune, inflammatory, and oncol. disease indications. The most advanced Syk inhibitor, R406, (or its prodrug form fostamatinib), has shown efficacy in multiple therapeutic indications, but its clin. progress has been hampered by dose-limiting adverse effects that have been attributed, at least in part, to the off-target activities of R406. It is expected that a more selective Syk inhibitor would provide a greater therapeutic window. Herein the authors report the discovery and optimization of a novel series of imidazo[1,2-a]pyrazine Syk inhibitors. This work culminated in the identification of GS-9973, a highly selective and orally efficacious Syk inhibitor which is currently undergoing clin. evaluation for autoimmune and oncol. indications.

Journal of Medicinal Chemistry published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, Quality Control of 13682-33-2.

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

Jayabharathi, J. published the artcileBenzimidazole based Ir(III) picolinate complexes as emitting materials and the fluorescent behavior of benzimidazole bound to Mn-TiO₂@ZnO core/shell nanospheres, Related Products of imidazoles-derivatives, the publication is Materials Express (2014), 4(4), 279-292, database is CAplus.

Photophys. and electroluminescent studies of cyclometalated heteroleptic iridium(III) complexes have been carried out. The strongly allowed phosphorescence in these picolinate complexes is the result of significant spin-orbit coupling of the iridium center. The lowest energy of these picolinate complexes corresponds to a mixture of metal to ligand charge transfer (MLCT) and π-π* states. Weak bands located at longer wavelength are due to the ¹MLCT ← S₀ and ³MLCT ← S₀ transitions of iridium complexes. Devices show better performance in terms of brightness and moderate power and current efficiencies. Absorption, fluorescence and lifetime spectral studies have been made to probe the interaction of 2-(4-trifluoromethylphenyl)-1-phenyl-1H-benzo[d]imidazole (TFMPPB) with sol-gel synthesized Mn-doped TiO₂@ZnO core/shell, pristine ZnO and Mn-doped TiO₂ nanoparticles. The emission of TFMPPB is enhanced by Mn-doped TiO₂@ZnO core/shell, pristine ZnO and Mn-doped TiO₂ nanoparticles which are likely due to lowering of LUMO and HOMO levels of the benzimidazole. Electron injection from photoexcited TFMPPB to the Mn-TiO₂@ZnO CB(S* → S⁺ + e^–_CB) is likely to the reason for the fluorescence enhancement.

Materials Express 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, Related Products of imidazoles-derivatives.

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

Kilburn, John Paul published the artcileN-Methylanilide and N-methylbenzamide derivatives as phosphodiesterase 10A (PDE10A) inhibitors, Computed Properties of 4760-35-4, the publication is Bioorganic & Medicinal Chemistry (2013), 21(19), 6053-6062, database is CAplus and MEDLINE.

PDE10A is a recently identified phosphodiesterase with a quite remarkable localization since the protein is abundant only in brain tissue. Based on this unique localization, research has focused extensively on using PDE10A modulators as a novel therapeutic approach for dysfunction in the basal ganglia circuit including Parkinson’s disease, Huntington’s disease, schizophrenia, addiction and obsessive compulsive disorder. Medicinal chem. efforts identified the N-methyl-N-[4-(quinolin-2-ylmethoxy)-phenyl]-isonicotinamide (8) as a nanomolar PDE10A inhibitor. A subsequent Lead-optimization program identified analogous N-methylanilides and their corresponding N-methylbenzamides (29) as potent PDE10A inhibitors, concurrently some interesting and unexpected binding modes were identified.

Bioorganic & Medicinal 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, Computed Properties of 4760-35-4.

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

Benedetto, Antonio published the artcileAbsorption of the [bmim][Cl] Ionic Liquid in DMPC Lipid Bilayers across Their Gel, Ripple, and Fluid Phases, Computed Properties of 79917-90-1, the publication is Journal of Physical Chemistry B (2022), 126(17), 3309-3318, database is CAplus and MEDLINE.

Lipid bilayers are a key component of cell membranes and play a crucial role in life and in bio-nanotechnol. As a result, controlling their physicochem. properties holds the promise of effective therapeutic strategies. Ionic liquids (ILs)-a vast class of complex organic electrolytes-have shown a high degree of affinity with lipid bilayers and can be exploited in this context. However, the chem. physics of IL absorption and partitioning into lipid bilayers is yet to be fully understood. This work focuses on the absorption of the model IL [bmim][Cl] into 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) lipid bilayers across their gel, ripple, and fluid phases. Here, by small-angle neutron scattering, we show that (i) the IL cations are absorbed in the lipid bilayer in all its thermodn. phases and (ii) the amount of IL inserted into the lipid phase increased with increasing temperature, changing from three to four IL cations per 10 lipids with increasing temperature from 10 °C in the gel phase to 40 °C in the liquid phase, resp. An explicative hypothesis, based on the entropy gain coming from the IL hydration water, is presented to explain the observed temperature trend. The ability to control IL absorption with temperature can be used as a handle to tune the effect of ILs on biomembranes and can be exploited in bio-nanotechnol. applications.

Journal of Physical Chemistry B 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, Computed Properties of 79917-90-1.

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

Nambo, Masakazu published the artcileDevelopment of Versatile Sulfone Electrophiles for Suzuki-Miyaura Cross-Coupling Reactions, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is ACS Catalysis (2017), 7(2), 1108-1112, database is CAplus.

The development of fluorinated sulfone derivatives as versatile electrophiles for Suzuki-Miyaura cross-coupling reactions is described. Introducing electron-withdrawing groups on the aryl ring of the sulfone facilitates the Pd-catalyzed activation of the C-SO₂ bonds. Cross-coupling reactions with fluorinated sulfone electrophiles are reported, leading to a variety of multiply arylated products in good yields. The reactivity of this unusual electrophile is benchmarked vs. common electrophiles and its use in iterative cross-couplings for concise synthesis of biol. active mols. is described.

ACS Catalysis 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, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Akkahat, Piyaporn published the artcileDevelopment of a Novel Antifouling Platform for Biosensing Probe Immobilization from Methacryloyloxyethyl Phosphorylcholine-Containing Copolymer Brushes, 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(13), 5872-5881, database is CAplus and MEDLINE.

The immobilization of thiol-terminated poly[(methacrylic acid)-ran-(2-methacryloyloxyethyl phosphorylcholine)] (PMAMPC-SH) brushes on gold-coated surface plasmon resonance (SPR) chips was performed using the grafting to approach via self-assembly formation. The copolymer brushes provide both functionalizability and antifouling characteristics, desirable features mandatorily required for the development of an effective platform for probe immobilization in biosensing applications. The carboxyl groups from the methacrylic acid (MA) units were employed for attaching active biomols. that can act as sensing probes for biospecific detection of target mols., whereas the 2-methacryloyloxyethyl phosphorylcholine (MPC) units were introduced to suppress unwanted nonspecific adsorption. The detection efficiency of the biotin-immobilized PMAMPC brushes with the target mol., avidin (AVD), was evaluated in blood plasma in comparison with the conventional 2D monolayer of 11-mercaptoundecanoic acid (MUA) and homopolymer brushes of poly(methacrylic acid) (PMA) also immobilized with biotin using the SPR technique. Copolymer brushes with 79 mol % MPC composition and a mol. weight of 49.3 kDa yielded the platform for probe immobilization with the best performance considering its high S/N ratio as compared with platforms based on MUA and PMA brushes. In addition, the detection limit for detecting AVD in blood plasma solution is 1.5 nM (equivalent to 100 ng/mL). The results demonstrated the potential for using these newly developed surface-attached PMAMPC brushes for probe immobilization and subsequent detection of designated target mols. in complex matrixes such as blood plasma and clin. samples.

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