Category: imidazoles-derivatives

Punna, Sreenivas published the artcile“Clickable” agarose for affinity chromatography, 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 Bioconjugate Chemistry (2005), 16(6), 1536-1541, database is CAplus and MEDLINE.

Successful purification of biol. mols. by affinity chromatog. requires the attachment of desired ligands to biocompatible chromatog. supports. The Cu(I)-catalyzed cycloaddition of azides and alkynes, i.e., the premier example of “click chem.”, is an efficient way to make covalent connections among diverse mols. and materials. Both azide and alkyne units are highly selective in their reactivity, being inert to most chem. functionalities and stable to wide ranges of solvent, temperature, and pH. The authors show that agarose beads bearing alkyne and azide groups can be easily made and are practical precursors to functionalized agarose materials for affinity chromatog.

Bioconjugate 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

Watanabe, Hironobu published the artcileRole of the Counteranion in the Stereospecific Living Cationic Polymerization of N-Vinylcarbazole and Vinyl Ethers: Mechanistic Investigation and Synthesis of Stereo-Designed Polymers, COA of Formula: C8H15ClN2, the publication is Macromolecules (Washington, DC, United States) (2022), 55(11), 4378-4388, database is CAplus.

The effects of counteranions in the cationic polymerization of N-vinylcarbazole (NVC) and vinyl ethers were investigated to develop guidelines for stereospecific living cationic polymerization The counteranion structure, such as the charge number, metal center, and ligand, was systematically examined using the CF₃SO₃H/onium halide/metal halide initiating system. As a result, the electronic properties rather than the steric bulkiness of the counteranion were demonstrated to be key to stereoregulation during the polymerization of N-vinylcarbazole. Fine-tuning the stereoregularity of the resultant polymers was achieved (mm = 45-95%) while maintaining the living nature of polymerization Computational anal. indicated that the stereoregulation was attributed to electrostatic interactions between the counteranion and pendant aromatic rings. These findings also allowed stereospecific polymerization of vinyl ethers containing an aromatic ring in the pendant. Moreover, the successful synthesis of “stereo-designed” polymers, such as stereoblock and stereocontrolled block copolymers, was achieved by appropriately designing counteranions for living cationic polymerization

Macromolecules (Washington, DC, United States) 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 C22H32O2, COA of Formula: C8H15ClN2.

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

Jang, Won Jun published the artcileNHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes, Formula: C27H39ClN2, the publication is Organic & Biomolecular Chemistry (2019), 17(21), 5249-5252, database is CAplus and MEDLINE.

An air-stable N-heterocyclic carbene-copper thiophene-2-carboxylate (CuTC) complex has been prepared for the stereoselective hydroboration of terminal alkynes using pinacolborane (HBpin) or 1,8-naphthalenediaminatoborane (HBdan). The newly synthesized complex can be directly activated by hydroboranes without a cocatalyst such as a base, and exhibits high reactivity for the hydroboration of alkynes under mild conditions. A gram-scale hydroboration of terminal phenylacetylene demonstrated the applicability of the copper complex for the preparation of alkenyl boronates.

Organic & Biomolecular 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, Formula: C27H39ClN2.

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

Vasilin, Vladimir K. published the artcile3-Amino(azido)-4,6-aryl(hetaryl)thieno[2,3-b]pyridines and benzo(furo,thieno)[c]thieno[2,3,4-i,j]-2,7-naphthyridines on their basis: synthesis, spectral properties and prediction of biological activity, Related Products of imidazoles-derivatives, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2020), 56(8), 1078-1091, database is CAplus.

3-Azido-4,6-diarylthienopyridines I [R = H, Me, OMe, 3,4-di-OMe; R¹ = CO₂Et, CO₂Ph, C(O)N(Ph)₂, etc.; Ar = Ph, 4-BrC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄] obtained from the corresponding 3-amino derivatives II were convenient precursors in the synthesis of the peri-annulated heterocyclic system, benzo(furo,thieno)[c]thieno[2,3,4-i,j]-2,7-naphthyridines III. The spectral characteristics of the obtained compounds I, II and III (IR, UV, NMR (¹H, ¹³C, ¹H-¹⁵N gHMBC) spectra, luminescence spectra, mass spectra) were studied. Computational prediction of potential biol. action had been performed.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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 C18H21BO4, Related Products of imidazoles-derivatives.

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

Chakrabarty, Manas published the artcileA mild and expedient one-pot synthesis of substituted benzimidazoles in water using a phase-transfer catalyst, Synthetic Route of 2622-67-5, the publication is Monatshefte fuer Chemie (2009), 140(4), 375-380, database is CAplus.

Substituted benzimidazoles I (R¹ = H, Me, i-Pr, Ph; R² = Ph, 4-MeOC₆H₄, 2-thienyl, etc.) have been synthesized in very good to excellent yields by a one-pot condensation of phenylenediamines 2-H₂NC₆H₄NHR¹ with aryl aldehydes R²CHO in water at room temperature using cetylpyridinium bromide as a cheap and eco-friendly catalyst.

Monatshefte fuer Chemie 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, Synthetic Route of 2622-67-5.

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

De Milito, Angelo published the artcileProton Pump Inhibitors Induce Apoptosis of Human B-Cell Tumors through a Caspase-Independent Mechanism Involving Reactive Oxygen Species, Computed Properties of 161796-78-7, the publication is Cancer Research (2007), 67(11), 5408-5417, database is CAplus and MEDLINE.

Proton pumps like the vacuolar-type H⁺ ATPase (V-ATPase) are involved in the control of cellular pH in normal and tumor cells. Treatment with proton pump inhibitors (PPI) induces sensitization of cancer cells to chemotherapeutics via modifications of cellular pH gradients. It is also known that low pH is the most suitable condition for a full PPI activation. Here, we tested whether PPI treatment in unbuffered culture conditions could affect survival and proliferation of human B-cell tumors. First, we showed that PPI treatment increased the sensitivity to vinblastine of a pre-B acute lymphoblastic leukemia (ALL) cell line. PPI, per se, induced a dose-dependent inhibition of proliferation of tumor B cells, which was associated with a dose- and time-dependent apoptotic-like cytotoxicity in B-cell lines and leukemic cells from patients with pre-B ALL. The effect of PPI was mediated by a very early production of reactive oxygen species (ROS), that preceded alkalinization of lysosomal pH, lysosomal membrane permeabilization, and cytosol acidification, suggesting an early destabilization of the acidic vesicular compartment. Lysosomal alterations were followed by mitochondrial membrane depolarization, release of cytochrome c, chromatin condensation, and caspase activation. However, inhibition of caspase activity did not affect PPI-induced cell death, whereas specific inhibition of ROS by an antioxidant (N-acetylcysteine) significantly delayed cell death and protected both lysosomal and mitochondrial membranes. The proapoptotic activity of PPI was consistent with a clear inhibition of tumor growth following PPI treatment of B-cell lymphoma in severe combined immunodeficient mice. This study further supports the importance of acidity and pH gradients in tumor cell homeostasis and suggests new therapeutic approaches for human B-cell tumors based on PPI.

Cancer Research published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Computed Properties of 161796-78-7.

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

Shuvaev, Vladimir V. published the artcileEndothelial Targeting of Antibody-Decorated Polymeric Filomicelles, Formula: C18H34N4O5S, the publication is ACS Nano (2011), 5(9), 6991-6999, database is CAplus and MEDLINE.

The endothelial lining of the lumen of blood vessels is a key therapeutic target for many human diseases. Polymeric filomicelles that self-assemble from polyethylene oxide (PEO)-based diblock copolymers are long and flexible rather than small or rigid, can be loaded with drugs, and-most importantly-they circulate for a prolonged period of time in the bloodstream due in part to flow alignment. Filomicelles seem promising for targeted drug delivery to endothelial cells because they can in principle adhere strongly, length-wise to specific cell surface determinants. In order to achieve such a goal of vascular drug delivery, two fundamental questions needed to be addressed: (i) whether these supramol. filomicelles retain structural integrity and dynamic flexibility after attachment of targeting mols. such as antibodies, and (ii) whether the avidity of antibody-carrying filomicelles is sufficient to anchor the carrier to the endothelial surface despite the effects of flow that oppose adhesive interactions. Here we make targeted filomicelles that bear antibodies which recognize distinct endothelial surface mols. We characterize these antibody targeted filomicelles and prove that (i) they retain structural integrity and dynamic flexibility and (ii) they adhere to endothelium with high specificity both in vitro and in vivo. These results provide the basis for a new drug delivery approach employing antibody-targeted filomicelles that circulate for a prolonged time yet bind to endothelial cells in vascular beds expressing select markers.

ACS Nano 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 C11H12O4, Formula: C18H34N4O5S.

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

Lee, Jeong-Hyeon published the artcileHierarchical nanostructured MnF₂ fabricated using rapid microwave synthesis as abnormal high-capacity of anode materials for Li-ion batteries, Safety of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Journal of Physics and Chemistry of Solids (2022), 110477, database is CAplus.

Tailoring various architectures of electrode material has been deemed a feasible route for improving the surface reactivity, the contact area between electrode and electrolyte, and enabling shortened electronic pathways to realize higher performance lithium-ion batteries. Here, we rapidly synthesized the manganese fluoride (MnF₂) with various morphologies by microwave irradiation using ionic liquid as the fluoride source, soft template, and microwave absorber solvent. The hierarchical nanostructured MnF₂ were optimized by controlling the purity of ionic liquid, microwave heating rate, and precursor concentration The dominant factors influencing the morphologies of MnF₂ were systematically investigated and relevant descriptions for the formation mechanism were suggested. Also, we demonstrated the abnormal high-capacity lithium-ion battery anode using the hierarchical nanostructured MnF₂ anode based on the conversion mechanism. The prepared MnF₂ anode yielded a maximum reversible specific capacity of 986 mAhg^-1 at 0.1C after 30 cycles. This study provides a comprehensive understanding of the morphol. control of the hierarchical structured MnF₂ using the microwave-ionic liquid combination method for high-capacity lithium-ion battery anode.

Journal of Physics and Chemistry of Solids 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, Safety of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Hikawa, Hidemasa published the artcileBenzoyl methyl phosphates as efficient reagents in the one-pot tandem approach for the synthesis of 2-phenylbenzimidazoles in water, Formula: C19H14N2, the publication is RSC Advances (2014), 4(8), 3768-3773, database is CAplus.

A novel and efficient method for the environmentally benign, catalyst- and auxiliary-free synthesis of 2-phenylbenzimidazoles I [R = 4-MeO, 4-Cl, 2-I, etc.] in water was developed. Benzoyl Me phosphates played important role as biomimetic acylating agents for the one-pot tandem approach without addnl. catalysts.

RSC Advances 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, Formula: C19H14N2.

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

Sakurai, Shun published the artcilePalladium-Catalyzed Siloxycyclopropanation of Alkenes Using Acylsilanes, Computed Properties of 258278-25-0, the publication is Journal of the American Chemical Society (2022), 144(3), 1099-1105, database is CAplus and MEDLINE.

Currently, catalytically transferable carbenes are limited to electron-deficient and neutral derivatives, and electron-rich carbenes bearing an alkoxy group (i.e., Fischer-type carbenes) cannot be used in catalytic cyclopropanation because of the lack of appropriate carbene precursors. We report herein that acylsilanes can serve as a source of electron-rich carbenes under palladium catalysis, enabling cyclopropanation of a range of alkenes. This reactivity profile is in sharp contrast to that of metal-free siloxycarbenes, which are unreactive toward normal alkenes. The resulting siloxycyclopropanes serve as valuable homoenolate equivalent, allowing rapid access to elaborate β-functionalized ketones.

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, Computed Properties of 258278-25-0.

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