Month: November 2022

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

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

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

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

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

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

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

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

Punna, Sreenivas published the artcileA bioorthogonal immobilization method for affinity chromatography, Related Products of imidazoles-derivatives, the publication is American Biotechnology Laboratory (2007), 25(1), 20-21, database is CAplus.

Affinity chromatog. is a powerful and generally applicable process of purifying biomols. such as antibodies, carbohydrates, and enzymes by taking advantage of the affinity of these mols. toward appropriate ligands. The immobilization of ligands to an agarose support is challenging and critical to follow a method that is not detrimental to the functional groups present in the ligand, which are necessary for the binding of the mol. to be purified. For that, the ligand should contain a functional group for immobilization to the support that is not vital to its binding property. This paper reports on the use of click reaction as a highly selective and convenient immobilization method for affinity chromatog.

American Biotechnology Laboratory 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, Related Products of imidazoles-derivatives.

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

Shahar, Or David published the artcileA high-throughput chemical screen with FDA approved drugs reveals that the antihypertensive drug Spironolactone impairs cancer cell survival by inhibiting homology directed repair, Category: imidazoles-derivatives, the publication is Nucleic Acids Research (2014), 42(9), 5689-5701, database is CAplus and MEDLINE.

DNA double-strand breaks (DSBs) are the most severe type of DNA damage. DSBs are repaired by non-homologous end-joining or homol. directed repair (HDR). Identifying novel small mols. that affect HDR is of great importance both for research use and therapy. Mols. that elevate HDR may improve gene targeting, whereas inhibiting mols. can be used for chemotherapy, since some of the cancers are more sensitive to repair impairment. Here, the authors performed a high-throughput chem. screen for FDA approved drugs, which affect HDR in cancer cells. The authors found that HDR frequencies are increased by retinoic acid and Idoxuridine and reduced by the antihypertensive drug Spironolactone. The authors further revealed that Spironolactone impairs Rad51 foci formation, sensitizes cancer cells to DNA damaging agents, to Poly (ADP-ribose) polymerase (PARP) inhibitors and crosslinking agents and inhibits tumor growth in xenografts, in mice. This study suggests Spironolactone as a new candidate for chemotherapy.

Nucleic Acids Research 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 C19H34ClN, Category: imidazoles-derivatives.

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