Category: imidazoles-derivatives

Zinser, Caroline M. published the artcileA simple synthetic entryway into palladium cross-coupling catalysis, SDS of cas: 258278-25-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(57), 7990-7993, database is CAplus and MEDLINE.

Allylpalladium cationic complexes with imidazolylidene NHC ligands were prepared by a simple protocol, comprising synthesis of a family of allylpalladates containing with an imidazolium counterion with subsequent deprotonation with an external base. These “ate” complexes can be easily converted into well-defined palladium-N-heterocyclic carbene (NHC) complexes. The synthetic protocols leading to the “ate” and to the Pd-NHC neutral complexes have been exemplified with various NHC ligands. The palladates prove efficient pre-catalysts enabling Suzuki-Miyaura and Mizoroki-Heck reactions.

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 C19H36BNO2Si, SDS of cas: 258278-25-0.

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

Furukawa, Yoshiyasu published the artcileNonpeptide angiotensin II receptor antagonists. Synthetic studies on imidazoleacetic acid derivatives, Quality Control of 79047-41-9, the publication is Takeda Kenkyushoho (1991), 56-74, database is CAplus.

An improved synthetic route using 4-hydroxymethyl-2-phenylimidazole was developed for the synthesis of diuretic and angiotensin II-inhibitory CV-2198 (I, R = R¹ = H) (II). This route achieved a facile synthesis of 2-alkyl-1-benzyl-4-chloroimidazole-5-acetic acids. Study of structure-activity relationships on the 10 compounds indicated that Bu, pentyl, and hexyl groups were favorable as the 2-alkyl groups and substitution by a Cl or NO₂ group at the o-position of the benzyl moiety increased the activity. Thus, I (R = Bu, R¹ = Cl) (CV-2947) and I (R = Bu, R¹ = NO₂) (CV-2961) had angiotensin II-inhibitory activity 100-fold stronger than that of II.

Takeda Kenkyushoho published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Quality Control of 79047-41-9.

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

Isojima, Yasushi published the artcileCkIε/δ-dependent phosphorylation is a temperature-insensitive, period-determining process in the mammalian circadian clock, Category: imidazoles-derivatives, the publication is Proceedings of the National Academy of Sciences of the United States of America (2009), 106(37), 15744-15749, S15744/1-S15744/74, database is CAplus and MEDLINE.

A striking feature of the circadian clock is its flexible yet robust response to various environmental conditions. To analyze the biochem. processes underlying this flexible-yet-robust characteristic, we examined the effects of 1260 pharmacol. active compounds in mouse and human clock cell lines. Compounds that markedly (>10 s.d.) lengthened the period in both cell lines, also lengthened it in-central clock tissues and peripheral clock cells. Most compounds inhibited casein kinase Iε (CKIε) or CKIδ phosphorylation of the PER2 protein. Manipulation of CKIε/δ-dependent phosphorylation by these compounds lengthened the period of the mammalian clock from circadian (24 h) to circabidian (48 h), revealing its high sensitivity to chem. perturbation. The degradation rate of PER2, which is regulated by CKIε/δ-dependent phosphorylation, was temperature-insensitive in living clock cells, yet sensitive to chem. perturbations. This temperature-insensitivity was preserved in the CKIε/δ-dependent phosphorylation of a synthetic peptide in vitro. Thus, CKIε/δ-dependent phosphorylation is likely a temperature-insensitive period-determining process in the mammalian circadian clock.

Proceedings of the National Academy of Sciences of the United States of America 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, Category: imidazoles-derivatives.

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

Tanaka, Katsunori published the artcileDevelopment of bis-unsaturated ester aldehydes as amino-glue probes: sequential double azaelectrocyclization as a promising strategy for bioconjugation, Product Details of C18H34N4O5S, the publication is Organic & Biomolecular Chemistry (2013), 11(42), 7326-7333, database is CAplus and MEDLINE.

The unsaturated ester aldehyde, (E)-3-alkoxycarbonyl-5-phenyl-2,4-dienal, was efficiently dimerized by applying the strain-promoted double-Click reaction with sym-dibenzo-1,5-cyclooctadiene-3,7-diyne. The resulting dimerized probe was sequentially reacted first with one peptide mol. and then with a protein or the amino groups on the surface of a live cell through double azaelectrocyclization to achieve highly efficient bioconjugation.

Organic & Biomolecular 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 C7H8N2, Product Details of C18H34N4O5S.

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

Maddiboyina, Balaji published the artcilePreparation and evaluation of esomeprazole enteric coated tablets, Safety of Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is International Journal of Pharmacy and Pharmaceutical Research (2020), 18(1), 16-30, database is CAplus.

Esomeprazole sodium is a proton pump inhibitor used to treat peptic ulcer, duodenal ulcer, gastro oesophageal reflux disease by inhibiting the enzyme H⁺/K⁺ATPase. The objective of the revision is to formulate and evaluate the Delayed Release tablets and parallel with that of innovator product. The principal intension is to delay the release of drug which is incapacitated by the stomach contents. Methacrylicacid copolymer (EudragitL30D55) was used as an enteric coating material in the formulation. Eight formulations of enteric coated tablets of Esomeprazole was advanced by preparing core tablets using mannitol as diluent, Crospovidone as super disintegrant, povidone (PVP K-30) as binder in diverse extents and variable the compositions of sub coating and enteric coating using sicovit yellow, titanium dioxide and eudragit.The core tablets were prepared by dry granulation method. Formulation F7 was institute to be acid resistant and invitro drug release was also insightful and akin to the innovator product. Stability study is conceded out for 2 mo at 25°C; 60% RH: and 40°C; 75%RH, bestowing to ICH guidelines. The tablets were tested for acid release through the stability period and inveterate that results were institute within the limits. H⁺/K⁺ATPase, inhibition by the Esomeprazole effect the gastric acid formation progression and is dose-dependent and delivers for exceedingly operative inhibition of both basal acid secretion and stimulated acid secretion, irresp. of the stimulus.

International Journal of Pharmacy and Pharmaceutical 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, Safety of Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

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

Jinnouchi, Hikari published the artcileDivergent synthesis of (+)-tanikolide and its analogues employing stereoselective rhodium(II)-catalyzed reaction, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Tetrahedron (2018), 74(10), 1059-1070, database is CAplus.

In this study, we described the divergent synthesis of (+)-tanikolide (I) and its analogs, such as (4S)- and (4R)-hydroxytanikolides, and nortanikolide, employing a stereoselective dirhodium(II)-catalyzed reaction to construct the quaternary chiral center of tanokolides. The key steps involve (a) a dirhodium(II)-catalyzed oxonium ylide formation-[2,3]-sigmatropic rearrangement, (b) an N-heterocyclic carbene-catalyzed ring-expansion lactonization of tetrahydrofurfural, or (c) an oxidative cleavage of tetrahydrofuran-5-methanol to γ-lactone using a 2-iodobenzamide catalyst. This route would provide high flexibility for analog synthesis because the long side chain can be introduced at a later stage in the synthesis.

Tetrahedron 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, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Sekhar Pattanaik, Sudhansu published the artcileInvestigation of the inter-ionic interactions of an imidazolium-based ionic liquid with the aqueous solutions of tripotassium citrate and trisodium citrate through volumetric, acoustic and FTIR routes, Computed Properties of 79917-90-1, the publication is Journal of Molecular Liquids (2022), 118644, database is CAplus.

Volumetric, acoustic and spectroscopic characteristics of an imidazolium-based ionic liquid, 1-Butyl-3-methylimidazolium chloride ([bmim][Cl]) in water and aqueous solutions of tri-potassium citrate, K₃Cit, and tri-sodium citrate, Na₃Cit were studied at five different temperatures T = (298.15 K, 303.15 K, 308.15 K, 313.15Kand 318.15 K) and atm. pressure (0.1Mpa). The apparent molar volume,VΦ, and apparent molar compressibility, KΦ, S were computed from the exptl. data of densities and ultrasonic speeds. The derived properties such as standard partial molar volume, V⁰Φ , partial molar compressibilities, K⁰Φ,S, limiting apparent molar expansivity, E⁰Φ, and their corresponding transfer volumes, Δ_trV⁰Φ, transfer compressibilities, ΔtrK⁰Φ,S, of [bmim][Cl] from water to aqueous potassium/sodium citrate solutions were also determined The transfer properties have been used to discuss the solute-solvent interactions that exist in the solutions The pos. value of Hepler’s constant indicates that the IL has structure-making ability in the studied solutions In addition, FTIR spectroscopy was executed on the systems. Based on these data, the predominant mol. interactions occurring between [bmim][Cl] and water and in between [bmim][Cl] and K₃Cit/Na₃Cit were found to be hydrogen bonds.

Journal of Molecular Liquids 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 C10H16Br3N, Computed Properties of 79917-90-1.

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

Popov, I. I. published the artcileStudy of unsaturated azole derivatives. VII. Novel syntheses of 2-vinylbenzimidazoles, Name: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1978), 1104-7, database is CAplus.

Vinylbenzimidazole I (R = H, R¹ = H, Me; R = Me, MeO, NO₂, R¹ = Me) were obtained in 50-90% yields in 3 steps from II (R = H, NO₂) by cyclocondensation with ClCH₂CO₂H or from III (R = H, Me, MeO, R¹ = Me, R² = CH₂OH) by chlorination with SOCl₂ to give III (R = CH₂Cl) which were treated with Ph₃P to give 62-94% triphenylphosphonium chloride which were condensed with CH₂O via a Wittig reaction.

Khimiya Geterotsiklicheskikh Soedinenii 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, Name: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Popov, I. I. published the artcileStudy of unsaturated azole derivatives. VII. Novel syntheses of 2-vinylbenzimidazoles, Synthetic Route of 7467-35-8, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1978), 1104-7, database is CAplus.

Vinylbenzimidazole I (R = H, R¹ = H, Me; R = Me, MeO, NO₂, R¹ = Me) were obtained in 50-90% yields in 3 steps from II (R = H, NO₂) by cyclocondensation with ClCH₂CO₂H or from III (R = H, Me, MeO, R¹ = Me, R² = CH₂OH) by chlorination with SOCl₂ to give III (R = CH₂Cl) which were treated with Ph₃P to give 62-94% triphenylphosphonium chloride which were condensed with CH₂O via a Wittig reaction.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Synthetic Route of 7467-35-8.

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

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