Category: imidazoles-derivatives

Confronting the Challenging Asymmetric Carbonyl 1,2-Addition Using Vinyl Heteroarene Pronucleophiles: Ligand-Controlled Regiodivergent Processes through a Dearomatized Allyl-Cu Species was written by Dong, Yuyang;Schuppe, Alexander W.;Mai, Binh Khanh;Liu, Peng;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2022.Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone This article mentions the following:

A CuH-catalyzed regiodivergent coupling of vinyl heteroarenes with carbonyl-containing electrophiles, in which the selectivity was controlled by the ancillary ligand. This approach leverages an in situ generated benzyl- or dearomatized allyl-Cu intermediate, yielding either the dearomatized or exocyclic addition products, resp. The method exhibited excellent regio-, diastereo-, and enantioselectivity and tolerated a range of common functional groups and heterocycles. The dearomative pathway allowed direct access to a variety of functionalized saturated heterocyclic structures. The reaction mechanism was probed using a combination of exptl. and computational approach. D. functional theory studies suggested that the ligand-controlled regioselectivity results from the C-H/π interaction and steric repulsion in transition states leading to the major and minor regioisomers, resp. Hydrocupration of vinyl heteroarene pronucleophile was the enantiodetermining step, whereas the diastereoselectivity was enforced by steric interactions between the benzylic or allyl-Cu intermediate and carbonyl-containing substrates in a six-membered cyclic transition state. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Biological characterization of novel nitroimidazole-peptide conjugates in vitro and in vivo was written by Bergmann, Ralf;Splith, Katrin;Pietzsch, Jens;Bachmann, Michael;Neundorf, Ines. And the article was included in Journal of Peptide Science in 2017.Product Details of 22813-32-7 This article mentions the following:

Recently, we reported on the design of a multimodal peptide conjugate useful as delivery platform for targeting hypoxic cells. A nitroimidazole (2-(2-nitroimidazol-1-yl)acetic acid, NIA) moiety, which is selectively entrapped in hypoxic cells, was coupled to a cell-penetrating peptide serving as the transporter. Furthermore, attachment of a bifunctional linker allowed the introduction of a diagnostic or therapeutic radiometal. However, although selective tumor accumulation could be detected in vivo, a fast renal clearance of the compound was observed The present study aims to improve the system by using the more proteolytically stable all-D version of the peptide carrier (DsC18), by attaching two NIA moieties instead of one (DsC18(NIA)₂) to enhance the tumor uptake, and by incorporating the bifunctional chelator NODAGA instead of DOTA (NODAGA-DsC18(NIA)₂) to optimize labeling chem. First, we characterized in vitro the novel all-D peptide compared with its parent L-version. Then, in order to investigate and compare the pharmacol. profiles of the peptides, these were radiolabeled with ⁶⁴Cu^II and ⁶⁸Ga^III, and the biodistribution and kinetics were evaluated in vivo. Our results show the versatility of the D-peptide as cell-penetrating peptide and transporter. However, attaching two NIA groups modified the system in such a way that no selective tumor uptake could be observed compared with the peptide without NIA moieties. Still, this work highlights new pharmacokinetic data on the biodistribution of such compounds in vivo. Copyright © 2017 European Peptide Society and John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Product Details of 22813-32-7).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Product Details of 22813-32-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Deep eutectic solvents with multiple hydroxyl sites for efficient and reversible absorption of SF₆ was written by Liu, Ping;Cai, Kaixing;Liu, Mao;Xu, Meisong;Zhao, Tianxiang. And the article was included in Journal of Molecular Liquids in 2022.COA of Formula: C4H7ClN2 This article mentions the following:

Finding the adsorbents to efficiently and reversibly capture SF₆ has important research significance. Most of the currently reported solid absorbents used to capture SF₆ can have disadvantages such as difficult recovery and easy deactivation. To address this critical challenge, we here report an effective strategy to capture sulfur hexafluoride (SF₆) using the hydroxyl-rich deep eutectic solvents (DESs) for the first time. The phys. properties of as-prepared seven hydroxyl-rich DESs are systematically investigated, and the effects of structure of DESs, absorption temperature, pressure, and water content on absorption performance of SF₆ also are inspected, resp. In particular, ChCl-Gly (1:2) not only exhibits highest absorption capacity of SF₆ with up to 0.1738 g SF₆/g DES at 293.2 K and 1.0 bar, but also can be reused without significant decline in absorption capacity of SF₆. In addition, the absorption mechanism study of SF₆ is conducted by FTIR, NMR and DFT chem. calculations The results suggest that the high absorption capacity of SF₆ originates from the intermol. hydrogen bonding of SF₆ mols. and hydroxyl protons in DESs. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3COA of Formula: C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.COA of Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Comparable Ionicity of the Solutions of Aprotic and Protic Ionic Liquids by Anion Substitution was written by Jain, Preeti;Kumar, Anil. And the article was included in Journal of Solution Chemistry in 2017.Recommanded Product: 21252-69-7 This article mentions the following:

Temperature dependent molar conductances and fluidities of bisulfate and Et sulfate anion-based ionic liquids were measured. The extent of dissociation of the ionic liquids was estimated from the Walden plot in term of ionicity. The ionicity mainly depends on the magnitude of Coulombic forces, altered by the anion’s Lewis basicity. Aqueous solutions of aprotic ionic liquids, in general, possesses ionicity in the range of ≈70-99%. This article reveals that the substitution of the anion by bisulfate and ethylsulfate reduces the ionicity of aqueous solution of these ionic liquids to the range of 10-37%. This is very close to that exhibited by some of the protic ionic liquids and phosphonium based ionic liquids with sweetner anions. The concentration dependent molar conductance of these ionic liquids has been fitted to Mahiuddin and Ismail’s equation. To our surprise, the molar conductances of bisulfate-based aprotic ionic liquids are remarkably high, even though these ionic liquids possess lower ionicity. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Recommanded Product: 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thermally stable microemulsions comprising imidazolium based surface active ionic liquids, non-polar ionic liquid and ethylene glycol as polar phase was written by Kaur, Manvir;Singh, Gurbir;Kumar, Sandeep;Navnidhi;Kang, Tejwant Singh. And the article was included in Journal of Colloid and Interface Science in 2018.Electric Literature of C18H31F6N3O4S2 This article mentions the following:

The ionic liquid (IL), 1-ethyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide, [C₂mim][Tf₂N], a non-polar phase in conjunction with polar ethylene glycol (EG), forms microemulsions stabilized by the surface active ionic liquid (SAIL), N-methyl-N-alkylimidazolium chloride, [C_nmim][Cl], where n = 8, 12, and 16, plus decanol as co-surfactant. Ternary system phase behavior was examined and three microemulsion zones (polar-in-IL, bi-continuous, IL-in-polar) were identified using elec. conductivity measurements. Alkyl chain length effect on phase behavior is discussed in detail. The one-phase microemulsion region decreased with increased SAIL alkyl chain length. Microstructural characteristics were assessed by Fourier transform IR and NMR spectroscopies. In-microemulsion reverse micelle micropolarity was examined by UV-vis spectroscopy with methyl orange as a polarity probe. Solvent microemulsion solvent relaxation dynamics were assessed by steady-state and time-resolved fluorescence spectroscopy using coumarin 153 (C-153) as fluorescence probe for different microemulsion compositions Dynamic light scattering measurements (DLS) showed the expansion of reverse micelles formed by [C_nmim][Cl] in non-polar [C₂mim][Tf₂N] upon addition of a polar component. Microemulsions were thermally stable in a wide temperature range as shown by temperature-dependent UV-vis, fluorescence, and DLS measurements. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Electric Literature of C18H31F6N3O4S2).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Electric Literature of C18H31F6N3O4S2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tungstate supported mesoporous silica SBA-15 with imidazolium framework as a hybrid nanocatalyst for selective oxidation of sulfides in the presence of hydrogen peroxide was written by Sedrpoushan, Alireza;Hosseini-Eshbala, Fereshteh;Mohanazadeh, Farajollah;Heydari, Masoud. And the article was included in Applied Organometallic Chemistry in 2018.Related Products of 21252-69-7 This article mentions the following:

A new heterogeneous catalyst (SBA-15/Im/WO₄^2-) was prepared, and then its performance in the oxidation of organic sulfides was studied (using 30% H₂O₂ as green oxidant under neutral reaction conditions). This organic-inorganic hybrid mesoporous material was characterized by various techniques, such as FTIR, inductively coupled plasma, x-ray powder diffraction, high-resolution-TEM, N₂ adsorption-desorption and TGA. The catalyst was also applied to the selective oxidation of various sulfides. The hybrid catalyst was easily recovered, and was very stable and retained good activity for at least five successive runs without any addnl. activation. Also, there was no remarkable decrease in catalyst activity and selectivity. The products could be easily isolated by just removing the solvent after filtering the catalyst. The yields of the catalytic productions through this catalyst were at 75-97%. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Related Products of 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Related Products of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Biocarbon from brewery residues as a counter electrode catalyst in dye solar cells was written by Tiihonen, Armi;Siipola, Virpi;Lahtinen, Katja;Pajari, Heikki;Widsten, Petri;Tamminen, Tarja;Kallio, Tanja;Miettunen, Kati. And the article was included in Electrochimica Acta in 2021.Product Details of 1632-83-3 This article mentions the following:

The authors explore biocarbon as a low-cost, abundant, and environmentally friendly replacement for Pt in dye solar cells. The authors introduce a novel biochar based on brewery residues with good performance and stability potential as a counter electrode in complete dye solar cells, and present the 1st long-term stability test results of a biocarbon in complete dye solar cells. The hydrothermally carbonized and KOH-activated brewer’s spent grain (BSG) offers an extremely high surface area for catalytic reactions (2190 m²/g). Counter electrodes based on this material provide a promising initial performance (efficiency of 3.6 ± 0.2% for biocarbon solar cells compared to 5.3 ± 0.2% for reference cells with Pt catalyst) with current production and the total resistance of solar cells very close to that of Pt based solar cells. In an extended accelerated aging test, the best biocarbon dye solar cell maintained over 86% of its initial efficiency for 3000 h. Also, the biocarbon reduced the degradation via loss of electrolyte charge carriers during aging. Based on these results, the activated BSG biocarbon provides a promising alternative for Pt catalysts. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Product Details of 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Product Details of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Palladium Catalyzed Electrophilic C2-Arylation of Azoles by Aryltriazenes in Ionic Liquid Promoted by Acidic Ionic Liquid was written by Sutar, Suraj M.;Savanur, Hemantkumar M.;Patil, Chidanand;Prabhala, Pavankumar;Aridoss, Gopalakrishnan;Kalkhambkar, Rajesh G.. And the article was included in ChemistrySelect in 2020.Application of 1632-83-3 This article mentions the following:

A green C-H bond activation of azole based bio-pertinent substrates such as benzoxazole, benzothiazole, benzimidazole, etc. are accomplished using readily prepared 1-aryltriazenes RN=NNR¹R² (R = C₆H₅, 4-CH₃C₆H₄, 4-ClC₆H₄, etc.; R¹ = R² = Et; R¹R² = -(CH₂)₅-, -(CH₂)₂O(CH₂)₂-) as arylating agent. Under an optimized condition employing Pd(OAc)₂ and CuI in either hydrophilic [Bmim][BF₄] or hydrophobic [Bmim][PF₆] IL medium with [BMIM(SO₃H)][OTf] as a promoter, these arylation reactions proceeded smoothly to afford 2-aryl substituted azoles I (X = O, S, NCH₃, NC₆H₅, 4-CH₃C₆H₄N; R³ = H, Me; R⁴ = H, NH₂, Cl, CH₃) and 2-(p-tolyl)thiazole in acceptable to better yields besides noticeable functional group tolerance. The prospective for recovery and re-use of ionic liquid solvent is demonstrated. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application of 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Design and evaluation of Candesartan cilexetil solid dispersion incorporated in hard gelatin capsule was written by Shree, A. J. Divya;Ravichandra, V. D.. And the article was included in International Journal of Pharmaceutical Sciences and Research in 2022.Computed Properties of C33H34N6O6 This article mentions the following:

Candesartan cilexetil is widely used for the treatment of hypertension. Candesartan cilexetil is a pro-drug administered orally, rapidly converted to its active metabolite candesartan during absorption in the gastrointestinal tract. Candesartan cilexetil is a BCS II drug that is practically insoluble in the water of 0.00771 mg/mL & it has a low dissolution rate, hence; to improve dissolution rate & bioavailability, solid dispersion of Candesartan cilexetil were prepared by kneading method, solvent evaporation method & Microwave method in 1:0.5, 1:1 & 1:1.5 ratios of Candesartan cilexetil and hydroxy Pr beta-cyclodextrin/PVP K 30. Further, the SDs were filled into empty hard gelatin capsules with excipients like starch (8%), lactose, talc & Aerosil by manual capsule filling method. The formulated solid dispersions were evaluated for drug content and in-vitro dissolution studies. Accelerated stability studies was conducted for the optimized SD formulations, the optimized drug & carrier SD were confirmed & characterized by FT-IR. The drug content of the prepared Candesartan cilexetil SD formulations was found to be range from 94.35 ± 0.95% to 98.44 ± 0.56%. XRD studies showed that the drug exists in an amorphous state as there was no drug peak in the formulation. The solid dispersion of Candesartan cilexetil prepared by kneading method with HPβCD (1:1.5) showed a maximum drug release of 94.05 ± 0.11% compared to other solid dispersion formulations. It is concluded that the dissolution rate of Candesartan cilexetil can be improved by the solid dispersion method. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Computed Properties of C33H34N6O6).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Computed Properties of C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Organocatalytic upgrading of the key biorefining building block by a catalytic ionic liquid and N-heterocyclic carbenes was written by Liu, Dajiang;Zhang, Yuetao;Chen, Eugene Y.-X.. And the article was included in Green Chemistry in 2012.Application of 92507-97-6 This article mentions the following:

The present study of rapid degradation of the key biorefining building block 5-hydroxymethylfurfural (HMF) in an ionic liquid (IL), 1-ethyl-3-methylimidazolium acetate ([EMIM]OAc), has led to highly selective and efficient upgrading of HMF to 5,5′-di(hydroxymethyl)furoin (DHMF), a promising C₁₂ kerosene/jet fuel intermediate. This HMF upgrading reaction is carried out under industrially favorable conditions (i.e., ambient atm. and 60-80 °C), catalyzed by N-heterocyclic carbenes (NHCs), and complete within 1 h; this process selectively produces DHMF with yields up to 98% (by HPLC or NMR) or 87% (unoptimized, isolated yield). Mechanistic studies have yielded four lines of evidence that support the proposed carbene catalytic cycle for this upgrading transformation catalyzed by the acetate IL and NHCs. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Application of 92507-97-6).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Application of 92507-97-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem