Month: December 2022

Modified normal-phase ion-pair chromatographic methods for the facile separation and purification of imidazolium-based ionic compounds was written by Urban, Nathaniel D.;Schenkel, Magdalene R.;Robertson, Lily A.;Noble, Richard D.;Gin, Douglas L.. And the article was included in Tetrahedron Letters in 2012.Recommanded Product: 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

Imidazolium- and oligo(imidazolium)-based ionic organic compounds are important in the design of room-temperature ionic liquid materials; however, the chromatog. anal. and separation of such compounds are often difficult. A convenient and inexpensive method for effective thin-layer chromatog. (TLC) anal. and column chromatog. separation of imidazolium-based ionic compounds is presented. Normal-phase ion-pair TLC was used to effectively analyze homologous mixtures of these ionic compounds Subsequent separation of the mixtures was performed using ion-pair flash chromatog. on normal-phase silica gel, yielding high levels of recovery. This method also results in a complete exchange of the counteranion on the imidazolium compounds to the anion of the ion-pair reagent. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Recommanded Product: 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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. 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. Recommanded Product: 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Semi-Empirical Molecular Modeling of Ionic Liquid Tribology: Ionic Liquid-Hydroxylated Silicon Surface Interactions was written by Nooruddin, Naveed S.;Wahlbeck, Phillip G.;Carper, W. Robert. And the article was included in Tribology Letters in 2009.Safety of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

The interactions between selected ionic liquids and modified silicon surfaces are modeled in this article using semiempirical methods. The modeled ionic liquids include a series of ionic liquids consisting of imidazolium derivatives with Cl^– as the anion interacting with hydroxylated silicon wafers. A second series consists of sym. and asym. dicationic imidazolium derivatives with PF₆ ^– or BF₄ ^– as the anion interacting with hydroxylated single crystal silicon wafers. The tribol. properties of these ionic liquids and their interactions with silicon surfaces are modeled using a rolling hydroxylated silicon surface. The ionic liquids are allowed to form a complex with this surface, and the enthalpies of complex formation are seen to correlate with the tribol. properties of the ionic liquids In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Safety of 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Safety of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New chalcone-type compounds and 2-pyrazoline derivatives: synthesis and caspase-dependent anticancer activity was written by Chouiter, Mohamed I.;Boulebd, Houssem;Pereira, David M.;Valentao, Patricia;Andrade, Paula B.;Belfaitah, Ali;Silva, Artur M. S.. And the article was included in Future Medicinal Chemistry in 2020.Reference of 85692-37-1 This article mentions the following:

Aim: There is a continuous and urgent need for new anticancer agents with novel structures and target selectivity. Methods & results: The anticancer activity of the prepared compounds was assessed against human lung (A549) and stomach (AGS) cancer cell lines and evaluated in the noncancer human lung fibroblast (MRC-5) cell line. 2-Pyrazolines were devoid of toxicity in all cell lines used, chalcones bearing a beta-(benz)imidazole moiety being toxic toward AGS cell line. Mechanistic studies showed that these compounds trigger loss of cell viability and mitochondrial membrane potential, while eliciting morphol. traits compatible with regulated cell death, which was ultimately shown to derive from caspase activation, specifically caspase-3. Conclusion: Chalcones 1-3 have been identified as new and promising anticancer agents toward the AGS cell line. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Reference of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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 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.Reference of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A repurposed drug screen for compounds regulating aquaporin 5 stability in lung epithelial cells was written by Villandre, John;White, Virginia;Lear, Travis B.;Chen, Yanwen;Tuncer, Ferhan;Vaiz, Emily;Tuncer, Beyza;Lockwood, Karina;Camarco, Dan;Liu, Yuan;Chen, Bill B.;Evankovich, John. And the article was included in Frontiers in Pharmacology in 2022.Recommanded Product: 145040-37-5 This article mentions the following:

Aquaporin 5 (AQP5) is expressed in several cell types in the lung and regulates water transport, which contributes to barrier function during injury and the composition of glandular secretions. Reduced AQP5 expression is associated with barrier dysfunction during acute lung injury, and strategies to enhance its expression are associated with favorable phenotypes. Thus, pharmacol. enhancing AQP5 expression could be beneficial. Here, we optimized a high-throughput assay designed to detect AQP5 abundance using a cell line stably expressing bioluminescent-tagged AQP5. We then screened a library of 1153 compounds composed of FDA-approved drugs for their effects on AQP5 abundance. We show compounds Niclosamide, Panobinostat, and Candesartan Celexitil increased AQP5 abundance, and show that Niclosamide has favorable cellular toxicity profiles. We determine that AQP5 levels are regulated in part by ubiquitination and proteasomal degradation in lung epithelial cells, and mechanistically Niclosamide increases AQP5 levels by reducing AQP5 ubiquitination and proteasomal degradation Functionally, Niclosamide stabilized AQP5 levels in response to hypotonic stress, a stimulus known to reduce AQP5 levels. In complementary assays, Niclosamide increased endogenous AQP5 in both A549 cells and in primary, polarized human bronchial epithelial cells compared to control-treated cells. Further, we measured rapid cell volume changes in A549 cells in response to osmotic stress, an effect controlled by aquaporin channels. Niclosamide-treated A549 cell volume changes occurred more rapidly compared to control-treated cells, suggesting that increased Niclosamide-mediated increases in AQP5 expression affects functional water transport. Taken together, we describe a strategy to identify repurposed compounds for their effect on AQP5 protein abundance. We validated the effects of Niclosamide on endogenous AQP5 levels and in regulating cell-volume changes in response to tonicity changes. Our findings highlight a unique approach to screen for drug effects on protein abundance, and our workflow can be applied broadly to study compound effects on protein abundance in lung epithelial cells. 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: 145040-37-5Recommanded Product: 145040-37-5).

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. 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.Recommanded Product: 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Evaluation of Hydrogen-Bond Acceptors for Redox-Switchable Resorcin[4]arene Cavitands was written by Pochorovski, Igor;Milic, Jovana;Kolarski, Dusan;Gropp, Cornelius;Schweizer, W. Bernd;Diederich, Francois. And the article was included in Journal of the American Chemical Society in 2014.SDS of cas: 21252-69-7 This article mentions the following:

Various H-bond acceptor groups were evaluated for their propensity to induce conformational switching between the kite and vase forms of diquinone-diquinoxaline resorcin[4]arene cavitands upon redox interconversion. The H-bond acceptors were placed on the quinoxaline walls with the purpose of stabilizing the vase form only in the reduced hydroquinone state of the cavitand by forming H-bonds with the hydroquinone OH groups. Design guidelines for successful acceptors were derived. The carboxamide acceptor was shown to be the best candidate. Based on this moiety, a redox-switchable triptycene-based basket that can completely sterically encapsulate a guest in its closed vase conformation was prepared The basket binds small mol. guests with association constants of up to 10⁴ M^-1 in mesitylene-d₁₂ and exhibits slow guest exchange kinetics with a half-life for guest release in the order of 10⁴ s. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7SDS of cas: 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.SDS of cas: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Substituent effects on carbon-13 chemical shifts of aromatic carbons in β-O-4 and β-5 type lignin model compounds was written by Hassi, H. Y.;Aoyama, M.;Tai, D.;Chen, C. L.;Gratzl, J. S.. And the article was included in Journal of Wood Chemistry and Technology in 1987.Computed Properties of C6H8N2O This article mentions the following:

Substituent effects on the chem. shifts of aromatic carbons in lignin model compounds were elucidated from ¹³C NMR spectra of guaiacyl and syringyl type monomeric and β-O-4 model compounds and guaiacyl type β-5 model compounds Evaluation of the observed values of substituent chem. shift (SCS) for the aromatic carbons leads to elucidation of a generalized SCS additivity rule, for estimation of the chem. shifts of aromatic carbons in ring A of β-O-4 and β-5 type substructures in model compounds and in ring B of β-O-4 substructures in lignin preparations, with errors of <1 ppm. The rule is applicable to substructures of both guaiacyl and syringyl types, using an appropriate parent compound as reference instead of C₆H₆. Signals in the aromatic region of the ¹³C NMR spectra of β-O-4 and β-5 type model compds are reassigned on the basis of the observed SCSs, as well as APT spectra (Patt, S. L.; Shoorley, J., 1982) of the compounds In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Computed Properties of C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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. 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.Computed Properties of C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

CO₂-responsive Pickering emulsions stabilized by in-situ generated ionic liquids and silica nanoparticles was written by Shi, Yunlei;Xiong, Dazhen;Chen, Yongkui;Wang, Huiyong;Wang, Jianji. And the article was included in Journal of Molecular Liquids in 2019.Electric Literature of C11H20N2 This article mentions the following:

Stimuli-responsive Pickering emulsions have attracted increasing interest because of the advantages of applications in numerous industrial processes. In this work, Pickering emulsions have been obtained by using neg. charged silica nanoparticles in association with very small amount of CO₂-responsive ionic liquids as stabilizer. Ionic liquids N-alkylimidazole bicarbonates ([C_ni.m.]⁺HCO^–₃, n = 6, 8, 10, 12, 14) are in-situ generated by bubbling CO₂ into aqueous solution of N-alkylimidazoles (C_ni.m., n = 6, 8, 10, 12, 14), and this process is reversible by removal of CO₂ with bubbling of N₂. Thus the Pickering emulsions may be switched multiple times between emulsification and demulsification states by alternatively bubbling and removal of CO₂ at 25°C. The effect of concentration and alkyl chain length of [C_ni.m.]⁺HCO^–₃ on Pickering emulsions is investigated systematically, and the possible mechanism of CO₂-responsive Pickering emulsion is also studied by conductivity, surface tension, zeta potential, adsorption isotherm, water contact angle and ¹³C NMR spectroscopy. This CO₂-responsive Pickering emulsion is cheap, simple, eco-friendly, and may have potential applications in emulsification and demulsification. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Electric Literature of C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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.Electric Literature of C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Silver-catalyzed regioselective deuteration of (hetero)arenes and α-deuteration of 2-alkyl azaarenes was written by Dong, Baobiao;Cong, Xuefeng;Hao, Na. And the article was included in RSC Advances in 2020.COA of Formula: C8H8N2 This article mentions the following:

A simple silver-catalyzed regioselective deuteration of (hetero)arenes and α-deuteration of 2-alkyl azaarenes was described. This strategy provides an efficient and practical avenue to access various deuterated electron-rich arenes, azaarenes and α-deuterated 2-alkyl azaarenes with good to excellent deuterium incorporation utilizing D2O as the source of deuterium atoms. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3COA of Formula: C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).COA of Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Visible light mediated C-H trifluoromethylation of (hetero)arenes was written by Xiao, Fang;Lin, Jin-Hong;Hao, Fei;Zheng, Xing;Guo, Yu;Xiao, Ji-Chang. And the article was included in Organic Chemistry Frontiers in 2022.Formula: C7H9N3O4 This article mentions the following:

A protocol for visible light mediated C-H trifluoromethylation of unactivated (hetero)arenes under blue LED irradiation has been developed. The reaction enables the rapid construction of a range of CF₃-containing (hetero)arenes in moderate to high yields from the readily accessible trifluoromethylsulfonyl-pyridinium salt (TFSP). This protocol is also suitable for nitrogen-containing aromatic heterocycles, which are potentially useful in medicinal chem. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Formula: C7H9N3O4).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Formula: C7H9N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The Role of the Cation in the Solvation of Cellulose by Imidazolium-Based Ionic Liquids was written by Rabideau, Brooks D.;Agarwal, Animesh;Ismail, Ahmed E.. And the article was included in Journal of Physical Chemistry B in 2014.Category: imidazoles-derivatives This article mentions the following:

We present a systematic mol. dynamics study examining the roles of the individual ions of different alkylimidazolium-based ionic liquids in the solvation of cellulose. We examine combinations of chloride, acetate, and dimethylphosphate anions paired with cations of increasing tail length to elucidate the precise role of the cation in solvating cellulose. In all cases we find that the cation interacts with the nonpolar domains of cellulose through dispersion interactions, while interacting electrostatically with the anions bound at the polar domains of cellulose. The structure and dimensions of the imidazolium head facilitate the formation of large chains and networks of alternating cations and anions that form a patchwork, satisfying both the polar and nonpolar domains of cellulose. A subtle implication of increasing tail length is the dilution of the anion concentration in the bulk and at the cellulose surface. We show how this decreased concentration of anions in the bulk affects hydrogen bond formation with cellulose and how rearrangements from single hydrogen bonds to multiple shared hydrogen bonds can moderate the loss in overall hydrogen bond numbers Addnl., for the tail lengths examined in this study we observe only a very minor effect of tail length on the solvation structure and overall interaction energies. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Category: imidazoles-derivatives).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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. 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. Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem