Imidazoles-derivatives

Cation Alkyl Side Chain Length and Symmetry Effects on the Surface Tension of Ionic Liquids was written by Almeida, Hugo F. D.;Freire, Mara G.;Fernandes, Ana M.;Lopes-da-Silva, Jose A.;Morgado, Pedro;Shimizu, Karina;Filipe, Eduardo J. M.;Canongia Lopes, Jose N.;Santos, Luis M. N. B. F.;Coutinho, Joao A. P.. And the article was included in Langmuir in 2014.SDS of cas: 404001-48-5 This article mentions the following:

The surface tension of two series of ILs, R,R’-dialkylimidazolium bis[(trifluoromethyl)sulfonyl]imide ([C_nC_ni.m.][NTf₂]), and R-alkyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]imide ([C_nC₁i.m.][NTf₂]), and their dependence on temperature (from 298 to 343 K) have been studied. For both series of ILs the surface tension decreased with an increase in the cation side alkyl chain length up to aliphatic chains no longer than hexyl, here labeled as critical alkyl chain length (CACL). For ILs with aliphatic moieties longer than CACL the surface tension displayed an almost constant value up to [C₁₂C₁₂i.m.][NTf₂] or [C₁₆C₁i.m.][NTf₂]. These constant values further converged to the surface tension of long chain n-alkanes, indicating that, for sufficiently long alkyl side chains, the surface ordering was strongly dominated by the aliphatic tails present in the IL. The enthalpies and entropies of surface were also derived and the critical temperatures were estimated from the exptl. data. The trend of the derived thermodn. properties highlights the effect of the structural organization of the IL at the surface with visible trend shifts occurring at a well-defined CACL in both sym. and asym. series of ILs. The structure of a long-alkyl side chain IL at the vacuum-liquid interface was explored using mol. dynamics simulations. For the sym. series of ILs, at the outermost polar layers, more cations pointed one of their aliphatic tails outward and the other inward, relative to the surface, than cations pointing both tails outward. The number of the former, while being the preferred conformation, exceeds the latter by around 75%. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5SDS of cas: 404001-48-5).

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. 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).SDS of cas: 404001-48-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Development of potent small-molecule inhibitors to drug the undruggable steroid receptor coactivator-3 was written by Song, Xianzhou;Chen, Jianwei;Zhao, Mingkun;Zhang, Chengwei;Yu, Yang;Lonard, David M.;Chow, Dar-Chone;Palzkill, Timothy;Xu, Jianming;O’Malley, Bert W.;Wang, Jin. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2016.Product Details of 85692-37-1 This article mentions the following:

Protein-protein interactions (PPIs) play a central role in most biol. processes, and therefore represent an important class of targets for therapeutic development. However, disrupting PPIs using small-mol. inhibitors (SMIs) is challenging and often deemed as “undruggable.”. The authors developed a cell-based functional assay for high-throughput screening to identify SMIs for steroid receptor coactivator-3 (SRC-3 or AIB1), a large and mostly unstructured nuclear protein. Without any SRC-3 structural information, the authors identified SI-2 (I) as a highly promising SMI for SRC-3. SI-2 meets all of the criteria of Lipinski’s rule [Lipinski et al. (2001) Adv Drug Deliv Rev 46(1-3):3-26] for a drug-like mol. and has a half-life of 1 h in a pharmacokinetics study and a reasonable oral availability in mice. As a SRC-3 SMI, SI-2 can selectively reduce the transcriptional activities and the protein concentrations of SRC-3 in cells through direct phys. interactions with SRC-3, and selectively induce breast cancer cell death with IC₅₀ values in the low nanomolar range (3-20 nM), but not affect normal cell viability. Furthermore, SI-2 can significantly inhibit primary tumor growth and reduce SRC-3 protein levels in a breast cancer mouse model. In a toxicol. study, SI-2 caused minimal acute cardiotoxicity based on a hERG channel blocking assay and an unappreciable chronic toxicity to major organs based on histol. analyses. The authors believe that this work could significantly improve breast cancer treatment through the development of “first-in-class” drugs that target oncogenic coactivators. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Product Details of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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.Product Details of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Metal-Controlled Switching of Enantioselectivity in the Mukaiyama-Michael Reaction of α,β-Unsaturated 2-Acyl Imidazoles Catalyzed by Chiral Metal-Pybox Complexes was written by Rout, Subhrajit;Das, Arko;Singh, Vinod K.. And the article was included in Journal of Organic Chemistry in 2018.Formula: C6H8N2O This article mentions the following:

Metal-directed switching of enantioselectivity in the Mukaiyama-Michael reaction of silyl enol ethers to α,β-unsaturated 2-acyl imidazoles using the same chiral indapybox ligand I has been reported. The utility of this approach has been portrayed in the synthesis of both enantiomers of optically active δ-keto acid and ester as well as 3,4-dihydropyran-2-one. Moreover, enantioswitching in the construction of the tertiary stereocenter adjacent to a gem-di-Me group has been achieved. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Formula: C6H8N2O).

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 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.Formula: C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Analysis of the heterogeneous dynamics of imidazolium-based [Tf₂N^–] ionic liquids using molecular simulation was written by Androulaki, Eleni;Vergadou, Niki;Economou, Ioannis G.. And the article was included in Molecular Physics in 2014.Category: imidazoles-derivatives This article mentions the following:

The complex dynamic behavior of the imidazolium-based ionic liquids [C_nmim⁺][Tf₂N^–], n = 4, 8, 12 is examined at various temperatures and at atm. pressure using mol. dynamics simulation. An existing all-atom force field is further optimized in order to attain reasonable agreement with exptl. data for transport properties, such as self-diffusivities and viscosities. Dynamical heterogeneity phenomena are quantified through the calculation of the non-Gaussian parameter and the deviation of the self-part of the van Hove correlation function from the expected normal distribution. From this anal., ions that move faster or slower than expected are detected in the system. These subsets of ‘fast’ and ‘slow’ ions form individual clusters consisting of either mobile or immobile ions. Detailed anal. of the ions’ diffusion reveals preferential motion along the direction of the alkyl tail for the cation and along the vector that connects the two sulfur atoms for the anion. For the longest alkyl tails, the heterogeneity in the dynamics becomes more pronounced and is preserved for several nanoseconds, especially at low temperatures In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Category: imidazoles-derivatives).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

ROS-mediated autophagy through the AMPK signaling pathway protects INS-1 cells from human islet amyloid polypeptide-induced cytotoxicity was written by Xia, Guanghao;Zhu, Tiehong;Li, Xiaotong;Jin, Yujing;Zhou, Jing;Xiao, Jinfeng. And the article was included in Molecular Medicine Reports in 2018.Recommanded Product: 1H-Imidazole-4-carboxamide This article mentions the following:

Oligomerization of human islet amyloid polypeptide (hIAPP) is toxic and contributes to progressive reduction of β cell mass in patients with type 2 diabetes mellitus. Therefore, the present study investigated the underlying mol. mechanism and regulatory pathway of hIAPP-induced autophagy. Transmission electron microscopy was used to observe the number of autophagosome in cells. Cell viability was determined by an MTT test. A 2′,7′-dichlorofluorescin diacetate assay was used to measure the relative levels of reactive ROS. Western blotting was used to detect expression of adenosine monophosphate-activated protein kinase (AMPK) and autophagic markers p62 and microtubule associated protein 1 light chain 3. The results demonstrated that hIAPP induces autophagy through ROS-mediated AMPK signaling pathway in INS-1 cells. Upregulation of autophagy by AMPK activator 5-aminoimidazole-4-carboxamide1-β-D-ribofurano side decreased ROS and malondialdehyde generation, whereas inhibition of autophagy by 3-methyladenine and AMPK inhibitor compound C aggravated hIAPP-induced oxidative stress and toxicity in INS-1 cells. Taken together, the present study suggested that hIAPP induces autophagy via a ROS-mediated AMPK signaling pathway. Furthermore, autophagy serves as a cell-protective mechanism against hIAPP-induced toxicity and chem. promotion of autophagy through AMPK signaling pathway attenuates hIAPP induced cytotoxicity and oxidative stress in INS-1 cells. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Recommanded Product: 1H-Imidazole-4-carboxamide).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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.Recommanded Product: 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and pharmacological activity N-aryloxyethyl derivatives of 9H-2,3-dihydroimidazo- and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]benzimidazoles was written by Anisimova, V. A.;Spasov, A. A.;Stepanov, A. V.;Ar’kova, N. V.;Jakovlev, D. S.. And the article was included in Pharmaceutical Chemistry Journal in 2006.HPLC of Formula: 24134-26-7 This article mentions the following:

A series of N-aryloxyethyl derivatives of 9H-2,3-dihydroimidazo- and 10H-2,3,4,10-tetrahydropyrimido-[1,2-a]benzimidazoles, e.g. I·HCl, have been synthesized and tested for pharmacol. properties. It is established that most of the synthesized substances exhibit antiarrhythmic, antiaggregant and hemorheol. activity. In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7HPLC of Formula: 24134-26-7).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.HPLC of Formula: 24134-26-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hiding the Headgroup? Remarkable Similarity in Alkyl Coverage of the Surfaces of Pyrrolidinium- and Imidazolium-Based Ionic Liquids was written by Tesa-Serrate, Maria A.;Smoll, Eric J.;D’Andrea, Lucia;Purcell, Simon M.;Costen, Matthew L.;Bruce, Duncan W.;Slattery, John M.;Minton, Timothy K.;McKendrick, Kenneth G.. And the article was included in Journal of Physical Chemistry C in 2016.Synthetic Route of C18H31F6N3O4S2 This article mentions the following:

The liquid-vacuum interfaces of a series of ionic liquids (ILs) containing 1-alkyl-1-methylpyrrolidinium ([C_nmpyrr]⁺) cations of different alkyl chain lengths have been studied by reactive-atom scattering with laser-induced fluorescence detection (RAS-LIF) and mol. dynamics (MD) simulations. A direct, quant. comparison has been performed between [C_nmpyrr]⁺ and the previously better-characterized 1-alkyl-3-methylimidazolium ([C_nmim]⁺) ILs with the same chain lengths, n, and common anion, bis(trifluoromethylsulfonyl)imide ([Tf₂N]^–). Both RAS-LIF experiments, using O(³P) as the projectile and monitoring OH yield, and MD simulations indicate that the coverage of the surface by alkyl chains is almost independent of the identity of the cation headgroup. Moreover, the potentially abstractable H atoms of the saturated pyrrolidinium ring do not contribute appreciably to the exptl. OH yield. In both these senses, therefore, the headgroup is “hidden” from the probe particles approaching from vacuum. More predictably, the alkyl coverage depends strongly and nonstoichiometrically on the length of the alkyl chain, n, for either cation. These results imply the presence of an alkyl-rich layer on the surface formed by preferential orientation of the cations to expose their chains to the vacuum phase. We suggest that the lack of dependence of the packing d. of this layer on cation type results from compensating effects of charge d. and steric blocking. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Synthetic Route of C18H31F6N3O4S2).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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 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.Synthetic Route of C18H31F6N3O4S2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Separation of nitroimidazoles by reversed-phase high-pressure liquid chromatography was written by Sithole, Bishop B.;Guy, Robert D.. And the article was included in Talanta in 1986.Quality Control of 1-Methyl-4-nitroimidazole This article mentions the following:

A mixture of 8 N-substituted and unsubstituted nitroimidazoles was separated by high-pressure liquid chromatog. with 5% EtOH as the eluent. Compounds with the same capacity ratios were selectively detected electrochem. by differential pulse polarog. with a hanging Hg drop electrode (HMDE). The HMDE detector had higher detection limits than the photometric detector set at 315 nm. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Quality Control of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 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. Quality Control of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Phase Equilibria and Diffusivities of HFC-32 and HFC-125 in Ionic Liquids for the Separation of R-410A was written by Baca, Kalin R.;Olsen, Greta M.;Matamoros Valenciano, Lucia;Bennett, Madelyn G.;Haggard, Dorothy M.;Befort, Bridgette J.;Garciadiego, Alejandro;Dowling, Alexander W.;Maginn, Edward J.;Shiflett, Mark B.. And the article was included in ACS Sustainable Chemistry & Engineering in 2022.Quality Control of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

Current legislation calling for the phase out of hydrofluorocarbon (HFC) refrigerants is driving a global market shift that has prompted industry and research institutions to investigate new refrigerant mixtures and sustainable separation techniques for recycling refrigerants. The recent American Innovation and Manufacturing (AIM) Act of 2020 requires an 85% phase down of HFC production over the next 15 years. To achieve this goal, azeotropic refrigerant mixtures, such as R-410A composed of 50 wt % HFC-32 (difluoromethane, CH₂F₂) and 50 wt % HFC-125 (pentafluoroethane, CHF₂CF₃), will have to be separated to recycle the lower global warming HFC-32 component. The present work investigates the solubility of HFC-32 and HFC-125 in six ionic liquids (ILs) with halogen anions for the purpose of developing the thermophys. property data required for designing extractive distillation recycling processes and understanding the choice of cation and anion type. A gravimetric microbalance was used to collect isothermal vapor-liquid equilibrium data for each of the ILs at 298.15 K and pressures from 0.05 to 1.0 MPa. The Peng-Robinson equation of state was used to model the solubility of the HFCs in the ILs. The solubility of HFC-32 in the ILs showed small differences, while the solubility of HFC-125 had significant variations with respect to the anion type and the cation alkyl chain length. Fick’s law was applied to calculate diffusion coefficients for each HFC/IL system. HFC-32 has a greater diffusivity than HFC-125 based on the smaller mol. size. The 1-n-hexyl-3-methylimidazolium chloride and the trihexyl(tetradecyl)phosphonium chloride ILs have the highest HFC-125/HFC-32 selectivity at 298.15 K. Based on both the mass uptake and selectivity ratio, these two ILs are potential entrainers for the separation of R-410A using extractive distillation In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Quality Control of 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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).Quality Control of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Solid Phase Synthesis of Polyamides Containing Imidazole and Pyrrole Amino Acids was written by Baird, Eldon E.;Dervan, Peter B.. And the article was included in Journal of the American Chemical Society in 1996.Application In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

The solid phase synthesis of sequence specific DNA binding polyamides containing N-methylimidazole (Im) and N-methylpyrrole (Py) amino acids is described. Two monomer building blocks, Boc-Py-OBt ester and Boc-Im acid, are prepared on a 50 g scale without column chromatog. Using com. available Boc-β-alanine-Pam resin, cycling protocols were optimized to afford high stepwise coupling yields (>99%). Deprotection by aminolysis affords up to 100 mg quantities of polyamide. Solid phase methodol. increases both the number and complexity of minor groove binding polyamides which can be synthesized and analyzed with regard to DNA binding affinity and sequence specificity. The solid phase synthesis of a representative eight-residue polyamide is reported. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Application In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) 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 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 In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem