Author: Jessica.F

Controlled fragrance delivery in functionalized ionic liquid-enzyme systems was written by Blesic, Marijana;Nimal Gunaratne, H. Q.;Nockemann, Peter;McCarron, Philip;Seddon, Kenneth R.. And the article was included in RSC Advances in 2013.Application of 21252-69-7 This article mentions the following:

It is often believed that both ionic liquids and surfactants generally behave as non-specific denaturants of proteins. In this study, it is shown that amphiphilic ionic liquids bearing a long alkyl chain and a target mol., where the target mol. is appended via a carboxylic ester functionality, can represent super-substrates that enable the catalytic activity of an enzyme, even at high concentrations in solution Menthol was chosen as the target mol. for slow and controlled fragrance delivery, and it was found that the rate of the menthol release can be controlled by the chem. structure of the ionic liquid At a more fundamental level, this study offers an insight into the complex hydrophobic, electrostatic, and hydrogen bond interactions between the enzyme and substrate. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Application of 21252-69-7).

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. 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 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Influence of 6- or 8-substitution on the antiviral activity of 3-arylalkylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (CMV) and varicella-zoster virus (VZV): Part II was written by Veron, Jean-Baptiste;Allouchi, Hassan;Enguehard-Gueiffier, Cecile;Snoeck, Robert;Andrei, Graciela;De Clercq, Erik;Gueiffier, Alain. And the article was included in Bioorganic & Medicinal Chemistry in 2008.SDS of cas: 217435-65-9 This article mentions the following:

The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and diversely substituted on the 6 or 8 position, and their antiviral activities are reported. From the synthesized compounds, the imidazo[1,2-a]pyridines bearing a 5 membered heterocycle (thiophene, furane or pyrrole) in the 6 position or a phenylthio group in the 6 or 8 position (14, 16, 21, 28, 45) were the most potent against human cytomegalovirus (CMV) and varicella-zoster virus (VZV), whereas several other congeners (i.e., 22, 29 and 39), while less potent, were more selective in their inhibitory activity against VZV and CMV. These compounds showed similar activity against thymidine kinase competent (TK⁺) and deficient (TK^–) VZV strains, demonstrating a mechanism of action independent of the viral thymidine kinase. In the experiment, the researchers used many compounds, for example, 6-Bromo-8-methylimidazo[1,2-a]pyridine (cas: 217435-65-9SDS of cas: 217435-65-9).

6-Bromo-8-methylimidazo[1,2-a]pyridine (cas: 217435-65-9) 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: 217435-65-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reductive acylation of 4-nitroazoles. Synthesis of N-(4-azolyl)acetamides, N-(4-azolyl)succinimides and N-(4-azolyl)phthalimides was written by Suwinski, Jerzy;Wagner, Pawel. And the article was included in Polish Journal of Applied Chemistry in 2000.Category: imidazoles-derivatives This article mentions the following:

N-Azolylamides have been obtained by the reductive acylation of nitroazoles with acetic, succinic or phthalic anhydrides. N-Azolylsuccinamic and N-azolylphthalamic acids, formed from nitroazoles and the cyclic anhydrides, have been cyclocondensed by treatment with acetic anhydride-sodium acetate mixture to give N-azolylimides. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Category: imidazoles-derivatives).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iodine-promoted direct thiolation (selenylation) of imidazole with disulfides (diselenide): A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazole was written by Yi, Rongnan;Liu, Sen;Gao, Hongxia;Liang, Zhiwu;Xu, Xinhua;Li, Ningbo. And the article was included in Tetrahedron in 2020.Electric Literature of C8H8N2 This article mentions the following:

A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazoles I (R¹ = Me, Bu, propan-2-yl, tert-butyl; R² = 4-methylphenyl, benzyl, naphthalen-1-yl, etc.; R³ = R⁴ = H; R³R⁴ = -CH=CHCH=CH-; X = S, Se) from imidazoles II and disulfides R²SSR²/diselenides R²SeSeR² was developed through the direct thiolation (selenylation) of imidazoles II promoted by 0.5 equivalent of iodine. This process is scalable and tolerates a wide spectrum of disulfides (diselenides) to deliver products I in high yields. Compared with previous methods, this protocol has the advantages of a simple operation, wide functional group tolerance and good yields, providing an efficient route to 2-arylthio(seleno)imidazoles I, which are key structural scaffolds of many natural products. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Electric Literature of 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Electric Literature of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

An efficient method for the preparation of 4(5)-cyanoimidazoles was written by Leone-Bay, Andrea;Glaser, Laurel. And the article was included in Synthetic Communications in 1987.SDS of cas: 26832-08-6 This article mentions the following:

Imidazolecarboxylates I (R¹ = H, alkyl, Ph; R² = H, Br; R³ = H, Me) were amidated to carboxamides II, which were heated with PhP(O)Cl₂ to give III. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6SDS of cas: 26832-08-6).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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 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.SDS of cas: 26832-08-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Structural and Photoluminescence Studies of a Europium(III) Tetrakis(β-diketonate) Complex with Tetrabutylammonium, Imidazolium, Pyridinium and Silica-Supported Imidazolium Counterions was written by Bruno, Sofia M.;Ferreira, Rute A. S.;Almeida Paz, Filipe A.;Carlos, Luis D.;Pillinger, Martyn;Ribeiro-Claro, Paulo;Goncalves, Isabel S.. And the article was included in Inorganic Chemistry in 2009.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

Tetrakis(naphthoyltrifluoroacetonato)lanthanate(III) complexes (Ln = Eu, Gd) containing the cations Bu₄N, [NBu₄]⁺; 1-butyl-3-methylimidazolium, [C₄mim]⁺; and 1-butyl-3-methylpyridinium, [C₄mpyr]⁺, were prepared and structurally characterized by single-crystal x-ray diffraction. The {EuO₈} coordination sphere in [NBu₄][Eu(NTA)₄] is best described as a distorted dodecahedron, where the metal ion is located at the 4-fold inversion axis with only one crystallog. independent NTA residue. In [C₄mim][Eu(NTA)₄] and [C₄mpyr][Gd(NTA)₄], the central Ln³⁺ ions are coordinated by eight O atoms from four distinct β-diketonate ligands, in an overall distorted square-antiprismatic geometry. Besides electrostatic interactions, the crystal packing in all three structures is stabilized by offset π-π interactions involving the naphthyl rings of neighboring complexes (and, for [C₄mim][Eu(NTA)₄] and [C₄mpyr][Gd(NTA)₄], neighboring naphthyl/imidazolium and naphthyl/pyridinium rings) and C-H···π contacts. The photoluminescence properties of the three Eu^III complexes were studied at room temperature and -259° by measuring emission and excitation spectra, ⁵D emission decay curves, and absolute emission quantum yields. Under ligand excitation (λ_ex = 290-395 nm), the quantum yields (room temperature) were in the range 0.72-0.77 for the 1-butyl-3-methylimidazolium salt. An immobilized analog of this complex was prepared by supporting [Eu(NTA)₄]^– on an ordered mesoporous SiO₂ derivatized with 1-propyl-3-methylimidazolium groups. The disappearance of the intra-4f⁶ lines in the excitation spectrum of the supported material indicated an increase in the ligand’s sensitization process of the Eu³⁺ ions, relative to direct intra-4f⁶ excitation. The emission quantum yield measured for the supported material (0.32-0.40, for excitations between 265 and 360 nm) is the highest so far reported for lanthanide-containing ordered mesoporous silicas. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Application In Synthesis 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.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cutaneous irritation in the topical application of 30 antineoplastic agents to New Zealand white rabbits was written by Murphy, James C.;Watson, E. S.;Wirth, P. W.;Skierkowski, Paul;Folk, R. M.;Peck, Gary. And the article was included in Toxicology in 1979.Name: 1H-Imidazole-4-carboxamide This article mentions the following:

Of 30 antineoplastic agents studied for their primary irritation potential in rabbits, 9 showed some potential for irritation. Five of these 9 agents produced a significant dermal irritation. None of the irritation observed was considered to be irreversible skin damage. The study further showed a strong correlation between irritation observed by the Draize method and acute inflammation evaluated histopathol. There was a tendency toward increased epidermal thickness of irritated skin sites. None of the agents produced gross or microscopically visible lesions in the internal organs observed In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Name: 1H-Imidazole-4-carboxamide).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Name: 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis, characterization and anticancer activity of palladium allyl complexes bearing benzimidazole-based N-heterocyclic carbene (NHC) ligands was written by Scattolin, Thomas;Piccin, Andrea;Mauceri, Matteo;Rizzolio, Flavio;Demitri, Nicola;Canzonieri, Vincenzo;Visentin, Fabiano. And the article was included in Polyhedron in 2021.Name: 1-Methylbenzimidazole This article mentions the following:

The synthesis of twelve new palladium allyl complexes bearing benzimidazole-based NHC (5, NHC = N-heterocyclic carbene) ligands, [(R-MeBzIm)Pd(η³-CH₂CH:CH₂)(L)][ClO₄] (MeBzIm = 1-methylbenzimidazole, R = 3-Me, 3-Ph, 3-ⁱPr, 3-CH₂Py; L = PPh₃, PTA) and [(R¹-BzImCH₂BzIm-R¹)Pd(η³-CH₂CH:CH₂)][ClO₄] [BzImCH₂BzIm = 1,1′-methylenebis(benzimidazole), R¹ = 3-Me, 3-(1-adamantyl)], is reported. All the complexes were characterized by NMR and elemental anal. and, in the case of complex 5c (R = 3-Ph), it was possible to confirm the connectivity by single crystal X-ray diffraction. The cationic palladium allyl complexes were tested toward 5 different cancer lines, with IC₅₀ values generally lower than cisplatin and similar antiproliferative activity in the two ovarian cancer cell lines (A2780 and A2780cis), suggesting a different mechanism of action from classical platinum-based anticancer drugs. Compounds equipped with a pyridine arm or with the NHC/PTA combination (PTA = 1,3,5-triaza-7-phosphaadamantane) showed a lower cytotoxicity on normal cells with respect to cancer ones. By comparing the IC₅₀ values of mixed NHC/PTA complexes reported in this work and their trifluoromethyl congeners recently published by our group, it appears evident that they have very similar antiproliferative activity against cancer cells but the absence of the CF₃ group significantly decreases the selectivity toward them. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Name: 1-Methylbenzimidazole).

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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Name: 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2,4-Diamino-8-quinazoline carboxamides as novel, potent inhibitors of the NAD hydrolyzing enzyme CD38: Exploration of the 2-position structure-activity relationships was written by Deaton, David N.;Haffner, Curt D.;Henke, Brad R.;Jeune, Michael R.;Shearer, Barry G.;Stewart, Eugene L.;Stuart, J. Darren;Ulrich, John C.. And the article was included in Bioorganic & Medicinal Chemistry in 2018.SDS of cas: 22600-77-7 This article mentions the following:

Starting from 4-amino-8-quinoline carboxamide lead 1a and scaffold hopping to the chem. more tractable quinazoline, a systematic exploration of the 2-substituents of the quinazoline ring, utilizing structure activity relationships and conformational constraint, resulted in the identification of 39 novel CD38 inhibitors. Eight of these analogs were 10-100-fold more potent human CD38 inhibitors, including the single digit nanomolar inhibitor 1am (2-(3′-Amino-1’H-spiro[cyclopropane-1,6′-pyrrolo[3,4-c]pyrazol]-5(4H)-yl)-4-((2-fluoro-6-(trifluoromethyl)benzyl)amino)quinazoline-8-carboxamide). Several of these mols. also exhibited improved therapeutic indexes relative to hERG activity. A representative analog 1r ((R)-4-((2-fluoro-6-(trifluoromethyl)benzyl)amino)-2-(6-methylpyrrolo[3,4-c]pyrazol-5(1H,4H,6H)-yl)quinazoline-8-carboxamide) exhibited suitable pharmacokinetic parameters for in vivo animal studies, including moderate clearance and good oral bioavailability. These inhibitor compounds will aid in the exploration of the enzymic functions of CD38, as well as furthering the study of the therapeutic implications of NAD enhancement in metabolic disease models. In the experiment, the researchers used many compounds, for example, (1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7SDS of cas: 22600-77-7).

(1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7) 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 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: 22600-77-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Corrosion activity and solubility in polar oils of three bis(trifluoromethylsulfonyl) imide/bis(trifluoromethylsulfonyl) amide ([NTF₂]) anion-based ionic liquids was written by Fernandez-Gonzalez, A.;Mallada, M. T.;Viesca, J. L.;Gonzalez, R.;Badia, R.;Hernandez-Battez, A.. And the article was included in Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) in 2017.Electric Literature of C18H31F6N3O4S2 This article mentions the following:

The corrosion behavior and solubility of three bis(trifluoromethylsulfonyl)amide¹Although commonly referred to it as “imide” in tribol., IUPAC recommendations suggest the name bis(trifluoromethylsulfonyl)amide [1]. ([NTf₂]) anion-based ionic liquids: 1-dodecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide ([C12MIM][NTf₂]), tributylmethylammonium bis(trifluoromethylsulfonyl)amide ([N₄₄₄₁][NTf₂]), and methyltrioctylammonium bis(trifluoromethylsulfonyl)amide ([N₁₈₈₈][NTf₂]), as a component in a mixture with different base oils were analyzed. Six polar oils suitable for use in lubrication were utilized as base oil. Solubility tests were performed by using turbidimetry, and corrosion was checked at 4 volume/volume% by examining the roughness and chem. composition of the surface after 21 days. The results showed that long carbon chains in the cation improve the solubility greatly in diesters and slightly in polyolesters. Corrosion was not detected at this concentration 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 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Electric Literature of C18H31F6N3O4S2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem