Category: imidazoles-derivatives

Mononuclear silver(I)-N-heterocyclic carbene complexes with benzimidazole-2-ylidene ligands: synthesis, crystal structure analyses and comparative antibacterial studies was written by Mohamed Haziz, Umie Fatihah;Haque, Rosenani A.;Al-Ashraf Abdullah, Amirul;Razali, Mohd R.. And the article was included in Journal of Coordination Chemistry in 2020.SDS of cas: 1632-83-3 This article mentions the following:

The synthesis, characterization and antibacterial studies of N-heterocyclic carbene (NHC) precursors and their resp. Ag(I)-NHC complexes are reported. Five nonsym. benzimidazolium bromide salts were synthesized through the addition of N-alkylbenzimidazole and various alkylbromides. These n-butyl-n’-alkylbenzimidazolium bromide salts (alkyl = Me, Et, pentyl, hexyl, heptyl) , and – were further used as precursors to synthesize Ag(I)-NHC complexes, , and -, resp., via in situ deprotonation. Was synthesized from its reported precursor salt, 1-benzyl-3-butylbenzimidazolium bromide () through the same procedure. Complex is present as monomeric cation as [NHC-Ag-NHC]PF₆, as illustrated by single crystal x-ray crystallog. analyses. In order for a full series of antibacterial studies, 1-butyl-3-propylbenzimidazolium bromide, , and resp. complex, , were synthesized according to the reported procedure. All benzimidazolium salts (-) and Ag(I)-NHC complexes (-) were evaluated for antibacterial activities. All benzimidazolium salts show no antibacterial activities while all Ag(I)-NHC complexes show lower activities against Escherichia coli (ATCC 25922) and Staphylococcus aureus (ATCC 12600) compared to the standard antibiotic drug Amoxicillin. Nevertheless, these mononuclear Ag(I)-NHC complexes show lower antibacterial activities compared to the reported dinuclear Ag(I)-NHC complexes with the same substituents in the ligands. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3SDS of cas: 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.SDS of cas: 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Complexes of metals with some nitrogen-containing ligands. XX. Complexes of chlorides of Groups III and IV elements with C-carbonyl derivatives of the azole series was written by Garnovskii, A. D.;Kolodyazhnyi, Yu. V.;Alieva, S. A.;Yunusov, K. M.;Popov, I. I.;Osipov, O. A.;Minkin, V. I.;Simonov, A. M.;Grandberg, I. I.. And the article was included in Zhurnal Obshchei Khimii in 1971.Recommanded Product: 3012-80-4 This article mentions the following:

Following ligands dipole moments (calculated from dielec. data in C6H6 at 25°) are tabulated: 2-acetylbenzimidazole, 1.93D (complex with 1 mole TiCl4, m. 67-8°; with 1 mole InCl3 m. 234-5°); 1-methyl-2-acetylbenzimidazole, 2.07D (complex in 2:1 proportion with TiCl4, m. 65-7°; similar complex with InCl3, m. 182°); 1-isopropyl-2-acetylbenzimidazole 2.44D (2:1 complex with SnCl4, m. 144-5°); 2-benzoylbenzimidazole 1.45D (2:1 complex with TiCl4, m. 113-14°; equimolar complex with InCl3, m. 125-6°); 1-methyl-2-formylbenzimidazole 3.37D (equimolar complex with AlCl3, m. 242°; 2:1 complex with InCl3, m. 101-2°; 2:1 complex with SnCl4, m. 148-50°; equimolar complex with AlCl3, m. 59-60°); 2-formylbenzimidazole, 2.84D (equimolar complex with TiCl4, m. 73-4°); 1-phenyl-4-acetylpyrazole, 2.61D (2:1 complex with SnCl4, m. 114-15°); 3,5-dimethyl-4-acetylpyrazole, 2.26D (2:1 complex with SnCl4, m. 68-70°); 1,3,5-trimethyl-4-acetylpyrazole, 2.79D (2:1 complex with SnCl4, m. 49-50°); 1,3,5-trimethyl-4-benzoylpyrazole, 2.80D (2:1 complex with SnCl4, m. 76-7°). The electron d. maps of these were developed from MO calculations of s-cis and s-trans forms of 2-benzothiazoleand 2-N-methylimidazolecarboxaldehydes. In the metal salt complexes listed above the s-trans configuration of the 2-carbonyl derivatives of the benzazole ring series was maintained. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Recommanded Product: 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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.Recommanded Product: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Aqueous Bronsted-Lowry Chemistry of Ionic Liquid Ions was written by Driver, Gordon W.. And the article was included in ChemPhysChem in 2015.Reference of 35487-17-3 This article mentions the following:

Ionic liquids have become commonplace materials found in research laboratories the world over, and are increasingly utilized in studies featuring water as co-solvent. It is reported herein that proton activities, a_H⁺, originating from auto-protolysis of H₂O mols., are significantly altered in mixtures with common ionic liquids comprised of Cl^–, [HSO₄]^–, [CH₃SO₄]^–, [CH₃COO]^–, [BF₄]^–, relative to pure water. Pa_H⁺ values, recorded in partially aqueous media as -log(a_H⁺), are observed over a wide range (âˆ?-13) as a result of hydrolysis (or acid dissociation) of liquid salt ions to their associated parent mols. (or conjugate bases). Bronsted-Lowry acid-base character of ionic liquid ions observed is rooted in equilibrium known to govern the highly developed aqueous chem. of classical organic and inorganic salts, as their well-known aqueous pKs dictate. Classical salt behavior observed for both protic and aprotic ions in the presence of water suggests appropriate attention need be given to relevant chem. systems in order to exploit, or avoid, the nature of the medium formed. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Reference of 35487-17-3).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Reference of 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Catalytic synthesis of benzimidazole and its derivatives was written by Kozlov, N. S.;Tovshtein, M. N.. And the article was included in Vestsi Akademii Navuk BSSR, Seryya Khimichnykh Navuk in 1967.Formula: C15H22N2 This article mentions the following:

A new synthesis of the title compounds (I) was described. A mixture of o-O2NC6H4NH2 and the appropriate alc. in the molar ratio 1:3 or 1:6 was passed at a volume speed 0.3 hr.-1 over a catalyst (40 ml.) of V and Cu on Al2O3 heated to 320° and the product filtered off or in the case of excess alc. the solvent was evaporated and the residue fractionated in vacuo to give I (R, m.p. given): H, 170°; Me, 175°; Et, 179°; Pr, 158°; Bu, 148°; amyl, 159°; hexyl, 134°; heptyl, 141°; octyl, 137°; nonyl, 124°; Ph, 290°. Aldehydes formed as by-products could be isolated by distillation or as oximes. In the experiment, the researchers used many compounds, for example, 2-Octylbenzimidazole (cas: 13060-24-7Formula: C15H22N2).

2-Octylbenzimidazole (cas: 13060-24-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Formula: C15H22N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Determination of quinclorac by adsorptive stripping voltammetry in rice samples without sample pretreatment was written by Liberato, Priscila A.;Okumura, Leonardo L.;Silva, Astrea F. S.;Gurgel, Alexandre;Aleixo, Herbert;Silva, Junio G.;de Oliveira, Andre Fernando. And the article was included in Journal of Environmental Science and Health, Part B: Pesticides, Food Contaminants, and Agricultural Wastes in 2021.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

A novel voltammetric method with practically no sample pretreatment was developed for determination of Quinclorac (QNC) in rice samples by using a working Carbon Paste Electrode (CPE) modified with ionic liquid, with deposition potential (ED) of -1.43 V for 30 s in NaOH 0.01 mol L-1. The systematic influence of cations and anions of imidazole ionic liquids on the composition of CPE has evaluated. The best electrode composition was 65% (weight/weight) of graphite powder, 30% (weight/weight) of mineral oil and 5.0% (weight/weight) of C4min+BF4- ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate). The matrixes analyzed were deionized water and extracts of upland rice: white, brown, peel and seed. The limits of quantification ranged between 0.954 mg kg-1 and 3.61 mg kg-1. The recovery percentages of QNC in rice samples ranged between 90% and 121%. The simplicity and good anal. frequency enable the proposed method to be used to obtain preliminary information on the presence of QNC, prior to the implementation of more detailed, costly and elaborate quant. analyses. The technique can be applied in the study and evaluation of sorption mechanisms, metabolization of the herbicide in plants and its persistence and degradation in the environment. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Enantioselective Conjugate Addition of 2-Acetyl Azaarenes to β,β-Disubstituted Nitroalkene for the Construction of All-Carbon Quaternary Stereocenters was written by Ma, Hongli;Xie, Lei;Zhang, Zhenhua;Wu, Lin-gang;Fu, Bin;Qin, Zhaohai. And the article was included in Journal of Organic Chemistry in 2017.Safety of 1-(1-Methyl-1H-imidazol-2-yl)ethanone This article mentions the following:

The first highly enantioselective conjugate addition of 2-acetyl azaarenes to α-substituted-β-nitroacrylates was successfully realized under mild conditions by a Ni(II)-bisoxazoline complex, providing the desired adducts bearing an all-carbon quaternary stereocenter in high yield with excellent enantioselectivity. The products obtained in this system could be readily converted into optically active β^2,2-amino esters, succinates, lactones, and lactams. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Safety of 1-(1-Methyl-1H-imidazol-2-yl)ethanone).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Safety of 1-(1-Methyl-1H-imidazol-2-yl)ethanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On the Mesophase Formation of 1,3-Dialkylimidazolium Ionic Liquids was written by Yang, Mei;Mallick, Bert;Mudring, Anja-Verena. And the article was included in Crystal Growth & Design in 2013.Reference of 21252-69-7 This article mentions the following:

A series of seven different 1,3-dialkylimidazolium-based ion-pair salts with the same mol. weight and size but different symmetries was synthesized. For all salts, bromide was chosen as the counterion, giving the series ([CnIMCm][Br]), where IM = imidazolium and Cn and Cm are varying N-alkyl substituents with n + m = 13. Thus, the effect of symmetry on the physicochem. properties, such as thermal transitions, densities and viscosities and particularly mesophase formation, is investigated herein. All salts are fully characterized by NMR spectroscopy and mass spectrometry, and their physicochem. properties such as thermal transitions, densities, and viscosities are reported. Single crystal X-ray structure anal. is reported for 1-tridecylimidazolium bromide ([C0IMC13][Br]) and 1-ethyl-3-undecylimidazolium bromide ([C2IMC11][Br]). Salts 1-tridecylimidazolium bromide ([C0IMC13][Br]) and 1-dodecyl-3-methylimidazolium bromide ([C1IMC12][Br]) exhibit thermotropic liquid crystal behavior, confirmed by differential scanning calorimetry, polarized optical microscopy, and small-angle X-ray diffraction to be the SmA mesophase. A structure with interdigitation of alkyl chains is observed for all of [C0IMC13][Br], [C1IMC12][Br], and [C2IMC11][Br], despite the absence of thermotropic liquid crystalline behavior for the latter (and all other isomers with an alkyl chain length less than 12 carbon atoms). This allows us to draw the conclusion that for the liquid crystal phase of an ionic liquid to exist, not only are the calamitic shape and integral length of a mol. important but a minimal alkyl chain length of n = 12 is also required. Therefore, a dodecyl group could be considered as the functional group responsible for liquid crystalline behavior. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Reference of 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

S-Adenosylhomocysteine Analogue of a Fairy Chemical, Imidazole-4-carboxamide, as its Metabolite in Rice and Yeast and Synthetic Investigations of Related Compounds was written by Ouchi, Hitoshi;Namiki, Takuya;Iwamoto, Kenji;Matsuzaki, Nobuo;Inai, Makoto;Kotajima, Mihaya;Wu, Jing;Choi, Jae-Hoon;Kimura, Yoko;Hirai, Hirofumi;Xie, Xiaonan;Kawagishi, Hirokazu;Kan, Toshiyuki. And the article was included in Journal of Natural Products in 2021.Application In Synthesis of 1H-Imidazole-4-carboxamide This article mentions the following:

During the course of our investigations of fairy chems. (FCs), we found S-ICAr-H I, as a metabolite of imidazole-4-carboxamide (ICA) in rice and yeast (Saccharomyces cerevisiae). In order to determine its absolute configuration, an efficient synthetic method of I was developed. This synthetic strategy was applicable to the preparation of analogs of I. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Application In Synthesis of 1H-Imidazole-4-carboxamide).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New Schiff bases derived from benzimidazole as efficient mercury-complexing agents in aqueous medium was written by Boulebd, Houssem;Lahneche, Yousra Doria;Khodja, Imene Amine;Benslimane, Meriem;Belfaitah, Ali. And the article was included in Journal of Molecular Structure in 2019.Product Details of 3012-80-4 This article mentions the following:

In this paper, we describe a very fast and efficient synthesis of series of new Schiff bases L1-L5 derived from benzimidazole. It was found that, these compounds react efficiently with mercury ions to afford the corresponding complexes COP1-COP5 in nearly quant. yield. This reaction takes place in water and in most of the usual solvents. The study of the complexation reaction of L1 with other metal ions has been carried out and shown that L1 can efficiently coordinate with Cu²⁺ and Co²⁺. In addition, the reactivity of the benzimidazole Schiff bases has been compared with some reported pyridine analogs and checked with DFT calculations It has been found that both exptl. results and theor. calculations confirm that the benzimidazole Schiff bases are clearly more reactive than their pyridine analogs. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Product Details of 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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.Product Details of 3012-80-4

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