Category: imidazoles-derivatives

Reactions of 2-dichloromethylbenzimidazole with certain primary amines was written by Pascal, Robert A. Jr.;Jungk, Steven;Risinger, G. E.. And the article was included in Journal of Heterocyclic Chemistry in 1978.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

An investigation of the reactions of 2-(2,2-dichloromethyl)benzimidazole (I) with primary amines gave 2-(N–tert-butylformimidoyl)benzimidazole, 2-N-(2-phenylethyl)formimdoylbenzimidazole, and 1-(ethoxycarbonylmethyl)-2-(N–tert-butylformimidoyl)benzimidazole. Under mild alkali conditions, I was rapidly converted into a dimer, 6H,13H-pyrazino[1,2-a:4,5-a‘]bisbenzimidazole-6,13-diol. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Evaluation of the surface properties of poly(ionic liquid) materials by inverse gas chromatography was written by Wang, Qiang. And the article was included in European Polymer Journal in 2020.Recommanded Product: 915358-85-9 This article mentions the following:

Inverse gas chromatog. (IGC) was used as a tool to evaluate the surface parameters of three poly(1-alkyl-3-vinylimidazolium hexafluorophosphate) (P[C_nVIM][PF₆], n = 2, 4, 6) materials that were obtained by a free-radical polymerization IGC characterization was carried out at temperatures ranging between 303.15 and 343.15 K for determining the dispersive free energy (γ_ds) as well as the Lewis acidity and basicity parameters of the three materials. The retention behavior of the probes on the surfaces of the three materials was analyzed by plotting the net retention volumes (Vn) of the probes as a function of temperature The dispersive free energy results revealed that all three materials have high γds values and that the γds value decreases in an almost linear fashion with increasing temperature The acid-base data for the three materials confirmed that the surfaces of all three materials can be considered to be amphoteric with a predominantly basic character and that the basicity decreases with increasing alkyl side chain length on the imidazolium backbone. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9Recommanded Product: 915358-85-9).

1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9) 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: 915358-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reactions of N-aryl-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamines with methanesulfonyl chloride. Synthesis and acylation of 2,3-dihydro-1H-imidazo[1,2-a]benzimidazoles was written by Saczewski, F.;Debowski, T.. And the article was included in Polish Journal of Chemistry in 1998.Safety of 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole This article mentions the following:

Reactions of N-aryl-N-(4,5-dihydro-1H-imidazo-2-yl)hydroxylamines with methanesulfonyl chloride in the presence of triethylamine afforded 2,3-dihydroimidazo[1,2-a]benzimidazoles. The latter compounds, treated with acetic anhydride, methane or phenylsulfonyl chlorides, gave N-acetyl or N-methane or N-phenylsulfonyl derivatives In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7Safety of 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) 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.Safety of 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Semi-Transparent and Stable Solar Cells for Building Integrated Photovoltaics: The Confinement Effects of the Polymer Gel Electrolyte inside Mesoporous Films was written by Zhou, Huawei;Cui, Jiawen;Guo, Junxue;Tao, Siwen;Gao, Xiaorui;Liu, Meiqian;Wang, Miaomiao;Yu, Ning;Wang, Xiaojun;Gong, Haoyu;Li, Yanmin;Wang, Ziang;Liu, Tian;Sun, Xun;Chen, Yan;Yin, Jie;Zhang, Xianxi;Zhang, Chunyang;Shi, Yantao. And the article was included in ACS Omega in 2019.Computed Properties of C8H8N2 This article mentions the following:

The semi-transparent solar cells are promising to be applied in building integrated photovoltaic (BIPV) and tandem solar cells. In this study, semi-transparent and stable solar cells are fabricated for BIPV by utilizing a poly (ethylene oxide) electrolyte and controlling the size of TiO₂ nanoparticles and the thickness of the TiO₂ film. The power conversion efficiency of the semi-transparent (> 50% transmittance at 620-750 nm) and quasi-solid solar cells is 5.78% under standard AM1.5G, 100 mW cm^-2. The higher conductivity and smaller diffusion resistance of the quasi-solid electrolyte inside the mesoporous TiO₂ film indicate the confinement effects of the polymer electrolyte inside a mesoporous TiO₂ film. The unsealed semi-transparent and quasi-solid solar cell retains its initial efficiency during 1000 h irradiation in humid air. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Computed Properties of C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) 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.Computed Properties of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and properties of imidazolium-derived biocidals was written by Li, Bingzhen;Li, Yihe;Zhang, Zhe;Xiao, Hua;Jiang, Zhenhua;Li, Gong Yi;Ahn, Kwang-Duk. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2013.Category: imidazoles-derivatives This article mentions the following:

Synthesis and antibacterial activity evaluation of 1-alkyl-3-(4-vinylbenzyl)imidazolium chlorides (alkyl = Me, n-Bu, n-C₆H₁₃, n-C₈H₁₇, n-C₁₂H₂₅) with hydrophobic alkyl substituents are reported. In antibacterial activity study of these imidazolium salts by minimal inhibitory concentrations (MICs) on E. coli., the dodecyl-substituted product showed promising antibacterial activity with MICs at 2.4 μg/mL. It was found that the MIC value of the synthesized imidazole derivatives increased as the number of alkyl substituent carbons increased up to 12 carbons. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Category: imidazoles-derivatives).

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 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.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ribosides and Ribotide of a Fairy Chemical, Imidazole-4-carboxamide, as Its Metabolites in Rice was written by Choi, Jae-Hoon;Matsuzaki, Nobuo;Wu, Jing;Kotajima, Mihaya;Hirai, Hirofumi;Kondo, Mitsuru;Asakawa, Tomohiro;Inai, Makoto;Ouchi, Hitoshi;Kan, Toshiyuki;Kawagishi, Hirokazu. And the article was included in Organic Letters in 2019.Application In Synthesis of 1H-Imidazole-4-carboxamide This article mentions the following:

The metabolism of imidazole-4-carboxamide (ICA) in plants has been unknown. Two metabolites (1 and 2) were isolated from ICA-treated rice, and their structures were determined by spectroscopic anal. including the single-crystal X-ray diffraction technique and synthesis. The ribotide of ICA (3), whose existence was predicted, was also synthesized and detected from the treated rice by LC-MS/MS. These results indicated that rice might interconvert ICA, 1, and 3 to regulate the biol. activity. 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. 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 In Synthesis of 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Interfacial activity and micellar morphology of an imidazolium ring containing zwitterionic surfactants was written by Ali, Hazrat;Khan, Azim;Ahmad, Tauqeer;Dervisi, Athanasia;Fallis, Ian;Shoetan, Ibrahim O.;Khan, Abbas;Hussain, Arshad;Griffiths, Peter. And the article was included in Journal of Surfactants and Detergents in 2022.Name: 1-Octyl-1H-imidazole This article mentions the following:

Zwitterionic surfactants based on 3-(1-alkyl-3-imidazolio) propane-sulfonate ([ImS3-R] where R is octyl or dodecyl) is an emerging and important class of amphiphile due to their relevance as nano reactors for the synthesis of metallic nanoparticles and accelerated acid hydrolysis. The physicochem. properties of such synthesized imidazolium ring-containing zwitterionic surfactants have been characterized by surface tension and small-angle neutron scattering (SANS) techniques. Surface tension measurements were used to calculate several thermodn. parameters over a range of concentrations and temperatures (298-313 K). The results obtained showed a weak signature representing the critical micelle concentration (CMC) for ImS3-8, however, by increasing the alkyl length of the hydrophobic group to dodecyl, i.e., ImS3-8 to ImS3-12, the signature of the CMC was much more evident. As expected, the CMC for ImS3-12 shifted to a lower concentration An increase in temperature increased the surface activity and decreased the CMC of both zwitterionic surfactants, although the changes were small. Compared to classical surfactants, i.e., sodium dodecyl sulfate and dodecyl trimethylammonium bromide, the CMC of ImS3-12 is much lower. Modeling of SANS data demonstrated that the morphol. of the micelles formed by these amphiphiles may be described by the “classical” model, a central hydrophobic core, with a shell of hydrated headgroups. Due to their widespread applications in colloidal and interfacial science, the present study adds new insight to the fundamental understanding of these interesting imidazolium-based surface-active ionic liquids (ImS3-R). In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Name: 1-Octyl-1H-imidazole).

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 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-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Additions of Aldehyde-Derived Radicals and Nucleophilic N-Alkylindoles to Styrenes by Photoredox Catalysis was written by Lux, Marcel;Klussmann, Martin. And the article was included in Organic Letters in 2020.Recommanded Product: 1-Methylbenzimidazole This article mentions the following:

The consecutive addition of acyl radicals and N-alkylindole nucleophiles to styrenes was established, as well as some addnl. radical-nucleophile combinations. Both aryl and aliphatic aldehydes give reasonable yields. The reaction proceeds best for α-substituted styrenes, effectively creating a quaternary all-carbon center. Some iridium-based photoredox systems are catalytically active; furthermore, a base is needed in this transformation. Radicals are formed by reductive perester cleavage and hydrogen atom transfer. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Recommanded Product: 1-Methylbenzimidazole).

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 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: 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Investigation of glucose/asparagine model system nonaqueous phase maillard reaction by thermogravimetry-solid phase microextraction/gas chromatography-mass spectrometry was written by Yang, Ji;Yang, Liu;Lu, Lan;Wu, Yiqin;Cao, Qiue. And the article was included in Fenxi Ceshi Xuebao in 2011.Electric Literature of C4H5N3O This article mentions the following:

A new combination system of thermogravimetry-solid phase microextraction/gas chromatog.-mass spectrometry (TG-SPME/GC-MS) was applied for anal. of the thermal properties of the glucose/asparagine model system nonaqueous phase Maillard reaction. 46 Main pyrolysis evolved products were identified and the dynamic changes of relative content of these products were monitored. The heating rate and air flow were set at 10°C/min and 400 mL/min, resp. The evolved components were extracted with solid phase microextraction in the temperature range of 50-400°C. A continuous sampling method was adopted at different temperature section according to the results of TG/DTA. There were 5 temperature zones in whole reaction process. Addnl., the extract was separated and analyzed by GC-MS. The results showed that the whole thermo decomposition procedure of glucose/ asparagine could be divided into four stages. A lot of volatile flavor compounds were produced in these stages. The reaction was an endothermic process. The thermolysis activation energy of glucose and asparagine, resp., was higher than that of their mixed counter parts. There were 43 chromatog. peaks to be detected. Category and quantity of Maillard reaction product changed the following rise of temperature In the low-temperature section, long-chain alkane, ketone and furfural were found. In the high-temperature section, pyridine, pyrrole, imidazole and other heterocyclic compounds which contained N atom were detected. Adding vitamin C and ferulic acid is an effective method to reduce acrylamide in glucose/asparagine model system nonaqueous phase Maillard reaction, and vitamin C on inhibition of acrylamide formation is more efficient than ferulic acid. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Electric Literature of C4H5N3O).

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. 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 C4H5N3O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Construction of chiral chroman skeletons via catalytic asymmetric [4+2] cyclization of ortho-hydroxyphenyl-substituted para-quinone methides catalyzed by a chiral-at-metal rhodium complex was written by Yang, Jian;Ming, Siliang;Yao, Gang;Yu, Haifeng;Du, Yu;Gong, Jun. And the article was included in Organic Chemistry Frontiers in 2022.Formula: C6H8N2O This article mentions the following:

An efficient asym. [4+2] cyclization of α,β-unsaturated 2-acyl imidazoles I (R¹ = Me, iso-Pr, phenyl; R² = Ph, 2-naphthyl, 1-methyl-1H-indol-3-yl, etc.) with ortho-hydroxyphenyl-substituted para-quinone methide derivatives II (R³ = H, 3-fluoro, 4-Me, 5-methoxy, etc.) catalyzed by a chiral-at-metal rhodium complex III has been developed. Enantioenriched chroman derivatives bearing three contiguous tertiary stereocenters IV (R⁴ = H, 6-methoxy, 7-Me, 8-fluoro, etc.) were obtained in generally high yields (up to 97%) and good stereoselectivities (up to >20:1 dr, >99% ee). This reaction represents the first catalytic asym. [4+2] cyclization of ortho-hydroxyphenyl-substituted p-QMs using chiral Lewis acids as catalysts, which will enrich the field of the catalytic asym. reactions of p-QM derivatives More importantly, it also provides a useful method for constructing chiral chroman skeletons. 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. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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).Formula: C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem