Imidazoles-derivatives

Photoredox Catalysis for Silyl-Mediated C-H Alkylation of Heterocycles with Non-Activated Alkyl Bromides was written by Perkins, James J.;Schubert, Jeffrey W.;Streckfuss, Eric C.;Balsells, Jaume;ElMarrouni, Abdellatif. And the article was included in European Journal of Organic Chemistry in 2020.Name: 1-Methylbenzimidazole This article mentions the following:

The development of a Minisci reaction of electron-deficient heteroarenes with non-activated alkyl bromides under visible-light photoredox catalysis is disclosed. Optimization of the reaction led to identification of mild, general, and practical reaction conditions compatible with sensitive functional groups. The scope of this transformation allowed late-stage functionalization of pharmaceutical products containing electron-deficient heteroarenes in a parallel fashion. 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. 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 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.Name: 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cation Electrochemical Stability in Chloroaluminate Ionic Liquids was written by Lang, Christopher M.;Kim, Ketack;Guerra, Liezel;Kohl, Paul A.. And the article was included in Journal of Physical Chemistry B in 2005.Recommanded Product: 79917-89-8 This article mentions the following:

The electrochem. stability of 10 organic cations, which can be used in ionic liquids (IL), was studied as solutes in MeCN (ACN). The stability of 3 of the salts, BenzylMe₂EtNCl (salt III), 1-butyl-2-methylpyrrolidinium chloride (salt VI), and its structural isomer, BuMe₂PrNCl (salt VII), were also compared in chloroaluminate ILs. The chloroaluminate ILs of salts VI and VII are studied for the 1st time. The NaCl-neutralized ILs of salts VI and VII have m.ps. of 43.2 and 3.7°, resp. The benzyl-substituted cation, salt III, was more easily reduced in ACN or as the neutral chloroaluminate IL than the alkyl-substituted cation, salt VII, due to the better leaving ability of the benzyl group. Mass spectroscopy measurements before and after electrolysis on the benzyl-substituted solutions confirmed that reduction involves the loss of an alkyl group. In ACN, salt VI is the most difficult to reduce (1 mA/cm² at -2.09 V) due to its cyclic structure. However, in the chloroaluminate IL, the pyrrolidinium cation was more easily reduced than salt III or its isomer, salt VII, resulting in an insoluble black deposit. This is consistent with the mass spectrometry data, which do not show formation of low-mol.-weight products, as in the reduction of salts III and VII. The IL of salt VII was the most stable in the presence of Na. Na ions could be reduced and reoxidized with a maximum Coulombic efficiency of 94.1% vs. 87.2% for salt VI. Reduction of the pyrrolidinium cation produces insoluble products, most likely through opening of the cyclic ring, and an inferior medium for Na ion reduction compared to the benzyl- and butyl-substituted cations, even though reduction of the cation occurs at a more neg. potential in MeCN. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Recommanded Product: 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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.Recommanded Product: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Novel 4-phenoxypyridine derivatives bearing imidazole-4-carboxamide and 1,2,4-triazole-3-carboxamide moieties: Design, synthesis and biological evaluation as potent antitumor agents was written by Liu, Ju;Liu, Fang;Li, Zhen;Li, Chunyan;Wu, Shuang;Shen, Jiwei;Wang, Huan;Du, Siyuan;Wei, Hao;Hou, Yunlei;Ding, Shi;Chen, Ye. And the article was included in Bioorganic Chemistry in 2022.Name: 1H-Imidazole-4-carboxamide This article mentions the following:

Two series of novel 4-phenoxypyridine derivatives containing imidazole-4-carboxamide and 4-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-3-carboxamide moieties were synthesized and evaluated for their in vitro inhibitory activities against c-Met kinase and antiproliferative activities against MKN-45, A549 and H460 cancer cell lines. The results indicated that most of the compounds showed moderate to good antitumor activities. The most promising compound I (with c-Met IC₅₀ value of 0.012μM) showed remarkable antiproliferative activities against MKN-45, A549 and H460 cell lines with IC₅₀ values of 0.64μM, 1.92μM and 2.68μM, resp. Their preliminary structure-activity relationships (SARs) studies indicate that imidazole-4-carboxamide was more preferred as linker part, and electron-withdrawing groups (especially halogen groups) on the terminal Ph rings were beneficial for improving the antitumor activities. 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. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Name: 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Inexpensive Radical Methylation and Related Alkylations of Heteroarenes was written by Huang, Qi;Zard, Samir Z.. And the article was included in Organic Letters in 2018.Synthetic Route of C4H5N3O2 This article mentions the following:

A simple method for the introduction of a Me and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-Me pyrrolidone in a microwave oven. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Synthetic Route of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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.Synthetic Route of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Estimation of a eutectic composition of imidazolium chloride ionic liquids using video imaging and impedance methods was written by Ooki, Atsuhi;Azumi, Kazuhisa. And the article was included in Fluid Phase Equilibria in 2022.HPLC of Formula: 79917-89-8 This article mentions the following:

The eutectic temperature Te and composition Xe of binary systems composed of three ionic liquids, 1-ethyl-3-methylimidazolium chloride ([C₂mim]Cl), 1-methyl-3-propylimidazolium chloride ([C₃mim]Cl), and 1-butyl-3-methylimidazolium chloride ([C₄mim]Cl), were estimated using a video imaging method, in which the formation of a liquid phase on solidified ionic liquids at a given composition stored in a vial was detected from time-lapse images taken during temperature scanning. The advantage of this method is that multiple samples (five samples in this study) could be measured simultaneously, whereas its disadvantage is a less accurate determination of the m.p. compared with the conventional differential scanning calorimetry (DSC) method. The Te and Xe of [C₂mim]Cl-[C₃mim]Cl, [C₂mim]Cl-[C₄mim]Cl, and [C₃mim]Cl-[C4mim]Cl binary systems were roughly estimated Furthermore, the Te of the ternary system of the [C2mim]Cl-[C3mim]Cl-[C4mim]Cl with limited compositions was estimated, which was lower than that of the binary systems. The transition of the electrochem. impedance of [C2mim]Cl ionic liquids was also measured using two Pt wire electrodes as a function of temperature The differential inversed resistance curve (dR-1/dT)-T shows an obvious peak corresponding to the phase transition from a low conductive solid phase to a highly conductive liquid phase. This peak was comparable with the peak obtained in the DSC measurement. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8HPLC of Formula: 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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.HPLC of Formula: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Investigations on benzimidazole-absorption spectra and chromiferous properties was written by Mangini, Angelo;Montanari, Fernando;Passerini, Riccardo. And the article was included in Atti accad. nazl. Lincei, Rend. Classe sci. fis., mat. e. nat. in 1952.Category: imidazoles-derivatives This article mentions the following:

The results are tabulated of absorption-spectrum measurements of derivatives of benzimidazole substituted in either the 4 or 5 position by H, CH₃, Cl, Br, OCH₃, NH₂, or NO₂, and 2-phenylbenzimidazole substituted with various possible combinations of the above substituents in the 4 or 5 positions and in the o, m, or p positions in the phenyl group. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-benzoimidazole (cas: 83741-35-9Category: imidazoles-derivatives).

4-Bromo-1H-benzoimidazole (cas: 83741-35-9) 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 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

Fluorescence Enhancement of Imidazolium Ionic Liquid by Its Confinement on PVC for In Situ Selective Quantification of Hemoglobin was written by Shu, Yang;Han, Lu;Wang, Xiaofeng;Chen, Xuwei;Wang, Jianhua. And the article was included in ACS Applied Materials & Interfaces in 2013.Computed Properties of C4H7ClN2 This article mentions the following:

A hydrophilic ionic liquid (methylimidazolium chloride, NmimCl)-polyvinyl chloride ionomer (NmimCl-PVC) was prepared by immobilizing and confining N-methylimidazole onto PVC chains. The NmimCl-PVC ionomer exhibits a 4-fold enhancement on the fluorescence intensity with respect to that of NmimCl, attributing to the confinement of ionic liquid by the PVC chain. The fluorescence is excitation-dependent with a maximum at λ_em430 nm when excited at 325 nm. In addition, the fluorescence intensity of NmimCl-PVC ionomer increases remarkably with the loading ratio of N-methylimidazole in the range of 4.3-15.1%. The fluorescence quantum yield and lifetime were derived to be 0.112/7.1 ns for the NmimCl-PVC ionomer and 0.063/8.8 ns for NmimCl. Furthermore, Hb is selectively adsorbed by NmimCl-PVC and causes significant fluorescence quenching of the ionomer via dynamic quenching and energy transfer between NmimCl-PVC and Hb. A solid surface fluorimetric procedure was developed for surface adsorption and preconcentration of Hb followed by in situ detection. A linear dynamic range of 0.3-26.2 μg mg^-1 is achieved with a detection limit of 0.1 μg mg^-1. Regarding Hb in aqueous solution, the linear range 5-300 μg mL^-1 is achieved along with a detection limit of 2 μg mL^-1. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Computed Properties of C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Computed Properties of C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Potential radiosensitizing agents. 5. 2-Substituted benzimidazole derivatives was written by Gupta, Rajender P.;Larroquette, Cynthia A.;Agrawal, Krishna C.. And the article was included in Journal of Medicinal Chemistry in 1982.Formula: C9H9N3 This article mentions the following:

Benzimidazoles I [R = CH₂CH(OH)CH₂OMe, CH₂CO₂Et; R¹ = CONH₂, Ac, CF₃, CN, SO₂Me, NO₂; R², R³ = H, NO₂] were prepared, e.g., by alkylation of I (R = H) with 1,2-epoxy-3-methoxypropane in the presence of K₂CO₃. Reaction of I (R¹ = NO₂, SO₂Me) with the epoxide also yielded a benzimidazo[2,1-b]oxazole derivative I (R¹ = NO₂) showed the highest radiosensitizing activity against Chinese hamster cells (V-79) in culture. In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7Formula: C9H9N3).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Formula: C9H9N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Diversification of imidazo[1,2-a]pyridines under microwave-assisted palladium-catalyzed Suzuki reaction was written by Lee, Jin-Hee;Park, Seung Yeong;Park, Areum;Yum, Eul Kgun. And the article was included in Journal of the Korean Chemical Society in 2017.Category: imidazoles-derivatives This article mentions the following:

Diversified synthesis of arylated imidazo[1,2-a]pyridines I [R = H, CF₃, C₆H₅, 4-FC₆H₄; R¹ = H, 5-(pyridin-4-yl), 6-(4-H₃COC₆H₄), 7-C₆H₅, etc.; R² = H, C₆H₅, 4-H₃COC₆H₄, 2H-1,3-benzodioxol-5-yl, etc.] via microwave-assisted palladium-catalyzed Suzuki reaction of various bromoimidazo[1,2-a]pyridines II (X = H, 5-Br, 6-Br, 7-Br; Y = H, Br) with substituted arylboronic acids such as pyridin-4-ylboronic acid, (4-ethoxyphenyl)boronic acid, 2H-1,3-benzodioxol-5-ylboronic acid, etc. was described. In the experiment, the researchers used many compounds, for example, 5-Bromoimidazo[1,2-a]pyridine (cas: 69214-09-1Category: imidazoles-derivatives).

5-Bromoimidazo[1,2-a]pyridine (cas: 69214-09-1) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recyclable bifunctional aluminum salen catalyst for CO₂ fixation: the efficient formation of five-membered heterocyclic compounds was written by Luo, Rongchang;Yang, Zhi;Zhang, Wuying;Zhou, Xiantai;Ji, Hongbing. And the article was included in Science China: Chemistry in 2017.Reference of 21252-69-7 This article mentions the following:

A variety of unique Al(salen) complexes functionalized by imidazolium-based ionic liquid (IL) moieties with the salen ligand at the two sides of 3,3′-position have been successfully prepared, rather than familiar 5,5′-position reported previously. The catalytic activity obtained by these bifunctional catalysts could be superior to those of the binary type catalysts in the formation of five-membered heterocyclic compounds from the cycloaddition reaction of CO₂ and three-membered heterocyclic compounds (including terminal epoxides and N-substituted aziridines), presumably due to the distinguished intramolecularly synergistic catalysis, which might lead to perform the cycloaddition reaction at ambient conditions and retain excellent yield and unprecedented chemo- or regioselectivity. Moreover, the polyether-based trifunctional Al(salen) catalysts with the best catalytic performance could be regenerated and reused at least eight times without any obvious decreases in catalytic activity. Finally, the kinetic investigation suggested the structure of catalysts had important influences on the catalytic activity, thereby proposing the possible reaction mechanism. 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. 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.Reference of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem