Month: January 2023

Inhibition of bacterial growth and galactosyltransferase activity of WbwC by α, ω-bis(3-alkyl-1H-imidazolium)alkane salts: Effect of varying carbon content was written by Kocev, Alexander;Melamed, Jacob;Wang, Shuo;Kong, Xianqi;Vlahakis, Jason Z.;Xu, Yaozu;Szarek, Walter A.;Brockhausen, Inka. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Related Products of 21252-69-7 This article mentions the following:

A series of compounds was designed and synthesized having two imidazolium rings separated by a polymethylene spacer and having alkyl substituents on each of the imidazolium rings. The compounds were assayed for their effects on the activity of galactosyltransferase WbwC, and also on the growth of Gram-neg. and Gram-pos. bacteria, as well as human cells. The inhibition observed on enzyme activities and cell growth was dependent on the total number of carbons in the spacer and the alkyl substituents on the imidazolium rings. These readily synthesized, achiral compounds have potential as antimicrobial and antiseptic agents. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Related Products of 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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. 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).Related Products of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Oxidative alkylation of azoles: V. Synthesis of 1-chloro-4-nitroimidazole and its reaction with methyl iodide was written by Veretennikov, E. A.;Pevzner, M. S.. And the article was included in Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) in 1997.Recommanded Product: 3034-41-1 This article mentions the following:

Chlorination of 4-nitroimidazole in alk. medium gave 1-chloro-4-nitroimidazole. The reaction of the latter with Me iodide results in liberation of iodine and formation of 4-nitroimidazole, isomeric 1-methyl-4-nitro- and 1-methyl-5-nitroimidazoles, and 1,3-dimethyl-4-nitroimidazolium triiodide. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 3034-41-1).

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 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.Recommanded Product: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Manganese-Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by π-π Interaction** was written by Liu, Chenguang;Wang, Mingyang;Liu, Shihan;Wang, Yujie;Peng, Yong;Lan, Yu;Liu, Qiang. And the article was included in Angewandte Chemie, International Edition in 2021.Reference of 3012-80-4 This article mentions the following:

The non-noble metal-catalyzed asym. hydrogenation of N-heteroaromatics, quinolines, is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asym. hydrogenation of quinolines, affording high yields and enantioselectivities (up to 97% ee). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which is competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a π-π interaction. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Reference of 3012-80-4).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Identification of RP-6685, an Orally Bioavailable Compound that Inhibits the DNA Polymerase Activity of Polθ was written by Bubenik, Monica;Mader, Pavel;Mochirian, Philippe;Vallee, Frederic;Clark, Jillian;Truchon, Jean-Francois;Perryman, Alexander L.;Pau, Victor;Kurinov, Igor;Zahn, Karl E.;Leclaire, Marie-Eve;Papp, Robert;Mathieu, Marie-Claude;Hamel, Martine;Duffy, Nicole M.;Godbout, Claude;Casas-Selves, Matias;Falgueyret, Jean-Pierre;Baruah, Prasamit S.;Nicolas, Olivier;Stocco, Rino;Poirier, Hugo;Martino, Giovanni;Fortin, Alexanne Bonneau;Roulston, Anne;Chefson, Amandine;Dorich, Stephane;St-Onge, Miguel;Patel, Purvish;Pellerin, Charles;Ciblat, Stephane;Pinter, Thomas;Barabe, Francis;El Bakkouri, Majida;Parikh, Paranjay;Gervais, Christian;Sfeir, Agnel;Mamane, Yael;Morris, Stephen J.;Black, W. Cameron;Sicheri, Frank;Gallant, Michel. And the article was included in Journal of Medicinal Chemistry in 2022.Reference of 25676-75-9 This article mentions the following:

DNA polymerase theta (Polθ) is an attractive synthetic lethal target for drug discovery, predicted to be efficacious against breast and ovarian cancers harboring BRCA-mutant alleles. Here, we describe our hit-to-lead efforts in search of a selective inhibitor of human Polθ (encoded by POLQ). A high-throughput screening campaign of 350,000 compounds identified an 11 micromolar hit, giving rise to the N2-substituted fused pyrazolo series, which was validated by biophys. methods. Structure-based drug design efforts along with optimization of cellular potency and ADME ultimately led to the identification of RP-6685 (I): a potent, selective, and orally bioavailable Polθ inhibitor that showed in vivo efficacy in an HCT116 BRCA2^-/- mouse tumor xenograft model. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Reference of 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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.Reference of 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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