Imidazoles-derivatives

Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides was written by Luo, Liangliang;Li, Hongyan;Liu, Jinxin;Zhou, Yuan;Dong, Lin;Xiao, You-Cai;Chen, Fen-Er. And the article was included in RSC Advances in 2020.Formula: C8H8N2 This article mentions the following:

A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides was achieved. This transition-metal and oxidant-free strategy was applied to the construction of various N-heterocyles such as quinazolinone, benzimidazole and benzothiazole derivatives by the use of distinct amino-based binucleophiles. The notable feature of this protocol includes its mild reaction condition, broad functional group tolerance and excellent yield. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Formula: C8H8N2).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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 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: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Benzimidazole- and Imidazole-Fused Selenazolium and Selenazinium Selenocyanates: Ionic Organoselenium Compounds with Efficient Peroxide Scavenging Activities was written by Banerjee, Kaustav;Bhattacherjee, Debojit;Mahato, Sulendar K.;Sufian, Abu;Bhabak, Krishna Pada. And the article was included in Inorganic Chemistry in 2021.Computed Properties of C8H8N2 This article mentions the following:

Three new classes of ionic organoselenium compounds containing cationic benzimidazolium and imidazolium ring systems with selenocyanates as counterions are described. The cyclization of N,N’-disubstituted benzimidazolium and imidazolium bromides having N-(CH₂)₂-Br and N-(CH₂)₃-Br groups in the presence of potassium selenocyanate (KSeCN) led to formation of the corresponding selenazolium selenocyanates Iâ€?sup>-SeCN [R = Me, Bn; R¹ = R² = H, R¹R² = (CH)₄; n = 1] and selenazinium selenocyanates Iâ€?sup>-SeCN [n = 2]. However, the open-chain selenocyanates with addnl. selenocyanate counterions IIâ€?sup>-SeCN were formed from the N,N’-disubstituted benzimidazolium and imidazolium bromides having N-(CH₂)₆-Br groups. Mechanistic studies were carried out to understand the feasibility of such cyclization processes in the presence of KSeCN. The compounds were studied further for their potencies to catalytically reduce H₂O₂ in the presence of thiols. Interestingly, the cyclic selenazolium Iâ€?sup>-SeCN [n = 1] and selenazinium compounds Iâ€?sup>-SeCN [n = 2] exhibited significantly higher antioxidant activities than the corresponding acyclic selenocyanates II. Selected compounds Iâ€?sup>-SeCN [R = Bn; R¹R² = (CH)₄; n = 2] and IIâ€?sup>-SeCN [R = Me; R¹R² = (CH)₄] were further evaluated for their potencies in modulating the intracellular level of reactive oxygen species (ROS) in a representative macrophage cell line (RAW 264.7). Owing to the cationic nature of compounds, they may target and scavenge mitochondrial ROS in the cellular medium. 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 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).Computed Properties of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Mechanisms by Which Human DNA Primase Chooses To Polymerize a Nucleoside Triphosphate was written by Urban, Milan;Joubert, Nicolas;Purse, Byron W.;Hocek, Michal;Kuchta, Robert D.. And the article was included in Biochemistry in 2010.Formula: C8H8N2 This article mentions the following:

Human DNA primase synthesizes short RNA primers that DNA polymerase α then elongates during the initiation of all new DNA strands. Even though primase misincorporates NTPs at a relatively high frequency, this likely does not impact the final DNA product since the RNA primer is replaced with DNA. We used an extensive series of purine and pyrimidine analogs to provide further insights into the mechanism by which primase chooses whether or not to polymerize a NTP. Primase readily polymerized a size-expanded cytosine analog, 1,3-diaza-2-oxophenothiazine NTP, across from a templating G but not across from A. The enzyme did not efficiently polymerize NTPs incapable of forming two Watson-Crick hydrogen bonds with the templating base with the exception of UTP opposite purine deoxyribonucleoside. Likewise, primase did not generate base pairs between two nucleotides with altered Watson-Crick hydrogen-bonding patterns. Examining the mechanism of NTP polymerization revealed that human primase can misincorporate NTPs via both template misreading and a primer-template slippage mechanism. Together, these data demonstrate that human primase strongly depends on Watson-Crick hydrogen bonds for efficient nucleotide polymerization, much more so than the mechanistically related herpes primase, and provide insights into the potential roles of primer-template stability and base tautomerization during misincorporation. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Formula: C8H8N2).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Biodiesel via in Situ Wet Microalgae Biotransformation: Zwitter-Type Ionic Liquid Supported Extraction and Transesterification was written by Bauer, Gerald;Lima, Serena;Chenevard, Jean;Sugnaux, Marc;Fischer, Fabian. And the article was included in ACS Sustainable Chemistry & Engineering in 2017.Safety of 1-Octyl-1H-imidazole This article mentions the following:

The production of biodiesel derived from microalgae is among the most forthcoming technologies that provide an ecol. alternative to fossil fuels. Herein, a method was developed that enables the direct extraction and conversion of algal oil to biodiesel without prior isolation. The reaction occurs in aqueous media catalyzed by immobilized Candida antarctica lipase B (Novozyme 435). Zwitter-type ionic liquids were used as cocatalyst to improve the selectivity and reactivity of the enzyme. In a model reaction with sunflower oil, 64% biodiesel was obtained. Applying this method to a slurry of whole-cell Chlorella zofingiensis in water resulted in 74.8% of lipid extraction, with 27.7% biotransformation products and up to 16% biodiesel. Factors that reduced the lipase activity with whole-cell algae were subsequently probed and discussed. This “in situ” method shows an improvement to existing methods, since it integrates the oil extraction and conversion into an one-pot procedure in aqueous conditions. The extraction is nondisruptive, and is a model for a greener algae to biodiesel process. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Safety of 1-Octyl-1H-imidazole).

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 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.Safety of 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Going Full Circle: Phase-Transition Thermodynamics of Ionic Liquids was written by Preiss, Ulrich;Verevkin, Sergey P.;Koslowski, Thorsten;Krossing, Ingo. And the article was included in Chemistry – A European Journal in 2011.COA of Formula: C7H13ClN2 This article mentions the following:

The authors present the full enthalpic phase transition cycle for ionic liquids (ILs) as examples of non-classical salts. The cycle was closed for the lattice, solvation, dissociation, and vaporization enthalpies of 30 different ILs, relying on as much exptl. data as was available. High-quality dissociation enthalpies were calculated at the G3 MP2 level. From the cycle, the authors could establish, for the first time, the lattice and solvation enthalpies of ILs with imidazolium ions. For vaporization, lattice, and dissociation enthalpies, the authors also developed new prediction methods in the course of their investigations. Here, as only single-ion values need to be calculated and the tedious optimization of an ion pair can be circumvented, the computational time is short. For the vaporization enthalpy, a very simple approach was found, using a surface term and the calculated enthalpic correction to the total gas-phase energy. For the lattice enthalpy, the most important constituent proved to be the calculated conductor-like screening model (COSMO) solvation enthalpy in the ideal elec. conductor. A similar model was developed for the dissociation enthalpy. According to this assessment, the typical error of the lattice enthalpy would be 9.4 kJ mol^-1, which is less than half the deviation the authors get when using the (optimized) Kapustinskii equation or the recent volume-based thermodn. (VBT) theory. In contrast, the non-optimized VBT formula gives lattice enthalpies 20 to 140 kJ mol^-1 lower than the ones assessed in the cycle, because of the insufficient description of dispersive interactions. These findings show that quantum-chem. calculations can greatly improve the VBT approaches, which were parameterized for simple, inorganic salts with ideally point-shaped charges. The authors suggest the term “augmented VBT”, or “aVBT”, to describe this kind of theor. approach. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8COA of Formula: C7H13ClN2).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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.COA of Formula: C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Direct polycondensation in ionic liquids was written by Lozinskaya, E. I.;Shaplov, A. S.;Vygodskii, Ya. S.. And the article was included in European Polymer Journal in 2004.Related Products of 79917-89-8 This article mentions the following:

Ionic liquids (ILs) are subject to an enormous research effort due to their unique properties, such as non-volatility, high solution and reactivity ability, etc. For the first time ILs have been used as a solvent for preparing polymers via direct polycondensation. The influence of IL’s nature and reaction parameters upon the polymer formulation has been investigated. It is shown that direct polycondensation is successfully proceeded in ILs and tri-Ph phosphite (condensing agent) without any addnl. extra components, such as LiCl and pyridine, using in similar reactions in ordinary mol. solvents. Various polyamides (η_inh=0.11-1.10 dL/g), polyamide imides (η_inh=0.48-1.41 dL/g), -hydrazides (η_inh=0.56-0.60 dL/g) and polyhydrazides (η_inh=0.71-1.32 dL/g) have been obtained in quant. yield and high mol. weight In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Related Products of 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 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 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nickel-Catalyzed Reductive Alkylation of Heteroaryl Imines was written by Turro, Raymond F.;Brandstatter, Marco;Reisman, Sarah E.. And the article was included in Angewandte Chemie, International Edition in 2022.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

The preparation of heterobenzylic amines, e.g., I [R¹ = H, 4-Cl, 5-F, 6-Me, etc.; R² = i-Pr, n-Bu, t-Bu, cyclopropyl, cyclobutyl, (R)-PhCHMe; R³ = H, Me, R⁴ = PhCH₂; R³ = H, R⁴ = 4-ClC₆H₄CH₂, 2,6-Me₂C₆H₃CH₂, etc.; R³R⁴ = (CH₂)₂X(CH₂)₂; X = CH₂, O, CO, NBoc], by a Ni-catalyzed reductive cross-coupling between heteroaryl imines, e.g., II, and C(sp³) electrophiles R³R⁴CHX¹ (X¹ = Cl, Br, I, phthalimidyloxycarbonyl) is reported. This umpolung-type alkylation proceeds under mild conditions, avoids the pre-generation of organometallic reagents, and exhibits good functional group tolerance. Mechanistic studies are consistent with the imine substrate acting as a redox-active ligand upon coordination to a low-valent Ni center. The resulting bis(2-imino)heterocycle·Ni complexes can engage in alkylation reactions with a variety of C(sp³) electrophiles, giving heterobenzylic amine products in good yields. 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. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Halometallate Complexes of Germanium(II) and (IV): Probing the Role of Cation, Oxidation State and Halide on the Structural and Electrochemical Properties was written by Bartlett, Philip N.;Cummings, Charles Y.;Levason, William;Pugh, David;Reid, Gillian. And the article was included in Chemistry – A European Journal in 2014.Related Products of 92507-97-6 This article mentions the following:

The Ge^IV chlorometalate complexes, [EMIM]₂[GeCl₆], [EDMIM]₂[GeCl₆] and [PYRR]₂[GeCl₆] (EMIM = 1-ethyl-3-methylimidazolium; EDMIM = 2,3-dimethyl-1-ethylimidazolium; PYRR = N-butyl-N-methylpyrrolidinium) have been synthesized and fully characterized; the first two also by single-crystal x-ray diffraction. The imidazolium chlorometallates exhibited significant C-H···Cl hydrogen bonds, resulting in extended supramol. assemblies in the solid state. Solution ¹H NMR data also showed cation-anion association The synthesis and characterization of Ge^II halometalate salts [EMIM][GeX₃] (X = Cl, Br, I) and [PYRR][GeCl₃], including single-crystal x-ray analyses for the homologous series of imidazolium salts, are reported. In these complexes, the intermol. interactions are much weaker in the solid state and they appear not to be significantly associated in solution Cyclic-voltammetry experiments on the Ge^IV species in CH₂Cl₂ solution showed two distinct, irreversible reduction waves attributed to Ge^IV-Ge^II and Ge^II-Ge⁰, whereas the Ge^II species exhibited one irreversible reduction wave. The potential for the Ge^II-Ge⁰ reduction was unaffected by changing the cation, although altering the oxidation state of the precursor from Ge^IV to Ge^II does have an effect; for a given cation, reduction from the [GeCl₃]^– salts occurred at a less cathodic potential. The nature of the halide co-ligand also has a marked influence on the reduction potential for the Ge^II-Ge⁰ couple, such that the reduction potentials for the [GeX₃]^– salts become significantly less cathodic when the halide (X) is changed Cl→Br→I. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Related Products of 92507-97-6).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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. Related Products of 92507-97-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of Neutralization and Freeze-Drying Technique for the Preparation of the Beneficial in Drug Delivery 2-Hydroxypropyl-β-Cyclodextrin Complexes with Bioactive Molecules was written by Christodoulou, Eirini;Ntountaniotis, Dimitrios;Leonis, Georgios;Mavromoustakos, Thomas;Valsami, Georgia. And the article was included in Methods in Molecular Biology (New York, NY, United States) in 2021.Product Details of 145040-37-5 This article mentions the following:

Bioavailability of active substances is of great importance for the formulation of a drug product, as it actually reflects drug absorption and achievement of the optimum pharmacol. effect. A great number of chem. compounds with excellent pharmacol. properties possess low solubility and permeability values, ending in low bioavailability in the human body after administration (especially after per os administration). CDs are oligosaccharides that possess biol. properties similar to their linear counterparts, but some of their physicochem. properties differ. They are enhancing bioavailability and solving problems of absorption for poorly soluble lipophilic drugs by forming water-soluble inclusion complexes. For this reason, they are widely used in drug delivery systems (Carrier et al. J Control Release 123:78-99, 2007; Kurkov and Loftsson, Int J Pharm 453:167-80, 2013). The main purpose of this chapter is to show a protocol for the preparation of drug:CDcomplex delivery systems. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Product Details of 145040-37-5).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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).Product Details of 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines was written by Wu, Yue;Guo, Peng;Chen, Long;Duan, Weijie;Yang, Zengzhuan;Wang, Tao;Chen, Ting;Xiong, Fei. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.COA of Formula: C8H8N2 This article mentions the following:

The direct formylation of benzothiazoles and isoquinolines was reported. The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using com. available 1,3-dioxolane as a formylated reagent followed by acetal hydrolysis without a separation process. The reaction was performed under exceedingly mild reaction conditions and exhibited broad functional group tolerance. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3COA of Formula: C8H8N2).

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 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.COA of Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem