Author: Jessica.F

Recommanded Product: 372147-50-7On October 5, 2001 ,《Heterocyclization of Functionalized Vinylic Derivatives of Imidazo[1,2-a]pyridines》 was published in Journal of Organic Chemistry. The article was written by Chezal, Jean M.; Moreau, Emmanuel; Delmas, Gregory; Gueiffier, Alain; Blache, Yves; Grassy, Gerard; Lartigue, Claire; Chavignon, Olivier; Teulade, Jean C.. The article contains the following contents:

Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-a]pyridines was explored exptl. and theor. using semiempirical AM1 and ab initio methods. A range of functionalized vinylic derivatives (azido, amino, and carbodiimide groups) were prepared for conversion into pyrroloazaindoles, imidazo[1,x]-, (x = 5, 6, 7, 8), [2,6]-, and [2,7]naphthyridines by thermal reaction. In the case of vinylic groups in the 5 position, peri annulation also was observed The exptl. and theor. data are compared and discussed. The results came from multiple reactions, including the reaction of Imidazo[1,2-a]pyridine-5-carbaldehyde(cas: 372147-50-7Recommanded Product: 372147-50-7)

Imidazo[1,2-a]pyridine-5-carbaldehyde(cas: 372147-50-7) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Recommanded Product: 372147-50-7 In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Product Details of 866926-59-2On October 14, 2005 ,《Room-Temperature Negishi Cross-Coupling of Unactivated Alkyl Bromides with Alkyl Organozinc Reagents Utilizing a Pd/N-Heterocyclic Carbene Catalyst》 was published in Journal of Organic Chemistry. The article was written by Hadei, Niloufar; Kantchev, Eric Assen B.; O’Brien, Christopher J.; Organ, Michael G.. The article contains the following contents:

A high-yielding cross-coupling reaction of unactivated alkyl bromides possessing β-hydrogens with alkylzinc halides utilizing a Pd/N-heterocyclic carbene (NHC) catalyst at room temperature is described. A variety of Pd sources, Pd2(dba)3, Pd(OAc)2, or PdBr2, with the com. available ligand precursor 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride successfully coupled 1-bromo-3-phenylpropane with n-butylzinc bromide in THF/NMP. An investigation of different NHC precursors showed that the bulky 2,6-diisopropylphenyl moiety was necessary to achieve high coupling yields (75-85%). The corresponding Et analog was moderately active (11%). A range of unsym. NHC precursors were prepared and evaluated. The ligand precursor containing one 2,6-diisopropylphenyl and one 2,6-diethylphenyl afforded the coupling product in 47% yield, clearly suggesting a direct relationship between the steric topog. created by the flanking N-substituents and catalyst activity. Under optimal conditions, a number of alkyl bromides and alkylzinc halides possessing common functional groups (amide, nitrile, ester, acetal, and alkyne) were effectively coupled (61-92%). It is noteworthy that β-substituted alkyl bromides and alkylzinc halides successfully underwent cross-coupling. Also, under these conditions alkyl chlorides were unaffected. In the part of experimental materials, we found many familiar compounds, such as 1-(2,6-Diisopropylphenyl)-3-mesityl-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 866926-59-2Product Details of 866926-59-2)

1-(2,6-Diisopropylphenyl)-3-mesityl-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 866926-59-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Product Details of 866926-59-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2010,Chemistry – A European Journal included an article by Smejkal, Tomas; Gribkov, Denis; Geier, Jens; Keller, Manfred; Breit, Bernhard. Formula: C6H10N2O2S. The article was titled 《Transition-State Stabilization by a Secondary Substrate-Ligand Interaction: A New Design Principle for Highly Efficient Transition-Metal Catalysis》. The information in the text is summarized as follows:

A library of monodentate phosphane ligands, each bearing a guanidine receptor unit for carboxylates, was designed. Screening of the library gave some excellent catalysts for regioselective hydroformylation of β,γ-unsaturated carboxylic acids. A terminal alkene, but-3-enoic acid, was hydroformylated with a linear/branched (l/b) regioselectivity up to 41. An internal alkene, pent-3-enoic acid was hydroformylated with regioselectivity up to 18:1. Further substrate selectivity (e.g., acid vs. Me ester) and reaction site selectivity (monofunctionalization of 2-vinylhept-2-enoic acid) were also achieved. Exploration of the structure-activity relationship and a practical and theor. mechanistic study gave us an insight into the nature of the supramol. guanidinium-carboxylate interaction within the catalytic system. This allowed us to identify a selective transition-state stabilization by a secondary substrate-ligand interaction as the basis for catalyst activity and selectivity. The results came from multiple reactions, including the reaction of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Formula: C6H10N2O2S)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Formula: C6H10N2O2S

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nanda, Tanmayee; Biswal, Pragati; Pati, Bedadyuti Vedvyas; Banjare, Shyam Kumar; Ravikumar, Ponneri Chandrababu published an article on February 5 ,2021. The article was titled 《Palladium-Catalyzed C-C Bond Activation of Cyclopropenone: Modular Access to Trisubstituted α,β-Unsaturated Esters and Amides》, and you may find the article in Journal of Organic Chemistry.Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The information in the text is summarized as follows:

Strain-driven palladium/N-heterocyclic carbene-catalyzed C-C bond activation of diphenylcyclopropenone (DPC) was explored for one-step access to trisubstituted α,β-unsaturated esters and amides. The designed transformation worked under mild conditions providing exclusively a single stereoisomer. Mechanistic studies support the oxidative addition of the C-C bond of cyclopropenone to in-situ-generated Pd(0) intermediate. Vinylic hydrogen in the product was proved that it is coming from phenol/aniline through deuterium-labeling studies. Late-stage functionalization of bioactive mols. such as procaine, estrone, and hymecromone demonstrated the robustness of this protocol. In the part of experimental materials, we found many familiar compounds, such as 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2014,D’Auria, Maurizio published 《A New Index for the Estimation of the Aromatic Character – IV》.Letters in Organic Chemistry published the findings.Safety of 2-Bromo-1H-imidazole The information in the text is summarized as follows:

The new aromaticity index based on the energy of π orbitals D = {[π1 +Σ2n (π1 – πn )]0 /[π1 +Σ2n (π1 – πn)]} × a , where n are the number of occupied π-orbitals and a is the number of cycles in the mol., was used in the calculation of the aromatic character of substituted pentaat. heterocyclic compounds Calculations have been performed on aromatic and heteroaromatic compounds by using DFT method at B3LYP/6-311+G(d,p) level. The D values were compared with those obtained performing the calculation of Aromatic Stabilization Energy (ASE) and Isomerization Stabilization Energy (ISE) of the same compounds In all the cases, a good correlation has been found. In the experiment, the researchers used 2-Bromo-1H-imidazole(cas: 16681-56-4Safety of 2-Bromo-1H-imidazole)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Safety of 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Semwal, Shrivats; Kumar, Abhishek; Choudhury, Joyanta published 《Iridium-NHC-based catalyst for ambient pressure storage and low temperature release of H2via the CO2/HCO2H couple》.Catalysis Science & Technology published the findings.Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

A hybrid N-heterocyclic carbene (NHC) ligand-based iridium catalyst system has been demonstrated in ambient-pressure CO2-hydrogenation and low-temperature HCO2H-dehydrogenation processes. High catalytic activity with TOF values of up to 58 h-1 at 30 °C and 1 atm pressure for hydrogenation and up to 100 000 h-1 at 90 °C for dehydrogenation has been achieved with this promising catalyst. The newly-introduced strategy of using an imidazolylidene-based strongly sigma-donating abnormal NHC ligand partnering with a proton-responsive ligand framework within the catalyst suggested a key guideline in this chem. involving dual activity toward chem. hydrogen storage/delivery processes. In the experimental materials used by the author, we found 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Journal of Medicinal Chemistry included an article by Norman, Bryan H.; Fisher, Matthew J.; Schiffler, Matthew A.; Kuklish, Steven L.; Hughes, Norman E.; Czeskis, Boris A.; Cassidy, Kenneth C.; Abraham, Trent L.; Alberts, Jeffrey J.; Luffer-Atlas, Debra. Name: 1H-Imidazol-2-amine. The article was titled 《Identification and Mitigation of Reactive Metabolites of 2-Aminoimidazole-Containing Microsomal Prostaglandin E Synthase-1 Inhibitors Terminated Due to Clinical Drug-Induced Liver Injury》. The information in the text is summarized as follows:

Two 2-aminoimidazole-based inhibitors, LY3031207 (1) and LY3023703 (2), of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme were found to cause drug-induced liver injury (DILI) in humans. We studied imidazole ring substitutions to successfully mitigate reactive metabolite (RM) formation. These studies support the conclusion that RM formation may play a role in the observations of DILI and the consideration of 2-aminoimidazoles as structure alerts, due to the high likelihood of bioactivation to generate RMs. The results came from multiple reactions, including the reaction of 1H-Imidazol-2-amine(cas: 7720-39-0Name: 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Name: 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Organic & Biomolecular Chemistry included an article by Saha, Abhishek; Akhtar, Nasim; Kumar, Vishnu; Kumar, Suresh; Srivastava, Hemant Kumar; Kumar, Sachin; Manna, Debasis. COA of Formula: C7H5ClN2. The article was titled 《pH-regulated anion transport activities of bis(iminourea) derivatives across the cell and vesicle membrane》. The information in the text is summarized as follows:

Recently, synthetic anion transporters have gained considerable attention because of their ability to disrupt cellular anion homeostasis and promote cell death. Herein, we report the development of bis(iminourea) derivatives as a new class of selective Cl- ion carrier. The bis(iminourea) derivatives were synthesized via a one-pot approach under mild reaction conditions. The presence of iminourea moieties suggests that the bis(iminourea) derivatives can be considered as unique guanidine mimics, indicating that the protonated framework could have much stronger anion recognition properties. The cooperative interactions of H+ and Cl- ions with these iminourea moieties results in the efficient transport of HCl across the lipid bilayer in an acidic environment. Under physiol. conditions these compounds weakly transport Cl- ions via an antiport exchange mechanism. This pH-dependent gating/switching behavior (9-fold) within a narrow window could be due to the apparent pKa values (6.2-6.7) of the compounds within the lipid bilayer. The disruption of ionic homeostasis by the potent compounds was found to induce cell death. In the part of experimental materials, we found many familiar compounds, such as 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1COA of Formula: C7H5ClN2)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.COA of Formula: C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Journal of Saudi Chemical Society included an article by Karimi, Maryam; Naimi-Jamal, M. R.. Application In Synthesis of 1H-Benzo[d]imidazol-2-amine. The article was titled 《Carboxymethyl cellulose as a green and biodegradable catalyst for the solvent-free synthesis of benzimidazoloquinazolinone derivatives》. The information in the text is summarized as follows:

CM-cellulose (CMC) was used as an efficient, and environmentally friendly catalyst for the solvent-free three-component synthesis of quinazolinone derivatives by condensation of 2-aminobenzimidazole, dimedone or 1,3-cyclohexanedione, and different aldehydes. The catalyst was recovered easily, and reused without significant loss of its activity. Solvent-free and mild reaction conditions, nontoxic-, biodegradable-, and inexpensive catalyst, environmentally benign method, and high to excellent yields are some important features of this protocol. In addition to this study using 1H-Benzo[d]imidazol-2-amine, there are many other studies that have used 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Application In Synthesis of 1H-Benzo[d]imidazol-2-amine) was used in this study.

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Application In Synthesis of 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Water molecular state in 1-hexylpyridinium hexafluorophosphate: Water mean cluster size as a function of water concentration》 were Dahi, Abdellatif; Fatyeyeva, Kateryna; Chappey, Corinne; Langevin, Dominique; Marais, Stephane. And the article was published in Journal of Molecular Liquids in 2019. COA of Formula: C8H15BF4N2 The author mentioned the following in the article:

The water sorption behavior of representative pyridinium-based ionic liquid (IL), 1-hexylpyridinium hexafluorophosphate ([C6Py][PF6]), was studied over the whole range of the water activity a using a continuous gravimetric method. The anal. of the water sorption isotherm using the combination of a two-mode sorption (i.e. Henry-clustering) allowed to better understand [C6Py][PF6]-water interactions. At low and intermediate activity (a ≤ 0.8), the water mols. revealed a very low affinity to [C6Py][PF6] and, consequently, the water uptake was rather low. On the contrary, at high water activity (a > 0.8), the water uptake increased exponentially and the water clustering easily occurred. The constant of the Henry-clustering equation as well as the water clustering mechanism in [C6Py][PF6] were discussed and compared to those of imidazolium-based ILs: 1-hexyl-3-methylimidazolium hexafluorophosphate [C6C1i.m.][PF6] (water-immiscible IL) and 1-butyl-3-methylimidazolium tetrafluoroborate [C4C1i.m.][BF4] (water-miscible IL). It is shown that the sorption of water mols. by pyridinium-based ILs is controlled not only by the anion’s nature, but also by the cation’s nature. Moreover, the Zimm-Lundberg theory was used to determine the water mean cluster size (MCS) in [C6Py][PF6], [C6C1i.m.][PF6] and [C4C1i.m.][BF4]. The MCS results confirmed the strong capacity of water mols. to be aggregated in [C6Py][PF6]. In order to have a deeper insight into the water mol. state, IR spectroscopy measurements were carried out as a function of the relative humidity value and the obtained results were correlated with the results of water sorption isotherms. It is found that at high water activity (a > 0.8), sorbed water mols. are strongly linked with ILs by hydrogen bonds and, therefore, are easily aggregated. The results came from multiple reactions, including the reaction of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6COA of Formula: C8H15BF4N2)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. A multidisciplinary study on lonic liquids is emerging, including chemistry, materials science, chemical engineering, and environmental science. More specifically, some important fundamental viewpoints are now different from the original concepts, as insights into the nature of lonic liquids become deeper. For example, the physicochemical properties of lonic liquids are now recognized as ranging broadly from the oft quoted “nonvolatile, non-flammable, and air and water stable” to those that are distinctly volatile, flammable, and unstable. COA of Formula: C8H15BF4N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem