Category: imidazoles-derivatives

The author of 《Non-C2-Symmetric Chiral-at-Ruthenium Catalyst for Highly Efficient Enantioselective Intramolecular C(sp3)-H Amidation》 were Zhou, Zijun; Chen, Shuming; Hong, Yubiao; Winterling, Erik; Tan, Yuqi; Hemming, Marcel; Harms, Klaus; Houk, K. N.; Meggers, Eric. And the article was published in Journal of the American Chemical Society in 2019. Reference of Di(1H-imidazol-1-yl)methanone The author mentioned the following in the article:

A new class of chiral ruthenium catalysts is introduced in which ruthenium is cyclometalated by two 7-methyl-1,7-phenanthrolinium heterocycles, resulting in chelating pyridylidene remote N-heterocyclic carbene ligands (rNHCs). The overall chirality results from a stereogenic metal center featuring either a Λ or Δ absolute configuration. This work features the importance of the relative metal-centered stereochem. Only the non-C2-sym. chiral-at-ruthenium complexes display unprecedented catalytic activity for the intramol. C(sp3)-H amidation of 1,4,2-dioxazol-5-ones to provide chiral γ-lactams with up to 99:1 er and catalyst loadings down to 0.005 mol % (up to 11 200 TON), while the C2-sym. diastereomer favors an undesired Curtius-type rearrangement. DFT calculations elucidate the origins of the superior C-H amidation reactivity displayed by the non-C2-sym. catalysts compared to related C2-sym. counterparts. The results came from multiple reactions, including the reaction of Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Reference of Di(1H-imidazol-1-yl)methanone)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.Reference of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Synthetic nanoparticles for selective hydrolysis of bacterial autoinducers in quorum sensing》 were Fa, Shixin; Zhao, Yan. And the article was published in Bioorganic & Medicinal Chemistry Letters in 2019. Synthetic Route of C3H5N3 The author mentioned the following in the article:

N-acyl homoserine lactones (AHLs) are signal mols. used by a large number of gram-neg. bacteria in quorum sensing and their hydrolysis is known to inhibit biofilm formation. Micellar imprinting of AHL-like templates with catalytic functional monomers yielded water-soluble nanoparticles with AHL-shaped active site and nearby catalytic groups. Either Lewis acidic zinc ions or nucleophilic pyridyl ligands could be introduced through this strategy, yielding artificial enzymes for the hydrolysis of AHLs in a substrate-selective fashion. In the experimental materials used by the author, we found 1H-Imidazol-2-amine(cas: 7720-39-0Synthetic Route of C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Synthetic Route of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Fluorescent probe dependence of the solvation dynamics in ionic liquid BmimBF4 and propylene carbonate mixtures: a time-resolved fluorescence and quantum chemistry study》 were Smortsova, Yevheniia; Miannay, Francois-Alexandre; Koverga, Volodymyr; Dubois, Julien; Kalugin, Oleg; Idrissi, Abdenacer. And the article was published in Journal of Molecular Liquids in 2019. Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate The author mentioned the following in the article:

In this work, steady-state and time-resolved fluorescence experiments on solvation of C153, C102, 4-ANMP and PRODAN fluorescent probes in BmimBF4 and BmimBF4/PC mixtures with a molar fraction of ionic liquid equal to 0.65 and 0.85 are reported. Quantum Chem. calculations were performed to complete the exptl. data interpretation. All the four studied probes exhibit similar solvation dynamics, with their average solvation times following the trend 4-ANMP < C153 ≡ C102 < PRODAN. A specific interactions hypothesis was put forward to explain the slight divergence of 4-ANMP and PRODAN spectra shift. The C153 mol., showing a big change in dipole moment (8.7 D) upon the photoexcitation, little geometry relaxation upon the excitation due to its rigid structure, small change in dipole moment orientation and relatively small hydrogen bonding ability is thus proved to be the most adequate for use in the study of the solvation dynamics in various environments, including ionic liquids and ionic liquid/mol. solvent mixtures The results came from multiple reactions, including the reaction of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate)

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. Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Inhibition Activity of Compounds and Bacteriophages against Flavobacterium psychrophilum Biofilms In Vitro》 were Papadopoulou, Anna; Dalsgaard, Inger; Wiklund, Tom. And the article was published in Journal of Aquatic Animal Health in 2019. Recommanded Product: 7720-39-0 The author mentioned the following in the article:

Flavobacterium psychrophilum produces biofilms under laboratory conditions, and it has been inconclusively suggested that F. psychrophilum biofilms can be a potential reservoir for transmission of the pathogen to a fish population under fish farming conditions. Therefore, there is a need for anti-biofilm compounds The main aim of this study was to determine the anti-biofilm properties of certain compounds and bacteriophages on F. psychrophilum biofilms under static conditions using a standard 96-well microtiter plate biofilm assay in vitro. Eight compounds (A-type proanthocyanidins, D-leucine, EDTA, emodin, fucoidan, L-alliin, parthenolide, and 2-aminoimidazole) at three sub-min. inhibitory concentrations (sub-MICs), four bacteriophages (Fpv-3, Fpv-9, Fpv-10, and Fpv-21), and a phage combination (Fpv-9 + Fpv-10) were tested for inhibition of biofilm formation and reduction of the biomass of mature biofilms formed by two smooth isolates (P7-9/10 and P1-10B/10) and two rough isolates (P7-9/2R/10 and P1-10B/2R/10) of F. psychrophilum. The crystal violet staining method was used to stain the biofilms. Most of the compounds at sub-MICs inhibited the biofilm formation of mainly smooth isolates, attaining up to 80% inhibition. Addnl., the same reduction trend was also observed for 2-aminoimidazole, emodin, parthenolide, and D-leucine on the biomass of mature biofilms in a concentration-dependent manner. The anti-biofilm properties of the compounds are believed to lie in their ability to disturb the cellular interactions during biofilm formation and probably to cause cell dispersal in already formed biofilms. Lytic bacteriophages efficiently inhibited biofilm formation of F. psychrophilum, while they partially reduced the biomass of mature biofilms. However, the phage combination (Fpv-9 + Fpv-10) showed a successful reduction in the biomass of F. psychrophilum mature biofilms. We conclude that inhibiting compounds together with bacteriophages may supplement the use of disinfectants against bacterial biofilms (e.g., F. psychrophilum biofilms), leading to a reduced occurrence of bacterial coldwater disease outbreaks at fish farms. The results came from multiple reactions, including the reaction of 1H-Imidazol-2-amine(cas: 7720-39-0Recommanded Product: 7720-39-0)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: 7720-39-0

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Insignificant interference of Elevit in pregnant women serum samples with HBsAg immunoassay on Sysmex》 were Ning, Mingzhe; Chen, Yuxin; Zheng, Qisi; Jia, Jia; Bai, Bing. And the article was published in Journal of Clinical Laboratory Analysis in 2019. Quality Control of 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid The author mentioned the following in the article:

The pregnant women often take Elevit as the multivitamin supplement which has a substantial amount of biotin that might potentially interfere with the HBsAg immunoassay performed by the prevalent Sysmex system in clin. laboratories We therefore wanted to determine this, so that the therapeutic intervention on the hepatitis B virus infection during pregnancy and birth would not be missed. Elevit was both serially diluted in vitro and orally taken by healthy volunteers whose blood samples were then taken at different time points. All samples were added to a serum sample with a known result of HBsAg and then measured by Sysmex. The Abbott immunoassay system was used as the control as it involves no streptavidin-biotin binding in the reagent set. Besides, the HBsAg results were compared between the pregnant women taking or not taking Elevit. Biotin at 25 ng/mL in the Elevit started to suppress the HBsAg and reached about 50% suppression at 100 ng/mL on Sysmex. In the volunteers, biotin reached the peak concentration at 2 h. However, their blood samples showed no suppression on the HBsAg detection by Sysmex. In samples from pregnant women who took Elevit, the HBsAg results by Sysmex were highly correlated with those by Abbott (R2 = 0.96). Comparison of the results from Sysmex between the age- and pregnancy-matched females with and without Elevit intake showed no difference. Elevit intake in pregnant women shows no significant interference with HBsAg immunoassay on Sysmex. In the experiment, the researchers used many compounds, for example, 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid(cas: 58-85-5Quality Control of 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid)

5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid(cas: 58-85-5) may be used to elute proteins from avidin/streptavidin resins. It has been used for culturing of oligodendrocytes.Quality Control of 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid And it has been used for blocking endogenous biotin during immunohistology procedures.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Fuel Processing Technology included an article by Andevary, Hojatollah Haji; Akbari, Azam; Omidkhah, Mohammadreza. Product Details of 616-47-7. The article was titled 《High efficient and selective oxidative desulfurization of diesel fuel using dual-function [Omim]FeCl4 as catalyst/extractant》. The information in the text is summarized as follows:

Lewis acidic ionic liquid (IL) of 1-octyl-3-methylimidazolium tetrachloroferrates ([Omim]FeCl4) with an interesting structure, was synthesized and introduced as a highly effective catalyst and also as extractive solvent in oxidative desulfurization (ODS) of model and real diesel fuels with H2O2 oxidant. FT-IR, H-NMR and TG-DSC anal. were used for characterization of the prepared ILs. GC-FID, GC-PFPD and GC-MS measurements were also employed to investigate the ODS yields and mechanism. The adequate structure and acidic properties of [Omim]FeCl4 allowed removal of thiophenic compounds with high efficiency in an extraction and then oxidation process. The effects of the major processing variables on ODS performance of [Omim]FeCl4 were studied in detail. At the optimal conditions of VIL/Voil of 1/10, O/S molar ratio of 5, reaction time of 15 min and room temperature, BT and DBT were totally eliminated, and 4,6-DMDBT was removed by 99% from the model diesel. Moreover, [Omim]FeCl4 was able to desulfurize two real diesel fuels containing 590 and 2573 ppmw of sulfur with the efficiency of 85% and 61.2%, resp., at a short time of 15 min. The exptl. results also showed a remarkable selectivity of 0.919 for elimination of thiophenic compounds in competition with non-sulfur aromatic model of 2-Me naphthalene. [Omim]FeCl4 exhibited an excellent recyclability with no significant decline in activity after use in 7 reaction cycles. An overall mechanism was also suggested for desulfurization by the proposed system. In the experimental materials used by the author, we found 1-Methyl-1H-imidazole(cas: 616-47-7Product Details of 616-47-7)

1-Methyl-1H-imidazole(cas: 616-47-7) is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.Product Details of 616-47-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Journal of Heterocyclic Chemistry included an article by Masaret, Ghada S.. Computed Properties of C3H5N3. The article was titled 《Convenient Synthesis of Polyaza-2-(heteroaryl)pyridine Derivatives》. The information in the text is summarized as follows:

A simple and efficient method for the synthesis of new heterocyclic compounds containing pyridine and 1,3-pyrimidine units has been developed. It is based on the reaction of the appropriate enaminone with some N-nucleophiles. In the experimental materials used by the author, we found 1H-Imidazol-2-amine(cas: 7720-39-0Computed Properties of C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Computed Properties of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2012,Yang, Bin; Hird, Alexander W.; Russell, Daniel John; Fauber, Benjamin P.; Dakin, Les A.; Zheng, Xiaolan; Su, Qibin; Godin, Robert; Brassil, Patrick; Devereaux, Erik; Janetka, James W. published 《Discovery of novel hedgehog antagonists from cell-based screening: Isosteric modification of p38 bisamides as potent inhibitors of SMO》.Bioorganic & Medicinal Chemistry Letters published the findings.Computed Properties of C3H3BrN2 The information in the text is summarized as follows:

Cell-based subset screening of compounds using a Gli transcription factor reporter cell assay and shh stimulated cell differentiation assay identified a series of bisamide compounds as hedgehog pathway inhibitors with good potency. Using a ligand-based optimization strategy, heteroaryl groups were utilized as conformationally restricted amide isosteres replacing one of the amides which significantly increased their potency against SMO and the hedgehog pathway while decreasing activity against p38α kinase. We report herein the identification of advanced lead compounds such as imidazole 11c and 11f encompassing good p38α selectivity, low nanomolar potency in both cell assays, excellent physiochem. properties and in vivo pharmacokinetics. The results came from multiple reactions, including the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4Computed Properties of C3H3BrN2)

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. Computed Properties of C3H3BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Lei; Chen, Xiaojie; Liu, Jun; Zhu, Qingzhang; Leng, Ying; Luo, Xiaomin; Jiang, Hualiang; Liu, Hong published their research in European Journal of Medicinal Chemistry on December 31 ,2012. The article was titled 《Discovery of novel dual-action antidiabetic agents that inhibit glycogen phosphorylase and activate glucokinase》.Synthetic Route of C8H4Cl4N2 The article contains the following contents:

Dual-target-directed agents simultaneously inhibiting glycogen phosphorylase (GP) and activating glucokinase (GK) could decelerate the inflow of glucose from glycogenolysis and accelerate the outflow of glucose in the liver, and therefore allow for better control over hyperglycemia in a synergetic manner. A series of hybrid compounds were designed by structure-assisted and ligand-based strategies. In vitro bioassays found two novel compounds I and II worthy of further optimization on balance of dual action to GP and GK. In addition, for single-target activity, two compounds exhibited more potent GP inhibitory activity and four compounds showed better GK activation than their corresponding references In the experiment, the researchers used many compounds, for example, 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5Synthetic Route of C8H4Cl4N2)

5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5) 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. Synthetic Route of C8H4Cl4N2 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