Category: imidazoles-derivatives

Kaliszan, Roman published the artcileSuppression of deleterious effects of free silanols in liquid chromatography by imidazolium tetrafluoroborate ionic liquids, Formula: C17H20ClN3, the publication is Journal of Chromatography A (2004), 1030(1-2), 263-271, database is CAplus and MEDLINE.

Silica-based stationary phases are commonly used in liquid chromatog., but their surface acidity causes known problems, especially when separating basic compounds Deleterious effects of free silanols are not fully removed by standard prevention procedures consisting in adding alkylamines or other amino quenchers to the eluents. Ionic liquids of the imidazolium tetrafluoroborate class, added to mobile phases at concentrations of 0.5-1.5% (volume/volume), blocked silanols and provided excellent thin-layer chromatog. separations of strongly basic drugs which were otherwise not eluted, even with neat acetonitrile as the mobile phase. The silanol suppressing potency of imidazolium tetrafluoroborates was demonstrated to markedly exceed that of the standard mobile phase additives, like triethylamine, dimethyloctylamine and ammonia. The proposed new mobile phase additives also provide reliable lipophilicity parameters of base drug analytes as determined by gradient mode of HPLC. By applying the readily available and environmentally friendly imidazolium tetrafluoroborate ionic liquids, simple and efficient means of improvement of liquid chromatog. anal. of organic bases were elaborated.

Journal of Chromatography A published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Formula: C17H20ClN3.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sulaimon, Aliyu Adebayo published the artcilePredicting naphthenate precipitation and evaluating the effect of ionic liquids on its deposition, Related Products of imidazoles-derivatives, the publication is Journal of Petroleum Science & Engineering (2022), 109865, database is CAplus.

Naphthenic acids that are naturally carboxylic compounds contained in heavy crude oil are the main source of corrosion and blockage in a crude oil pipeline. The blockage is due to the formation of naphthenate deposits through a reaction of naphthenic acid with metal ions present in the crude oil. In the present study, model oil is used to evaluate the effect of water cut in the range of 10%-90%, brine pH in the range of 6-10, Ca²⁺ concentration in the range of 0.5%-2.5% and temperature in the range of 30 °C-60 °C towards naphthenate deposition with the aid of response surface methodol. NMR (NMR) and Fourier Transform IR (FTIR) were used to evaluate the structure of the naphthenic acids used. Results show that Ca²⁺ concentration contributes mostly to the naphthenate deposition, followed by brine pH, water cut and temperature Two math. models were developed to predict the final pH of the oil-brine system and the mass of precipitates with average relative errors (AREs) of 0.0328 and 0.0325 resp. The effects of two ionic liquids (ILs), 1-ethyl-3-methylimidazolium chloride (EMIM-Cl) and 1-butyl-3-methylimidazolium chloride (BMIM-Cl), on naphthenates precipitation, were also evaluated. Anal. showed that both ILs can reduce the amount of naphthenate deposited, with the BMIM-Cl showing better performance than the EMIM-Cl.

Journal of Petroleum Science & Engineering published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C13H26N2, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Thiel, W. published the artcileDithiocarboxylic acids, dithiocarboxylic esters, or thiocarboxylic amides by reaction of methylene-active chloromethyl compounds with sulfur, SDS of cas: 4760-35-4, the publication is Journal fuer Praktische Chemie (Leipzig) (1989), 331(2), 243-62, database is CAplus.

With a mixture of S and amine in DMF at room temperature halomethyl compounds can be oxidized to give thiocarboxylic acids and their derivatives The reaction was studied in detail especially with chloroacetic derivatives or chloromethyl heterocycles formally derived from chloroacetic acid. The resulting thiooxalic acid derivatives represent activated acids and very useful C₂-synthons, especially for the synthesis of heterocycles. Oxidation in the presence of Et₃N leads to dithiocarboxylates which can be alkylated to dithioesters in high yields. As a rule, with different primary and secondary amines instead of tertiary amines these dithiocarboxylates or dithiocarboxylic esters can be transformed already at low temperatures to thioamides.

Journal fuer Praktische Chemie (Leipzig) published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C16H12O, SDS of cas: 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Deng, Xiaohu published the artcileCuI-catalyzed amination of arylhalides with guanidines or amidines: a facile synthesis of 1-H-2-substituted benzimidazoles, Product Details of C19H14N2, the publication is Journal of Organic Chemistry (2009), 74(15), 5742-5745, database is CAplus and MEDLINE.

CuI/N,N’-dimethylethylenediamine proves to be an efficient catalyst system for the amination of arylhalides with guanidines. The same catalyst system is then successfully applied to the one-step synthesis of 1-H-2-amino-benzimidazoles through tandem aminations of 1,2-dihaloarenes in modest yields. This methodol. is also applicable for the preparation of 1-H or 1-substituted 2-aryl- or 2-alkyl-benzimidazoles.

Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Product Details of C19H14N2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yang, Qingxi published the artcileThe dissipation of cyazofamid and its main metabolite CCIM during tomato growth and tomato paste making process, Product Details of C11H8ClN3, the publication is Food Additives & Contaminants, Part A (2019), 36(9), 1327-1336, database is CAplus and MEDLINE.

In several studies focused on the residues of cyazofamid and its main metabolite 4-chloro-5-p-tolylimidazole-2-carbonitrile (CCIM) on tomato where it is widely used, CCIM has been shown to have higher acute toxicity than cyazofamid, and this is crucial to evaluate the potential food risk of cyazofamid and CCIM. In this study, the dissipation of cyazofamid and CCIM during tomato growth and tomato paste making process were assessed. The targeted compounds cyazofamid and CCIM were determined by LC-MS/MS. The results indicated that the half-life of cyazofamid was 4.6 days after applying in the field, and the maximum value of CCIM was 0.08 mg/kg at 3 days after the last application of cyazofamid, then gradually decreased. In addition, the concentrations of cyazofamid and CCIM were affected by different processing steps including washing, peeling, homogenisation, simmering, and sterilisation. Results showed that the mean losses of cyazofamid and CCIM were 92.3% and 75.2% after washing and peeling. The Processing Factor (PF) values were all less than 1. Especially for peeling, the PFs of cyazofamid and CCIM were 0.12 and 0.04, resp.

Food Additives & Contaminants, Part A published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C11H9NO3, Product Details of C11H8ClN3.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Paresi, Chelsea J. published the artcileBenzimidazole covalent probes and the gastric H⁺/K⁺-ATPase as a model system for protein labeling in a copper-free setting, Application In Synthesis of 359860-27-8, the publication is Molecular BioSystems (2016), 12(6), 1772-1780, database is CAplus and MEDLINE.

Affinity probes are useful tools for determining mol. targets and elucidating mechanism of action for novel, bioactive compounds In the case of covalent inhibitors, activity based probes are particularly valuable for ensuring acceptable selectivity margins. However, there is a variety of bioorthogonal chem. reactions available for modifying compounds of interest with clickable tags. Here, we describe a direct comparison of tetrazine ligation and strain promoted azide-alkyne cycloaddition using benzimidazole based probes to bind their known target, the gastric proton pump, ATP4A. This study validates the use of chem. probes for target identification and illustrates the superior efficiency of tetrazine ligation for copper-free click systems. In addition, we have identified several novel binding partners of benzimidazole probes: Isoform 2 of deleted in malignant brain tumors 1 protein (DMBT1) and three uncharacterized proteins.

Molecular BioSystems published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Application In Synthesis of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Liu, Zhen-zhen published the artcileIdentification of pimavanserin tartrate as a potent Ca²⁺-calcineurin-NFAT pathway inhibitor for glioblastoma therapy, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Acta Pharmacologica Sinica (2021), 42(11), 1860-1874, database is CAplus and MEDLINE.

Glioblastoma multiforme (GBM) is the most common and malignant type of primary brain tumor, and 95% of patients die within 2 years after diagnosis. In this study, aiming to overcome chemoresistance to the first-line drug temozolomide (TMZ), we carried out research to discover a novel alternative drug targeting the oncogenic NFAT signaling pathway for GBM therapy. To accelerate the drug′s clin. application, we took advantage of a drug repurposing strategy to identify novel NFAT signaling pathway inhibitors. After screening a set of 93 FDA-approved drugs with simple structures, we identified pimavanserin tartrate (PIM), an effective 5-HT_2A receptor inverse agonist used for the treatment of Parkinson′s disease-associated psychiatric symptoms, as having the most potent inhibitory activity against the NFAT signaling pathway. Further study revealed that PIM suppressed STIM1 puncta formation to inhibit store-operated calcium entry (SOCE) and subsequent NFAT activity. In cellula, PIM significantly suppressed the proliferation, migration, division, and motility of U87 glioblastoma cells, induced G1/S phase arrest and promoted apoptosis. In vivo, the growth of s.c. and orthotopic glioblastoma xenografts was markedly suppressed by PIM. Unbiased omics studies revealed the novel mol. mechanism of PIM′s antitumor activity, which included suppression of the ATR/CDK2/E2F axis, MYC, and AuroraA/B signaling. Interestingly, the genes upregulated by PIM were largely associated with cholesterol homeostasis, which may contribute to PIM′s side effects and should be given more attention. Our study identified store-operated calcium channels as novel targets of PIM and was the first to systematically highlight the therapeutic potential of pimavanserin tartrate for glioblastoma.

Acta Pharmacologica Sinica published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Han, Yali published the artcileHalf-sandwich Iridium(III) Benzimidazole-Appended Imidazolium-Based N-heterocyclic Carbene Complexes and Antitumor Application, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Chemistry – An Asian Journal (2018), 13(23), 3697-3705, database is CAplus and MEDLINE.

A series of half-sandwich iridium(III) benzimidazole-appended imidazolium-based N-heterocyclic carbene (NHC) antitumor complexes [(η⁵-Cp^x)Ir(CN̂)Cl]Cl, where Cp^x is pentamethylcyclopentadienyl (Cp*) or its biphenyl derivative (Cp^xbiph) and CN̂ is a NHC chelating ligand, were successfully synthesized and characterized. The Ir^III complexes showed potential antitumor activity against A549 cells, at most three times more potent than cis-platin under the same conditions. Complexes could bind to BSA by a static quenching mode, catalyzing the change of NADH to NAD⁺ and inducing the production of reactive oxygen species (maximum turnover number, 9.8), which play an important role in regulating cell apoptosis. Confocal microscopy showed that the complexes could specifically target lysosomes in cells with a Pearson’s co-localization coefficient 0.76 and 0.72 after 1 h and 6 h, resp., followed an energy-dependent cellular uptake mechanism and damaged the integrity of lysosomes. At the same time, complexes caused a marked loss of mitochondrial membrane potential.

Chemistry – An Asian Journal published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Mitra, Mainak published the artcileEvidence that steric factors modulate reactivity of tautomeric iron-oxo species in stereospecific alkane C-H hydroxylation, HPLC of Formula: 4760-35-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(12), 1408-1410, database is CAplus and MEDLINE.

A new iron complex mediates stereospecific hydroxylation of alkyl C-H bonds with hydrogen peroxide, exhibiting excellent efficiency. Isotope labeling studies provide evidence that the relative reactivity of tautomerically related oxo-iron species responsible for the C-H hydroxylation reaction is dominated by steric factors.

Chemical Communications (Cambridge, United Kingdom) published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, HPLC of Formula: 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Menendez, Guillermo O. published the artcileA Versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Photochemistry and Photobiology (2013), 89(6), 1354-1361, database is CAplus and MEDLINE.

We have synthesized a near-IR emissive asym. tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biol. studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technol.) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and mol. fluorophores, a preliminary design of a supramol. assembly derived from the conjugation of the mol. sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed.

Photochemistry and Photobiology published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem