Month: November 2022

Kirk, Kenneth L. published the artcileBiochemistry and pharmacology of ring-fluorinated imidazoles, Recommanded Product: 5-Fluoro-1H-imidazole, the main research area is fluoroimidazole pharmacol; histadine fluoro derivative pharmacol; imidazole fluoro derivative pharmacol.

Concentrations of 2-fluorohistidine (I) [57212-36-9] ≤10-5 M were bacteriostatic with Escherichia coli, but the inhibition was reversed by the addition of L-histidine [71-00-1]. I also showed antiviral activity in cell cultures. Thyrotropin-releasing-factor (TRF) [24305-27-9] and luteinizing hormone-releasing factor (LHRF) [9034-40-6] were synthesized with I and 4-fluorohistidine [57372-70-0] residues as replacement for the histadine residues; while the 4-fluoro analogs were inactive, those containing I showed 20-30% activity. 4-Fluorohistadine did not show bacterostatic or antiviral activity, but it was a substrate for bacterial histidine decarboxylase [9024-61-7]. Neither 4-fluorourocanic acid [60010-44-8] or 2-fluorourocanic acid [60010-46-0] was a substrate for urocanase [9014-58-8], but the 2-fluoro derivative of urocanic acid was an inhibitor of the enzyme. 2-Fluorohistamine [50581-18-5] had good affinity for H1 histamine receptors in guinea pig ileum.

ACS Symposium Series published new progress about Antihistamines. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Recommanded Product: 5-Fluoro-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thomann, Andreas published the artcileMicrowave-assisted synthesis of 4-substituted 2-methylthiopyrimidines, Recommanded Product: 5,6-Dimethoxy-1H-benzo[d]imidazole, the main research area is chloromethylthiopyrimidine heterocycle aromatic substitution microwave irradiation; heterocycle substituted methylthiopyrimidine preparation green chem.

Typically, SNAr reactions at 4-chloro-2-methylthiopyrimidine are carried out employing DMF and sodium hydride under inert gas as well as prolonged reaction times. Herein, we describe a mild and rapid microwave-assisted synthesis to achieve 4-substituted 2-methylthiopyrimidines from the corresponding chlorine precursor. Moderate to excellent yields were obtained in a green chem. fashion requiring only few minutes of reaction time.

Synlett published new progress about Green chemistry. 72721-02-9 belongs to class imidazoles-derivatives, name is 5,6-Dimethoxy-1H-benzo[d]imidazole, and the molecular formula is C9H10N2O2, Recommanded Product: 5,6-Dimethoxy-1H-benzo[d]imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Catalan, Javier published the artcileSubstituent effects on proton affinities: through bonds or through space mechanism?, Product Details of C3H3FN2, the main research area is MO pyrazole imidazole; protonation energy pyrazole imidazole; lone pair orbital energy heterocycle.

INDO calculations of the protonation energies and lone pair orbital energies of twenty pyrazoles and twenty imidazoles have been carried out in order to ascertain the mechanism of the substituent effect; Me, cyano, fluoro, amino, and nitro substituents have been examined The nitro group shows a special behavior. The importance of optimizing the geometry and the reasons for the anomaly shown by the nitro derivatives are discussed.

Heterocycles published new progress about Electronic state. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Product Details of C3H3FN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Dolensky, Bohumil published the artcileSynthesis of 4,5-difluoroimidazole, Formula: C3H3FN2, the main research area is imidazole difluoro preparation; photochem Schiemann reaction aminoimidazole fluorination.

5-Fluoroimidazole-4-carboxylic acid Et ester 3 was converted to the corresponding hydrazide 4 in 81% yield. Oxidation of the hydrazide to the carbonyl azide 5 (88%) and Curtius rearrangement in t-Bu alc. produced 94% 4-t-butyloxycarbonylamino-5-fluoroimidazole 6. Dissolution of the t-Bu carbamate in 50% HBF4, in situ diazotization of the resulting amine, and irradiation produced the target compound 1 in 36% yield from 6 by the photochem. Schiemann reaction.

Journal of Fluorine Chemistry published new progress about Curtius reaction. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Formula: C3H3FN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Gesmundo, Nathan J. published the artcileNanoscale synthesis and affinity ranking, Product Details of C8H8N2O, the main research area is structure drug discovery.

Most drugs are developed through iterative rounds of chem. synthesis and biochem. testing to optimize the affinity of a particular compound for a protein target of therapeutic interest. This process is challenging because candidate mols. must be selected from a chem. space of more than 1060 drug-like possibilities1, and a single reaction used to synthesize each mol. has more than 107 plausible permutations of catalysts, ligands, additives and other parameters2. The merger of a method for high-throughput chem. synthesis with a biochem. assay would facilitate the exploration of this enormous search space and streamline the hunt for new drugs and chem. probes. Miniaturized high-throughput chem. synthesis3-7 has enabled rapid evaluation of reaction space, but so far the merger of such syntheses with bioassays has been achieved with only low-d. reaction arrays, which analyze only a handful of analogs prepared under a single reaction condition8-13. High-d. chem. synthesis approaches that have been coupled to bioassays, including on-bead14, on-surface15, on-DNA16 and mass-encoding technologies17, greatly reduce material requirements, but they require the covalent linkage of substrates to a potentially reactive support, must be performed under high dilution and must operate in a mixture format. These reaction attributes limit the application of transition-metal catalysts, which are easily poisoned by the many functional groups present in a complex mixture, and of transformations for which the kinetics require a high concentration of reactant. Here the authors couple high-throughput nanomole-scale synthesis with a label-free affinity-selection mass spectrometry bioassay. Each reaction is performed at a 0.1-M concentration in a discrete well to enable transition-metal catalysis while consuming less than 0.05 mg of substrate per reaction. The affinity-selection mass spectrometry bioassay is then used to rank the affinity of the reaction products to target proteins, removing the need for time-intensive reaction purification This method enables the primary synthesis and testing steps that are critical to the invention of protein inhibitors to be performed rapidly and with minimal consumption of starting materials.

Nature (London, United Kingdom) published new progress about Chemical library. 82090-52-6 belongs to class imidazoles-derivatives, name is Imidazo[1,2-a]pyridin-2-ylmethanol, and the molecular formula is C8H8N2O, Product Details of C8H8N2O.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Garuti, L. published the artcileSynthesis and antiviral assays of some 2-substituted benzimidazole-N-carbamates, Application of Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is benzimidazolecarbamate preparation antiviral activity; carbamate benzimidazole preparation antiviral activity.

The title compounds were synthesized and tested in vitro for antiviral activity. Carbamates I (R = i-PrNHCO, R1 = MeO; R = MeSCH2, R1 = i-PrO) were active at noncytotoxic concentrations The results confirmed the importance of the substituents at the 2-position of benzimidazole; an isopropylcarboxamide group led to the best activity.

Farmaco published new progress about Antiviral agents. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Application of Methyl 1H-benzo[d]imidazole-2-carboxylate.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

De Clercq, Erik published the artcileFluoroimidazoles as antiviral agents and inhibitors of polynucleotide biosynthesis, SDS of cas: 30086-17-0, the main research area is fluoroimidazole virus nucleotide.

4-Fluoroimidazole (4-FI) [30086-17-0], 4-fluoroimidazole-5-carboxylic acid (4-FIC) [42309-90-0], 4-fluoroimidazole-5-carboxamide (4-FICA ) [33300-35-5], and 5-fluoro-1-β-D-ribofuranosylimidazole-4-carboxamide (5-FICAR) [56766-95-1] were studied for their inhibitory effects on viral cytopathogenicity in 10 assay systems encompassing nearly all major virus groups. Ribavirin (1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide) [36791-04-5], 5-AICAR (5-amino-1-β-D-ribofuranosylimidazole-4-carboxamide) [2627-69-2], and poly (I)-poly (C) [24939-03-5] were included as reference materials. Although the antiviral activities of ribavirin and the fluoroimidazoles varied considerably from 1 system to another, the relative order of activity remained constant: ribavirin > 5-FICAR > 5-AICAR > 4-FICA. 4-FIC and 4-FI were inactive. Poly (I)-poly (C) showed a spectrum of antiviral activity that differed totally from that of 5-FICAR and the other compounds Unlike 5-AICAR, both 5-FICAR and ribavirin inhibited cellular DNA and RNA synthesis at concentrations which coincided quite well with those inhibiting viral cytopathogenicity. Hence, 5-FICAR and ribavirin may owe their broad-spectrum antiviral activity to inhibition of nucleic acid synthesis in the infected cell.

Life Sciences published new progress about Antiviral agents. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, SDS of cas: 30086-17-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Feng, Song published the artcileDiscovery of Imidazopyridine Derivatives as Highly Potent Respiratory Syncytial Virus Fusion Inhibitors, Quality Control of 82090-52-6, the main research area is imidazopyridine preparation antiviral respiratory syncytial virus fusion inhibitory activity; Respiratory syncytial virus (RSV); antiviral; fusion inhibitors; heterocycle; imidazopyridine; virus.

A series of imidazolepyridine derivatives were designed and synthesized according to the established docking studies. The imidazopyridine derivatives were found to have good potency and phys.-chem. properties. Several highly potent compounds such as I (R = CONH2, SO2Me, SO2Et) were identified with single nanomolar activities. The most potent compound I (R = SO2Et) showed an IC50 of 3 nM, lower microsome clearance and no CYP inhibition. The profile of I (R = SO2Et) appeared to be superior to BMS433771, and supported further optimization.

ACS Medicinal Chemistry Letters published new progress about Antiviral agents. 82090-52-6 belongs to class imidazoles-derivatives, name is Imidazo[1,2-a]pyridin-2-ylmethanol, and the molecular formula is C8H8N2O, Quality Control of 82090-52-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Feng, Song published the artcileDiscovery of Imidazopyridine Derivatives as Highly Potent Respiratory Syncytial Virus Fusion Inhibitors, Synthetic Route of 67625-38-1, the main research area is imidazopyridine preparation antiviral respiratory syncytial virus fusion inhibitory activity; Respiratory syncytial virus (RSV); antiviral; fusion inhibitors; heterocycle; imidazopyridine; virus.

A series of imidazolepyridine derivatives were designed and synthesized according to the established docking studies. The imidazopyridine derivatives were found to have good potency and phys.-chem. properties. Several highly potent compounds such as I (R = CONH2, SO2Me, SO2Et) were identified with single nanomolar activities. The most potent compound I (R = SO2Et) showed an IC50 of 3 nM, lower microsome clearance and no CYP inhibition. The profile of I (R = SO2Et) appeared to be superior to BMS433771, and supported further optimization.

ACS Medicinal Chemistry Letters published new progress about Antiviral agents. 67625-38-1 belongs to class imidazoles-derivatives, name is Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate, and the molecular formula is C10H9ClN2O2, Synthetic Route of 67625-38-1.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zheng, Xiaozhang published the artcileStructure-Based Discovery of Novel Amide-Containing Nicotinamide Phosphoribosyltransferase (Nampt) Inhibitors, Category: imidazoles-derivatives, the main research area is amide containing nicotinamide phosphoribosyltransferase inhibitor preparation cancer.

Crystal structures of several urea- and thiourea-derived compounds in complex with the nicotinamide phosphoribosyltransferase (Nampt) protein were utilized to design a potent amide-containing inhibitor bearing an aza-indole moiety (Nampt BC IC50 = 9.0 nM, A2780 cell proliferation IC50 = 10 nM). A Nampt cocrystal structure was subsequently obtained and enabled the design of addnl. amide-containing inhibitors which incorporated various other fused 6,5-heterocyclic moieties and biaryl sulfone or sulfonamide motifs. Addnl. modifications of these mols. afforded many potent biaryl sulfone-containing Nampt inhibitors which also exhibited favorable in vitro ADME properties (microsomal and hepatocyte stability, MDCK permeability, plasma protein binding). An optimized compound was a potent inhibitor of multiple cancer cell lines (IC50 <10 nM vs U251, HT1080, PC3, MiaPaCa2, and HCT116 lines), displayed acceptable mouse PK properties (F = 41%, CL = 52.4 mL/min/kg), and exhibited robust efficacy in a U251 mouse xenograft model. Journal of Medicinal Chemistry published new progress about Antitumor agents. 588720-29-0 belongs to class imidazoles-derivatives, name is Imidazo[1,5-a]pyridine-7-carboxylic acid, and the molecular formula is C8H6N2O2, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem