Category: imidazoles-derivatives

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

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

Verhoest, Patrick R. published the artcileDiscovery of a Novel Class of Phosphodiesterase 10A Inhibitors and Identification of Clinical Candidate 2-[4-(1-Methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline (PF-2545920)(I) for the Treatment of Schizophrenia, Category: imidazoles-derivatives, the main research area is schizophrenia phosphodiesterase 10A inhibitor PDE10A pyrazole derivative.

By utilizing structure-based drug design (SBDD) knowledge, a novel class of phosphodiesterase (PDE) 10A inhibitors was identified. The structure-based drug design efforts identified a unique “”selectivity pocket”” for PDE10A inhibitors, and interactions within this pocket allowed the design of highly selective and potent PDE10A inhibitors. Further optimization of brain penetration and drug-like properties led to the discovery of 2-[4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline (PF-2545920) (I). This PDE10A inhibitor is the first reported clin. entry for this mechanism in the treatment of schizophrenia.

Journal of Medicinal Chemistry published new progress about Molecular modeling. 82090-52-6 belongs to class imidazoles-derivatives, name is Imidazo[1,2-a]pyridin-2-ylmethanol, and the molecular formula is C8H8N2O, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kiselyov, Alexander S. published the artcile2-((1H-Azol-1-yl)methyl)-N-arylbenzamides: Novel dual inhibitors of VEGFR-1/2 kinases, COA of Formula: C9H10N2O2, the main research area is azolyl arylbenzamide preparation VEGFR kinase inhibitor SAR.

Novel potent derivatives of (azol-1-yl)methyl-N-arylbenzamides with improved solubility (>3 mM) are described as ATP-competitive inhibitors of vascular endothelial growth factor receptor 2 (VEGFR-2). Many compounds display VEGFR-2 inhibitory activity reaching IC50 < 100 nM in the enzymic assay. The compounds also inhibit the related tyrosine kinase, VEGFR-1, with similar potencies. Several compounds containing bulky lipophilic substituents at the benzamide pharmacophore yielded 10- to 17-fold selectivity for the VEGFR-2 vs. VEGFR-1 kinase. Bioorganic & Medicinal Chemistry Letters published new progress about Molecular modeling. 72721-02-9 belongs to class imidazoles-derivatives, name is 5,6-Dimethoxy-1H-benzo[d]imidazole, and the molecular formula is C9H10N2O2, COA of Formula: C9H10N2O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Vaultier, Michel published the artcileFormation of a 1,2,4-oxadiazoline from an aziridine: mechanism of the reaction and photochemical conversion into a benzimidazole derivative, Application In Synthesis of 5805-53-8, the main research area is aziridinedicarboxylate cleavage nitrite; phenylaziridinedicarboxylate cleavage nitrite; rearrangement photolysis phenyloxadiazoline; oxadiazoline phenyl rearrangement benzimidazole; benzimidazolecarboxylate.

Reaction of NaNO2 with the aziridine I in the presence of BzOH gave 75% oxadiazoline II, which on photolysis in C6H6 gave 86% benzimidazole III. The formation of II probably involved addition of NaNO2 to PhCH:N+PhCH(CO2Me)2 BzO-, followed by cyclization, and demethoxycarbonylation by a β-lactam path.

Journal of the Chemical Society, Chemical Communications published new progress about Photorearrangement. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Application In Synthesis of 5805-53-8.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hand, E. Smakula published the artcileReaction of 3-substituted imidazo[1,2-a]pyridines with bromine(1+) and the alleged 5-bromo-substituted product, Synthetic Route of 5857-47-6, the main research area is bromosuccinimide reaction imidazopyridine.

The reaction of 3-methylimidazo[1,2-a]pyridine with N-bromosuccinimide (I) gave products formed by apparent nucleophilic substitution at the 2-position. I in CHCl3 gave II and III, while I in CCl4 or Br2 in CHCl3 gave II exclusively. Mechanisms and differences in product formation are discussed; evidence is presented that the previously reported I product was in fact 3-bromo-5-methylimidazo[1,2-a]pyridine, rather than the alleged 5-bromo-3-Me derivative IV. IV was prepared by diazotization of 5-amino-3-methylimidazo[1,2-a]pyridine in the presence of HBr and by condensation of MeCHBrCHO (or its acetal) with 2-amino-6-bromopyridine.

Journal of Organic Chemistry published new progress about Reaction mechanism. 5857-47-6 belongs to class imidazoles-derivatives, name is 3-Bromo-5-methylimidazo[1,2-a]pyridine, and the molecular formula is C8H7BrN2, Synthetic Route of 5857-47-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhuang, Zhi-Ping published the artcileStructure-Activity Relationship of Imidazo[1,2-a]pyridines as Ligands for Detecting β-Amyloid Plaques in the Brain, SDS of cas: 1023-01-4, the main research area is imidazopyridine iodo preparation beta amyloid aggregate ligand; iodine 125 labeled dimethylaminophenyliodoimidazopyridine preparation imaging agent Alzheimer disease; anti Alzheimer agent iodine labeled imidazopyridine preparation biodistribution.

A series of novel β-amyloid (Aβ) aggregate-specific ligands, e.g., 2-(4′-dimethylaminophenyl)-6-iodoimidazo[1,2-a]pyridine (I; IMPY), and its related derivatives were prepared An in vitro binding study with preformed Aβ aggregates showed that I and its bromo derivative competed with binding of 2-(4′-dimethylaminophenyl)-6-iodobenzothiazole, [125I]7(TZDM), a known ligand for Aβ aggregates, with high binding affinities (Ki = 15 and 10 nM, resp.). In vitro autoradiog. of brain sections of a transgenic mouse (Tg2576) with [125I]-I displayed high selective binding to amyloid-like structures, comparable to that observed by staining with thioflavin-S visualized under fluorescence. In vivo biodistribution after an i.v. injection of [125I]-I in normal mice showed a high initial brain uptake and fast washout, indicating a low background activity associated with this iodinated ligand. Taken together, the data suggests that [123I]-I may be useful for imaging Aβ aggregates in patients with Alzheimer’s disease.

Journal of Medicinal Chemistry published new progress about Alzheimer disease. 1023-01-4 belongs to class imidazoles-derivatives, name is 2-(4-Bromophenyl)-6-methylimidazo[1,2-a]pyridine, and the molecular formula is C14H11BrN2, SDS of cas: 1023-01-4.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Boegesoe, Klaus P. published the artcileAntihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity, Recommanded Product: 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, the main research area is piperazinophenylindan preparation antihypertensive structure activity; irindalone preparation antihypertensive; hydroxytryptamine antagonist piperazinophenylindan.

A series of trans-1-piperazino-3-phenylindans, e.g., I (R = H, F; R1 = H, 2-F, 4-F, 4-Cl, 4-OH, 4-OMe; n,m = 2,3; X = NH, O, CH2, NH, NMe, NEt, NCHMe2; X1 = O, S) were synthesized with the goal of replacing their established neuroleptic profile with that of peripheral 5-hydroxytryptamine (5-HT2) antagonism. Compounds with an unsubstituted for F-substituted in the 6-position in the indan ring, and which had a five- or six-membered heterocyclic ring attached by an ethylene chain to the piperazine ring, satisfied this objective. Some of the compounds had potent antihypertensive activity in conscious spontaneously hypertensive rats. In pithed rats they antagonized the pressor effect induced by 5-HT in doses 100-1000 times lower than doses needed to antagonize the pressor effect of phenylephrine. The effect was stereoselective and associated with enantiomers with 1R,3S absolute configuration. 1S,3R Enantiomers inhibited the uptake of dopamine and norepinephrine in vitro. The compound with the best antihypertensive activity was irindalone. Its pharmacol. profile resembled that of the standard compound ketanserin. There was a close structural correspondence between ketanserin and irindalone in a conformation that was identified as a D-2 receptor-relevant configuration of its neuroleptic parent tefludazine. This suggests that the dopaminergic (D-2) and the serotoninergic (5-HT2) pharmacophores are structurally closely related.

Journal of Medicinal Chemistry published new progress about Antihypertensives. 52548-84-2 belongs to class imidazoles-derivatives, name is 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, and the molecular formula is C9H9ClN2O, Recommanded Product: 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Demissie, Taye B. published the artcileMechanism and Site Selectivity in Visible-Light Photocatalyzed C-H Functionalization: Insights from DFT Calculations, Recommanded Product: Imidazo[1,2-c]pyrimidine, the main research area is selectivity visible photocatalyzed carbon hydrogen functionalization DFT.

Visible-light photocatalyzed (VLPC) late-stage C-H functionalization is a powerful addition to the chem. synthesis toolkit. VLPC has a demonstrated potential for discovery of elusive and valuable transformations, particularly in functionalization of bioactive heterocycles. To fully harvest the potential of VLPC in the context of complex mol. synthesis, a thorough understanding of the elementary processes involved is crucial. This would enable more rational design of suitable reagents and catalysts, as well as prediction of activated C-H sites for functionalization. Such knowledge is essential when VLPC is to be employed in retrosynthetic anal. of complex mols. Herein, the authors present a d. functional theory (DFT) study of mechanistic details in the C-H functionalization of bioactive heterocycles exemplified by the methylation of the antifungal agent voriconazole. Also, readily computed at. charges can predict major site-selectivity in good agreement with exptl. studies and thus be informative tools for the identification of active C-H functionalization sites in synthetic planning.

Journal of Organic Chemistry published new progress about C-C bond cleavage. 274-78-2 belongs to class imidazoles-derivatives, name is Imidazo[1,2-c]pyrimidine, and the molecular formula is C6H5N3, Recommanded Product: Imidazo[1,2-c]pyrimidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tufail, Fatima published the artcileCatalyst-Free, Glycerol-Assisted Facile Approach to Imidazole-Fused Nitrogen-Bridgehead Heterocycles, COA of Formula: C14H11BrN2, the main research area is imidazopyridine imidazopyrimidine imidazopyrazine preparation regioselective green chem; phenacyl bromide aminopyridine aminopyrimidine aminopyrazine coupling glycerol solvent.

A completely regioselective, environmentally benign strategy for the facile synthesis of biol. important imidazole-fused nitrogen-bridgehead heterocycles has been developed using glycerol/water 4:1 as a green promoting media. The methodol. involves the simple coupling of 2-halocarbonyl compounds with 2-aminopyridines, 2-aminopyrimidine, 2-aminopyrazine to obtain a variety of 2-aryl substituted imidazo-pyridines, imidazo-pyrimidines and imidazo-pyrazines containing bridgehead nitrogen. This protocol eliminates the use of toxic catalysts and volatile organic solvents – two key principles in the development of a green chem. process. Other significant highlights include mild reaction conditions, operational simplicity, short reaction times, easy workup and purification process, high yields and potential for scale-up.

ChemistrySelect published new progress about Coupling reaction. 1023-01-4 belongs to class imidazoles-derivatives, name is 2-(4-Bromophenyl)-6-methylimidazo[1,2-a]pyridine, and the molecular formula is C14H11BrN2, COA of Formula: C14H11BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem