174468-55-4

Upstream product

• 82759-10-2 4-fluoro-5-(4-methylpiperazin-1-yl)-2-nitrobenzenamine 
• 109-01-3 1-methyl-piperazine 
• 104222-34-6 2-nitro-4-fluoro-5-chloroaniline 
• 78056-39-0 4,5-difluoro-2-nitroaniline 
• 1393681-47-4 5-fluoro-1-amino-4-(4-methylpiperazino)-2-nitrobenzene 
• 877-90-7 N-(3-chloro-4-fluorophenyl)acetamide 

Downstream Products

• 174468-63-4 N²-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-4-fluoro-5-(4-methyl-piperazin-1-yl)-benzene-1,2-diamine 
• 174468-59-8 4-Fluoro-5-(4-methyl-piperazin-1-yl)-N²-[1-phenyl-meth-(E)-ylidene]-benzene-1,2-diamine 
• 1224937-86-3 (Z)-8-fluoro-7-(4-methylpiperazino)-3-phenyl-1-phenylimino-thiazolo[3,4-a]quinoxalin-4(5H)-one 
• 1224937-88-5 (Z)-7-fluoro-8-(4-methylpiperazino)-3-phenyl-1-phenyliminothiazolo[3,4-a]-quinoxalin-4(5H)-one 
• 1393681-36-1 7-(4-methylpiperazin-2-yl)-8-fluoro-3-phenyl-1-phenyliminothiazolo[3,4-a]quinoxalin-4(5h)-one 
• 1393681-35-0 7-fluoro-8-(4-methylpiperazin-2-yl)-3-phenyl-1-phenyliminothiazolo[3,4-a]quinoxalin-4(5H)-one 

Relevant academic research and scientific papers

Synthesis of new 2-ferrocenyl-5-fluoro-6-(4-substituted-1-piperazinyl)-1H- benzimidazoles of potential biological interest

New substituted 2-ferrocenylbenzimidazole derivatives are prepared by the oxidation of corresponding Schiffs bases in situ, generated from corresponding 1,2-diamino-4-fluoro-5-(1-piperazinyl)benzenes and 2-ferrocenecarboxaldehyde using nitrobenzene.

Benzimidazole derivatives act as dual urease inhibitor and anti-helicobacter pylori agent; synthesis, bioactivity, and molecular docking study

A series of benzimidazole derivatives 8a–h were synthesized in acceptable yield and characterized by spectroscopic methods such as 1H-NMR, 13C-NMR, MS, and Elemental analysis. In the urease inhibitory assay, all 8a–h showed higher urease inhibition activity (IC50: 5.85–20.82 μM) in comparison to thiourea and hydroxyurea as standard (IC50: 22 and 100 μM respectively). 8g exhibited the best activity with the IC50 value of 5.85 μM. The docking study represented a possible mode of interaction between 8g and the active site. To investigate the cytotoxicity of the synthesized compounds, an MTT assay was performed on two different cell lines which showed 8a–h have IC50 values higher than 50 μM on both tested cell lines. 8a–h were checked for antibacterial activity and the best activity was found by 8d against Helicobacter pylori with an inhibition zone of 20 mm even stronger than gentamicin with an inhibition zone of 18 mm.

Chemo-enzymatic synthesis and biological evaluation of 5,6-disubstituted benzimidazole ribo- and 2′-deoxyribonucleosides

A number of new 5,6-disubstituted benzimidazoles have been prepared and their substrate properties for recombinant E. coli purine nucleoside phosphorylase (PNP; the product of the deoD gene) in the transglycosylation reaction were investigated. The heterocyclic bases showed good substrate activity for PNP and the ribo- and 2-deoxyribonucleosides were synthesized. The predominant (OMe and OEt) or exclusive (Oi-Pr, morpholino, and N-methylpiperazino) formation of the 5-substituted 6-fluoro-1-(β-d- ribofuranosyl)benzimidazoles was observed. The formation of the regioisomeric 6- methoxy-, 6-ethoxy-, or 6-isopropoxy-substituted 1-(2-deoxy-β-d- ribofuranosyl)-5-fluorobenzimidazoles was observed in the trans-2- deoxyribosylation reaction of the corresponding bases. The predominant or exclusive formation of the regioisomeric N1-nucleosides with bulky 5-substituents of 6-fluorobenzimidazole points to a large hydrophobic pocket in the E. coli PNP active site that can accommodate these groups. The biological activity of the synthesized nucleosides was studied and revealed no inhibitory activity against a broad variety of DNA and RNA viruses. The compounds also lacked significant cytotoxicity. Georg Thieme Verlag Stuttgart New York.

One-pot synthesis of thiazolo[3,4-a]quinoxalines and the related heterocyclic systems using 4-hydroxy-4-alkoxycarbonyl-3,5-diaryl-2- aryliminothia(selena)zolidines as versatile reagents

An efficient and versatile one-step method for the synthesis of thiazolo[3,4-a]quinoxalines and related new heterocyclic systems have been developed on the basis of a new strategy for the construction of the pyrazine ring system. The key step of the process involves the cascade annulation of the iminothiazolopyrazine system to benzene in the reaction of 4-hydroxy-3,5-diaryl- 2-phenyliminothiazolidines with 1,2-diaminobenzenes. The use of selenium analogues instead of thiazolidine derivatives in this reaction, leads to selenazolo[3,4-a]quinoxalines and the use of aza analogues instead of 1,2-diaminobenzenes gives aza analogues of thiazolo[3,4-a]quinoxalines.

Synthesis of benzimidazoles as antimicrobial agents

Suitably substituted o-phenylenediamines on treatment with S-methyl isothiourea and methyl chloroformate gave different benzimidazole carbamates (14-19).

Fused polycyclic nitrogen-containing heterocycles 21. Condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 4-(4-methylpiperazino)-1,2-phenylenediamines

The condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 5-fluoro-4-(4-methylpiperazino)-1,2-phenylenediamines leads to region-isomeric thiazolo[3,4-a]quinoxalines differing in substituents in positions 7 and 8

PYRAZOLYLBENZIMIDAZOLE DERIVATIVES, COMPOSITIONS CONTAINING THEM AND USE THEREOF

The disclosure relates to compounds of formula (I): wherein R1, R2, R3, R4, and R5 are as defined in the disclosure, to the compositions containing them and to the use thereof as medicaments, in particular as anticancer agents. The disclosure also relates to the process for preparing the compounds of formula (I) and to reaction intermediates.

Identification of novel benzimidazole series of potent and selective ORL1 antagonists

Structure-activity studies on benzimidazole lead 1 obtained from library screening led to the discovery of potent and selective ORL1 antagonist 28, 5-chloro-2-[(1-ethyl-1-methylpropyl)thio]-6-[4-(2-hydroxyethyl)piperazin-1-yl]-1H-benzimidazole, which is s

Synthesis and antimicrobial activities of 5-fluoro-1,2,6-trisubstituted benzimidazole carboxamide and acetamide derivatives

Some 5-fluoro-6-substitute-1 H-benzimidazole-2-carbamates (12a-e), 5-fluoro-6-substituted 1H-benzimidazole-2-acetate (13a-e) and 2-acetamide (14a-f) derivatives, 2-acetamido-5-fluoro-6-(morpholin-4-yl)-1-propyl-1H-benzimidazole (15), and 1-cyclopropyl-2-e

Synthesis of substituted 2-ethoxycarbonyl- and 2-carboxyquinoxalin -3 ones for evaluation of antimicrobial and anticancer activity

A series of variously substituted quinoxalin-3-ones bearing an ethoxycarbonyl or carboxy group in the C-2 position has been prepared and their structures proved by 1H NMR spectroscopy. The obtained compounds were investigated in vitro for antimicrobial and anticancer activities. Preliminary results showed a moderate activity against a few strains of bacteria but no significant anticancer and anti-HIV activity.