84257-85-2

Upstream product

• 108791-82-8 2-(o-bromobenzylideneamino)benzimidazole 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 934-32-7 1H-benzimidazol-2-amine 

Downstream Products

• 13230-00-7 2-cyano-3-(2,4-dimethoxyphenyl)acrylic acid ethyl ester 
• 152944-30-4 α-cyano-2,4-dimethoxycinnamic acid methyl ester 
• 1620137-91-8 3-cyano-2-(2,4-dimethoxyphenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-4-one 
• 1620137-84-9 2-(2,4-dimethoxyphenyl)-4-imino-3-phenyl-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole 
• 1620137-80-5 4-amino-3-cyano-2-(2,4-dimethoxyphenyl)-1,2-dihydropyrimido[1,2-a]benzimidazole 
• 1620137-89-4 3-cyano-4-phenyl-2-(2,4-dimethoxyphenyl)-1,2-dihydropyrimido[1,2-a]benzimidazole 
• 1064084-04-3 2-(2,4-dimethoxyphenyl)-3-(methoxycarbonyl)-4-methyl-1,2-dihydropyrimido[1,2-a]benzimidazole 
• 1064084-11-2 2-(2,4-dimethoxyphenyl)-3-(ethoxycarbonyl)-4-methyl-1,2-dihydropyrimido[1,2-a]benzimidazole 
• 1064084-27-0 3-(benzyloxycarbonyl)-2-(2,4-dimethoxyphenyl)-4-methyl-1,2-dihydropyrimido[1,2-a]benzimidazole 
• 1064084-39-4 3-(tert-butoxycarbonyl)-2-(2,4-dimethoxyphenyl)-4-methyl-1,2-dihydropyrimido[1,2-a]benzimidazole 

Relevant academic research and scientific papers

Synthesis and in vitro antiproliferative activity of novel mannich bases - 2-arylideneaminobenzimidazoles derivatives

A new class of Mannich bases 5-16, 20-21, derivatives of 2-amino-1H-benzimidazole, were obtained in the condensation of Schiff bases 2-4 with selected secondary or primary amines: N-phenylpiperazine, 1-(2-pyridyl)piperazine, morpholine, piperidine, 2-chloroaniline, benzylamine and formaldehyde in ethanol. In reaction of 2-bromobenzylideneaminobenzimidazole with primary amines: o-chloroaniline and benzylamine carried out in room temperature 1-hydroxymethyl-2-(2-bromobenzylideneamino)benzimidazole (19) was obtained. In next step compound 19 with primary amines in boiling ethanol with catalytic amount of Triflate gave Mannich bases of various chemical structures. The structures 5-21 were confirmed by the results of elementary analysis and their IR,1H-,13C-NMR spectra and mathematical optimalizations. All 20 compounds were screened against the cells of MV4-11 human leukemia. Selected 8 compounds with the highest activity (IC50 lower than 10 μg/mL) were tested towards human breast (T47D), lung (A549) and colon (LoVo) cancer cells and normal mouse fibroblasts (BALB/3T3). Cisplatin was used as a control drug. Selected types of cancer are the examples of diseases frequently afflicted people worldwide.

Synthesis and antiproliferative activity in vitro of new 2-aminobenzimidazole derivatives. Reaction of 2-arylideneaminobenzimidazole with selected nitriles containing active methylene group

A series of pyrimido[1,2-a]benzimidazole and a-cyanocinnamic acid derivatives have been synthesized in the reactions of Schiff bases 2-7 with selected nitriles containing an active methylene group: malononitrile 8-12, cyanoacetamide 13-16, benzyl cyanide 17-21, benzoylacetonitrile 22-24, cyanoacetate methyl ester 25-28 and benzylacetamide 29. The structures 8-29 were confirmed by the results of elementary analysis and their IR, 1H-, 13C-NMR and MS spectra. The products 8-29 of various chemical structure pyrimido[1,2-a] benzimidazole 8-12, 14-16, 17-21, 23-24, 26 and a-cyanocinnamic acid derivatives 13, 22, 25, 27, 28 were obtained, which are of interest for biological studies or which can be substrates for further synthesis. The selected compounds 10, 13, 14, 17, 19, 21, 23-25 and 28 were screened for their antiproliferative activity in vitro against neoplastic and normal cell lines. The most active two compounds were: 2-(o-bromophenylene)-3-cyano-4-phenyl-1,2-dihydropyrimido[1,2-a] benzimidazole (24) and 3-cyano-4-phenyl-2-(2,4-dimethoxyphenyl)-1,2- dihydropyrimido[1,2-a]benzimidazole (23). However, similarly like cisplatin used as the control, they showed no selectivity towards cancer cells, by inhibiting proliferation of normal mouse fibroblasts in similar manner. Versita Sp. z o.o.

Synthesis of new 2-aminobenzimidazole derivatives. Part 4*. Reactions of 2-arylideneaminobenzimidazole with selected β-ketoesters

Schiff bases 2-6 obtained from 2-aminobenzimidazole 1 with p-(N,N-diethylamino)-, p-chloro-, p-bromo-, 2,4-dimethoxy-, and 3,4-dimethoxybenzaldehyde were subjected to the reaction with 1,3-ketoester: methyl-, ethyl-, benzyl-, and t-butylacetoacetate to form derivatives of pyrimido[1,2-a]benzimidazole 7-23. 1H NMR spectra recorded for the compounds 20-23 in DMSO solution indicate the presence of two conformational forms. Compounds 2, 7-23 were examined for their antiproliferative activity in vitro against the cells of human lung cancer cell lines A549.

Synthesis and antiproliferative activity in vitro of new 2-aminobenzimidazole derivatives. Part 3 [1]. Reactions of 2- arylideneaminobenzimidazole with selected 1,3-diketones

A series of pyrimido[1,2-a]benzimidazole derivatives has been synthesized in the reactions of 2-aminobenzimidazole Schiff bases 1-6 with selected β-diketones; acetylacetone 7-12 or benzoylacetone 13-18. The structures 4, 7-18 were confirmed by the results