28940-47-8

Upstream product

• 882-06-4 4-nitro-trans-cinnamic acid 
• 74710-09-1 o-phenylenediamine sulphate 
• 4857-04-9 2-chloromethyl-1H-benzimidazole 
• 95-54-5 1,2-diamino-benzene 
• 1238855-02-1 C₉H₈NO₆S^(1-)*Na⁽¹⁺⁾ 
• 1476043-81-8 (E)-N-(2-aminophenyl)-3-(4-nitrophenyl)acrylamide 
• 128951-03-1 (E)-1,1-bis(methylthio)-5-(4-nitrophenyl)-penta-1,4-dien-3-one 
• 555-16-8 4-nitrobenzaldehdye 
• 615-28-1 o-phenylenediamine dihydrochloride 
• 60912-44-9 ((1H-benzo[d]imidazol-2-yl)methyl)triphenylphosphonium chloride 
• 615-15-6 2-Methyl-1H-benzimidazole 

Downstream Products

• 28940-48-9 (E)-2-(4'-aminostyryl)-1H-benzimidazole 
• 1620567-55-6 4-chloro-N-((2-((2S,3S)-3-(4-nitrophenyl)oxiran-2-yl)-1H-benzo[d]imidazol-1-yl)methyl)aniline 
• 1620567-13-6 (R)-2-(4'-chlorophenyl)-3-(4'-nitrophenyl)-1,2,3,5-tetrahydrobenzo[4,5]imidazo[1,2-c]pyrimidin-4-ol 
• 1620567-37-4 (E)-4-chloro-N-((2-(4-nitrostyryl)-1H-benzo[d]imidazol-1-yl)methyl)aniline 

Relevant academic research and scientific papers

α-Aroylidineketene dithioacetal chemistry: CuI catalyzed synthesis of 2-styryl benzimidazoles enroute to regioselective hydrothiolation

Abstract Reactivity of α-aroylidineketene dithioacetals 2 was investigated to synthesize novel 2-styrylbenzimidazole derivatives 4 and their hydrothiolated product 2-(2-(methylthio)-2-arylethyl)-1H-benzo[d]imidazoles 5 has been reported. Compounds 4 and 5

Design, synthesis and docking studies of some novel (R)-2-(4′- chlorophenyl)-3-(4′-nitrophenyl)-1,2,3,5-tetrahydrobenzo[4,5] imidazo [1,2-c]pyrimidin-4-ol derivatives as antitubercular agents

Filamenting temperature-sensitive mutant (FtsZ) is a novel target for the treatment of tuberculosis. A series of (R)-2-(4′-chlorophenyl)-3- (4′-nitrophenyl)-1,2,3,5-tetrahydrobenzo[4,5] imidazo[1,2-c]pyrimidin-4-ol derivatives were designed and docked on the FtsZ protein crystal structure (PDB Id: 1RLU, resolution 2.08 ?). Compound 7t showed the highest docking score and H-bond interaction with Arg140 and Gly19. Our strategy for synthesis of (R)-2-(4′-chlorophenyl)-3-(4′-nitrophenyl)-1,2,3,5- tetrahydrobenzo[4,5]imidazo[1,2-c]pyrimidin-4-ol derivatives from o-phenylenediamine as illustrated in scheme. All the synthesized compounds were characterized by FTIR, Mass spectra, 1H NMR, 13C NMR, elemental analysis and purity was confirmed by HPLC and LCMS. Compound 7g was also confirmed by single crystal X-ray analysis. The in silico results are also validated with in vitro antitubercular activity of compound 7t. Compound 7b exhibited in vitro antitubercular activity 3.13 μg/mL and 4.7 μg/mL whereas compound 7t exhibited in vitro antitubercular activity 6.25 μg/mL and 9.4 μg/mL using GAST/Fe medium after week 1 and week 2 respectively against Mycobacterium tuberculosis H37Rv. Medium 7H9/ADC/Tween was found to be very less effective for in vitro antitubercular activity of all the benzimidazole derivatives. Assays for in vitro cytotoxicity against VERO cells of all the synthesized compounds was found to be very less cytotoxic.

From a Multipotent Stilbene to Soluble Epoxide Hydrolase Inhibitors with Antiproliferative Properties

Inspired by nature: Natural product isopropylstilbene was identified as an inhibitor of soluble epoxide hydrolase exhibiting antiproliferative properties. Following the natural product inspired design approach, a library of (E)-styryl-1H-benzo[d]imidazoles was synthesized and evaluated with recombinant enzyme and on several cancer cell lines. Copyright

Styrylbenzimidazoles. Synthesis and biological activity - part 3

As a follow up of an anti-Flaviviridae project, a new series of variously substituted 2-styryl-benzimidazoles were synthesized and tested in vitro for biological activity. Compounds were tested in cell-based assays against viruses representative of: i) two of the three genera of the Flaviviridae family, i.e. Pestiviruses and Flaviviruses; ii) other RNA virus families, such as Retroviridae, Picornaviridae, Paramyxoviridae, Rhabdoviridae and Reoviridae; iii) two DNA virus families (Herpesviridae and Poxviridae) as well as for cytotoxicity tests, run in parallel with antiviral assays,against MDBK, BHK and Vero 76 cells. In the series examined, new leads emerged against BVDV, CVB-2 and RSV. Compounds 11, 12, 17, 18, 24, 31 exhibited anti-BVDV activity in the concentration range 1.7-16 μM; among them, compound 17 was the most active, with an EC50 = 1.7 μM. Compounds 18 and 21 were equally active against CVB-2, with EC50 values of 7 - 8 μM, while the derivative 30 was active against RSV with EC50= 1 μM and represents a new lead compound.

Condensation of o-phenylenediamine with cinnamic acids

Condensation of o-phenylenediamine sulfate with cinnamic acids in refluxing ethylene glycol yielded the corresponding 2-styrylbenzimidazoles in excellent yields.

Synthesis and spectral properties of a variety of 2-styrylbenzimidazoles

Studies on the synthesis of various 2-styrylbenzimidazoles 3, 7 and N-methylated 2-styrylbenzimidazoles 5, 9 from 2-methyl/ethyl benzimidazoles 2, 6 and 1,2-dimethyl/1-methyl-2-ethylbenzimidazoles 4, 8 respectively by condensation with different aromatic aldehydes are described. The spectral characteristics of 2-styrylbenzimidazoles and N-methylated-2-styrylbenzimidazoles are discussed. An efficient and convenient phase-transfer catalysed methylation procedure for the synthesis of N-methylated-2-styrylbenzimidazoles from 2-styrylbenzimidazoles is reported.

A facile and convenient method for the preparation of 2- styrylbenzimidazoles

Condensation of o-phenylenediamine dihydrochloride with cinnamic acids in refluxing ethylene glycol yields the corresponding 2-styrylbenzimidazoles in excellent yields.

Application of Phase-Transfer Catalysis to the Synthesis of Mono- and Bis-stilbenes and Styryls

A novel and convenient method has been developed for the synthesis of substituted stilbenes by the condensation of active methyl group in suitably substituted toluenes with aromatic aldehydes in aq. medium at room temperature using benzyltriethylammonium chloride as a phase-transfer catalyst.This method has also been applied for the preparation of heterocyclic styryls and extended to the synthesis of bis-stilbenes and bis-styryls using aromatic dialdehydes in place of monoaldehydes.A comparison of the results shows that the present method is superior to the conventional methods in many respects.