51553-32-3

Upstream product

• 4414-88-4 1H-benzimidazol-2-acetonitrile 
• 120-21-8 4-Diethylaminobenzaldehyde 
• 95-54-5 1,2-diamino-benzene 

Relevant academic research and scientific papers

Activatable Formation of Emissive Excimers for Highly Selective Detection of β-Galactosidase

Small-molecular fluorescence sensors have become promising detection tools in many fields attributing to their high sensitivity, excellent temporal and spatial resolution, and low cytotoxicity. However, high concentration or aggregation-induced fluorescence quenching effect has usually hindered the development of traditional fluorescence dyes. Herein, a new fluorophore cyanovinylene dye BMZ with excimer emission property has been constructed. It shows an obvious enhanced and red-shift emission upon aggregation in aqueous solution, which overmatches the conventional pyrene with longer absorption and emission wavelengths. Using this unique optical property, a new fluorescence probe BMZ-Gal has been developed for trapping of β-galactosidase (β-Gal) activity with high selectivity, low limit of detection of 0.17 U, and rapid recognition, which is based on the β-Gal-induced formation of red-shift emitting excimer. β-Gal has a strong affinity for BMZ-Gal, which is verified through the Michaelis-Menten constants (Km, 1.87 μM) and the hydrolysis efficiencies (Kcat/Km, 1.78 × 103 M-1 s-1). Furthermore, the assay system has been successfully used for detecting endogenous β-Gal in living ovarian cancer cells and can passively targeted to identify β-Gal in organelle level and determine its subcellular location with satisfactory accuracy. We anticipate that the new fluorophore cyanovinylene dye herein may inaugurate new opportunities for the development of excimer emission sensors.

Cyano vinylene derivative fluorescent dye as well as preparation method and application thereof

The invention relates to a cyanovinylene derivative fluorescent dye as well as a preparation method and application thereof, and discloses a compound represented by a structural general formula (I), and the compound R1 is independently selected from H, NH2, OH, CN, CH3, COOH, SO3H, F, Cl, Br or NO2; R2 is a group described in the specification. The compound probe molecule provided by the inventioncan realize quantitative detection of beta-Gal in a buffer solution test system, is not interfered by other proteases, biological mercaptan, active oxygen and common cations, and is successfully applied to in-situ detection of beta-Gal in biological cells of SKOV3 cells.

Development of benzimidazole derivatives to inhibit HIV-1 replication through protecting APOBEC3G protein

Human APOBEC3G (apolipoprotein B mRNA-editing enzyme, catalytic polypeptide-like 3G, A3G) is a potent restriction factor against human immunodeficiency virus type 1 (HIV-1) by inducing hypermutation of G to A in viral genome after its incorporation into virions. HIV-1 Vif (Virion Infectivity Factor) counteracts A3G by inducing ubiquitination and proteasomal degradation of A3G protein. Vif-A3G axis therefore is a promising therapeutic target of HIV-1. Here we report the screening, synthesis and SAR studies of benzimidazole derivatives as potent inhibitors against HIV-1 replication via protecting A3G protein. Based on the steep SAR of the benzimidazole scaffold, we identified compound 14 and 26 which provided the best potency, with IC50 values of 3.45 nM and 58.03 nM respectively in the anti-HIV-1 replication assay in H9 cells. Compound 14 and 26 also afforded protective effects on A3G protein level. Both compounds have been proved to be safe in acute toxicological studies. Taken together, we suggest that these two benzimidazole derivatives can be further developed as a new category of anti-HIV-1 leads.

Reactions of cyanomethylbenzimidazoles. Part II. Reaction of cyanomethylbenzimidazoles with aldehydes methylketones and nitroso compounds.

Position of CH2CN group in the benzimidazole system determines the activity of hydrogen atoms of CH2 group in condensation reactions. Some of the obtained compounds show high tuberculostatic activity.