73724-08-0Relevant academic research and scientific papers
Design and structure-activity relationships anticandidosic of diazaheteroaryl functionalized by Micha?l acceptors
Aboudramane, Kone,Doumade, Zon,Drissa, Sissouma,Jean-Paul, N'Guessan D.,Mahama, Ouattara,Mamidou, Koné Witabouna,Songuigama, Coulibaly
, p. 117 - 133 (2022/02/14)
Benzimidazole and imidazopyridine heterocycles associated with Micha?l acceptors have shown strong anticandidosic potential in our previous work. After a decade of research, we have designed, synthesized and evaluated the anticandidosic activities of seve
Development of benzimidazole derivatives to inhibit HIV-1 replication through protecting APOBEC3G protein
Pan, Ting,He, Xin,Chen, Bing,Chen, Hui,Geng, Guannan,Luo, Haihua,Zhang, Hui,Bai, Chuan
, p. 500 - 513 (2015/04/14)
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.
Choline chloride and urea based eutectic solvents: Effective catalytic systems for the Knoevenagel condensation reactions of substituted acetonitriles
Liu, Shuo,Ni, Yuxiang,Wei, Wenjing,Qiu, Fangli,Xu, Songlin,Ying, Anguo
, p. 186 - 188 (2014/04/17)
The Knoevenagel condensation of aromatic aldehydes with active methylene compounds such as malononitrile, ethyl cyanoacetate, benzimidazole-2- acetonitrile and benzothiazole-2-acetonitrile proceeded very smoothly, in a reusable and cheap choline chloride and urea based deep eutectic solvents. Both reaction time and yield are satisfactory. The advantages of this catalyst are that it is readily available, biodegradable, non-toxic, low cost and is recyclable.
Nano-Fe3O4 encapsulated-silica particles bearing 3-aminopropyl group as a magnetically separable catalyst for efficient knoevenagel condensation of aromatic aldehydes with active methylene compounds
Liu, Shuo,Ni, Yuxiang,Yang, Jianguo,Hu, Huanan,Ying, Anguo,Xu, Songlin
, p. 343 - 348 (2014/05/20)
Knoevenagel condensation of aromatic aldehydes with active methylene compounds such as malononitrile, ethylcyanoacetate, benzimidazol-2-acetonitrile and benzothiazole-2-acetonitrile proceeded very smoothly, catalyzed by nano-Fe3O4 encapsulated-silica particles supported primary amine. Both reaction time and yield are satisfying. The advantages of this catalyst are ease of preparation, non-toxicity, low cost, ease of handling and recyclability. Copyright
Time-dependent botulinum neurotoxin serotype A metalloprotease inhibitors
Li, Bing,Cardinale, Steven C.,Butler, Michelle M.,Pai, Ramdas,Nuss, Jonathan E.,Peet, Norton P.,Bavari, Sina,Bowlin, Terry L.
experimental part, p. 7338 - 7348 (2012/01/03)
Botulinum neurotoxins (BoNTs) are the most lethal of biological substances, and are categorized as class A biothreat agents by the Centers for Disease Control and Prevention. There are currently no drugs to treat the deadly flaccid paralysis resulting fro
Reaction of 2-hetaryl-2-(tetrahydro-2-furanylidene)acetonitriles with aldehydes
Khilya,Baglay,Volovenko
experimental part, p. 934 - 937 (2011/09/20)
The reaction of 2-hetaryl-2-(tetrahydro-2-furanylidene)acetonitriles with a electrophilic reagent (anisaldehyde) was studied. It was shown that condensation of the latter with 2-(4-oxo-3,4-dihydro-2-quinazolyl)- and 2-(1H-benzo[d]imidazol-2-yl)-2-(tetrahydro-2-furanylidene)acetonitriles in the presence of secondary amines or acids takes place with elimination of the furan fragment and the formation of 3-aryl-2-(4-oxo-3,4-dihydro-2-quinazolinyl)- and 2-(1H-benzo[d]imidazol-2-yl)acrylo-nitriles.
Unexpected regiospecific reduction of the double bond by NaBH4 in 2-(1-methyl/1H-benzimidazole-2-yl)-3-aryl-acrylonitrile
Dubey,Reddy, P. V. V. Prasada
, p. 2259 - 2266 (2008/02/07)
Condensation of (1H-benzimidazole-2-yl)-acetonitrile 1 with aromatic aldehydes in 5% NaOH solution gave the corresponding 2-(1H-benzimidazole-2-yl)- 3-aryl-acrylonitrile 2, which on treatment with NaBH4 in ethanol unexpectedly gave 2-(1H-benzimidazole-2-yl)-3-aryl-propionitrile 3 by the regiospecific reduction of the double bond. Shaking a solution of 2 with H2/Pd-C in methanol also gave 3. Reaction of 2 with DMS gave the corresponding N-methylated analogue 5, which also with NaBH4 gave 6, once again by the regiospecific reduction of the double bond as in the case of 1-demethylated analogue (i.e., 2). Copyright Taylor & Francis Group, LLC.
Anhydrous zinc chloride catalysis in carbonyl-methylene condensations: Synthesis of arylidene acetonitriles and arylidene heterocycles
Rao, P. Shanthan,Venkataratnam, R. V.
, p. 484 - 486 (2007/10/02)
Anhydrous zinc chloride has been found to be an efficient catalyst in carbonyl-methylene condensation reactions.The synthesis of arylidene acetonitriles (6a-g, 7a-g) and arylidene heterocycles (8a-e, 9a-e) have been accomplished in high yields and good purity.
