216314-79-3

Upstream product

• 1746-25-4 2,4,5-triiodoimidazole 
• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 15813-09-9 4,5-diiodo-1H-imidazole 

Downstream Products

• 877278-11-0 12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester 
• 877278-03-0 12-cyclohexyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester 
• 877277-95-7 3-cyclohexyl-2-[4-ethenyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazol-5-yl]-1-(2-propenyl)-1H-indole-6-carboxylic acid methyl ester 
• 877277-88-8 3-cyclohexyl-2-[4-ethenyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazol-5-yl]-1H-indole-6-carboxylic acid methyl ester 
• 877277-80-0 3-cyclohexyl-2-[4-iodo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazol-5-yl]-1H-indole-6-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthesis and SAR studies of novel heteroaryl fused tetracyclic indole-diamide compounds: Potent allosteric inhibitors of the hepatitis C virus NS5B polymerase

Presented here are initial structure-activity relationship (SAR) studies on a series of novel heteroaryl fused tetracyclic indole-based inhibitors of the hepatitis C viral polymerase, NS5B. The introduction of alternative heterocyclic moieties into the indolo-fused inhibitor class significantly expands the reported SAR and resulted in the identification of pyridino analogs, typified by compounds 44 and 45 that displayed excellent potency against the NS5B polymerase of both HCV 1a and HCV 1b genotypes.

Convenient access to bis-indole alkaloids. Application to the synthesis of?topsentins

Topsentins and related bis-indole alkaloids may be efficiently synthesized through an addition/oxidation sequence leading to 2-(3-indolylcarbonyl)-imidazole derivatives followed by a Pd-catalyzed heteroarylation with the appropriate 3-stannylindoles.

Preparation and diels-alder chemistry of 4-vinylimidazoles

(Chemical Equation Presented) Various 4-vinylimidazole derivatives have been prepared from the corresponding 4-iodoimidazoles or from urocanic acid. Several methods for the elaboration of these vinylimidazoles and their Diels-Alder reactions are reported. All of the vinylimidazoles prepared in the course of this study react with N-phenylmaleimide quite readily with mild thermal activation providing a single cycloadduct, in most cases the initial, nonaromatic adduct. With more electron rich substrates, there is a tendency for these initial cycloadducts to undergo aromatization, ene reaction, and oxidation although this can be circumvented to a large extent by the choice of reaction conditions. Limited reactions were observed with other dienophiles, providing the expected cycloadducts in most cases, although an abnormal adduct was obtained in one case with dimethyl acetylene dicarboxylate. These substrates also participate in regioselective Diels-Alder reactions with monoactivated dienophiles, but require fairly forcing conditions, thus only providing the aromatized cycloadducts in modest yields. An investigation of substituent effects at the 2-position of the imidazole moiety was undertaken, in which electron-donating and weakly electron-withdrawing substituents are tolerated. In addition, several substrates with terminally substituted vinyl moieties have been investigated.

Inhibitors of HCV replication

Indole compounds of Formula I are described. The compounds have activity against hepatitis C virus (HCV) and are useful in treating those infected with HCV. Different forms and compositions comprising the compounds are also described as well as methods of preparing the compounds.

Imidazole derivatives

Novel imidazole derivatives are disclosed. These compounds have a good affinity to the NMDA (N-methyl-D-aspartate)-receptor subtype selective blockers, which have a key function in modulating neuronal activity and plasticity which makes them key players in mediating processes underlying development of CNS as well as learning and memory formation. These compounds are useful in the control or treatment of diseases mediated by this receptor.

Total synthesis of topsentin, antiviral and antitumor bis(indolyl)imidazole

Topsentin (1), which was isolated from marine sponges and has antiviral and antitumor activities, was synthesized via a cross coupling reaction in the presence of palladium catalyst at the 5-position and an acylation at the 2-position of imidazole ring.