914780-25-9

Upstream product

• 934-67-8 trans-4-methylcyclohexanecarboxylic acid 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 914780-24-8 3-(1,4-dioxa-spiro[4.5]dec-8-ylamino)-thiophene-2-carboxylic acid methyl ester 
• 55930-23-9 trans-4-methylcyclohexanecarbonyl chloride 

Downstream Products

• 1026785-65-8 3-[(1,4-dioxa-spiro[4.5]dec-8-yl)-(trans-4-methyl-cyclo-hexanecarbonyl)-amino]-5-iodo-thiophene-2-carboxylic acid methyl ester 
• 1026785-66-9 5-(3,3-dimethyl-but-1-ynyl)-3-[(1,4-dioxa-spiro[4.5]dec-8-yl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid methyl ester 
• 1026785-67-0 5-(3,3-dimethyl-but-1-ynyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(4-oxo-cyclohexyl)-amino]-thiophene-2-carboxylic acid methyl ester 
• 1026785-55-6 5-(3,3-dimethylbut-1-ynyl)-3-[(trans-4-hydroxycyclohexyl)-(trans-4-methylcyclohexanecarbonyl)amino]thiophene-2-carboxylic acid 
• 1026785-63-6 methyl 5-(3,3-dimethylbut-1-ynyl)-3-[(trans-4-hydroxycyclohexyl)-(trans-4-methylcyclohexanecarbonyl)amino]thiophene-2-carboxylate 
• 1314795-25-9 sodium 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate 
• 1314795-23-7 methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4r)-4-methyl-N-(1-oxaspiro[2.5]octan-6-yl)cyclohexanecarboxamido)thiophene-2-carboxylate 
• 1263102-85-7 5-(5-hydroxy-3,3-dimethylpent-1-ynyl)-3-((1r,4R)-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid 
• 1263101-49-0 methyl 5-(5-hydroxy-3,3-dimethylpent-1-ynyl)-3-((1r,4R)-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate 
• 1314006-31-9 methyl 5-iodo-3-((1r,4R)-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate 
• 1026785-80-7 methyl 5-iodo-3-((1r,4r)-4-methyl-N-(4-oxocyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate 
• 1263101-04-7 C₃₀H₄₃NO₅S 
• 1263101-06-9 methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(tetrahydro-2H-pyran-4-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate 
• 1263101-07-0 methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1r,4R)-4-(tetrahydro-2Hpyran-4-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate 

Relevant academic research and scientific papers

Discovery of GS-9669, a thumb site II non-nucleoside inhibitor of NS5B for the treatment of genotype 1 chronic hepatitis C infection

Investigation of thiophene-2-carboxylic acid HCV NS5B site II inhibitors, guided by measurement of cell culture medium binding, revealed the structure-activity relationships for intrinsic cellular potency. The pharmacokinetic profile was enhanced through incorporation of heterocyclic ethers on the N-alkyl substituent. Hydroxyl groups were incorporated to modulate protein binding. Intrinsic potency was further improved through enantiospecific introduction of an olefin in the N-acyl motif, resulting in the discovery of the phase 2 clinical candidate GS-9669. The unexpected activity of this compound against the clinically relevant NS5B M423T mutant, relative to the wild type, was shown to arise from both the N-alkyl substituent and the N-acyl group.

THIOPHENE COMPOUNDS

Polymorph Forms M, H, P, X, and ZA of Compound (1) represented by the following structural formula: are described. A method of preparing polymorph Form M of Compound (1) includes stirring a mixture of Compound (1) and a solvent system that includes isopro

COMPOUNDS AND METHODS FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS

Compounds represented by formula (I) : or pharmaceutically acceptable salts and solvates thereof, wherein R1, X, Y, Y1, and Z are as defined herein, are useful for treating flavivi?dae viral infections Said viral infection is Hepatitis C virus (HCV), bovme viral diarrhea virus (BVDV), hog cholera virus, dengue fever virus, Japanese encephalitis virus or yellow fever virus