1089178-82-4

Upstream product

• 327056-73-5 3-fluoro-5-chlorobenzonitrile 
• 261762-91-8 6-chloro-2-fluoro-3-methylphenol 
• 473923-97-6 3-chloro-5-hydroxybenzonitrile 
• 770719-09-0 3-chloro-5-[(2,3-difluoro-6-nitrophenyl)oxy]benzonitrile 
• 6575-00-4 3,5-dichlorobenzonitrile 
• 473923-96-5 3-chloro-5-methoxybenzonitrile 
• 1093260-73-1 {3-[(3-chloro-5-cyanophenyl)oxy]-2-fluoro-4-nitrophenyl}acetic acid 
• 1093260-77-5 3-[(6-amino-2-fluoro-3-methylphenyl)oxy]-5-chlorobenzonitrile 
• 1093260-75-3 3-chloro-5-[(2-fluoro-3-methyl-6-nitrophenyl)oxy]benzonitrile 
• 1093260-71-9 bis(1,1-dimethylethyl) {3-[(3-chloro-5-cyanophenyl)oxy]-2-fluoro-4-nitrophenyl}propanedioate 
• 771-69-7 2,3,4-trifluoronitrobenzene 

Downstream Products

• 1089178-83-5 3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile 
• 1093255-32-3 N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-imidazole-4-carboxamide trifluoroacetate 
• 1093349-49-5 4-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-propyl-1H-imidazole-5-carboxamide 
• 1093259-90-5 5-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxamide 
• 1093257-12-5 C₁₈H₁₁Cl₃FN₅O₂ 
• 1093254-29-5 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile 
• 1093255-30-1 N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-(triphenylmethyl)-1H-imidazole-4-carboxamide 
• 1093259-27-8 4-bromo-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-imidazole-5-carboxamide 
• 1093254-30-8 4-(aminosulfonyl)-2-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)benzamide 
• 1093254-66-0 N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-benzofuran-2-carboxamide trifluoroacetate 
• 1093254-44-4 N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide 
• 1093259-88-1 4-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(methyloxy)-1H-imidazole-5-carboxamide 
• 1093254-52-4 N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-benzimidazole-2-carboxamide 
• 1093268-14-4 2-azido-4-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-imidazole-5-carboxamide 

Relevant academic research and scientific papers

Rational design of potent non-nucleoside inhibitors of HIV-1 reverse transcriptase

A new series of non-nucleoside reverse transcriptase inhibitors based on an imidazole-amide biarylether scaffold has been identified and shown to possess potent antiviral activity against HIV-1, including the NNRTI-resistant Y188L mutated virus. X-ray crystallography of inhibitors bound to reverse transcriptase, including a structure of the Y188L RT protein, was used extensively to help identify and optimize the key hydrogen-bonding motif. This led directly to the design of compound 43 that exhibits remarkable antiviral activity (EC50 1 nM) against a wide range of NNRTI-resistant viruses and a favorable pharmacokinetic profile across multiple species.

Non-Nucleoside reverse transcriptase inhibitors

Compounds of formula I, wherein R1, R2, R3, X and Ar, are as defined herein or pharmaceutically acceptable salts thereof, inhibit HIV-1 reverse transcriptase and afford a method for prevention and treatment of HIV-1 infections and the treatment of AIDS and/or ARC. The present invention also relates to compositions containing compounds of formula I useful for the prevention and treatment of HIV-1 infections and the treatment of AIDS and/or ARC.

CHEMICAL COMPOUNDS

The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.

NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS

Compounds of formula (I), wherein R1, X1, X2 and A, are as defined herein or pharmaceutically acceptable salts thereof, inhibit HIV-1 reverse transcriptase and afford a method for prevention and treatment of HIV-1 infections and the treatment of AIDS and/or ARC. The present invention also relates to compositions containing compounds of formula (I) useful for the prevention and treatment of HIV-1 infections and the treatment of AIDS and/or ARC.