1338225-97-0

Basic information

• Product Name: MK-1439
• Synonyms: MK-1439;3-chloro-5-((1-((4-Methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)Methyl)-2-oxo-4-(trifluoroMethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile;3-Chloro-5-[[1-[(4,5-dihydro-4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)methyl]-1,2-dihydro-2-oxo-4-(trifluoromethyl)-3-pyridinyl]oxy]benzonitrile;Doravirine / MK-1439;Doravirine;MK-1439(Doravirine);Benzonitrile, 3-chloro-5-[[1-[(4,5-dihydro-4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)methyl]-1,2-dihydro-2-oxo-4-(trifluoromethyl)-3-pyridinyl]oxy]-;3-chloro-5-[1-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)methyl]-2-oxo-4-(trifluoromethyl)pyridin-3-yl]oxybenzonitrile
• CAS NO: 1338225-97-0
• Molecular Formula: C₁₇H₁₁ClF₃N₅O₃
• Molecular Weight: 425.7491496
• Mol File: 1338225-97-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• CAS DataBase Reference: MK-1439(CAS DataBase Reference)
• NIST Chemistry Reference: MK-1439(1338225-97-0)
• EPA Substance Registry System: MK-1439(1338225-97-0)

Safety Data

• Hazardous Substances Data: 1338225-97-0(Hazardous Substances Data)

Usage

Uses

Doravirine is a novel non-nucleoside inhibitor of HIV-1 reverse transcriptase with potent activity against wild-type virus.

Upstream product

• 1338226-05-3 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile 
• 74-88-4 methyl iodide 
• 1155846-86-8 3-chloro-5-{[2-hydroxy-4-(trifluoromethyl)pyridin-3-yl]oxy}benzonitrile 
• 1338226-07-5 3-(3-chloro-5-iodophenoxy)-4-(trifluoromethyl)pyridin-2-ol 
• 6575-00-4 3,5-dichlorobenzonitrile 
• 1613307-28-0 (2E/Z,4E)-ethyl 2-(3-chloro-5-cyanophenoxy)-5-ethoxy-3-(trifluoromethyl)penta-2,4-dienoate 
• 1613307-27-9 ethyl 2-(3-chloro-5-cyanophenoxy)acetate 
• 1613307-25-7 3-chloro-5-((1-((1-(2-methoxypropan-2-yl)-4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile 
• 473923-97-6 3-chloro-5-hydroxybenzonitrile 
• 1338226-06-4 2-chloro-3-(3-chloro-5-iodophenoxy)-4-(trifluoromethyl)pyridine 
• 1155846-88-0 3-(3-bromo-5-chlorophenoxy)-4-(trifluoromethyl)pyridin-2-ol 
• 1155846-87-9 3-(3-bromo-5-chlorophenoxy)-2-chloro-4-(trifluoromethyl)pyridine 
• 56962-04-0 3-bromo-5-chlorophenol 
• 628692-22-8 2-chloro-3-fluoro-4-(trifluoromethyl)pyridine 

Relevant articles and documents

A Robust Kilo-Scale Synthesis of Doravirine

Doravirine is non-nucleoside reverse transcriptase inhibitor (NNRTI) currently in phase III clinical trials for the treatment of HIV infection. Herein we describe a robust kilo-scale synthesis for its manufacture. The structure and origin of major impurit

PROCESS FOR MAKING REVERSE TRANSCRIPTASE INHIBITORS

The present invention is directed to a novel process for synthesizing 3-(substituted phenoxy)-1-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl])-pyridin-2(1H)-one derivatives. The compounds synthesized by the processes of the invention are HIV reverse transcriptase inhibitors useful for inhibiting reverse transcriptase and HIV replication, and the treatment of human immunodeficiency virus infection in humans.

Discovery of MK-1439, an orally bioavailable non-nucleoside reverse transcriptase inhibitor potent against a wide range of resistant mutant HIV viruses

The optimization of a novel series of non-nucleoside reverse transcriptase inhibitors (NNRTI) led to the identification of pyridone 36. In cell cultures, this new NNRTI shows a superior potency profile against a range of wild type and clinically relevant,