Quinazolinone analogs and use of quinazolinone analogs for treating or preventing certain viral infections

Patent metadata

Field	Value
Publication number	US-10611733-B2
Application number	US-201715425447-A
Country	US
Kind code	B2
Filing date	Feb 6, 2017
Priority date	Aug 12, 2011
Publication date	Apr 7, 2020
Grant date	Apr 7, 2020

Abstract

Provided is a method for treating or preventing a viral infection in a subject, wherein the viral infection is from a flavivirus selected from the group consisting of Hepatitis C Virus (genotypes 1-7) and Japanese Encephalitis Virus, as well as novel compounds that are useful in the method.

First claim

What is claimed is:

1. A compound represented by the formula:

or pharmaceutically acceptable salts thereof, hydrates thereof or deuterated forms thereof,
wherein W is a substituted or unsubstituted thiazoyl group and when substituted W is substituted with a C 1-6 alkyl, or a phenyl group or a benzoyl group,
each R 2 , R 3 , R 6 , R 7 , R 8 , R 9 and R 10 is independently selected from the group consisting of H, halogen, hydroxy, amino, nitro, cyano, and CF 3 ,
R 4 and R 5 is chloro,
R 11 and R 12 are independently selected from the group consisting of H, halogen, hydroxyl, C 1-6 alkoxy, amino, nitro, cyano, CF 3 and C 1-4 alkyl, and
n is zero, one, two, three or four, five or six.

2. The compound according to claim 1 , wherein each of R 2 , R 3 , R 6 , R 7 , R 8 , R 9 and R 10 is hydrogen.

3. A compound selected from the group consisting of 2-((3-(3,4-dichlorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)thio)-N-(4-methylthiazol-2-yl)acetamide, 2-[3-(3,4-dichlorophenyl)-4-oxo(3-hydroquinazolin-2-ylthio)]-N-(4-phenyl(1,3-thiazol-2-yl))acetamide; N-benzothiazol-5-yl-2-[3-(3,4-dichlorophenyl)-4-oxo(3-hydroquinazolin-2-ylthio)]acetamide; and 2-[3-(3,4-dichlorophenyl)-4-oxo(3-hydroquinazolin-2-ylthio)]-N-(4-methyl(1,3-thiazol-2-yl))acetamide; pharmaceutically acceptable salts thereof; hydrates thereof and deuterated forms thereof.

4. The compound according to claim 1 being 2-((3-(3,4-dichlorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)thio)-N-(4-methylthiazol-2-yl)acetamide.

Assignees

• Southern Res Inst
• Sanford Burnham Med Res Inst

Inventors

• Heil Marintha L
• Cosford Nicholas D P
• Ardecky Robert
• Zou Jiwen

Classifications

• A61P31/12

  Antivirals · CPC title

• A61K31/517 Primary

  ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine · CPC title

• A61P25/00

  Drugs for disorders of the nervous system · CPC title

• A61P1/16

  for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics · CPC title

• C07D239/95 Primary

  with hetero atoms directly attached in positions 2 and 4 · CPC title