Dipyridine benzothiophene derivative compound

Patent metadata

Field	Value
Publication number	US-12415802-B1
Application number	US-202519230319-A
Country	US
Kind code	B1
Filing date	Jun 6, 2025
Priority date	May 7, 2025
Publication date	Sep 16, 2025
Grant date	Sep 16, 2025

Abstract

A dipyridine benzo[b]thiophene derivative compound including 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5-carbonitrile. The compound can be used as an antioxidant and as an antiviral agent.

First claim

We claim:

1. A dipyridine benzothiophene derivative compound, comprising 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5-carbonitrile, having the formula I:

2. A pharmaceutically acceptable composition comprising a therapeutically effective amount of the compound of claim 1 and a pharmaceutically acceptable carrier.

3. A method of inhibiting free radicals in a patient comprising administering to a patient in need thereof a therapeutically effective amount of the dipyridine benzothiophene derivative compound of claim 1 .

4. A method of promoting an antioxidant activity in a subject, the method comprising administering to a subject in need thereof a therapeutically effective amount of the dipyridine benzothiophene derivative compound of claim 1 .

5. A method of making 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5-carbonitrile, the method comprising:
adding a mixture of 3-acetylpyridine and benzo[b]thiophene-2-carboxaldehyde to a solution of sodium ethoxide in absolute ethanol with stirring to obtain a first reaction mixture;
adding malononitrile to the first reaction mixture to obtain a second reaction mixture;
irradiating the second reaction mixture followed by cooling to room temperature to obtain a solid precipitate;
purifying the solid precipitate to obtain 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5 carbonitrile.

6. The method of making 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5-carbonitrile of claim 5 , wherein the 3-acetylpyridine, benzo[b]thiophene-2-carboxaldehyde, and malononitrile are added in a 1:1:1 ratio.

7. The method of making 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5 carbonitrile of claim 5 , wherein the first reaction mixture is stirred for about 20 minutes.

8. The method of making 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5-carbonitrile of claim 5 , wherein the irradiating step is conducted in a sonicator and lasts for about 3 hours.

9. The method of making 4-(1-benzothiophen-2-yl)-6-ethoxy-2,3′-bipyridine-5-carbonitrile of claim 5 , wherein the irradiating step is conducted at about 50° C.

Assignees

• Univ King Faisal

Inventors

• Aldabayan Yousef Saad Yousef
• El-Lateef Ahmed Hany Mohamed Abd

Classifications

• A61P39/06

  Free radical scavengers or antioxidants · CPC title

• C07D409/14 Primary

  containing three or more hetero rings · CPC title

• A61K31/444 Primary

  containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone · CPC title