# US 12,180,181 B1 · 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol as an antimicrobial compound

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- Number: US 12,180,181 B1
- Document ID: US12180181B1
- Status: Granted
- Kind: B1
- Application number: 18/641,848
- Filed: 2024-04-22
- Granted: 2024-12-31
- Earliest claimed: 2023-11-07
- Assignees: King Faisal University
- Applicants: King Faisal University
- Inventors: Hany Mohamed Abd El-Lateef Ahmed; Mai Mostafa Khalaf Ali; Antar Ahmed Abdelhamid Ahmed
- Web page: https://patentgrep.com/patent/US12180181B1

## CPC

- C07D 401/04: directly linked by a ring-member-to-ring-member bond
- A61P 31/04: Antibacterial agents
- A61P 31/10: Antimycotics
- C07D 401/14: containing three or more hetero rings
- Y02A 50/30: Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- Y02A: TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE

## Abstract

An 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound, its synthesis, and its use as an antimicrobial agent.

## Claims

### Claim 1

A method of making a 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound, the method comprising:
mixing 4,4′-dibromobenzil, 2-hydroxyquinoline-3-carbaldehyde, hexylamine, and ammonium acetate in pyridinium hydrogen sulfate to obtain a solution;
heating the solution in an oil bath;
washing the solution and isolating yields in the solution using methyl alcohol; and
obtaining the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound.

### Claim 2 (depends on 1)

The method of making the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound of claim 1, wherein the pyridinium hydrogen sulfate is at about 25° C.

### Claim 3 (depends on 1)

The method of making the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound of claim 1, wherein the oil bath is about 120° C.

### Claim 4 (depends on 1)

The method of making 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound of claim 1, wherein the solution is heated in the oil bath for about 5 minutes.

### Claim 5 (depends on 1)

The method of making the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound of claim 1, wherein the 4,4′-dibromobenzil, 2-hydroxyquinoline-3-carbaldehyde, the hexylamine, and the ammonium acetate are added in about a 1:1:1:1 molar ratio.

### Claim 6 (depends on 1)

The method of making the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound of claim 1, wherein the solution is washed about 3 times in water.

### Claim 7 (depends on 1)

The method of making the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound of claim 1, wherein the 4-[4,5-bis(4-bromophenyl)-1-hexyl-1H-imidazol-2-yl]isoquinolin-3-ol compound is obtained in a yield of about 78%.