# US 12,178,209 B1 · Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate as an eco-friendly insecticidal agent against spodoptera littoralis (boisd.)

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- Number: US 12,178,209 B1
- Document ID: US12178209B1
- Status: Granted
- Kind: B1
- Application number: 18/646,222
- Filed: 2024-04-25
- Granted: 2024-12-31
- Earliest claimed: 2023-10-27
- Assignees: King Faisal University
- Applicants: King Faisal University
- Inventors: Hany Mohamed Abd El-Lateef Ahmed; Mai Mostafa Khalaf Ali; Antar Ahmed Abdelhamid Ahmed; Mohamed A. Gad
- Web page: https://patentgrep.com/patent/US12178209B1

## CPC

- A01N 47/28: Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< (isoureas, isothioureas A01N47/42)
- A01N 47/36: containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
- A01P 7/04: Insecticides
- C07D 333/68: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01P: BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

Synthesis of a compound Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate and its use as an insecticidal agent.

## Claims

### Claim 1

A method of killing insects comprising applying to said insects or to a target site of insect infestation an insecticidally effective amount of an insecticidally active composition comprising an Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound having the formula I:

### Claim 2 (depends on 1)

The method of killing insects of claim 1, wherein the insects belong to a species Spodoptera littoralis.

### Claim 3 (depends on 2)

The method of killing insects of claim 2, wherein the Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound has an LC50 of about 270.2 mg/L against the species Spodoptera littoralis after 72 hours of treatment.

### Claim 4 (depends on 2)

The method of killing insects of claim 2, wherein the Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound has an LC50 of about 270.2 mg/L against 2nd instars of larvae of the species Spodoptera littoralis after 72 hours of treatment.

### Claim 5 (depends on 2)

The method of killing insects of claim 2, wherein the Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound has an LC50 of about 630.9 mg/L against 4th instars of larvae of the species Spodoptera littoralis after 72 hours of treatment.

### Claim 6 (depends on 1)

The method of killing insects of claim 1, wherein the Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound is applied to castor leaves.

### Claim 7 (depends on 1)

The method of killing insects of claim 1, wherein about 12.5 to about 200 ppm of the Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound is applied to the insects or to the target site.

### Claim 8

A method of repelling insects comprising applying to a target site of insect infestation an insect repelling effective amount of an insecticidally active composition comprising an Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound having the formula I:

### Claim 9 (depends on 8)

The method of repelling insects of claim 8, wherein the insects belong to a species Spodoptera littoralis.

### Claim 10

A method of controlling an insect pest comprising applying to a target site of insect infestation an insect controlling effective amount of an insecticidally active composition comprising an Ethyl-2-{[(2,4-dichlorobenzoyl)carbamothioyl]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate compound having the formula I:

### Claim 11 (depends on 10)

The method of controlling the insect pest of claim 10, wherein the insect pest belongs to a species Spodoptera littoralis.