# US 8,772,348 B2 · Materials and methods for pest control

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- Number: US 8,772,348 B2
- Document ID: US8772348B2
- Status: Granted
- Kind: B2
- Application number: 13/505,681
- Filed: 2010-12-03
- Published: 2012-09-13
- Granted: 2014-07-08
- Earliest claimed: 2009-12-03
- Assignees: University of Florida Research Foundation, Inc.
- Applicants: Phillip Edward Kaufman; Rajinder Singh Mann; Jerry Frank Butler
- Inventors: Phillip Edward Kaufman; Rajinder Singh Mann; Jerry Frank Butler
- Web page: https://patentgrep.com/patent/US8772348B2

## CPC

- A01N 35/02: containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
- 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

## Abstract

The present invention provides a novel insecticide formulation that not only demonstrates strong insecticidal and residual activity against a variety of insects, but also exhibits low mammalian toxicity. In certain embodiments, the present invention relates to the use of pesticidal compounds selected from beta damascone, CYCLEMONE A™, melafleur, and derivatives thereof for killing arthropod pests including, but not limited to, mosquitoes and flies. Specifically exemplified herein is the use of the compounds of the present invention to control three mosquitoes (Aedes aegypti, Ae. albopictus, and Anopheles quadrimaculatus), the house fly (Musca domestica), the stable fly (Stomoxys calcitrans) and the sand fly (Lutzomyia shannoni).

## Claims

### Claim 1

A method for killing an insect, comprising contacting an insect with an insecticidal formulation, wherein the formulation comprises an insecticidally effective amount of a compound selected from the group consisting of:
i) Compound 1:
wherein R1-R5 is —H or alkyl; and
ii) Compound 2:
wherein R1-R2 is —H or alkyl, and wherein the insect is killed as a result of being contacted with said compound.

### Claim 2 (depends on 1)

The method, according to claim 1, wherein the insect is a mosquito or a fly.

### Claim 3 (depends on 2)

The method, according to claim 2, wherein the insect is selected from the group consisting of Aedes aegypti, Aedes albopictus, Anopheles quadrimaculatus, Anopheles earlei, Anopheles punctipennis, Anopheles quadrimaculatus, Anopheles walkeri, Culex pipiens, Culex quinquefasciatus, Culex restuans, Culex salinarius, Ochlerotatus japonicus, Aedes cinereus, Aedes vexans, Ochlertatus abserratus, Ochlertatus atropalpus, Ochlertatus decticus, Ochlertatus implicatus, Ochlertatus intrudens, Ochlertatus sollicitans, Ochlertatus excrucians, Musca domestica, Stomoxys calcitrans, Lutzomyia shannoni, Fannia canicularis, Hydrotaea aenescens, Calliphora sp., Phaenicia spp., and Musca autumnalis.

### Claim 4 (depends on 1)

The method, according to claim 1, wherein the formulation comprises said compound at a concentration of about 10 μg cm−2 to 100 μg cm−2.

### Claim 5 (depends on 1)

The method, according to claim 1, wherein the formulation is an aqueous solution, aqueous concentrate, solid concentrate, powder, emulsion, emulsified concentrate, paste, granule, or spray.

### Claim 6 (depends on 1)

The method, according to claim 1, wherein the formulation is an aqueous solution.

### Claim 7 (depends on 1)

The method, according to claim 1, wherein the formulation is an emulsified concentrate.

### Claim 8 (depends on 1)

The method, according to claim 1, wherein the formulation is impregnated or encapsulated in a material.

### Claim 9 (depends on 1)

The method, according to claim 1, wherein the formulation comprises an insecticidally effective amount of a compound selected from beta damascone:
2-naphthaldehyde,1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl:
and
5,5-dimethyl-octahydro-2-naphthalene-carboxaldehyde:

### Claim 10 (depends on 1)

The method, according to claim 1, wherein the formulation comprises an insecticidally effective amount of a compound having the structure of Compound 1:
wherein R1-R5 is —H or alkyl.

### Claim 11 (depends on 1)

The method, according to claim 1, wherein the formulation comprises an insecticidally effective amount of a compound having the structure of Compound 2:
wherein R1-R2 is —H or alkyl.

### Claim 12 (depends on 1)

The method, according to claim 1, wherein the formulation comprises an insecticidally effective amount of beta damascone:

### Claim 13 (depends on 1)

The method, according to claim 1, wherein the formulation comprises an insecticidally effective amount of 2-naphthaldehyde,1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl:

### Claim 14 (depends on 1)

The method, according to claim 1, wherein the formulation comprises an insecticidally effective amount of 5,5-dimethyl-octahydro-2-naphthalene-carboxaldehyde:

### Claim 15 (depends on 12)

The method, according to claim 12, wherein the insect is a mosquito or a fly.

### Claim 16 (depends on 13)

The method, according to claim 13, wherein the insect is a mosquito or a fly.

### Claim 17 (depends on 14)

The method, according to claim 14, wherein the insect is a mosquito or a fly.

### Claim 18 (depends on 12)

The method, according to claim 12, wherein the insect is selected from the group consisting of Aedes aegypti, Aedes albopictus, Anopheles quadrimaculatus, Anopheles earlei, Anopheles punctipennis, Anopheles quadrimaculatus, Anopheles walkeri, Culex pipiens, Culex quinquefasciatus, Culex restuans, Culex salinarius, Ochlerotatus japonicus, Aedes cinereus, Aedes vexans, Ochlertatus abserratus, Ochlertatus atropalpus, Ochlertatus decticus, Ochlertatus implicatus, Ochlertatus intrudens, Ochlertatus sollicitans, Ochlertatus excrucians, Musca domestica, Stomoxys calcitrans, Lutzomyia shannoni, Fannia canicularis, Hydrotaea aenescens, Calliphora sp., Phaenicia spp., and Musca autumnalis.

### Claim 19 (depends on 13)

The method, according to claim 13, wherein the insect is selected from the group consisting of Aedes aegypti, Aedes albopictus, Anopheles quadrimaculatus, Anopheles earlei, Anopheles punctipennis, Anopheles quadrimaculatus, Anopheles walkeri, Culex pipiens, Culex quinquefasciatus, Culex restuans, Culex salinarius, Ochlerotatus japonicus, Aedes cinereus, Aedes vexans, Ochlertatus abserratus, Ochlertatus atropalpus, Ochlertatus decticus, Ochlertatus implicatus, Ochlertatus intrudens, Ochlertatus sollicitans, Ochlertatus excrucians, Musca domestica, Stomoxys calcitrans, Lutzomyia shannoni, Fannia canicularis, Hydrotaea aenescens, Calliphora sp., Phaenicia spp., and Musca autumnalis.

### Claim 20 (depends on 14)

The method, according to claim 14, wherein the insect is selected from the group consisting of Aedes aegypti, Aedes albopictus, Anopheles quadrimaculatus, Anopheles earlei, Anopheles punctipennis, Anopheles quadrimaculatus, Anopheles walkeri, Culex pipiens, Culex quinquefasciatus, Culex restuans, Culex salinarius, Ochlerotatus japonicus, Aedes cinereus, Aedes vexans, Ochlertatus abserratus, Ochlertatus atropalpus, Ochlertatus decticus, Ochlertatus implicatus, Ochlertatus intrudens, Ochlertatus sollicitans, Ochlertatus excrucians, Musca domestica, Stomoxys calcitrans, Lutzomyia shannoni, Fannia canicularis, Hydrotaea aenescens, Calliphora sp., Phaenicia spp., and Musca autumnalis.