Crystalline modification of fipronil

Patent metadata

Field	Value
Publication number	US-9913473-B2
Application number	US-201213459890-A
Country	US
Kind code	B2
Filing date	Apr 30, 2012
Priority date	Nov 10, 2006
Publication date	Mar 13, 2018
Grant date	Mar 13, 2018

Abstract

The present invention relates to a novel crystalline modification of fipronil, to a process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.

First claim

The invention claimed is:

1. A synergistic pesticidal or parasiticidal mixture comprising, as active components, a solid fipronil comprising at least 98% by weight of crystalline modification V fipronil showing, in an X-ray powder diffractogram recorded using Cu-Kα radiation at 25° C., at least 3 of the following reflexes:
2θ=10.3±0.2°  (1)

2θ=11.1±0.2°  (2)

2θ=13.0±0.2°  (3)

2θ=16.2±0.2°  (4)

2θ=20.3±0.2°  (5)

2θ=31.5±0.2°  (6)

and one or more other pesticidal or parasiticidal compound selected from the group consisting of:
bifenthrin, alpha-cypermethrin, dinotefuran, thiamethoxam, abamectin;
an anthranilamide compound of formula Γ 3

wherein A 1 is CH 3 ; X is N; Y′ is Cl; Y″ is hydrogen; B 1 is Cl; B 2 is Br; and R B is CH 3 ; and
pyraclostrobin;
wherein fipronil and the one or more other pesticidal or parasiticidal compound are present in a ratio of 500:1 to 1:100.

2. The mixture of claim 1 further comprising pesticidally or parasiticidally acceptable carriers and/or auxiliaries.

3. The composition according to claim 2 in the form of an aqueous suspension concentrate.

4. The composition according to claim 2 in the form of water-dispersible granules.

5. The composition according to claim 2 in the form of a water-dispersible powder.

6. The mixture of claim 1 , wherein the crystalline modification V of fipronil is present in a triclinic system having the centrosymmetric space group P-1.

7. The mixture of claim 1 , wherein the crystalline modification V fipronil shows, in an X-ray powder diffractogram recorded using Cu-Kα radiation at 25° C., at least 5 of the refluxes.

8. The mixture of claim 1 , wherein the one or more other pesticidal or parasiticidal compound is pyraclostrobin.

9. The mixture of claim 1 , wherein fipronil and pyraclostrobin are present in a ratio of 100:1 to 1:100.

10. The mixture of claim 1 , wherein the one or more pesticidal or parasiticidal compound is selected from bifenthrin, alpha-cypermethrin, dinotefuran, thiamethoxam, abamectin, the anthranilamide compounds of formula Γ 3

wherein A 1 is CH 3 ; X is N; Y′ is Cl; Y″ is hydrogen; B 1 is Cl; B 2 is Br; and R B is CH 3 .

11. The mixture of claim 1 , wherein fipronil and the one or more pesticidal or parasiticidal compound are present in a ratio of 20:1 to 1:50.

12. The mixture of claim 1 , wherein wherein the one or more other pesticidal or parasiticidal compounds is bifenthrin.

13. The mixture of claim 1 , wherein wherein the one or more other pesticidal or parasiticidal compounds is alphacypermethrin.

14. The mixture of claim 1 , wherein wherein the one or more other pesticidal or parasiticidal compounds is dinotefuran.

15. The mixture of claim 1 , wherein wherein the one or more other pesticidal or parasiticidal compounds is thiamethoxam.

16. The mixture of claim 1 , wherein wherein the one or more other pesticidal or parasiticidal compounds is abamectin.

Assignees

• Saxell Heidi Emilia
• Erk Peter
• Taranta Claude
• Kroehl Thomas
• Cox Gerhard
• Sukopp Martin
• Desiraju Gautam R
• Banerjee Rahul
• Bhatt Prashant M
• Basf Se

Inventors

• Saxell Heidi Emilia
• Erk Peter
• Taranta Claude
• Kröhl Thomas
• Cox Gerhard
• Sukopp Martin
• Desiraju Gautam R
• Banerjee Rahul
• Bhatt Prashant M

Classifications

• A01N47/02 Primary

  the carbon atom having no bond to a nitrogen atom · CPC title

• A61P33/10

  Anthelmintics · CPC title

• A61P33/00

  Antiparasitic agents · CPC title

• C07D231/44 Primary

  Oxygen and nitrogen or sulfur and nitrogen atoms · CPC title

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title