IP Library Granted Patent US 8,648,195
Granted Patent B2
US 8,648,195 · App. 13/580,550 · Granted Feb 11, 2014

Stabilized crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate, process for producing the crystal, and agricultural chemical composition comprising the crystal

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Quick Facts
Patent No.
US 8,648,195
App. No.
13/580,550
Granted
Feb 11, 2014
Kind
B2
Abstract

An objective of the present invention is to provide a crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate having stable physicochemical properties. The objective is attained by a crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate that exhibits a diffraction peak pattern shown in FIG. 1 as determined by powder X-ray diffractometry.

Claims (27)

1. A crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate that exhibits diffraction peaks at at least the following diffraction angles (2θ) as determined by powder X-ray diffractometry:

Diffraction angle (2θ)

 5.3 ± 0.2°

 6.9 ± 0.2°

 8.5 ± 0.2°

10.0 ± 0.2°

10.3 ± 0.2°

11.3 ± 0.2°

20.3 ± 0.2°

 21.0 ± 0.2°.

2. The crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate according to claim 1 , which further exhibits diffraction peaks at the following diffraction angles (2θ) as determined by powder X-ray diffractometry:

Diffraction angle (2θ)

12.2 ± 0.2°

16.6 ± 0.2°

17.1 ± 0.2°

18.4 ± 0.2°

 22.5 ± 0.2°.

3. A process for producing the crystal according to claim 1 , the process comprising precipitating crystals from an alkanol solution of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate at a temperature of 40° C. or above.

4. A process for producing the crystal according to claim 1 , the process comprising adding water to an alkanol solution of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate and precipitating crystals therefrom at a temperature of 40° C. or above.

5. An agricultural chemical composition comprising the crystal according to claim 1 as an active ingredient.

6. The agricultural chemical composition according to claim 5 , further comprising a surfactant and water.

7. The agricultural chemical composition according to claim 5 , further comprising a surfactant and a solid carrier.

8. A process for producing the crystal according to claim 2 , the process comprising precipitating crystals from an alkanol solution of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate at a temperature of 40° C. or above.

9. A process for producing the crystal according to claim 2 , the process comprising adding water to an alkanol solution of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate and precipitating crystals therefrom at a temperature of 40° C. or above.

10. An agricultural chemical composition comprising the crystal according to claim 2 as an active ingredient.

11. The agricultural chemical composition according to claim 10 , further comprising a surfactant and water.

12. The agricultural chemical composition according to claim 10 , further comprising a surfactant and a solid carrier.

Assignments (3)
CHANGE OF NAME Recorded Feb 7, 2024
From: MITSUI CHEMICALS AGRO, INC.
To: MITSUI CHEMICALS CROP & LIFE SOLUTIONS, INC.
Reel/Frame 066508/0493 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2022
From: MEIJI SEIKA PHARMA CO., LTD.
To: MMAG CO., LTD.
Reel/Frame 060582/0126 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2012
From: TANIGAKIUCHI, KOUKI; SEKIGUCHI, MIKIO; HOTTA, HIROKI; SHIMANO, SHIZUO; MORIKAWA, AKINORI; YAMAMOTO, KAZUMI; NAKANISHI, NOZOMU; MINOWA, NOBUTO; WATANABE, TAKASHI
To: NIPPON KAYAKU CO., LTD.; MEIJI SEIKA PHARMA CO., LTD.
Reel/Frame 029238/0773 →