Bis-thiadiazole derivatives or salts thereof and...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C548S127000

Reexamination Certificate

active

06313154

ABSTRACT:

TECHNICAL FIELD
The present invention relates to bis-thiadiazole derivatives or salts thereof and an agrohorticultural disease controller containing said compounds as an active ingredient.
BACKGROUND ART
1,2,3-Thiadiazoles derivatives are disclosed in JP-A-2-149579/1990 as an agent for treating central nervous system diseases, in JP-A-54-9272/1979, JP-A-3-181463/1991, JA-A-4-234881/1992, Canadian Patent 947297, etc. as a herbicide and a plant growth regulator, and in WO 9501340 and JP-A-7-252242/1995 as a fungicide.
DISCLOSURE OF THE INVENTION
With the aim of creating a novel agrohorticultural disease controller, the present inventors have conducted extensive studies to find that the bis-thiadiazole derivatives of the present invention or salts thereof are useful as an agrohorticultural disease controller. Based on this finding, the present invention has been accomplished.
The present invention relates to bis-thiazole derivatives represented by the following general formula (I) or salts thereof, and an agrohorticultural disease controller containing said bis-thiadiazole derivative or a salt thereof as an active ingredient, and a method for using said disease controller:
wherein R
1
and R
2
, same or different, represent hydrogen atom, C
1
-C
8
alkyl group, halo C
1
-C
4
alkyl group, phenyl group, substituted phenyl group having 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, 5- or 6-membered hererocycle containing 1 to 3 same or different hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, or substituted 5- or 6-membered heterocycle containing 1 to 3 same or different hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom and having 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups;
X
1
and X
2
, same or different, represent oxygen atom or sulfur atom;
Y
1
and Y
2
, same or different, represent oxygen atom, sulfur atom or
—N(R
3
)— in which R
3
is as defined later; and
R represents C
0
-C
30
alkylene group, an alkylene group of the following formula:
in which R
3
and R
4
, same or different, represent hydrogen atom, halogen atom, hydroxyl group, nitro group, cyano group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, C
1
-C
4
alkylsulfinyl group, C
1
-C
4
alkylsulfonyl group, hydroxy C
1
-C
4
alkyl group, C
1
-C
4
alkoxy C
1
-C
4
alkyl group, C
1
-C
4
alkoxycarbonyl group, amino group, substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl group, phenyl group and substituted phenyl groups having 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, amino C
1
-C
4
alkyl group, substituted amino C
1
-C
4
alkyl group having 1 or 2 same or different substituents selected from C
1
-C
4
alkyl group and substituted phenyl groups having 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, phenyl group, substituted phenyl group having 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, phenyl C
1
-C
4
alkyl group, substituted phenyl C
1
-C
4
alkyl group having, on the ring thereof, 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, phenoxy group, substituted phenoxy group having, on the ring thereof, 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, phenoxy C
1
-C
4
alkyl group, substituted phenoxy C
1
-C
4
alkyl group having, on the ring thereof, 1 to 5 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, 5- or 6-membered heterocycle containing 1 to 3 same or different hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, substituted 5- or 6-membered heterocycle containing 1 to 3 same or different hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom and having 1 to 4 same or different substituents selected from the group consisting of halogen atom, nitro group, cyano group, hydroxyl group, mercapto group, C
1
-C
4
alkyl group, halo C
1
-C
4
alkyl group, C
1
-C
4
alkoxy group, halo C
1
-C
4
alkoxy group, C
1
-C
4
alkylthio group, halo C
1
-C
4
alkylthio group, amino group and substituted amino group having 1 or 2 same or different substituents selected from the group consisting of C
1
-C
4
alkyl and phenyl groups, 5- or 6-membered heterocycle C
1
-C
4
alkyl group containing 1 to 3 same or different hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, substituted 5- or 6-membered hetero cycle C
1
-C
4
alkyl group containing 1 to 3 same or different hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom and having 1 to 4 same or different substituents selected from the group consisting of halogen a

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