Agricultural and horticultural disease controller and a...

Details Agricultural and horticultural disease controller and a... Agricultural and horticultural disease controller and a...

2000-09-20

2003-02-18

Clardy, S. Mark (Department: 1616)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C504S261000

Reexamination Certificate

active

06521649

ABSTRACT:

TECHNICAL FIELD
The present invention relates to an agricultural and horticultural disease controller containing as an active ingredient a 1,2,3-thiadiazole derivative represented by the general formula (1), or a salt thereof:
wherein R
1
is {circle around (1)} a hydrogen atom, {circle around (2)} a (C
1
-C
12
)alkyl group, {circle around (3)} a halo(C
1
-C
12
)alkyl group, {circle around (4)} (C
2
-C
12
)alkenyl group, {circle around (5)} a halo(C
2
-C
12
)alkenyl group, {circle around (6)} a (C
2
-C
12
)alkynyl group, {circle around (7)} a halo(C
2
-C
12
)alkynyl group, {circle around (8)} a (C
3
-C
6
)cycloalkyl group, {circle around (9)} an unsubstituted phenyl group, {circle around (10)} a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups, {circle around (11)} a group represented by the formula:
(wherein R
3
and R
4
, which may be the same or different, are hydrogen atoms, (C
1
-C
12
)alkyl groups or halo(C
1
-C
12
)alkyl groups, m is zero or an integer of 1 to 6, and R
5
is a hydrogen atom; a (C
1
-C
12
)alkyl group; a halo(C
1
-C
12
)alkyl group; a (C
2
-C
12
)alkenyl group; a (C
2
-C
12
)alkynyl group; an unsubstituted phenyl group; a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups; an unsubstituted phenyl(C
1
-C
6
)alkyl group; or a substituted phenyl(C
1
-C
6
)alkyl group having on the ring one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups), {circle around (12)} a group represented by the formula:
(wherein R
3
, R
4
and m are as defined above, and R
6
and R
7
, which may be the same or different, are hydrogen atoms; (C
1
-C
12
)alkyl groups; halo(C
1
-C
12
)alkyl groups; (C
2
-C
12
)alkenyl groups; (C
2
-C
12
)alkynyl groups; (C
1
-C
12
)alkoxy(C
1
-C
6
)alkyl groups; (C
1
-C
12
)alkylthio(C
1
-C
6
)alkyl groups; cyano(C
1
-C
12
)alkyl groups; unsubstituted phenyl groups; substituted phenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups; unsubstituted phenyl(C
1
-C
6
)alkyl groups; or substituted phenyl(C
1
-C
6
)alkyl groups having on the ring one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups; R
6
and R
7
being able to be taken together to represent a (C
4
-C
6
)alkylene group which may contain an oxygen atom between adjacent carbon atoms of the carbon chain), {circle around (13)} a group represented by the formula:
(wherein R
3
, R
4
, R
6
and R
7
, and n is an integer of 1 to 6), or {circle around (14)} a group represented by the formula:
[wherein R
3
, R
4
and n are as defined above, A is
(wherein R
9
is a hydrogen atom, a (C
1
-C
12
)alkyl group or a halo(C
1
-C
12
)alkyl group),
—S—,
—So—,
—SO
2
—,
 {wherein R
9
is as defined above, and R
10
is a hydrogen atom, a (C
1
-C
12
)alkyl group or a halo(C
1
-C
12
)alkyl group, R
9
and R
10
being able to be taken together to represent a (C
4
-C
6
)alkylene group which may contain, between adjacent carbon atoms of the carbon chain, an oxygen atom, a sulfur atom or
N—R
11
 (wherein R
11
is a hydrogen atom, a (C
1
-C
12
)alkyl group or a halo(C
1
-C
12
)alkyl group)}, or
—N(R
10
)
 (wherein R
10
is as defined above), and R
8
is a hydrogen atom; a (C
1
-C
12
)alkyl group; a halo(C
1
-C
12
)alkyl group; a (C
2
-C
12
)alkenyl group; a (C
2
-C
12
)alkynyl group; a (C
1
-C
12
)alkoxy(C
1
-C
12
)alkyl group; a (C
1
-C
12
)alkylthio(C
1
-C
12
)alkyl group; a cyano(C
1
-C
12
)alkyl group; an unsubstituted phenyl group; a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups; an unsubstituted phenyl(C
1
-C
6
)alkyl group; a substituted phenyl(C
1
-C
6
)alkyl group having on the ring one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups; an unsubstituted 5- or 6-membered heterocyclic ring having one or more heteroatoms which may be the same or different and are selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom; or a substituted 5- or 6-membered heterocyclic ring having one or more heteroatoms which may be the same or different and are selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, said substituted heterocyclic ring having one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups and (C
2
-C
6
)alkynyl groups], and R
2
is (i) a group represented by the formula:
—X—R
12
 [wherein X is an oxygen atom or a sulfur atom, and R
12
is {circle around (1)} a hydrogen atom, {circle around (2)} a (C
1
-C
12
)alkyl group, {circle around (3)} a halo(C
1
-C
12
)alkyl group, {circle around (4)} a (C
2
-C
12
)alkenyl group, {circle around (5)} a halo(C
2
-C
12
)alkenyl group, {circle around (6)} a (C
2
-C
12
)alkynyl group, {circle around (7)} a halo(C
2
-C
12
)alkynyl group, {circle around (8)} a hydroxy(C
1
-C
6
)alkyl group, {circle around (9)} a (C
1
-C
12
)alkoxy(C
1
-C
12
)alkyl group, {circle around (10)} a (C
1
-C
12
)alkylthio(C
1
-C
12
)alkyl group, {circle around (11)} a (C
3
-C
6
)cycloalkyl group, {circle around (12)} a (C
3
-C
6
)cycloalkyl(C
1
-C
12
)alkyl group, {circle around (13)} an unsubstituted phenyl group, {circle around (14)} a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of halogen atoms, nitro group, cyano group, (C
1
-C
6
)alkyl groups, halo(C
1
-C
6
)alkyl groups, (C
1
-C
6
)alkoxy groups, halo(C
1
-C
6
)alkoxy groups, (C
1
-C
6
)alkylthio groups, halo(C
1
-C
6
)alkylthio groups, (C
2
-C
6
)alkenyl groups, (C
2
-C
6
)alkynyl groups, and (C
1
-C
6
)alkoxycarbonyl (C
1
-C
6
)alkylox

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