Carbamate derivative and agricultural/horticultural fungicide

Details Carbamate derivative and agricultural/horticultural fungicide Carbamate derivative and agricultural/horticultural fungicide

2002-02-05

2004-11-02

Raymond, Richard L. (Department: 1624)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

C546S330000, C546S174000, C514S357000, C514S407000, C514S471000, C514S256000, C514S438000, C514S365000, C514S311000, C514S241000, C514S274000, C514S475000, C514S367000, C514S252100, C514S521000, C514S485000, C549S452000, C549S483000, C549S077000, C549S553000, C544S335000, C544S168000, C544S316000, C544S219000, C544S336000, C548S204000, C548S167000, C558S388000, C558S391000, C560S024000

Reexamination Certificate

active

06812229

ABSTRACT:

TECHNICAL FIELD
The present invention relates to a novel carbamate derivative and an agricultural/horticultural fungicide containing said derivative as the active ingredient.
BACKGROUND ART
Heretofore, many carbamic acid derivatives have been reported, but it has not been known that a carbamic acid derivative having an oxime ether group in a phenyl group as the compound of the present invention has excellent fungicidal activities.
The object of the present invention is to provide a novel carbamate derivative and an agricultural/horticultural fungicide containing the same as the active ingredient.
DISCLOSURE OF THE INVENTION
The present inventors have conducted extensive studies to produce a novel agricultural/horticultural fungicide and as a result, have found that the carbamate derivative of the present invention (hereinafter referred to as compound of the present invention) is a novel compound not disclosed in any literatures and have outstanding effects as an agricultural/horticultural fungicide, and have finally accomplished the present invention. Namely, the present invention resides in (1) a carbamate derivative represented by the general formula [I]:
{wherein X is a halogen atom, a C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a C
1
-C
6
haloalkyl group or a C
1
-C
6
haloalkoxy group, n is 0 or an integer of from 1 to 4, R
1
is a C
1
-C
6
alkyl group, R
2
is a hydrogen atom, a C
1
-C
6
alkyl group, a C
2
-C
6
alkenyl group, a C
2
-C
6
alkynyl group, a C
1
-C
6
alkoxy group, a C
1
-C
6
alkoxy C
1
-C
6
alkyl group, a C
1
-C
6
alkylcarbonyl group, a C
1
-C
6
alkoxycarbonyl group, a C
1
-C
6
alkylcarbonyl C
1
-C
6
alkyl group or a benzyl group which may be substituted, R
3
is a hydrogen atom or a C
1
-C
6
alkyl group, G is an oxygen atom, a sulfur atom or a —NR
4
— group [wherein R
4
is a hydrogen atom or a C
1
-C
6
alkyl group], Y is a hydrogen atom, a C
1
-C
10
alkyl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, hydroxyl group, C
3
-C
6
cycloalkyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
alkylsulfinyl group, carboxyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group, C
1
-C
6
alkoxyimino group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), a C
2
-C
10
alkenyl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), a C
2
-C
10
alkynyl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, cycloalkyl group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), a C
3
-C
6
cycloalkyl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, C
2
-C
6
alkynyl group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), a C
3
-C
6
cycloalkenyl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, hydroxyl group, C
2
-C
6
alkynyl group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkoxy group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), a phenacyl group (said group may be substituted by the same or different at least one halogen atom, C
1
-C
6
alkyl group, C
1
-C
6
alkoxy group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group or C
1
-C
6
alkoxycarbonyl group), an aryl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, C
2
-C
6
alkynyl group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), a heteroaryl group (said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, C
2
-C
6
alkynyl group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), an aryl-C
1
-C
6
alkyl group (the aryl in said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, C
2
-C
6
alkynyl group, phenoxy group which may be substituted, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
haloalkoxy group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group, C
1
-C
6
alkoxyimino C
1
-C
6
alkyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), an aryl-C
2
-C
6
alkenyl group (the aryl in said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, C
2
-C
6
alkynyl group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)) or a heterocyclic-C
1
-C
6
alkyl group (the heterocycle in said group may be substituted by the same or different at least one halogen atom, cyano group, nitro group, C
1
-C
6
alkyl group, C
2
-C
6
alkenyl group, C
2
-C
6
alkynyl group, hydroxyl group, C
1
-C
6
alkoxy group, amino group, mono C
1
-C
6
alkylamino group, di-C
1
-C
6
alkylamino group, C
1
-C
6
alkylthio group, C
1
-C
6
haloalkyl group, C
1
-C
6
alkylcarbonyl group, C
1
-C
6
alkoxycarbonyl group or C(O)NR
5
R
6
(wherein each of R
5
and R
6
which are the same or different, is a hydrogen atom or a C
1
-C
6
alkyl group)), and Q is a hydrogen atom, a haloalkyl group, a cyano group, a C
1
-C
6
alkyl group, a C
3
-C
6
cycloalkyl group, a C
1
-C
4
alkylthio group, a C
1
-C
4
alkylsulfinyl group, a C
1
-C
4
alkylsulfon

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