&agr;-sulfenimino acid derivatives

Details &agr;-sulfenimino acid derivatives &agr;-sulfenimino acid derivatives

2001-07-16

2002-11-12

O'Sullivan, Peter (Department: 1621)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Nitrogen containing other than solely as a nitrogen in an...

C514S275000, C514S357000, C514S365000, C514S406000, C514S438000, C514S471000, C514S524000, C514S539000, C544S335000, C546S338000, C548S203000, C548S265800, C549S072000, C549S491000, C558S422000, C560S018000, C564S102000

Reexamination Certificate

active

06479550

ABSTRACT:

The present invention relates to novel &agr;-sulfenimino acid derivatives of formula I below. It relates to the preparation of those substances and to agrochemical compositions comprising at least one of those compounds as active ingredient. The invention relates also to the preparation of the said compositions and to the use of the compounds or of the compositions in controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi.
The invention relates to &agr;-sulfenimino acid derivatives of the general formula I
including the optical isomers thereof and mixtures of such isomers, wherein
A is cycloalkyl, cycloalkenyl, aryl or heteroaryl, each optionally substituted,
B is a direct bond or optionally substituted alkylene,
E is hydrogen or optionally substituted aryl,
R is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, each optionally substituted, and
T is NH or oxygen.
In the above definition aryl includes aromatic hydrocarbon rings like phenyl, naphthyl, anthracenyl, phenanthrenyl, with phenyl being preferred. Heteroaryl stands for aromatic ring systems comprising mono-, bi- or tricyclic systems wherein at least one oxygen, nitrogen or sulfur atom is present as a ring member. Examples are furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, tetrazinyl, indolyl, benzothiophenyl, benzofuranyl, benzimidazolyl, indazolyl, benzotriazolyl, benzothiazolyl, benzoxazolyl, quinolinyl, isoquinolinyl, phthalazinyl, quinoxalinyl, quinazolinyl, cinnolinyl and naphthyridinyl.
The above alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl groups may carry one or more identical or different substituents. Normally not more than three substituents in each of these groups are present at the same time.
Preferred subgroups of the compounds of formula I are those wherein
A is phenyl, naphthyl, cycloalkyl, cycloalkenyl or mono- or bicyclic heteroaryl comprising five- or six-membered rings containing 1 to 4 identical or different heteroatoms selected from oxygen, nitrogen or sulfur, wherein each of the cycles is optionally mono- or poly-substituted by substituents selected from the group comprising C
1-8
-alkyl, C
2-8
-alkenyl, C
2-8
-alkynyl, C
3-8
-cycloalkyl, C
3-8
-cycloalkyl-C
1-6
-alkyl, C
1-8
-alkoxy, C
3-8
-alkenyloxy, C
3-8
-alkyn-yloxy, C
3-8
-cycloalkyloxy, C
1-8
-alkylthio, C
1-8
-alkylsulfonyl, C
1-8
-alkanoyl, C
1-8
-alkanoyloxy, C
1-8
-alkoxycarbonyl, C
3-8
-alkenyloxycarbonyl, C
3-8
-alkynyloxycarbonyl, C
1-8
-dialkylamino, C
1-8
-alkylamino, C
1-8
-hydroximinoalkyl and C
1-8
-alkoximinoalkyl, wherein each of the alkyl, alkenyl, alkynyl moieties are straight-chain or branched and may in turn be optionally halogenated; halogen; nitro; cyano; hydroxy; amino; formyl; carboxyl; carbamoyl and thiocarbamoyl; or from the group comprising aryl, aryloxy, arylthio, aryl-C
1-4
-alkyl, aryl-C
1-4
-alkyloxy, aryl-C
1-4
-alkylthio, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclyl-C
1-4
-alkyl, heterocyclyl-C
1-4
-alkoxy and heterocyclyl-C
1-4
-alkylthio, wherein each of the groups may be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-alkoxy or C
1-4
-alkylthio, wherein heterocyclyl comprises mono- or bicyclic five- or six-membered non-aromatic and aromatic rings containing 1 to 4 identical or different heteroatoms selected from oxygen, nitrogen or sulfur; or from the group comprising aryloxyalkyl, aryloxyheteroaryloxy, heteroaryloxyalkyl, arylalkyliminoxyalkyl, aryloxyiminoalkyl, arylalkyloxyiminoalkyl, aryloxyiminoalkyleniminoxyalkyl and aryl-alkyloxy-iminoalkyleniminoxyalkyl wherein each alkyl or alkylene may be straight-chain or branched and each alkyl, alkylene, aryl or heteroaryl may in turn be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-haloalkyl, C
1-4
-alkoxy, C
1-4
-haloalkoxy, C
1-4
-alkylthio or phenyl or phenoxy wherein the phenyl moieties are optionally substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-alkoxy or C
1-4
-alkylthio; or
A is phenyl, naphthyl, furyl, thienyl, imidazolyl, thiazolyl, oxazolyl, pyridyl, pyrimidinyl, benzothiophenyl, benzthiazolyl, chinolinyl, pyrazolyl, indolyl, benzimidazolyl or pyrrolyl, each optionally-substituted by 1 to 3 substituents selected from the group comprising C
1-8
-alkyl, C
2-8
-alkenyl, C
3-8
-cycloalkyl, C
1-8
-alkoxy, C
1-8
-alkylthio, C
1-8
-alkoxycarbonyl, C
1-8
-haloalkyl, C
1-8
haloalkoxy, C
1-8
-haloalkylthio, halogen, nitro and cyano; or from the group comprising aryl, aryloxy, arylthio, aryl-C
1-4
-alkyl, aryl-C
1-4
-alkyloxy, aryl-C
1-4
-alkylthio, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclyl-C
1-4
-alkyl, heterocyclylC
1-4
-alkoxy and heterocyclyl-C
1-4
-alkylthio, wherein each of the groups may be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-alkoxy or C
1-4
-alkylthio, wherein heterocyclyl is furyl, thienyl, imidazolyl, thiazolyl, oxazolyl, pyridyl, pyrimidinyl, benzothiophenyl, benzthiazolyl, chinolinyl, pyrazolyl, indolyl, benzimidazolyl or pyrrolyl; or from the group comprising phenoxy-C
1-4
-alkyl, phenoxyheteroaryloxy, phenyl-C
1-4
-alkyliminoxy-C
1-4
-alkyl and phenyl-alkoxyimino-C
2-4
-alkyleniminoxy-C
1-4
-alkyl wherein each alkyl or alkylene may be straight-chain or branched and each alkyl, alkylene, phenyl or phenoxy in turn be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-haloalkyl, C
1-4
-alkoxy, C
1-4
-haloalkoxy, C
1-4
-alkylthio or phenyl or phenoxy wherein the phenyl moieties are optionally substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-haloalkyl, C
1-4
-alkoxy, C
1-4
-haloalkoxy or C
1-4
-alkylthio; or
A is phenyl, naphthyl, furyl, thienyl, imidazolyl, thiazolyl, oxazolyl, pyridyl, pyrimidinyl, pyrazolyl, indolyl, benzimidazolyl or pyrrolyl, each optionally-substituted by 1 to 3 substituents selected from the group comprising C
1-8
-alkyl, C
2-8
-alkenyl, C
3-8
-cycloalkyl, C
1-8
-alkoxy, C
1-8
-alkylthio, C
1-8
-alkoxycarbonyl, C
1-8
-haloalkyl, C
1-8
-haloalkoxy, C
1-8
-haloalkylthio, halogen, nitro and cyano; or from the group comprising aryl, aryloxy, arylthio, heterocyclyl, heterocyclyloxy and heterocyclylthio, wherein each of the groups may be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-alkoxy or C
1-4
-alkylthio, wherein heterocyclyl is furyl, thienyl, imidazolyl, thiazolyl, oxazolyl, pyridyl, pyrimidinyl, pyrazolyl, indolyl or pyrrolyl; or from a group comprising phenoxy-C
1-4
-alkyl, phenyl-C
1-4
-alkyliminoxy-C
1-4
-alkyl and phenyl-alkoxyimino-C
2-4
-alkyleniminoxy-C
1-4
-alkyl wherein each alkyl or alkylene may be straight-chain or branched and each phenyl or phenoxy may in turn be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-haloalkyl, C
1-4
-alkoxy, C
1-4
-haloalkoxy or C
1-4
-alkylthio; or
A is phenyl, naphthyl, furyl, thienyl, imidazolyl, thiazolyl, oxazolyl, pyridyl, pyrimidinyl, pyrazolyl or pyrrolyl, each optionally-substituted by 1 to 3 substituents selected from the group comprising C
1-4
-alkyl, C
2-6
-alkenyl, C
3-6
-cycloalkyl, C
1-4
-alkoxy, C
1-4
-alkylthio, C
1-4
-alkoxycarbonyl, C
1-4
-haloalkyl, C
1-4
-haloalkoxy, C
1-4
-haloalkylthio, halogen, nitro and cyano; or from the group comprising aryl, aryloxy, arylthio, heterocyclyl, heterocyclyloxy and heterocyclylthio, wherein each of the groups may be substituted with halogen, cyano, C
1-4
-alkyl, C
1-4
-alkoxy or C
1-4
-alkylthio, wherein heterocyclyl is furyl, thienyl, imidazolyl, thiazolyl, oxazolyl, pyridyl, pyrimidinyl, pyrazolyl, indolyl or pyrrolyl; or
B is a direct bond or C
1-4
-alkylene which is optionally substituted with substituents selected from the group comprising halogen, linear or branched C
1-6
-alkyl, C
2-6
-alkenyl or C
2-6
-alkynyl and C
5-7
-cycloalkyl, each in turn optionally substituted with 1-4 halogen atoms; or
B is a direct bond or C
1-4
-alkylene which is optionally substituted with substituents selected from the group comprising F, Cl, Br, linear or branched C
1-4
-alkyl, C
2-4
-alkenyl or,

Affiliated with

Also associated with

Rating

&agr;-sulfenimino acid derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with &agr;-sulfenimino acid derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and &agr;-sulfenimino acid derivatives will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2941779