Hydroxamic-acid derivatives, method of preparing them and their

Details Hydroxamic-acid derivatives, method of preparing them and their Hydroxamic-acid derivatives, method of preparing them and their

1997-08-21

1999-12-28

Richter, Johann

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

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

562623, 564253, 564256, A61K 3116, C07C23918

Patent

active

060082577

DESCRIPTION:

BRIEF SUMMARY
The invention relates to novel hydroxamic acid derivatives, to a process for preparing them and to their use as fungicides.
Certain hydroxamic acid derivatives, such as, for example, the compound N-hydroxy-.alpha.-hydroxyimino-furazan-ethanimidic acid, are already known (cf. Liebigs Ann. Chem. 1975, 1029-1050-cited in Chem. Abstracts 88:50732c). However, nothing has been disclosed with regard to the biological properties of such compounds.
The novel hydroxamic acid derivatives of the general formula (I) have now been found, ##STR2## in which A represents hydrogen or a grouping which can readily be eliminated, in the 2 position, or represents a 2-aza-1-alkene-1,1-diyl grouping which contains a radical R.sup.2 in the 2 position, or represents an optionally substituted imino grouping ("azamethylene", N--R.sup.3), substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino, substituted alkyl, alkoxy, alkylamino or dialkylamino, and substituted alkyl, alkenyl, alkinyl, cycloalkyl or cycloalkylalkyl, each case optionally substituted by halogen, hydroxyl, alkyl, halogenoalkyl or cycloalkyl, or one of the following groupings --, --CH.sub.2 --Q--CQ--, --Q--CQ--CH.sub.2 --, --Q--CQ--Q--CH.sub.2 --, --N.dbd.N--, --S(O).sub.n --, --CH.sub.2 --S(O).sub.n --, --CQ--, --S(O).sub.n --CH.sub.2 --, --C(R.sup.4).dbd.N--O--, --C(R.sup.4).dbd.N--O--CH.sub.2 --, --N(R.sup.5)--, --CQ--N(R.sup.5)--, --N(R.sup.5)--CQ--, --Q--CQ--N(R.sup.5)--, --N.dbd.C(R.sup.4)--Q--CH.sub.2 --, --CH.sub.2 --O.dbd.N--C(R.sup.4)--, --N(R.sup.5)--CQ--Q--, --CQ--N(R.sup.5)--CQ--Q--, or --N(R.sup.5)--CQ--Q--CH.sub.2 --, substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, or cycloalkyl, and substituted alkyl, alkoxy or cycloalkyl, and cycloalkyl, aryl or heterocyclyl.
In addition, it has been found that the novel hydroxamic acid derivatives of the general formula (I) are obtained if carboxylic acid derivatives of the general formula (II) ##STR3## in which Ar, E, G and Z have the abovementioned meaning, and presence of a diluent.
Finally, it has been found that the novel hydroxamic acid derivatives of the general formula (I) exhibit a very powerful fungicidal activity.
The compounds according to the invention may optionally be present as mixtures of different possible isomeric forms, in particular of E and Z isomers, optionally, however, also of tautomers. Both the E and the Z isomers, and also arbitrary mixtures of these isomers, as well as the possible tautomeric forms, are claimed.
The invention preferably relates to compounds of the formula (I) in which substituted by halogen, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkoxy, N,N-di-(C.sub.1 -C.sub.4 -alkyl)-amino, N-(C.sub.1 -C.sub.4 -alkyl-carbonyl)-amino, N-(C.sub.1 -C.sub.4 -alkyl)-N-(C.sub.1 -C.sub.4 -alkyl-carbonyl)-amino, N-(C.sub.1 -C.sub.4 -alkoxy-carbonyl)-amino or N-(C.sub.1 -C.sub.4 -alkyl)-N-(C.sub.1 -C.sub.4 -alkoxy-carbonyl)-amino, C.sub.1 -C.sub.4 -alkoxy-carbonyl, C.sub.1 -C.sub.4 -alkylamino-carbonyl or di-(C.sub.1 -C.sub.4 -alkyl)-amino-carbonyl, or heteroarylene having 5 or 6 ring members, of which at least one represents oxygen, sulphur or nitrogen and optionally one or two additional members represent nitrogen, where the possible substituents are preferably selected from the following list: halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, in each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case 1 to 6 carbon atoms, in each case straight-chain or branched alkenyl, alkenyloxy or alkinloxy having in each case 2 to 6 carbon atoms, in each case straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, in each case straight-chain or branched halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, in each

REFERENCES:
patent: 5395854 (1995-03-01), Brand et al.
patent: 5516804 (1996-05-01), Brand et al.
patent: 5523454 (1996-06-01), Brand et al.
patent: 5677347 (1997-10-01), Brand et al.

Affiliated with

Also associated with

Rating

Hydroxamic-acid derivatives, method of preparing them and their does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Hydroxamic-acid derivatives, method of preparing them and their , we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Hydroxamic-acid derivatives, method of preparing them and their will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2382787