Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1997-01-06
2000-07-04
Ramsuer, Robert W.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
5483657, 5483751, A01N 4356, C07D23116, C07D40510
Patent
active
060838817
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel herbicidally active pyrazole derivatives, processes for their preparation, compositions which comprise these compounds and their use for control of weeds, in particular in crops of useful plants, or for inhibiting plant growth.
Pyrazole compounds having a herbicidal action are known and are described, for example, in JP-A-03 093 774, JP-A-02 300 173 and JP-A-03 163 063.
Novel pyrazole derivatives having herbicidal and growth-inhibiting properties have now been found.
The present invention thus relates to compounds of the formula I ##STR2## in which R.sub.100 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.4 -C.sub.8 cycloalkenyl, C.sub.4 -C.sub.8 cycloalkenyl-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkynyl, phenyl, phenyl-C.sub.1 -C.sub.6 alkyl or cyano, where the groups listed for R.sub.100, with the exception of hydrogen and cyano, can be substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 halogenoalkyl, cyano, nitro, --COR.sub.3, --X.sub.3 R.sub.04, --COR.sub.8, --NR.sub.56 R.sub.57 or --NR.sub.56 OR.sub.57, in which R.sub.56 and R.sub.57 independently of one another are hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 halogenoalkyl, C.sub.3 -C.sub.8 alkenyl, C.sub.3 -C.sub.8 halogenoalkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.8 alkyl, cyano-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxycarbonyl-C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.3 -C.sub.7 cycloalkyl-C.sub.1 -C.sub.4 alkyl, benzyl, C.sub.1 -C.sub.4 alkyl which is substituted by -N-morpholino, -N-thiomorpholino or -N-piperazino, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylamino-carbonyl-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylaminocarbonyl-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxycarbonyl or C.sub.1 -C.sub.4 alkylcarbonyl; or heterocyclic ring; R.sub.3 is halogen, --X.sub.4 --R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, di-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 -halogenoalkylamino, di-C.sub.2 -C.sub.4 halogenoalkylamino, C.sub.1 -C.sub.4 alkoxy-C.sub.2 -C.sub.4 alkylamino, di-C.sub.1 -C.sub.4 alkoxy-C.sub.2 -C.sub.4 alkylamino, C.sub.3 - or C.sub.4 alkenylamino, diallylamino, -N-pyrrolidino, -N-piperidino, -N-morpholino, -N-thiomorpholino, -N-piperazino or --O--N.dbd.C(CH.sub.3)--CH.sub.3 ; in which alkoxy-C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.8 halogenoalkyl, C.sub.1 -C.sub.8 -alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 alkenyl, C.sub.3 -C.sub.8 halogenoalkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, oxetan-3-yl, C.sub.3 -C.sub.7 -cycloalkyl-C.sub.1 -C.sub.4 alkyl, halogeno-C.sub.3 -C.sub.7 cycloalkyl or benzyl, which is unsubstituted or substituted on the phenyl ring up to three times in an identical or different manner by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 halogenoalkyl, C.sub.1 -C.sub.4 halogenoalkoxy or C.sub.1 -C.sub.4 alkoxy; alkali metal, alkaline earth metal or ammonium ions; or C.sub.1 -C.sub.6 alkyl-COOR.sub.7, in which C.sub.3 -C.sub.8 alkynyl, C.sub.1 -C.sub.8 alkoxy-C.sub.2 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkylthio-C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.7 cycloalkyl; C.sub.2 -C.sub.7 alkoxycarbonyl or oxetan-3-yl; ##STR3## -nitro, --NH--CHO or --NC, in which X.sub.9 is oxygen or sulfur; ; alkoxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.8 halogenoalkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8 halogenoalkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, oxetan-3-yl, halogeno-C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.8 alkylcarbonyl, allylcarbonyl, C.sub.3 -C.sub.7 cycloalkylcarbonyl, benzoyl, which is unsubstituted or substituted on the phenyl ring up to three times in an identical or different manner by halogen, C.sub.1 -C.sub.4 alkyl,
REFERENCES:
patent: 4621084 (1986-11-01), Takaya et al.
Chemical Abstract, vol. 115, No. 9, 115:92260d (1991).
Chemcial Abstract, vol. 114, No. 17, 114:1642266 (1991).
Chemical Abstract, vol. 121, No. 7, 121:76197g (1994).
Chemical Abstract, vol. 112, No. 19, 112:178770v (1990).
Pharmazie 44(8), pp. 535-539 (1989).
Chemical Abstract, vol. 112, No. 3, 112:21206t (1990).
Chemical Abstracts, Chemical Substances, 12th Collective Index, vol. 107-115, 1987-1991, pp. 78343CS & 78428CS: RN [124344-96-3] & [124344-99-6].
Carbohydrate Research, No. 189, pp. 349-358 (1989).
Chemical Abstract, vol. 102, No. 25, 102:220868d (1985).
Chemical Abstracts, Chemical Substances, 11th Collective Index, vol. 96-105, 1982-1986, pp. 58069CS, 58070CS & 58071CS: RN [93618-33-8], [93660-30-1], [93618-36-1], [93618-54-3], [93618-34-9], [93618-52-1] and [93618-4-6].
Chemical Abstract, vol. 69, No. 15, 69:59155g (1968).
Khim.-Farm. Zh., 2(1), 16-22 (1968).
Chemical Abstract vol. 102, No. 9, 102:78877k (1985).
Chemical Abstracts, Chemical Substances, 11th Collective Index, vol. 96-105, 1982-1986, pp. 11970CS: RN [90348-03-1] and [94662-43-8].
Chemical Abstact, vol. 101, No. 7, 101:55016v (1984).
Chemical Abstracts, Chemical Substances, 11th Collective Index, vol. 96-105, 1982-1986, pp. 12117CS & 12124CS: RN [91119-98-1], [91119-97-0], [91119-94-7], [91119-93-6], [91119-95-8] [26518-71-8].
Indian Journal of Chemistry, Section B, vol. 22B(12), pp. 1236-1242 (1983).
Organic Reactions, vol. 18, 1 (1970).
Organic Synthesis vol. 49, pp. 81-85 (1969).
Comprehensive Organic Transformations, Editor R.C. Larock, p. 685, VCH 1989.
Tetrahedron, vol. 48, No. 42, pp. 9233-9236 (1992).
J. Chem. Soc. 1954, 1297.
"Vogel's Textbook of Practical Organic Chemistry", Longman 1989, pp. 938 et seq., 1006 et. seq. and 1084 et seq.
"Advanced Organic Chemistry", Editor J. March, McGraw-Hill Book Company, New York, 1985, pp. 816 et seq., 932 et seq., & 1057 et seq.
"Organikum" Editor J. A. Barth, Leipzig, 1993, pp. 425 et seq. and 439 et seq.
Arch. Pharm. 264, pp. 337-355 (1926).
Liebigs Annalen 437, pp. 297-308 (1924).
"Methodicum Chimicum", vol. 6, Georg Thieme Verlag, Stuttgart, p. 768 et seq. (1974).
"Methoden der Organischen Chemie" (Methods of Organic Chemistry) (Houben-Weyl), vol. E5, Georg Thieme Verlag Stuttgart, p. 1242 et seq. (1985).
"Methoden der Organischen Chemie" (Methods of Organic Chemistry)(Houben-Weyl), vol. E8b, Georg Thieme Verlag Stuttgart, p. 399 et seq. (1994).
"Pyrzaoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings", Editor R.H. Wiley, Interscience Publishers, New York, 1967, p. 1 et seq.
Tetrahedron Lett. 51, pp. 4907-4910 (1979).
Brunner Hans-Georg
Nebel Kurt
Pissiotas Georg
Novartis Corporation
Ramsuer Robert W.
Teoli, Jr. William A.
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