US4124369A
Expired / Lapsed
US
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Combating fungi and controlling plant growth with 1-amido-1-azolyl-2-hydroxy- or -keto-alkanes
Assignee: Bayer AG
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Filing: 1977-05-19
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Granted: 1978-11-07
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Expires: 1997-05-19
Abstract
Abstract 1-Amido-1-azolyl-2-hydroxy- or -keto-alkanes of the formula ##STR1## in which R 1 represents acyl or the grouping R 4 --SO 2 --, in which R 4 denotes alkyl or optionally substituted aryl, R 2 represents hydrogen, or R 1 and R 2 conjointly with the linking nitrogen atom represent an imide radical, R 3 represents alkyl or optionally substituted aryl, X represents a keto group or a CH(OH) grouping, and Az represents an azole radical, And their physiologically tolerated salts which possess fungicidal and plant growth regulating properties.
Inventors
- 👤 Wolfgang Kramer
- 👤 Wilfried Draber
- 👤 Karl H. Buchel
- 👤 Wilhelm Brandes
- 👤 Klaus Lurssen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:33
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
239 words
A 1-amido-1-azolyl-2-hydroxy- or -keto-alkane of the formula ##STR107## in which X is ##STR108## R 1 is phenyl, phenyl substituted by at least one halogen or alkyl with 1 or 2 carbon atoms, R 4 --so 2 -- or R 5 --CO--, R 2 is hydrogen, or R 1 and R 2 conjointly with the linking nitrogen atom are phthalimide, R 3 is alkyl with 1 to 4 carbon atoms, phenyl, or phenyl substituted by at least one halogen or alkyl with 1 or 2 carbon atoms, R 4 is alkyl with 1 to 4 carbon atoms, halogenoalkyl with up to 2 carbon atoms and up to 5 halogen atoms, cycloalkyl with 5 to 7 carbon atoms optionally substituted by alkyl with 1 or 2 carbon atoms, or aryl, aralkyl or aryloxyalkyl each with 6 to 10 carbon atoms in the aryl part and the last two each having up to 4 carbon atoms in the alkyl part, which alkyl part is optionally substituted by halogen whereas the aryl part of these three radicals optionally carries a substituent selected from the group consisting of halogen, alkyl with 1 to 4 carbon atoms, halogenoalkyl with up to 2 carbon atoms and up to 4 halogen atoms, methoxy, ethoxy, methylthio, ethylthio, nitro, cyano, phenyl, halophenyl, phenoxy and halophenoxy, R 5 is alkyl with 1 to 4 carbon atoms, and Az is imidazol-1-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or 1,2,3-triazol-1-yl or a physiologically tolerated salt thereof.
Claim 2
Dependent Claim
239 words
A 1-amido-1-azolyl-2-hydroxy- or -keto-alkane of the formula ##STR107## in which X is ##STR108## R 1 is phenyl, phenyl substituted by at least one halogen or alkyl with 1 or 2 carbon atoms, R 4 --so 2 -- or R 5 --CO--, R 2 is hydrogen, or R 1 and R 2 conjointly with the linking nitrogen atom are phthalimide, R 3 is alkyl with 1 to 4 carbon atoms, phenyl, or phenyl substituted by at least one halogen or alkyl with 1 or 2 carbon atoms, R 4 is alkyl with 1 to 4 carbon atoms, halogenoalkyl with up to 2 carbon atoms and up to 5 halogen atoms, cycloalkyl with 5 to 7 carbon atoms optionally substituted by alkyl with 1 or 2 carbon atoms, or aryl, aralkyl or aryloxyalkyl each with 6 to 10 carbon atoms in the aryl part and the last two each having up to 4 carbon atoms in the alkyl part, which alkyl part is optionally substituted by halogen whereas the aryl part of these three radicals optionally carries a substituent selected from the group consisting of halogen, alkyl with 1 to 4 carbon atoms, halogenoalkyl with up to 2 carbon atoms and up to 4 halogen atoms, methoxy, ethoxy, methylthio, ethylthio, nitro, cyano, phenyl, halophenyl, phenoxy and halophenoxy, R 5 is alkyl with 1 to 4 carbon atoms, and Az is imidazol-1-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or 1,2,3-triazol-1-yl or a physiologically tolerated salt thereof.
Claim 3
Dependent Claim
21 words
The compound according to claim 1 wherein such compound is 1-(p-chorobenzamido)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR109## or a physiologically tolerated salt thereof.
Claim 4
Dependent Claim
22 words
The compound according to claim 1 wherein such compound is 1-(2,4-dichlorophenoxyacetamido)-3,3-dimethyl-1(imidazol-1-yl)-butan 2-one of the formula ##STR110## or a physiologically tolerated salt thereof.
Claim 5
Dependent Claim
21 words
The compound according to claim 1 wherein such compound is 1-benzamido-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR111## or a physiologically tolerated salt thereof.
Claim 6
Dependent Claim
21 words
The compound according to claim 1 wherein such compound is 1-phenylacetamido-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR112## or a physiologically tolerated salt thereof.
Claim 7
Dependent Claim
29 words
A fungicidal or plant growth-regulating composition containing as active ingredient a fungicidally or plant growth-regulating effective amount of a compound according to claim 1 in admixture with a dilutent.
Claim 8
Dependent Claim
39 words
A method of combating fungi or regulating the growth of plants which comprises applying to the fungi, to the plants, or to a habitat thereof, a fungicidally or plant growth-regulating effective amount of a compound according to claim 1.
Claim 9
Dependent Claim
22 words
The method according to claim 7, in which said compound is 1-(p-chlorobenzamido)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, 1-(2,4-dichlorophenoxyacetamido)-3,3-dimethyl-1-(imidazol-1-yl)-butan-2-one 1-benzamido-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, or 1-phenylacetamido-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, or a physiologically tolereated salt thereof.
Claim 10
Dependent Claim
24 words
The method according to claim 7 wherein the compound is applied to a plant or plant habitat to regulate the growth of the plant.
References Cited (Backward Citations)
US3993469A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-11-06 | 1982-05-08 | 1982-11-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-06 | 1986-05-08 | 1986-11-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-06 | 1990-05-08 | 1990-11-07 | $7700.00 | Window Closed / Lapsed |