US4154842A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Fungicidally and bactericidally active 1-azolyl-4-hydroxy-1-phenoxy-butane derivatives
Assignee: Bayer AG
•
Filing: 1977-07-27
•
Granted: 1979-05-15
•
Expires: 1997-07-27
Abstract
Abstract 1-Azolyl-4-hydroxy-1-phenoxy-butane derivatives of the formula ##STR1## in which R is hydrogen, --CO--R 1 or --SO 2 --R 2 , R 1 is cycloalkyl, alkylamino, dialkylamino, alkenyl, alkynyl, or optionally substituted alkyl, phenyl, phenoxyalkyl, phenylalkyl or phenylamino, R 2 is alkyl or optionally substituted phenyl, A is --CO--or CH(OH), X is H or --OR, X 1 is alkyl or optionally substituted phenyl, Y is CH or N, Z is halogen, alkyl, halogenoalkyl, cycloalkyl, alkoxy, alkylthio, alkoxycarbonyl, amino, cyano, nitro, or optionally substituted phenyl, phenoxy or phenylalkyl, and N is 0, 1, 2, 3, 4 or 5, Or a salt thereof, which possess fungicidal and bactericidal properties.
Inventors
- 👤 Wolfgang Kramer
- 👤 Karl H. Buchel
- 👤 Paul-Ernst Frohberger
- 👤 Peter Kraus
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:32
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/64; A01N43/647; A01N43/653; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
301 words
A 1-azolyl-4-hydroxy-1-phenoxy-butane derivative of the formula ##STR35## in which R is hydrogen, --CO-R 1 or --SO 2 -R 2 , R 1 is alkyl with 1 to 18 carbon atoms optionally substituted by halogen, amino, acetylamino, alkoxy with 1 to 4 carbon atoms, or alkoxycarbonyl with 1 to 4 carbon atoms in the alkyl moiety, alkenyl or alkynyl with 2 to 6 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, phenyl or phenyl-C 1-4 -alkyl optionally substituted on the phenyl ring by halogen, amino, cyano, nitro or alkyl with 1 to 2 carbon atoms, alkylamino or dialkylamino with 1 to 4 carbon atoms in each alkyl moiety, or phenylamino optionally substituted by halogen, nitro or cyano, R 2 is alkyl with 1 to 4 carbon atoms, or phenyl optionally substituted by halogen, amino, cyano, nitro or alkyl with 1 to 2 carbon atoms, A is --CO-- or CH(OH), X is H or --OR, X 1 is alkyl with 1 or 2 carbon atoms, or phenyl optionally substituted by halogen or by alkyl with 1 to 2 carbon atoms, Y is CH or N, Z is halogen, alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, alkoxy or alkylthio each with 1 or 2 carbon atoms, alkoxycarbonyl with 1 to 5 carbon atoms in the alkoxy moiety, amino, cyano, nitro, phenyl or phenoxy optionally substituted by halogen, amino cyano, nitro or alkyl with 1 to 2 carbon atoms or phenyl-C 1-2 -alkyl optionally substituted in the alkyl moiety with alkylcarbonyl with a total of up to 3 carbon atoms and on the phenyl ring with halogen, nitro or cyano, and n is 0, 1, 2, 3, 4 or 5, or a salt thereof.
Claim 2
Dependent Claim
301 words
A 1-azolyl-4-hydroxy-1-phenoxy-butane derivative of the formula ##STR35## in which R is hydrogen, --CO-R 1 or --SO 2 -R 2 , R 1 is alkyl with 1 to 18 carbon atoms optionally substituted by halogen, amino, acetylamino, alkoxy with 1 to 4 carbon atoms, or alkoxycarbonyl with 1 to 4 carbon atoms in the alkyl moiety, alkenyl or alkynyl with 2 to 6 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, phenyl or phenyl-C 1-4 -alkyl optionally substituted on the phenyl ring by halogen, amino, cyano, nitro or alkyl with 1 to 2 carbon atoms, alkylamino or dialkylamino with 1 to 4 carbon atoms in each alkyl moiety, or phenylamino optionally substituted by halogen, nitro or cyano, R 2 is alkyl with 1 to 4 carbon atoms, or phenyl optionally substituted by halogen, amino, cyano, nitro or alkyl with 1 to 2 carbon atoms, A is --CO-- or CH(OH), X is H or --OR, X 1 is alkyl with 1 or 2 carbon atoms, or phenyl optionally substituted by halogen or by alkyl with 1 to 2 carbon atoms, Y is CH or N, Z is halogen, alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, alkoxy or alkylthio each with 1 or 2 carbon atoms, alkoxycarbonyl with 1 to 5 carbon atoms in the alkoxy moiety, amino, cyano, nitro, phenyl or phenoxy optionally substituted by halogen, amino cyano, nitro or alkyl with 1 to 2 carbon atoms or phenyl-C 1-2 -alkyl optionally substituted in the alkyl moiety with alkylcarbonyl with a total of up to 3 carbon atoms and on the phenyl ring with halogen, nitro or cyano, and n is 0, 1, 2, 3, 4 or 5, or a salt thereof.
Claim 3
Dependent Claim
24 words
A compound according to claim 1, in which n is 0, 1, 2 or 3, or a salt thereof with a physiologically tolerated acid.
Claim 4
Dependent Claim
19 words
A compound according to claim 1 wherein such compound is 4-acetoxy-1-(4-chloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR36## or a salt thereof.
Claim 5
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 4-acetoxy-1-(2,4-dichloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR37##
Claim 6
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 4-acetoxy-1-(4-chloro-phenoxy)-3,3-dimethyl-1-(imidazol-1-y)-butan-2-one of the formula ##STR38##
Claim 7
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1-(4-chloro-phenoxy)-4-hydroxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR39##
Claim 8
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1-(4-chloro-phenoxy)-2-hydroxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol of the formula ##STR40##
Claim 9
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 4-dichloroacetoxy-1-(4-chloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR41##
Claim 10
Dependent Claim
31 words
A fungicidal or bactericidal composition containing as active ingredient a fungicidally or bactericidally effective amount of a compound according to claim 1 or a salt thereof in admixture with a diluent.
Claim 11
Dependent Claim
37 words
A method of combating fungi or bacteria which comprises applying to the fungi or bacteria, or to a habitat thereof, a fungicidally or bactericidally effective amount of a compound according to claim 1 or a salt thereof.
Claim 12
Dependent Claim
22 words
The method according to claim 10 in which said compound is 4-acetoxy-1-(4-chloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, 4-acetoxy-1-(2,4-dichloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, 4-acetoxy-1-(4-chloro-phenoxy)-3,3-dimethyl-1-(imidazol)-1-yl)-butan-2-one, (4-chloro-phenoxy)-4-hydroxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, (4-chloro-phenoxy)-2-hydroxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol, or 4-dichloroacetoxy-1-(4-chloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, or a salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-05-14 | 1982-11-13 | 1983-05-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-05-14 | 1986-11-13 | 1987-05-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-05-14 | 1990-11-13 | 1991-05-15 | $7700.00 | Window Closed / Lapsed |