US4598085A
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US
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Fungicidal 1-(2-aryl-2-R-ethyl)-1H-1,2,4-triazoles
Assignee: Janssen Pharmaceutica NV
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Filing: 1982-01-21
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Granted: 1986-07-01
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Expires: 2002-01-21
Abstract
Abstract Novel compounds of the class of 1-(2-aryl-2-R-ethyl)-1H-1,2,4-triazoles having fungicidal and plant-growth regulating properties.
Inventors
- 👤 Jan Heeres
- 👤 Leo J. J. Backx
- 👤 Joseph A. Mostmans
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 15:47
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/64; A01N43/647; A01N43/653; C07C; C07C309/00; C07C309/63; C07C309/64; C07C309/65; C07C309/66; C07C33/00; C07C33/40; C07C33/50; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 86
Claim 1
Independent Claim
133 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR18## and the physiologically acceptable acid addition salts thereof, wherein: Ar is a member selected from the group consisting of mono-, di- and tri-halophenyl and R is a member selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, cycloalkyl-lower alkyl, lower alkenyl, aryl-lower alkyl, and aryloxy-lower alkyl said aryl being selected from the group consisting of phenyl, and substituted phenyl, wherein said substituted phenyl is phenyl having from 1 to 3 substituents independently selected from the group consisting of halo, lower alkyl, lower alkyloxy, cyano, nitro and phenyl provided that when more than 1 substituents are present only 1 thereof may be selected from the group consisting of cyano, nitro and phenyl.
Claim 2
Dependent Claim
133 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR18## and the physiologically acceptable acid addition salts thereof, wherein: Ar is a member selected from the group consisting of mono-, di- and tri-halophenyl and R is a member selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, cycloalkyl-lower alkyl, lower alkenyl, aryl-lower alkyl, and aryloxy-lower alkyl said aryl being selected from the group consisting of phenyl, and substituted phenyl, wherein said substituted phenyl is phenyl having from 1 to 3 substituents independently selected from the group consisting of halo, lower alkyl, lower alkyloxy, cyano, nitro and phenyl provided that when more than 1 substituents are present only 1 thereof may be selected from the group consisting of cyano, nitro and phenyl.
Claim 3
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylbutyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 4
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylbutyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 5
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 6
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 7
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 8
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 9
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 10
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 11
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 12
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 13
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-fluorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 14
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-fluorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 15
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 16
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 17
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(4-fluorophenyl)-4-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 18
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(4-fluorophenyl)-4-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 19
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 20
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 21
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 22
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 23
Dependent Claim
56 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula ##STR19## and the physiologically acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of dichlorophenyl and dibromophenyl; and R' is selected from the group consisting of alkyl having from 1 to 8 carbon atoms, cycloalkyl and 2-propenyl.
Claim 24
Dependent Claim
56 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula ##STR19## and the physiologically acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of dichlorophenyl and dibromophenyl; and R' is selected from the group consisting of alkyl having from 1 to 8 carbon atoms, cycloalkyl and 2-propenyl.
Claim 25
Dependent Claim
152 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of a compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR20## and the physiologically acceptable acid addition salts thereof, wherein: Ar is a member selected from the group consisting of mono-, di- and tri-halophenyl and R is a member selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, cycloalkyl-lower alkyl, lower alkenyl, aryl-lower alkyl, and aryloxy-lower alkyl, said aryl being selected from the group consisting of phenyl, and substituted phenyl, wherein said substituted phenyl is phenyl having from 1 to 3 substituents independently selected from the group consisting of halo, lower alkyl, lower alkyloxy, cyano, nitro and phenyl provided that when more than 1 substituents are present only 1 thereof may be selected from the group consisting of cyano, nitro and phenyl.
Claim 26
Dependent Claim
152 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of a compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR20## and the physiologically acceptable acid addition salts thereof, wherein: Ar is a member selected from the group consisting of mono-, di- and tri-halophenyl and R is a member selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, cycloalkyl-lower alkyl, lower alkenyl, aryl-lower alkyl, and aryloxy-lower alkyl, said aryl being selected from the group consisting of phenyl, and substituted phenyl, wherein said substituted phenyl is phenyl having from 1 to 3 substituents independently selected from the group consisting of halo, lower alkyl, lower alkyloxy, cyano, nitro and phenyl provided that when more than 1 substituents are present only 1 thereof may be selected from the group consisting of cyano, nitro and phenyl.
Claim 27
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of 1-[2-(2,4-dichlorophenyl)-3-methylbutyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 28
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of 1-[2-(2,4-dichlorophenyl)-3-methylbutyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 29
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of 1-[2-(2,4-dichlorophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 30
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of 1-[2-(2,4-dichlorophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 31
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 32
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective antifungal amount of 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 33
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 34
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 35
Dependent Claim
66 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR21## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of, mono- and di-halophenyl; and R' is selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, loweralkenyl, arylmethyl, and arylethyl, wherein said aryl is phenyl, halophenyl, methylphenyl, or methoxyphenyl.
Claim 36
Dependent Claim
66 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR21## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of, mono- and di-halophenyl; and R' is selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, loweralkenyl, arylmethyl, and arylethyl, wherein said aryl is phenyl, halophenyl, methylphenyl, or methoxyphenyl.
Claim 37
Dependent Claim
46 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR22## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is, chlorophenyl, fluorophenyl, bromophenyl, dichlorophenyl, or dibromophenyl; and R' is alkyl having from 1 to 8 carbon atoms, cycloalkyl, or 2-propenyl.
Claim 38
Dependent Claim
46 words
A chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR22## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is, chlorophenyl, fluorophenyl, bromophenyl, dichlorophenyl, or dibromophenyl; and R' is alkyl having from 1 to 8 carbon atoms, cycloalkyl, or 2-propenyl.
Claim 39
Dependent Claim
31 words
A chemical compound selected from the group consisting of: 1-[2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H-1,2,4-triazole; 1[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)decyl]-1H-1,2,4-triazole; 1-[2-cyclopentyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[3-cyclohexyl-2-(2,4-dichlorophenyl)propyl]-1H-1,2,4-triazole; 1-[4-cyclohexyl-2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-4-pentenyl]-1H-1,2,4-triazole; and 1-[2-(2,4-dichlorophenyl)-5-hexenyl]-1H-1,2,4-triazole; and the pharmaceutically acceptable acid addition salts thereof.
Claim 40
Dependent Claim
31 words
A chemical compound selected from the group consisting of: 1-[2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H-1,2,4-triazole; 1[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)decyl]-1H-1,2,4-triazole; 1-[2-cyclopentyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[3-cyclohexyl-2-(2,4-dichlorophenyl)propyl]-1H-1,2,4-triazole; 1-[4-cyclohexyl-2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-4-pentenyl]-1H-1,2,4-triazole; and 1-[2-(2,4-dichlorophenyl)-5-hexenyl]-1H-1,2,4-triazole; and the pharmaceutically acceptable acid addition salts thereof.
Claim 41
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective anti-fungal amount of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole or a physiologically acceptable acid addition salt thereof.
Claim 42
Dependent Claim
29 words
A composition for combatting fungi, comprising an inert carrier material and as an active ingredient an effective anti-fungal amount of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole or a physiologically acceptable acid addition salt thereof.
Claim 43
Independent Claim
145 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR23## and the physiologically acceptable acid addition salts thereof, wherein: Ar is a member selected from the group consisting of mono-, di- and tri-halophenyl; and R is alkyl having from 1 to 10 carbon atoms, cycloalkyl, cycloalkyl-lower alkyl, lower alkenyl, aryl-lower alkyl or, aryloxy-lower alkyl, said aryl being selected from the group consisting of phenyl and substituted phenyl, wherein said substituted phenyl is phenyl having from 1 to 3 substituents independently selected from the group conssisting of halo, lower alkyl, lower alkyloxy, cyano, nitro and phenyl provided that when more than 1 substituents are present only 1 thereof may be selected from the group consisting of cyano, nitro and phenyl.
Claim 44
Independent Claim
145 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR23## and the physiologically acceptable acid addition salts thereof, wherein: Ar is a member selected from the group consisting of mono-, di- and tri-halophenyl; and R is alkyl having from 1 to 10 carbon atoms, cycloalkyl, cycloalkyl-lower alkyl, lower alkenyl, aryl-lower alkyl or, aryloxy-lower alkyl, said aryl being selected from the group consisting of phenyl and substituted phenyl, wherein said substituted phenyl is phenyl having from 1 to 3 substituents independently selected from the group conssisting of halo, lower alkyl, lower alkyloxy, cyano, nitro and phenyl provided that when more than 1 substituents are present only 1 thereof may be selected from the group consisting of cyano, nitro and phenyl.
Claim 45
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylbutyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 46
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylbutyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 47
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 48
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 49
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 50
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 51
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 52
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 53
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 54
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 55
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-fluorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 56
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[4-(4-chlorophenyl)-2-(4-fluorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 57
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 58
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 59
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(4-fluorophenyl)-4-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 60
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(4-fluorophenyl)-4-(4-methylphenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 61
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 62
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 63
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 64
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 65
Independent Claim
76 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR24## and the physiologically acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of dichlorophenyl and dibromophenyl; and R' is selected from the group consisting of alkyl having from 1 to 8 carbon atoms, cycloalkyl and 2-propenyl.
Claim 66
Independent Claim
76 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR24## and the physiologically acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of dichlorophenyl and dibromophenyl; and R' is selected from the group consisting of alkyl having from 1 to 8 carbon atoms, cycloalkyl and 2-propenyl.
Claim 67
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 68
Independent Claim
38 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 69
Independent Claim
85 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1H-1,2,4-triazole derivative having the formula: ##STR25## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of, mono- and di-halophenyl; and R' is selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, loweralkenyl, arylmethyl, and arylethyl, wherein said aryl is phenyl, halophenyl, methylphenyl, or methoxyphenyl.
Claim 70
Independent Claim
85 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of 1H-1,2,4-triazole derivative having the formula: ##STR25## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is selected from the group consisting of, mono- and di-halophenyl; and R' is selected from the group consisting of alkyl having from 1 to 10 carbon atoms, cycloalkyl, loweralkenyl, arylmethyl, and arylethyl, wherein said aryl is phenyl, halophenyl, methylphenyl, or methoxyphenyl.
Claim 71
Independent Claim
66 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR26## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is, chlorophenyl, fluorophenyl, bromophenyl, dichlorophenyl, or dibromophenyl; and R' is alkyl having from 1 to 8 carbon atoms, cycloalkyl, or 2-propenyl.
Claim 72
Independent Claim
66 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of a 1H-1,2,4-triazole derivative having the formula: ##STR26## and the physiologically-acceptable acid addition salts thereof, wherein: Ar' is, chlorophenyl, fluorophenyl, bromophenyl, dichlorophenyl, or dibromophenyl; and R' is alkyl having from 1 to 8 carbon atoms, cycloalkyl, or 2-propenyl.
Claim 73
Independent Claim
51 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of: 1-[2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)decyl]-1H-1,2,4-triazole; 1-[2-cyclopentyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[3-cyclohexyl-2-(2,4-dichlorophenyl)propyl]-1H-1,2,4-triazole; 1-[4-cyclohexyl-2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-4-pentenyl]-1H-1,2,4-triazole; and 1-[2-(2,4-dichlorophenyl)-5-hexenyl]-1H-1,2,4-triazole; and the pharmaceutically acceptable acid addition salts thereof.
Claim 74
Independent Claim
51 words
A method of combatting fungal growth on plants which comprises treating said plants with an effective fungal combatting amount of a chemical compound selected from the group consisting of: 1-[2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dibromophenyl)hexyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-3-methylpentyl]-1H1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-4-methylpentyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)heptyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)decyl]-1H-1,2,4-triazole; 1-[2-cyclopentyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[2-cyclohexyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole; 1-[3-cyclohexyl-2-(2,4-dichlorophenyl)propyl]-1H-1,2,4-triazole; 1-[4-cyclohexyl-2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole; 1-[2-(2,4-dichlorophenyl)-4-pentenyl]-1H-1,2,4-triazole; and 1-[2-(2,4-dichlorophenyl)-5-hexenyl]-1H-1,2,4-triazole; and the pharmaceutically acceptable acid addition salts thereof.
Claim 75
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 76
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 77
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-cyclopentyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 78
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-cyclopentyl-2-(2,4-dichlorophenyl)ethyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 79
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-4-pentenyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 80
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-4-pentenyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 81
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-5-hexenyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 82
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)-5-hexenyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 83
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)propyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 84
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[2-(2,4-dichlorophenyl)propyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 85
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[4-(4-bromophenyl)-2-(2-chlorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
Claim 86
Dependent Claim
18 words
A chemical compound selected from the group consisting of 1-[4-(4-bromophenyl)-2-(2-chlorophenyl)butyl]-1H-1,2,4-triazole and the physiologically acceptable acid addition salts thereof.
References Cited (Backward Citations)
US3717655A
Cited
US3647814A
Cited
US3658813A
Cited
US3897438A
Cited
US3821394A
Cited
US4005083A
Cited
US3927017A
Cited
US3991201A
Cited
US4315016A
Cited
US4327104A
Cited
US4115578A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-06-30 | 1989-12-30 | 1990-07-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-06-30 | 1993-12-30 | 1994-07-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-06-30 | 1997-12-30 | 1998-07-01 | $7700.00 | Window Closed / Lapsed |