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US4501756A Expired / Lapsed US ⏱️ 0.0 years remaining

Fungicidal carbamates useful against fungi resistant to benzamidazole fungicides

Assignee: Sumitomo Chemical Co Ltd
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Filing: 1981-10-28
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Granted: 1985-02-26
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Expires: 2001-10-28
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Abstract

Abstract Use of a compound of the formula: <IMAGE> wherein X and Y are, same or different, each a lower alkyl group, a lower alkoxy group or a halogen atom and R is a methyl group or an ethyl group as a fungicidal agent against plantpathogenic fungi, particularly their drug-resistant strains.

Inventors

  • 👤 Toshiro Kato
  • 👤 Junya Takahashi
  • 👤 Katsuzo Kamoshita

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 23:32
CPC Classifications
A; A01; A01N; A01N47/00; A01N47/08; A01N47/10; A01N47/20; A01N43/00; A01N43/34; A01N43/36

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 71 words
A method for controlling the growth of drug-resistant strains of fungi which comprises applying a fungicidally effective amount of a compound of the formula: ##STR44## wherein X and Y, which are the same or different, are each a lower alkyl group, a lower alkoxy group or a halogen atom and R is a methyl group or an ethyl group to fungi resistant to benzimidazole fungicides including thiophanate fungicides and/or dicarboximide fungicides.
Claim 2
Independent Claim 71 words
A method for controlling the growth of drug-resistant strains of fungi which comprises applying a fungicidally effective amount of a compound of the formula: ##STR44## wherein X and Y, which are the same or different, are each a lower alkyl group, a lower alkoxy group or a halogen atom and R is a methyl group or an ethyl group to fungi resistant to benzimidazole fungicides including thiophanate fungicides and/or dicarboximide fungicides.
Claim 3
Dependent Claim 53 words
The method according to claim 1, wherein X and Y, which are the same or different, are each a methyl group, an ethyl group, a methoxy group, an ethoxy group, a propoxy group, a chlorine atom, a bromine atom or an iodine atom and R is a methyl group or an ethyl group.
Claim 4
Dependent Claim 54 words
The method according to claim 1, wherein said fungi are pathogenic plant fungi which have developed a resistance to benzimidazole fungicides including thiophanate selected from the group consisting of methyl 1-(butylcarbamoyl)benzimidazol-2-ylcarbamate, 2-(2-furyl)benzimidazole, 2-(4-thiazolyl)-benzimidazole, methyl benzimidazol-2-ylcarbamate, 1,2-bis(3-methoxycarbonyl-2-thioureido)benzene, 1,2-bis(3-ethoxycarbonyl-2-thioureido)benzene, 2-(O,S-dimethylphosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene and 2-(O,O-dimethylthiophosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene and/or dicarboximide fungicides selected from the group consisting of 3-(3',5'-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide, 3-(3',5'-dichlorophenyl)-1-isopropylcarbamoylimidazolidine-2,4-dione, 3-(3',5'-dichlorophenyl)-5-methyl-5-vinyloxazolidine-2,4-dione and ethyl(RS)-3-(3',5'-dichlorophenyl)-5-methyl-2,4-dioxooxazolidine-5-carboxylate.
Claim 5
Independent Claim 113 words
A method for controlling the growth of drug-resistant strains of pathogenic plant fungi, which comprises: applying to drug-resistant strains of pathogenic plant fungi resistant to benzimidazole fungicides including thiophanate and/or dicarboximide fungicides a fungicidally effective amount of a compound of the formula: ##STR45## wherein X is a lower alkyl group, a lower alkoxy group, a chlorine atom, a fluorine atom, a bromine atom or an iodine atom, Y is a lower alkyl group, a lower alkoxy group, a fluorine atom, a bromine atom or an iodine atom and R is a methyl group or an ethyl group, with the proviso that X and Y are not both lower alkoxy; and an inert carrier.
Claim 6
Independent Claim 113 words
A method for controlling the growth of drug-resistant strains of pathogenic plant fungi, which comprises: applying to drug-resistant strains of pathogenic plant fungi resistant to benzimidazole fungicides including thiophanate and/or dicarboximide fungicides a fungicidally effective amount of a compound of the formula: ##STR45## wherein X is a lower alkyl group, a lower alkoxy group, a chlorine atom, a fluorine atom, a bromine atom or an iodine atom, Y is a lower alkyl group, a lower alkoxy group, a fluorine atom, a bromine atom or an iodine atom and R is a methyl group or an ethyl group, with the proviso that X and Y are not both lower alkoxy; and an inert carrier.
Claim 7
Dependent Claim 54 words
The method according to claim 4, wherein said fungi are pathogenic plant fungi which have developed a resistance to benzimidazole fungicides including thiophanate selected from the group consisting of methyl 1-(butylcarbamoyl)-benzimidazol-2-ylcarbamate, 2-(2-furyl)benzimidazole, 2-(4-thiazolyl)benzimidazole, methyl benzimidazol-2-ylcarbamate, 1,2-bis(3-methoxycarbonyl-2-thioureido)benzene, 1,2-bis(3-ethoxycarbonyl-2-thioureido)benzene, 2-(O,S-dimethylphosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene and 2-(O,O-dimethylthiophosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene and/or dicarboximide fungicides selected from the group consisting of 3-(3',5'-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide, 3-(3',5'-dichlorophenyl)-1-isopropylcarbamoylimidazolidine-2,4-dione, 3-(3',5'-dichlorophenyl)-5-methyl-5-vinyloxazolidine-2,4-dione and ethyl(RS)-3-(3',5'-dichlorophenyl)-5-methyl-2,4-dioxooxazolidine-5-carboxylate.
Claim 8
Dependent Claim 91 words
A fungicidal composition comprising: a fungicidally effective amount effective against fungi which are resistant to benzimidazole fungicides including thiophanate and dicarboximide fungicides of at least one compound of the formula: ##STR46## wherein X and Y, which are the same or different, are each a lower alkyl group, a lower alkoxy group or a halogen atom and R is a methyl group or an ethyl group; a fungicidally effective amount of at least one compound selected from the group consisting of benzimidazole fungicides including thiophanate and dicarboximide fungicides; and an inert carrier.
Claim 9
Dependent Claim 91 words
A fungicidal composition comprising: a fungicidally effective amount effective against fungi which are resistant to benzimidazole fungicides including thiophanate and dicarboximide fungicides of at least one compound of the formula: ##STR46## wherein X and Y, which are the same or different, are each a lower alkyl group, a lower alkoxy group or a halogen atom and R is a methyl group or an ethyl group; a fungicidally effective amount of at least one compound selected from the group consisting of benzimidazole fungicides including thiophanate and dicarboximide fungicides; and an inert carrier.
Claim 10
Dependent Claim 47 words
A fungicidal composition according to claim 6, wherein said benzimidazole fungicide including thiophanate is selected from the group consisting of methyl 1-(butylcarbamoyl)benzimidazol-2-ylcarbamate, 2-(2-furyl)benzimidazole, 2-(4-thiazolyl)benzimidazole, methyl benzimidazol-2-ylcarbamate, 1,2-bis(3-methoxycarbonyl-2-thioureido)benzene, 1,2-bis(3-ethoxycarbonyl-2-thioureido)benzene, 2-(O,S-dimethylphosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene, and 2-(O,O-dimethylthiophosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene and said dicarboximide fungicide is selected from the group consisting of 3-(3',5'-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide, 3-(3-,5'-dichlorophenyl)-1-isopropylcarbamoylimidazolidine-2,4-dione, 3-(3',5'-dichlorophenyl-5-methyl-5-vinyloxazolidine-2,4-dione and ethyl(RS)-3-(3',5'-dichlorophenyl)-5-methyl-2,4-dioxooxazolidine-5-carboxylate.
Claim 11
Dependent Claim 54 words
A fungicidal composition according to claim 6, wherein X and Y, which are the same or different, are each a methyl group, an ethyl group, a methoxy group, an ethoxy group, a propoxy group, a chlorine atom, a bromine atom or an iodine atom and R is a methyl group or an ethyl group.
Claim 12
Dependent Claim 23 words
A method for controlling fungi which comprises applying a fungicidally effective amount of the composition according to claim 6 to pathogenic plant fungi.
Claim 13
Dependent Claim 26 words
A method according to claim 9, wherein said fungi are pathogenic plant fungi which have developed a resistance to benzimidazole fungicides including thiophanate and/or dicarboximide fungicides.

References Cited (Backward Citations)

US2537691A Cited
US2946768A Cited
JPS43107Y1 Cited
JPS4324065Y1 Cited
JPS4429276Y1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-02-26 1988-08-27 1989-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-02-26 1992-08-27 1993-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-02-26 1996-08-27 1997-02-26 $7700.00 Window Closed / Lapsed

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