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US5064845A Expired / Lapsed US ⏱️ 0.0 years remaining

Fungicidal compositions and methods of use

Assignee: Rohm and Haas Co
•
Filing: 1990-12-20
•
Granted: 1991-11-12
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Expires: 2010-12-20
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Abstract

Abstract This invention relates to the use of iodopropargyl compounds invention have the structure ##STR1## wherein A is hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, phenylalkyl, naphthyl or heterocyclyl; and Z is oxygen (O) or N--R; wherein R is hydrogen, alkyl, cycloalkyl, phenyl, or phenylalkyl as agricultural fungicides and to agricultural fungicidal compositions containing the iodopropargyl compounds.

Inventors

  • 👤 Adam C. Hsu
  • 👤 Daniel L. Loughner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 17:42
CPC Classifications
C; C07; C07D; C07D271/00; C07D271/02; C07D271/10; C07D271/113; A; A01; A01N; A01N43/00; A01N43/64; A01N43/647; A01N43/653; A01N43/72; A01N43/82; C07D249/00; C07D249/02; C07D249/08; C07D249/10; C07D249/12; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D285/13; C07D401/00; C07D401/02; C07D401/04; C07D409/00; C07D409/02; C07D409/04; C07D413/00; C07D413/02; C07D413/04

Claims Analysis

Total Claims: 38
Claim 1
Independent Claim 152 words
A method of controlling fungus on agricultural crops which comprises treating the agricultural crop with a fungicidally effective amount of a compound having the formula ##STR11## wherein A is hydrogen, (C 1 -C 18 )alkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 6 )alkenyl, (C 3 -C 6 )alkynyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, phenyl(C 1 -C 6 )alkyl, naphthyl, thienyl, furyl or pyridyl; and Z is oxygen or N-R; wherein R is hydrogen, (C 1 -C 12 )alkyl, (C 3 -C 6 )cycloalkyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, or phenyl(C 1 -C 6 )alkyl.
Claim 2
Independent Claim 152 words
A method of controlling fungus on agricultural crops which comprises treating the agricultural crop with a fungicidally effective amount of a compound having the formula ##STR11## wherein A is hydrogen, (C 1 -C 18 )alkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 6 )alkenyl, (C 3 -C 6 )alkynyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, phenyl(C 1 -C 6 )alkyl, naphthyl, thienyl, furyl or pyridyl; and Z is oxygen or N-R; wherein R is hydrogen, (C 1 -C 12 )alkyl, (C 3 -C 6 )cycloalkyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, or phenyl(C 1 -C 6 )alkyl.
Claim 3
Dependent Claim 68 words
The method of claim 1 wherein the compounds have the formula ##STR12## wherein A is (C 1 -C 18 )alkyl, (C 3 -C 8 )cycloalkyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, phenyl(C 1 -C 6 )alkyl, naphthyl, thienyl, furyl or pyridyl.
Claim 4
Dependent Claim 27 words
The method of claim 2 wherein A is phenyl, halophenyl, (C 1 -C 4 )alkylphenyl, nitrophenyl, halo(C 1 -C 4 )alkylphenyl or di(C 1 -C 4 )alkoxyphenyl.
Claim 5
Dependent Claim 16 words
The method of claim 3 wherein A is phenyl, fluorophenyl, chlorophenyl, methylphenyl, nitrophenyl, trifluoromethylphenyl or dimethoxyphenyl.
Claim 6
Dependent Claim 19 words
The method of claim 4 wherein A is phenyl, 2-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 2-nitrophenyl, 4-trifluoromethylphenyl or 2,5-dimethoxyphenyl.
Claim 7
Dependent Claim 48 words
The method of claim 1 wherein the compound has the formula ##STR13## wherein A is hydrogen or (C 1 -C 4 )alkyl and R is phenyl optionally substituted by one to three substituents selected from halo, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy or nitro.
Claim 8
Dependent Claim 36 words
The method of claim 6 wherein A is hydrogen or t-butyl and R phenyl optionally substituted by one to three substituents selected from halo, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy or nitro.
Claim 9
Dependent Claim 17 words
The method of claim 7 wherein R is phenyl, fluorophenyl, chlorophenyl, methylphenyl, ethylphenyl, nitrophenyl, dichlorophenyl or dimethylphenyl.
Claim 10
Dependent Claim 24 words
The method of claim 8 wherein A is hydrogen and R is 2-fluorophenyl, 3-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl, 3,5-dimethylphenyl or 2,4-dimethylphenyl.
Claim 11
Dependent Claim 13 words
The method of claim 8 wherein A is t-butyl and R is phenyl.
Claim 12
Dependent Claim 47 words
The method of claim 1 wherein the compound has the formula ##STR14## wherein A is hydrogen, (C 1 -C 4 )alkyl or phenyl optionally substituted by halo or (C 1 -C 4 )alkyl and R is (C 1 -C 16 )alkyl or (C 3 -C 6 )cycloalkyl.
Claim 13
Dependent Claim 17 words
The method of claim 11 wherein A is hydrogen and R is (C 3 -C 6 )cycloalkyl.
Claim 14
Dependent Claim 27 words
The method of claim 11 wherein A is (C 1 -C 4 )alkyl and R is (C 1 -C 4 )alkyl or (C 3 -C 6 )cycloalkyl.
Claim 15
Dependent Claim 20 words
The method of claim 11 wherein A is fluorophenyl, chlorophenyl or methylphenyl and R is (C 1 -C 4 )alkyl.
Claim 16
Dependent Claim 13 words
The method of claim 12 wherein A is hydrogen and R is cyclohexyl.
Claim 17
Dependent Claim 15 words
The method of claim 13 wherein A is methyl and R is n-hexyl or cyclohexyl.
Claim 18
Dependent Claim 20 words
The method of claim 14 wherein A is 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 4-chlorophenyl, 2-methylphenyl or 4-methylphenyl and R is ethyl.
Claim 19
Dependent Claim 17 words
The method of claim 1 wherein the compound is administered in combination with another fungicidally effective compound.
Claim 20
Dependent Claim 147 words
A fungicidal composition which comprises an agriculturally acceptable carrier and a fungicidally effective amount of a compound of the formula ##STR15## wherein A is hydrogen, (C 1 -C 18 )alkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 6 )alkenyl, (C 3 -C 6 )alkynyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, phenyl(C 1 -C 6 )alkyl, naphthyl, thienyl, furyl or pyridyl; and Z is oxygen or N-R; wherein R is hydrogen, (C 1 -C 12 )alkyl,(C 3 -C 6 )cycloalkyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo (C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, or phenyl(C 1 -C 6 )alkyl.
Claim 21
Dependent Claim 147 words
A fungicidal composition which comprises an agriculturally acceptable carrier and a fungicidally effective amount of a compound of the formula ##STR15## wherein A is hydrogen, (C 1 -C 18 )alkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 6 )alkenyl, (C 3 -C 6 )alkynyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, phenyl(C 1 -C 6 )alkyl, naphthyl, thienyl, furyl or pyridyl; and Z is oxygen or N-R; wherein R is hydrogen, (C 1 -C 12 )alkyl,(C 3 -C 6 )cycloalkyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo (C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, or phenyl(C 1 -C 6 )alkyl.
Claim 22
Dependent Claim 68 words
The composition of claim 19 wherein the compound has the formula ##STR16## wherein A is (C 1 -C 18 )alkyl, (C 3 -C 8 )cycloalkyl, phenyl optionally substituted with one to three substituents selected from halo, nitro, (C 1 -C 6 )alkyl, halo(C 1 -C 6 )alkyl, halo(C 1 -C 4 )alkoxy and (C 1 -C 6 )alkoxy, phenyl(C 1 -C 6 )alkyl, naphthyl, thienyl, furyl or pyridyl.
Claim 23
Dependent Claim 27 words
The composition of claim 20 wherein A is phenyl, halophenyl, (C 1 -C 4 )alkylphenyl, nitrophenyl, halo(C 1 -C 4 )alkylphenyl or di(C 1 -C 4 )alkoxyphenyl.
Claim 24
Dependent Claim 16 words
The composition of claim 21 wherein A is phenyl, fluorophenyl, chlorophenyl, methylphenyl, nitrophenyl, trifluoromethylphenyl or dimethoxyphenyl.
Claim 25
Dependent Claim 19 words
The composition of claim 22 wherein A is phenyl, 2-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 2-nitrophenyl, 4-trifluoromethylphenyl or 2,5-dimethoxyphenyl.
Claim 26
Dependent Claim 48 words
The composition of claim 19 wherein the compound has the formula ##STR17## wherein A is hydrogen or (C 1 -C 4 )alkyl and R is phenyl optionally substituted by one to three substituents selected from halo, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy or nitro.
Claim 27
Dependent Claim 36 words
The composition of claim 24 wherein A is hydrogen or t-butyl and R phenyl optionally substituted by one to three substituents selected from halo, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy or nitro.
Claim 28
Dependent Claim 17 words
The composition of claim 25 wherein R is phenyl, fluorophenyl, chlorophenyl, methylphenyl, ethylphenyl, nitrophenyl, dichlorophenyl or dimethylphenyl.
Claim 29
Dependent Claim 24 words
The composition of claim 26 wherein A is hydrogen and R is 2-fluorophenyl, 3-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl, 3,5-dimethylphenyl or 2,4-dimethylphenyl.
Claim 30
Dependent Claim 13 words
The composition of claim 27 wherein A is t-butyl and R is phenyl.
Claim 31
Dependent Claim 47 words
The composition of claim 19 wherein the compound has the formula ##STR18## wherein A is hydrogen, (C 1 -C 4 )alkyl or phenyl optionally substituted by halo or (C 1 -C 4 )alkyl and R is (C 1 -C 16 )alkyl or (C 3 -C 6 )cycloalkyl.
Claim 32
Dependent Claim 17 words
The composition of claim 29 wherein A is hydrogen and R is (C 3 -C 6 )cycloalkyl.
Claim 33
Dependent Claim 27 words
The composition of claim 29 wherein A is (C 1 -C 4 )alkyl and R is (C 1 -C 4 )alkyl or (C 3 -C 6 )cycloalkyl.
Claim 34
Dependent Claim 20 words
The composition of claim 29 wherein A is fluorophenyl, chlorophenyl or methylphenyl and R is (C 1 -C 4 )alkyl.
Claim 35
Dependent Claim 13 words
The composition of claim 30 wherein A is hydrogen and R is cyclohexyl.
Claim 36
Dependent Claim 15 words
The composition of claim 31 wherein A is methyl and R is n-hexyl or cyclohexyl.
Claim 37
Dependent Claim 20 words
The composition of claim 32 wherein A is 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 4-chlorophenyl, 2-methylphenyl or 4-methylphenyl and R is ethyl.
Claim 38
Dependent Claim 17 words
The composition of claim 19 wherein the compound is present in combination with another fungicidally effective compound.

References Cited (Backward Citations)

US4602071A Cited

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