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US4031246A Expired / Lapsed US ⏱️ 0.0 years remaining

Aryloxyalkyl diketones

Assignee: STWB Inc
•
Filing: 1975-05-12
•
Granted: 1977-06-21
•
Expires: 1995-05-12
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Abstract

Abstract Aryloxyalkyl diketones and keto-esters, useful as pesticidal and anti-viral agents, are prepared from an aryloxyalkyl halide and an alkali metal enolate salt of a diketone or keto-ester, or from a haloalkyl-diketone and an alkali metal salt of a phenol.

Inventors

  • 👤 Joseph C. Collins
  • 👤 Guy D. Diana

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 02:03
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C07D295/15; C07C; C07C205/00; C07C205/27; C07C205/35; C07C205/36; C07C205/37; C07C205/49; C07C205/57; C07C323/00; C07C45/00; C07C45/61; C07C45/67; C07C45/673; C07C45/68; C07C45/70; C07C49/00; C07C49/04; C07C49/16; C07C49/20; C07C49/255; C07C49/92

Claims Analysis

Total Claims: 49
Claim 1
Independent Claim 107 words
A compound of the formula ##STR10## wherein: Alk is alkylene of 3 to 10 carbon atoms optionally interrupted by an oxygen atom separated by at least two carbon atoms from the terminal bonds of Alk; R and R' are alkanoyl of 2 to 6 carbon atoms; and Ar is phenyl or phenyl substituted by one to three substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkoxyalkoxy of 3 to 6 carbon atoms, hydroxyalkoxy of 2 to 4 carbon atoms, halogen, nitro, acetyl, trifluoromethyl, trifluoromethoxy, hydroxy, and benzyloxy.
Claim 2
Dependent Claim 107 words
A compound of the formula ##STR10## wherein: Alk is alkylene of 3 to 10 carbon atoms optionally interrupted by an oxygen atom separated by at least two carbon atoms from the terminal bonds of Alk; R and R' are alkanoyl of 2 to 6 carbon atoms; and Ar is phenyl or phenyl substituted by one to three substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkoxyalkoxy of 3 to 6 carbon atoms, hydroxyalkoxy of 2 to 4 carbon atoms, halogen, nitro, acetyl, trifluoromethyl, trifluoromethoxy, hydroxy, and benzyloxy.
Claim 3
Dependent Claim 12 words
A pharmaceutically acceptable metal chelate of a compound according to claim 1.
Claim 4
Dependent Claim 18 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms.
Claim 5
Dependent Claim 25 words
A compound according to claim 1 wherein R and R' are both propionyl and Alk is straight chain alkylene of 3 to 10 carbon atoms.
Claim 6
Dependent Claim 21 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 atoms and Ar is 4-hydroxyphenyl.
Claim 7
Dependent Claim 5 words
4-[6-(4-Hydroxyphenoxy)hexyl]-3,5-heptanedione, according to claim 5.
Claim 8
Dependent Claim 5 words
4-[7-(4-Hydroxyphenoxy)heptyl]-3,5-heptanedione, according to claim 5.
Claim 9
Dependent Claim 5 words
4-[10-(4-Hydroxyphenoxy)decyl]-3,5-heptanedione, according to claim 5.
Claim 10
Dependent Claim 22 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms and Ar is 4-benxyloxyphenyl.
Claim 11
Dependent Claim 5 words
4-[6-(4-Benxyloxyphenoxy)hexyl]-3,5-heptanedione, according to claim 9.
Claim 12
Dependent Claim 5 words
4-[7-(4-Benzyloxyphenoxy)heptyl]-3,5-heptanedione, according to claim 9.
Claim 13
Dependent Claim 5 words
4-[6-(2-Chloro-4-benzyloxyphenoxy)hexyl]-3,5-heptanedione, according to claim 9.
Claim 14
Dependent Claim 22 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms and Ar is halophenyl.
Claim 15
Dependent Claim 5 words
4-[6-(4-Chlorophenoxy)hexyl]-3,5-heptanedione, according to claim 13.
Claim 16
Dependent Claim 5 words
4-[6-(2-Fluorophenoxy)hexyl]-3,5-heptanedione, according to claim 13.
Claim 17
Dependent Claim 5 words
4-[6-(2-Chlorophenoxy)hexyl]-3,5-heptanedione, according to claim 13.
Claim 18
Dependent Claim 5 words
4-[6-(4-Iodophenoxy)hexyl]-3,5-heptanedione, according to claim 13.
Claim 19
Dependent Claim 5 words
4-[6-(4-Fluorophenoxy)hexyl]-3,5-heptanedione, according to claim 13.
Claim 20
Dependent Claim 22 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms and Ar is alkoxyphenyl.
Claim 21
Dependent Claim 5 words
4-[6-(4-Methoxyphenoxy)hexyl]-3,5-heptanedione, according to claim 19.
Claim 22
Dependent Claim 22 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms and Ar is phenyl.
Claim 23
Dependent Claim 5 words
4-(6-Phenyloxyhexyl)-3,5-heptanedione, according to claim 21.
Claim 24
Dependent Claim 22 words
A compouhd according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms and Ar is 2-chloro-4-methoxyphenyl.
Claim 25
Dependent Claim 5 words
4-[6-(2-Chloro-4-methoxyphenoxy)hexyl]-3,5-heptanedione, according to claim 23.
Claim 26
Dependent Claim 5 words
4-[7-(2-Chloro-4-methoxyphenoxy)heptyl]-3,5-heptanedione, according to claim 23.
Claim 27
Dependent Claim 5 words
3-[7-(2-Chloro-4-methoxyphenoxy)heptyl]-2,4-pentanedione, according to claim 23.
Claim 28
Dependent Claim 5 words
4-[6-(2-Chloro-4-methoxyphenoxy)hexyl]-2,2,6,6-tetramethyl-3,5-heptanedione, according to claim 23.
Claim 29
Dependent Claim 5 words
4-[8-(2-Chloro-4-methoxyphenoxy)octyl]-3,5-heptanedione, according to claim 23.
Claim 30
Dependent Claim 22 words
A compound according to claim 1 wherein Alk is straight chain alkylene of 3 to 10 carbon atoms and Ar is nitrophenyl.
Claim 31
Dependent Claim 5 words
4-[6-(4-Nitrophenoxy)hexyl]-3,5-heptanedione, according to claim 29.
Claim 32
Dependent Claim 5 words
4-[6-(2Nitrophenoxy)hexyl]-3,5-heptanedione, according to claim 29.
Claim 33
Dependent Claim 5 words
4-[6-(2-Bromo-4-methoxyphenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 34
Dependent Claim 5 words
4-[6-(3-Chloro-5-metnoxyphenoxy)hexyl]3,5-heptanedione, according to claim 4.
Claim 35
Dependent Claim 5 words
4-[6-(4-Bromo-2-chlorophenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 36
Dependent Claim 5 words
4-[6-(2-Chloro-4-fluorophenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 37
Dependent Claim 5 words
4-[6-(2-Trifluoromethylphenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 38
Dependent Claim 5 words
4-[6-(2,4,6-Triiodophenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 39
Dependent Claim 5 words
4-[6-(2,5-Dichloro-4-methoxyphenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 40
Dependent Claim 5 words
4-[6-(4-Methylthiophenoxy)hexyl]-3,5-heptanedione, according to claim 4.
Claim 41
Dependent Claim 5 words
4-[6-(4-Methoxy-2-nitro)hexyl]-3,5-heptanedione, according to claim 4.
Claim 42
Dependent Claim 1 words
4-[6-(2,3,4,5,6-Pentafluoro)hexyl]-3,5-heptanedione.
Claim 43
Dependent Claim 1 words
4-[6-(2,3,4,5,6-Pentafluoro)hexyl]-3,5-heptanedione.
Claim 44
Dependent Claim 31 words
A composition for combatting arthropods by hindering their maturation which comprises an effective amount of at least one compound according to claim 1 in admixture with a suitable carrier or diluent.
Claim 45
Dependent Claim 41 words
A method for combatting arthropods by hindering their maturation which comprises treating said arthropods at any stage of their development with an effective amount of at least one compound according to claim 1 in admixture with a suitable carrier or diluent.
Claim 46
Dependent Claim 28 words
A composition for combatting viruses which comprises an antivirally effective amount of at least one compound according to claim 1 in admixture with a suitable carrier or diluent.
Claim 47
Dependent Claim 13 words
A composition according to claim 44 wherein the antivirally effective compound is 4-[6-(2-chloro-4-methoxyphenoxy)hexyl]-3,5-heptanedione.
Claim 48
Dependent Claim 38 words
A method for combatting viruses which comprises contacting the locus of said viruses with a composition containing an antivirally effective amount of at least one compound according to claim 1 in admixture with a suitable carrier or diluent.
Claim 49
Dependent Claim 13 words
A method according to claim 46 wherein the antivirally effective compound is 4-[6-(2-chloro-4-methoxyphenoxy)hexyl]-3,5-heptanedione.

References Cited (Backward Citations)

US3541155A Cited
US3917718A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-20 1980-12-20 1981-06-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-20 1984-12-20 1985-06-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-20 1988-12-20 1989-06-21 $7700.00 Window Closed / Lapsed

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