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US4133675A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyridyloxy-phenoxy-alkanecarboxylic acid derivatives which are effective as herbicides and as agents regulating plant growth

Assignee: Novartis Corp
•
Filing: 1977-07-18
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Granted: 1979-01-09
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Expires: 1997-07-18
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Abstract

Abstract The present invention concerns new pyridyloxy-phenoxy-alkanecarboxylic acid derivatives of the formula ##STR1## wherein A is hydrogen, halogen, alkyl, alkoxy, cyano, nitro or carbothiamide B is hydrogen, halogen, alkyl, cyano, mono- or dialkylamino, alkoxy-carbonyl or carbothiamide C is hydrogen, halogen, cyano, nitro or carbothiamide D is hydrogen, halogen, alkyl, mono- or dialkylamino R 1 is hydrogen, alkyl, alkoxyalkyl or benzyl R is the rest of the acid a salt or an ester, With the proviso that if the pyridine ring is substituted by halogen and/or alkyl and C is also halogen, then the radicals A, B and D must contain no less than two halogen atoms or alkyl radicals. These derivatives have herbicidal and plant-growth regulating activity.

Inventors

  • 👤 Rolf Schurter
  • 👤 Hermann Rempfler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 02:45
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D213/643; A; A01; A01N; A01N43/00; A01N43/34; A01N43/40; C07D213/69; C07D213/72; C07D213/74; C07D213/78; C07D213/83; C07D213/84

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 242 words
A pyridyloxy-phenoxy-alkanecarboxylic acid derivatives of the formula I ##STR17## wherein A represents hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, cyano, or nitro, B represents hydrogen, halogen, cyano, C 1 -C 4 -alkyl, a mono- or di-C 1 -C 4 -alkylamino group, C represents hydrogen, halogen, cyano, or nitro, wherein at least one of A, B or C is cyano, D represents hydrogen, halogen, C 1 - C 4 -alkyl or a mono- or di-C 1 -C 4 -alkylamino group, R 1 represents hydrogen, C 1 -C 4 -alkyl optionally substituted by C 1 -C 4 -alkoxy, or phenyl, R represents hydrogen or a cation 1/n M n ⊕, a C 1 -C 18 -alkyl group, which is unsubstituted or substituted by C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, carboxyl, C 1 -C 4 -alkoxycarbonyl, C 3 -C 12 -cycloalkyl, phenyl or a 5-6-membered heterocyclic ring, a C 3 -C 12 -cycloalkyl group, a C 3 - C 8 -alkenyl group or halogenolkenyl group, a C 3 -C 8 -alkynyl group, or a phenyl group which is unsubstituted or is mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, cyano or nitro, 1/n M n ⊕ represents the ion equivalent of an alkali metal ion, an alkaline-earth metal ion, a copper ion or an iron ion, or a quaternary alkylammonium group or hydroxyalkylammonium group.
Claim 2
Dependent Claim 242 words
A pyridyloxy-phenoxy-alkanecarboxylic acid derivatives of the formula I ##STR17## wherein A represents hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, cyano, or nitro, B represents hydrogen, halogen, cyano, C 1 -C 4 -alkyl, a mono- or di-C 1 -C 4 -alkylamino group, C represents hydrogen, halogen, cyano, or nitro, wherein at least one of A, B or C is cyano, D represents hydrogen, halogen, C 1 - C 4 -alkyl or a mono- or di-C 1 -C 4 -alkylamino group, R 1 represents hydrogen, C 1 -C 4 -alkyl optionally substituted by C 1 -C 4 -alkoxy, or phenyl, R represents hydrogen or a cation 1/n M n ⊕, a C 1 -C 18 -alkyl group, which is unsubstituted or substituted by C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, carboxyl, C 1 -C 4 -alkoxycarbonyl, C 3 -C 12 -cycloalkyl, phenyl or a 5-6-membered heterocyclic ring, a C 3 -C 12 -cycloalkyl group, a C 3 - C 8 -alkenyl group or halogenolkenyl group, a C 3 -C 8 -alkynyl group, or a phenyl group which is unsubstituted or is mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, cyano or nitro, 1/n M n ⊕ represents the ion equivalent of an alkali metal ion, an alkaline-earth metal ion, a copper ion or an iron ion, or a quaternary alkylammonium group or hydroxyalkylammonium group.
Claim 3
Dependent Claim 32 words
Pyridyloxy-phenoxy-alkanecarboxylic acid derivatives according to formula I, claim 1, wherein B represents hydrogen, and R 1 represents methyl, whilst A, C, D and R have the meanings given under the formula I.
Claim 4
Dependent Claim 39 words
Pyridyloxy-phenoxy-alkanecarboxylic acid derivatives according to formula I, claim 1, wherein A represents cyano, B represents hydrogen, C represents halogen, D represents hydrogen or methyl, and R 1 represents methyl, with R having the meanings given under the formula I.
Claim 5
Dependent Claim 9 words
As pyridyloxy-phenoxy-alkanecarboxylic acid derivative according to claim 1, methyl-α-[4-(5'-cyano-6-methyl-pyrid-2-yl)-oxy-phenoxy]-propionate.
Claim 6
Dependent Claim 10 words
As pyridyloxy-phenoxy-alkanecarboxylic acid derivative according to claim 1, isopropyl α-[4-(5'-cyano-6-methyl-pyrid-2'-yl)-oxy-phenoxy]-propionate.
Claim 7
Dependent Claim 11 words
As pyridyloxy-phenoxy-alkanecarboxylic acid derivative according to claim 1, methyl α -[4-(3'-chloro-5'-cyano-6'-methyl-pyrid-2'-yl)-oxy-phenoxy]-propionate.
Claim 8
Dependent Claim 10 words
As pyridyloxy-phenoxy-alkanecarboxylic acid derivative according to claim 1, methyl α-[4-(3'-cyano-5'-chloro-pyrid-2'-yl)-oxy-phenoxy]-propionate.
Claim 9
Dependent Claim 10 words
As pyridyloxy-phenoxy-alkanecarboxylic acid derivative according to claim 1, isopropyl α-[4-(3'-cyano-5'-chloro-pyrid-2'-yl)-oxy-phenoxy]-propionate.
Claim 10
Dependent Claim 10 words
As pyridyloxy-phenoxy-alkanecarboxylic acid derivative according to claim 1, isopropyl α-[4-(3'-chloro-5'-cyano-6'-methyl-pyrid-2'-yl)-oxy-phenoxy]-propionate.
Claim 11
Dependent Claim 24 words
A herbicidal composition comprising a herbicidally effective amount of a compound according to formula I of claim 1, together with a suitable carrier therefor.
Claim 12
Dependent Claim 28 words
A method for the combatting of weeds in crops of cultivated plants comprising applying a herbicidally effective amount of a compound according to formula I of claim 1.
Claim 13
Dependent Claim 16 words
The method of claim 11, wherein said compound is applied after the emergence of said weeds.

References Cited (Backward Citations)

US4046553A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-01-08 1982-07-10 1983-01-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-01-08 1986-07-10 1987-01-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-01-08 1990-07-10 1991-01-09 $7700.00 Window Closed / Lapsed

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