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US4237162A Expired / Lapsed US ⏱️ 0.0 years remaining

Combating arthropods with 2-and 4-substituted-chromanes

Assignee: Bayer AG
•
Filing: 1978-09-29
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Granted: 1980-12-02
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Expires: 1998-09-29
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Abstract

Abstract Chromane derivatives of the formula ##STR1## in which R 1 to R 4 , which need not be identical, each represents hydrogen, an optionally substituted alkyl, alkenyl, cycloalkyl, aryl, aralkyl or alkoxycarbonyl radical, carboxyl or aminoalkyl, R 2 can alternatively represent amino or optionally substituted dialkylamino, or R 1 and R 2 conjointly with the adjoining carbon atoms can form an optionally substituted carbocyclic or heterocyclic ring, R 5 to R 8 , which need not be identical, each represents hydrogen, halogen, hydroxyl, nitro, cyano, carboxyl, an optionally substituted alkyl, alkenyl, cycloalkyl, aryl, aralkyl, alkoxy, aralkoxy, aryloxy, alkoxycarbonyl, alkylamino or dialkylamino radical, amino or acylamino, and two of the radicals, which are in the o-position to one another, can represent tetramethylene or the radical --CH═CH--CH═CH--, and X represents OH or the --NR 9 R 10 radical, wherein R 9 and R 10 , which may be identical or different, each represents hydrogen or optionally substituted alkyl, alkenyl, cycloalkyl, aryl or aralkyl, or R 9 and R 10 conjointly with the adjoining nitrogen atom form a ring which optionally contains one or more further hetero-atoms, or optionally, when X is --NR 9 R 10 , a salt thereof, in which X is a hydroxy or amino radical, and R 1 to R 8 can be hydrogen or various organic radicals, or salts thereof possess arthropodicidal properties. Those compounds wherein R 1 and R 2 conjointly with the adjoining carbon atoms forms a carbocyclic or heterocyclic ring are new.

Inventors

  • 👤 Hans-Joachim Kabbe
  • 👤 Arno Widdig
  • 👤 Wilhelm Stendel
  • 👤 Peter Roessler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 03:47
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/10; A; A01; A01N; A01N43/00; A01N43/02; A01N43/04; A01N43/14; A01N43/16; A01N43/34; A01N43/36; A01N43/40; A01N43/90; C07D311/00; C07D311/02; C07D311/04; C07D311/22; C07D311/24; C07D311/96

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 139 words
A chromane derivative of the formula ##STR11## in which R 1 to R 3 , which need not be identical, each represents hydrogen, or carboxyl, or an alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl or alkoxycarbonyl radical, any of these groups being optionally substituted by halogen, cyano, C 1 - C 6 -alkyl, C 1 -C 6 -alkoxy, (C 1 -C 6 -alkoxy)carbonyl, (C 1 -C 6 -alkoxy) carbonyl (C 1 -C 6 -alkyl), phenyl or a carboxylic acid group, R 4 represents phenyl, and R 5 to R 8 , which need not be identical, each represents hydrogen, halogen, hydroxyl, nitro, cyano, carboxyl, an alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl, alkoxy, phenylalkoxy, phenoxy, alkoxycarbonyl, alkylamino or dialkylamino radical, amino or acylamino, and two of the radicals, which are in the o-position to one another, can represent tetramethylene or the radical --CH═CH--CH═CH--.
Claim 2
Dependent Claim 139 words
A chromane derivative of the formula ##STR11## in which R 1 to R 3 , which need not be identical, each represents hydrogen, or carboxyl, or an alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl or alkoxycarbonyl radical, any of these groups being optionally substituted by halogen, cyano, C 1 - C 6 -alkyl, C 1 -C 6 -alkoxy, (C 1 -C 6 -alkoxy)carbonyl, (C 1 -C 6 -alkoxy) carbonyl (C 1 -C 6 -alkyl), phenyl or a carboxylic acid group, R 4 represents phenyl, and R 5 to R 8 , which need not be identical, each represents hydrogen, halogen, hydroxyl, nitro, cyano, carboxyl, an alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl, alkoxy, phenylalkoxy, phenoxy, alkoxycarbonyl, alkylamino or dialkylamino radical, amino or acylamino, and two of the radicals, which are in the o-position to one another, can represent tetramethylene or the radical --CH═CH--CH═CH--.
Claim 3
Dependent Claim 221 words
A compound according to claim 1, in which R 1 to R 3 , which need not be identical, each represents C 1 -C 18 alkyl, C 2 -C 18 alkenyl, C 3 -C 18 cycloalkyl, phenyl, phenylalkyl with 1 to 8 carbon atoms in the aliphatic part, or alkoxycarbonyl with 1 to 18 carbon atoms in the alkyl part, any of these groups being optionally substituted by halogen, cyano, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, (C 1 -C 6 -alkoxy)-carbonyl, (C 1 -C 6 -alkoxy) carbonyl (C 1 -C 6 -alkyl) or a carboxylic acid group, or represents hydrogen or carboxyl, and R 5 to R 8 , which need not be identical, each represents C 1 -C 18 alkyl, C 2 -C 18 alkenyl, C 3 -C 18 cycloalkyl, phenyl, phenylalkyl or phenylalkoxy with 1 to 8 carbon atoms in the aliphatic part, C 1 -C 18 alkoxy, phenoxy, alkoxycarbonyl with 1 to 18 carbon atoms in the alkyl part, C 1 -C 18 alkylamino or di-(C 1 -C 18 -alkyl) amino, or represents hydrogen, chlorine, hydroxyl, nitro, cyano, carboxyl, amino, aliphatic C 1 -C 18 acylamino or benzoylamino, it being possible for two of the radicals R 5 to R 8 that are in the o-position to one another to represent tetramethylene or --CH═CH--CH═CH--.
Claim 4
Dependent Claim 16 words
A compound according to claim 1, in which said compound is 2-isopropyl-7-methoxy-3-phenyl-chroman-4-ol of the formula ##STR12##
Claim 5
Dependent Claim 16 words
A compound according to claim 1, in which said compound is 2-isopropyl-6-methyl-3-phenyl-chroman-4-ol of the formula ##STR13##
Claim 6
Dependent Claim 18 words
An arthropodicidal composition comprising an arthropodicidally effective amount of a compound according to claim 1 and a diluent.
Claim 7
Dependent Claim 27 words
A method of combating arthropods which comprises applying to the arthropods, or to a habitat thereof, an arthropodicidally effective amount of a compound according to claim 1.

References Cited (Backward Citations)

US3704323A Cited
US3755372A Cited
US3753985A Cited
DE2639671A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-12-02 1984-06-02 1984-12-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-12-02 1988-06-02 1988-12-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-12-02 1992-06-02 1992-12-02 $7700.00 Window Closed / Lapsed

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