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US4027037A Expired / Lapsed US ⏱️ 0.0 years remaining

N-substituted β-aminocrotonic acid esters

Assignee: Bayer AG
•
Filing: 1975-03-12
•
Granted: 1977-05-31
•
Expires: 1995-03-12
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Abstract

Abstract N-substituted β-aminocrotonic acid esters of the formula ##STR1## in which R 1 is hydrogen, or alkyl or alkenyl with up to 4 carbon atoms; R 2 is straight-chain or branched alkyl or alkenyl with up to 9 carbon atoms, optionally interrupted by O or S, and optionally substituted by halogen, phenoxy, dimethylamino, cyclic alkyl or alkenyl with up to 8 carbon atoms which are optionally substituted by halogen, dimethylamino, or alkyl, alkoxy or alkylthio with up to 4 carbon atoms, phenyl which is optionally substituted by halogen, dimethylamino, phenoxy, or alkyl, alkenyl, acyl, alkoxy, alkenoxy or alkynoxy containing up to 4 carbon atoms, or a 5- or 6-membered heterocyclic ring containing at least one O, S or N hetero-atom and optionally substituted by halogen, alkyl or alkoxy containing up to 4 carbon atoms or R 2 is further more cyclic alkyl or alkenyl with up to 8 carbon atoms optionally substituted by halogen, dimethylamino, or alkyl, alkoxy or alkylthio with up to 4 carbon atoms; phenyl optionally substituted by halogen, dimethylamino, phenoxy, or alkyl, alkenyl, acyl, alkoxy, alkenoxy or alkynoxy containing up to 4 carbon atoms; or a 5- or 6-membered heterocyclic ring containing at least one O, S or N heteroatom and optionally substituted by halogen, or alkyl or alkoxy containing up to 4 carbon atoms; or R 1 and R 2 together with the adjoining nitrogen atom form a heterocyclic structure optionally substituted by lower alkyl with 1-4 carbon atoms and optionally containing further heteroatoms in addition to nitrogen, and R 3 is straight-chain or branched alkyl, alkenyl or alkynyl each with up to 10 carbon atoms, or cyclic alkyl or alkenyl with up to 8 carbon atoms, optionally substituted by halogen, alkoxy or alkyl-thio containing up to 4 carbon atoms, phenyl, 3,4-methylenedioxyphenyl, cyclic alkyl or alkenyl with up to 8 carbon atoms; phenyl optionally substituted by dioxymethylene or alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy or acyl containing up to 4 carbon atoms; or a heterocyclic ring containing up to 6 atoms of which at least one is O, N or S, which ring is optionally bonded via alkyl containing up to 4 carbon atoms, Which inhibit the metamorphosis of arthropods.

Inventors

  • 👤 Peter Siegle
  • 👤 Klaus Sasse
  • 👤 Peter Rossler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 23:52
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/145; A; A01; A01N; A01N37/00; A01N37/44

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 25 words
A compound selected from the group consisting of β-allylaminocrotonic acid ethyl ester of the formula ##STR29## and β-(2-methoxyethylamino)-crotonic acid ethyl ester of the formula ##STR30##
Claim 2
Dependent Claim 25 words
A compound selected from the group consisting of β-allylaminocrotonic acid ethyl ester of the formula ##STR29## and β-(2-methoxyethylamino)-crotonic acid ethyl ester of the formula ##STR30##
Claim 3
Dependent Claim 18 words
A compound according to claim 1 wherein such compound is β-allylaminocrotonic acid ethyl ester of the formula ##STR31##
Claim 4
Dependent Claim 18 words
A compound according to claim 1 wherein such compound is β-(2-methoxyethylamino)-crotonic acid ethyl ester of the formula ##STR32##
Claim 5
Dependent Claim 25 words
An arthropod metamorphosis inhibiting composition containing as active ingredient a metamorphosis inhibitory amount of a compound according to claim 1 in admixture with a diluent.
Claim 6
Independent Claim 46 words
A method for combating arthropod pests which comprises applying to the pests or a habitat thereof a metamorphosis inhibitory amount of a compound selected from the group consisting of β-allylaminocrotonic acid ethyl ester, β-(2-methoxyethylamino)-crotonic acid ethyl ester, β-(2-ethylhexylamino)-crotonic acid ethyl ester, or β-(tert.-butylamino)-crotonic acid ethyl ester.
Claim 7
Independent Claim 46 words
A method for combating arthropod pests which comprises applying to the pests or a habitat thereof a metamorphosis inhibitory amount of a compound selected from the group consisting of β-allylaminocrotonic acid ethyl ester, β-(2-methoxyethylamino)-crotonic acid ethyl ester, β-(2-ethylhexylamino)-crotonic acid ethyl ester, or β-(tert.-butylamino)-crotonic acid ethyl ester.
Claim 8
Dependent Claim 14 words
The method according to claim 5 wherein such compound is β-allylaminocrotonic acid ethyl ester.
Claim 9
Dependent Claim 14 words
The method according to claim 5 wherein such compound is β-(2-methoxyethylamino)-crotonic acid ethyl ester.
Claim 10
Dependent Claim 14 words
The method according to claim 5 wherein such compound is β-(2-ethylhexylamino)-crotonic acid ethyl ester.
Claim 11
Dependent Claim 14 words
The method according to claim 5 wherein such compound is β-(tert.-butylamino)-crotonic acid ethyl ester.

References Cited (Backward Citations)

US2588696A Cited
US2578788A Cited
US2976285A Cited
US2852527A Cited
US2987491A Cited
US3265698A Cited
US3420827A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-05-30 1980-11-29 1981-05-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-05-30 1984-11-29 1985-05-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-05-30 1988-11-29 1989-05-31 $7700.00 Window Closed / Lapsed

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