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US3934023A
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Insecticidal d-cis, trans-chrysanthemates
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1973-09-26
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Granted: 1976-01-20
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Expires: 1993-09-26
Abstract
Abstract An insecticidal composition containing as an active ingredient an insecticidally effective amount of 10 to 30 % by weight of (+)-cis- and 70 to 90 % by weight of (+)-trans-chrysanthemate of the formula O PARALLEL CH3 ROC-CH-CH-CH=C ANGLE CH3 (I) ANGLE C ANGLE CH3CH3 wherein R is IN WHICH R1 is an allyl or propargyl group, R2 is a propargyl, benzyl or phenoxy group, R3 is a hydrogen atom or a methyl group, R4 is a hydrogen atom or an ethynyl group and Y is an oxygen atom or -CH=CH- group; and An insecticidal composition containing as an active ingredient an insecticidally effective amount of (a) at least one of above-mentioned (+)-cis,trans-chrysanthemates having said cis to trans ratio and (b) at least one of chrysanthemates prepared from a chrysanthemic acid having a cis to trans ratio different from that of the (+)-cis,trans-chrysanthemic acid moiety of the above formula (I) and an alcohol moiety of the above formula (I) having a structure different from that of the alcohol moiety of the (+)-cis,trans-chrysanthemates of above (a).
Inventors
- 👤 Yoshitoshi Okuno
- 👤 Akira Toyoura
- 👤 Akio Higo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:37
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07D209/49; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
101 words
An insecticidal composition for use against mosquitoes, flies, cockroaches, leafhoppers and cut worms containing as an active ingredient an insecticidally effective amount of (+)-cis, transchrysanthemate of the formula, ##EQU3## wherein R is a member selected from the group consisting of the radicals, ##SPC3## in which R 1 is allyl or propargyl, R 2 is propargyl, benzyl or phenoxy, R 3 is hydrogen or methyl, R 4 is hydrogen or ethynyl, and Y is --CH = CH-- or oxygen, and an inert carrier, said (+)-cis, trans-chrysanthemate containing 10 to 30% by weight of (+)-cis-chrysanthemate and 70 to 90% by weight of (+)-trans-chrysanthemate.
Claim 2
Dependent Claim
101 words
An insecticidal composition for use against mosquitoes, flies, cockroaches, leafhoppers and cut worms containing as an active ingredient an insecticidally effective amount of (+)-cis, transchrysanthemate of the formula, ##EQU3## wherein R is a member selected from the group consisting of the radicals, ##SPC3## in which R 1 is allyl or propargyl, R 2 is propargyl, benzyl or phenoxy, R 3 is hydrogen or methyl, R 4 is hydrogen or ethynyl, and Y is --CH = CH-- or oxygen, and an inert carrier, said (+)-cis, trans-chrysanthemate containing 10 to 30% by weight of (+)-cis-chrysanthemate and 70 to 90% by weight of (+)-trans-chrysanthemate.
Claim 3
Dependent Claim
21 words
The insecticidal composition according to claim 1, wherein said composition contains 0.05 to 90 % by weight of the active ingredient.
Claim 4
Dependent Claim
29 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate of the formula (I) consists of 20 % by weight of (+)-cis-form and 80 % by weight of (+)-trans-form.
Claim 5
Dependent Claim
17 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate is a compound of the formula, ##EQU4##
Claim 6
Dependent Claim
17 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate is a compound of the formula, ##EQU5##
Claim 7
Dependent Claim
14 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate is (±) or (+)-2-allyl-3-methyl-cyclopent-2-ene-1-one-4-yl-(+)-cis,trans-chrysanthemate.
Claim 8
Dependent Claim
17 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate is a compound of the formula, ##EQU6##
Claim 9
Dependent Claim
17 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate is a compound of the formula, ##EQU7##
Claim 10
Dependent Claim
17 words
The insecticidal composition according to claim 1, wherein said (+)-cis,trans-chrysanthemate is a compound of the formula, ##EQU8##
Claim 11
Dependent Claim
82 words
An insecticidal composition for use against mosquitoes, flies, cockroaches, leafhoppers and cut worms containing an inert carrier and as active ingredients an insecticidally effective amount of (a) one of (+)-cis, transchrysanthemates as claimed in claim 1, and (b) one chrysanthemate of the general formula (I) having in the acid moiety an isomer ratio different from that in (a) and whose alcohol moiety which is as defined as R in general formula I is different in structure from the alcohol moiety in (a).
Claim 12
Dependent Claim
23 words
The insecticidal composition according to claim 10, wherein the ratio of (a) to (b) is from 10 : 2 to 10 : 50.
Claim 13
Dependent Claim
21 words
The insecticidal composition according to claim 10, wherein said composition contains 0.2 to 90 % by weight of the active ingredient.
Claim 14
Dependent Claim
19 words
The insecticidal composition according to claim 10, wherein the (+)-cis,trans-chrysanthemate of (a) is a compound of the formula, ##EQU9##
Claim 15
Dependent Claim
19 words
The insecticidal composition according to claim 10, wherein the (+)-cis,trans-chrysanthemate of (a) is a compound of the formula, ##EQU10##
Claim 16
Dependent Claim
16 words
The insecticidal composition according to claim 10, wherein the (+)-cis,trans-chrysanthemate of (a) is (±) or (+)-2-allyl-3-methyl-cyclopent-2-ene-1-one-4-yl-(+)-cis,trans-chrysanthemate.
Claim 17
Dependent Claim
19 words
The insecticidal composition according to claim 10, wherein the (+)-cis,trans-chrysanthemate of (a) is a compound of the formula, ##EQU11##
Claim 18
Dependent Claim
19 words
The insecticidal composition according to claim 10, wherein the (+)-cis,trans-chrysanthemate of (a) is a compound of the formula, ##EQU12##
Claim 19
Dependent Claim
19 words
The insecticidal composition according to claim 10, wherein the (+)-cis,trans-chrysanthemate of (a) is a compound of the formula, ##EQU13##
Claim 20
Dependent Claim
41 words
A method for killing insects selected from the group consisting of mosquitoes, flies, cockroaches, leafhoppers and cut worms, which comprises contacting said insects with an insecticidal composition according to claim 1 containing 0.05 - 90% by weight of the active ingredient.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-19 | 1979-07-21 | 1980-01-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-19 | 1983-07-21 | 1984-01-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-19 | 1987-07-21 | 1988-01-20 | $7700.00 | Window Closed / Lapsed |