US4806527A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Avermectin derivatives
Assignee: Merck and Co Inc
•
Filing: 1987-03-16
•
Granted: 1989-02-21
•
Expires: 2007-03-16
Abstract
Abstract There are disclosed derivatives of avermectin compounds with a Δ26,27-alkyl chain of 4, 5 or 6 members at the 25-position. The compounds are prepared from the known Δ26,27-compounds by the appropriate synthetic procedures at the 5-, 8-, 9-, 13- , 22- and 23-positions. The compounds are potent antiparasitic agents, in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.
Inventors
- 👤 Burton G. Christensen
- 👤 Helmut Mrozik
- 👤 Michael H. Fisher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:35
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/01; A; A01; A01N; A01N43/00; A01N43/90; A61; A61P; A61P33/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
92 words
A compound having the formula: ##STR8## wherein A is a double bond or an epoxide linkage at the 8,9-position; B indicates a single bond or a double bond at the 22,23-position; R 1 is hydrogen, hydroxy, fluoro or ketone provided that R 1 is present only when B represents a single bond; R 2 is methyl, ethyl or isopropyl; R 3 is hydroxy, loweralkoxy or loweralkanoyloxy; and R 4 is hydroxy, loweralkoxy, loweralkanoyloxy, ##STR9## where R 5 is hydroxy, ketone, amino, loweralkylamino, diloweralkylamino, lower alkanoylamino loweralkoxy, loweralkanoyloxy, loweralkoxycarbonyloxy, carbamoyloxy, N-loweralkylcarbamoyloxy or N,N-diloweralkylcarbamoyloxy.
Claim 2
Dependent Claim
92 words
A compound having the formula: ##STR8## wherein A is a double bond or an epoxide linkage at the 8,9-position; B indicates a single bond or a double bond at the 22,23-position; R 1 is hydrogen, hydroxy, fluoro or ketone provided that R 1 is present only when B represents a single bond; R 2 is methyl, ethyl or isopropyl; R 3 is hydroxy, loweralkoxy or loweralkanoyloxy; and R 4 is hydroxy, loweralkoxy, loweralkanoyloxy, ##STR9## where R 5 is hydroxy, ketone, amino, loweralkylamino, diloweralkylamino, lower alkanoylamino loweralkoxy, loweralkanoyloxy, loweralkoxycarbonyloxy, carbamoyloxy, N-loweralkylcarbamoyloxy or N,N-diloweralkylcarbamoyloxy.
Claim 3
Dependent Claim
57 words
The compound of claim 1 wherein: A is a double bond or an epoxide linkage; B is a single or double bond; R 1 is hydrogen, or hydroxy; R 2 is methyl, ethyl or isopropyl; R 3 is hydroxy or loweralkoxy; and R 4 is hydroxy, ##STR10## wherein R 5 is hydroxy, ketone, amino, loweralkylamino or diloweralkylamino.
Claim 4
Dependent Claim
46 words
The compound of claim 2 wherein: A is a double bond; B is a single or double bond; R 1 is hydrogen; R 2 is methyl, ethyl or isopropyl; R 3 is hydroxy; and R 4 is ##STR11## where R 5 is hydroxy, amino or loweralkylamino.
Claim 5
Dependent Claim
9 words
The compound of claim 1 which is: 26,27-Didehydro-22,23-dihydroavermectin B1a.
Claim 6
Dependent Claim
9 words
The compound of claim 1 which is: 26,27-Didehydroavermectin B1a.
Claim 7
Dependent Claim
9 words
The compound of claim 1 which is: 4"-Deoxy-4"-methylamino-26,27-didehydroavermectin B1a.
Claim 8
Dependent Claim
29 words
A composition useful for the treatment of parasite, helminth, insect, acarid or pest infections which comprises an inert carrier and an effective amount of a compound of claim 1.
Claim 9
Dependent Claim
43 words
A method for the treatment of parasite, helminth, insect, acarid and pest infections of an animal host which comprises administering to such animal hosts infected with such parasite, helminth, insect, acarid or pest infections, an effective amount of a compound of claim 1.
Claim 10
Dependent Claim
37 words
A method for the treatment of parasite, insect and pest infections of plants which comprises administering or applying to such plants or the soil in which they grow, an effective amount of a compound of claim 1.
References Cited (Backward Citations)
US3950360A
Cited
US4310519A
Cited
US4171314A
Cited
US4173571A
Cited
US4203979A
Cited
EP0170006A2
Cited
GB2166436A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-02-21 | 1992-08-22 | 1993-02-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-02-21 | 1996-08-22 | 1997-02-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-02-21 | 2000-08-22 | 2001-02-21 | $7700.00 | Window Closed / Lapsed |