Claims
- 1. A compound having the formula ##STR8## where A is a 22,23 single bond or a double bond;
- R.sub.1 is hydrogen, hydroxy, oxo, oximino or methoxyimino, provided that R.sub.1 is hydroxy only when A is a single bond;
- R.sub.2 is C.sub.1 -C.sub.8 alkyl, or C.sub.2 -C.sub.8 alkenyl or a C.sub.3 -C.sub.8 cycloalkyl;
- R.sub.3 is hydroxy, methoxy, oxo or hydroximino;
- R.sub.4 is ##STR9## where R.sub.5 hydroxy, oxo, amino, C.sub.1 -C.sub.8 mono- or dialkyl amino, C.sub.1 -C.sub.8 -alkanoyl amino, N-C.sub.1 -C.sub.8 alkyl-N-C.sub.1 -C.sub.8 alkanoyl amino, (C.sub.1 -C.sub.8 alkoxy).sub.n where n is 1 to 4, C.sub.1 -C.sub.8 alkylthio, C.sub.1 -C.sub.8 alkylsulfinyl or C.sub.1 -C.sub.8 alkylsulfonyl; and
- R.sub.6 is hydroxy, C.sub.1 -C.sub.8 alkanoyloxy, benzoyloxy, di C.sub.1 -C.sub.8 alkylamino benzoyloxy, (C.sub.1 -C.sub.8 alkoxy).sub.n where n is 1-4, C.sub.1 -C.sub.8 alkylthio, C.sub.1 -C.sub.8 alkylthioalkoxy or oleandrosyloxy, provided that R.sub.6 is hydroxy, C.sub.1 -C.sub.8 alkanoyloxy or benzoyloxy, only when R.sub.5 is other than hydroxy.
- 2. A compound of claim 1 where:
- A is a 22,23-single bond or double bond and R.sub.1 is hydrogen;
- R.sub.2 is C.sub.3 -C.sub.6 alkyl or C.sub.5 -C.sub.6 cycloalkyl;
- R.sub.3 is hydroxy or hydroximino;
- R.sub.4 is ##STR10## where R.sub.5 is hydroxy, C.sub.2 -C.sub.4 alkanoyl amino, N-C.sub.1 -C.sub.4 -alkyl-N-C.sub.1 -C.sub.4 alkanoyl amino, (C.sub.1 -C.sub.4 alkoxy).sub.n where n is 1 to 4; and R.sub.6 is hydroxy, C.sub.2 -C.sub.4 alkanoyloxy, benzoyloxy, or (C.sub.1 -C.sub.4 alkoxy).sub.n where n is 1-4.
- 3. A compound of claim 2 where:
- A is a 22,23-single bond or double bond and R.sub.1 is hydrogen;
- R.sub.2 is C.sub.3 -C.sub.6 branched alkyl or C.sub.6 cycloalkyl;
- R.sub.3 is hydroxy;
- R.sub.4 is ##STR11## where R.sub.5 is C.sub.2 -C.sub.4 alkanoyl amino or N-C.sub.1 -C.sub.2 alkyl-N-C.sub.2 -C.sub.3 alkanyolamino; and R.sub.6 is hydroxy, acetoxy, benzoyloxy, or (C.sub.1 -C.sub.2 alkoxy).sub.n where n is 1-3.
- 4. A compound of claim 3 where:
- A is a 22,23-single bond or double bond and R.sub.1 is hydrogen;
- R.sub.2 is isopropyl or sec-butyl;
- R.sub.3 is hydroxy;
- R.sub.4 is ##STR12## where R.sub.5 is N-acetyl amino or N-methyl-N-acetyl amino; and R.sub.6 is hydroxy, acetoxy, benzoyloxy, or methoxy ethoxy methoxy.
- 5. A compound of claim 1 which is 4a-methoxyethoxymethoxy-4"-epi acetyl amino avermectin B1 or 4a-methoxyethoxymethoxy-22,23-dihydro-4"-epiacetylamino avermectin B1 or 4a-methoxyethoxy methoxy-4"-epi-(N-methyl-N-acetylamino) avermectin B1.
- 6. A compound of claim 1 which is 4"-epi-N-acetyl-N-methyl amino-4a-hydroxy avermectin B1.
- 7. A compound of claim 1 which is 4a-acetoxy-4"-epi-acetylamino avermectin B1 or 4a-methoxy-4"-epi-acetylamino avermectin B1.
- 8. A compound of claim 1 which is 4a-benzoyloxy-4"-epiacetyl-amino avermectin B1 or 4a-methoxyethoxymethoxy avermectin B1.
- 9. A compound of claim 1 which is 4a-methoxymethoxy avermectin B1, or 4a-methylthio methoxy avermectin B2.
- 10. A compound of claim 1 which is 4a-hydroxy-4"-epiacetyl-amino avermectin B1.
- 11. A compound of claim 1 which is 4a-hydroxy-4",4a-bis-O-(methoxyethoxymethyl) avermectin B.sub.1 or 4a,4"-bis-O-methyl-4a-hydroxy avermectin B.sub.1.
- 12. A method for the treatment of parasitic infections in animals and plants which comprises orally, parenterally or topically treating such animals or topically treating such plants with an effective amount of compound of claim 1.
- 13. A composition useful for the oral, parenteral or topical treatment of parasitic infections in animals and the topical treatment of parasitic infections of plants which comprises an inert ingredient and an effective amount of a compound of claim 1.
CROSS REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of our application Ser. No. 810,999 filed Dec. 20, 1991, which is a continuation-in-part of application Ser. No. 717,953 filed Jun. 20, 1991, both now abandoned.
US Referenced Citations (5)
Number |
Name |
Date |
Kind |
3950360 |
Aoki et al. |
Apr 1976 |
|
4171314 |
Chabala et al. |
Oct 1979 |
|
4206205 |
Mrozik et al. |
Jun 1980 |
|
4310519 |
Albers-Schonberg et al. |
Jan 1982 |
|
4457920 |
Mrozik et al. |
Jul 1984 |
|
Foreign Referenced Citations (5)
Number |
Date |
Country |
170006 |
Feb 1986 |
EPX |
237341 |
Sep 1987 |
EPX |
303933 |
Aug 1988 |
EPX |
02017181 |
Jan 1990 |
JPX |
2166436 |
May 1986 |
GBX |
Non-Patent Literature Citations (7)
Entry |
Albers-Schonberg, et al (II) J. Am. Soc. 103 pp. 4216-4221 (1981). |
Chabala, et al (III) J. Med. Chem. 23 pp. 1134-1136 (1980). |
Carter, et al J. Antibiotics 41 pp. 519-529 (1988). |
Danishefsky, et al J. Am. Chem. Soc. 111 (1989) pp. 2967-2980. |
Hanessien, et al. (I) J. Am. Chem. Soc. 109 (1987) pp. 7063-7067. |
Fraser-Reid, et al J. Am. Chem. Soc. 109 (1987) pp. 933-935. |
Derwent Abstract, 90-063696/09. |
Continuation in Parts (2)
|
Number |
Date |
Country |
Parent |
810999 |
Dec 1991 |
|
Parent |
717953 |
Jun 1991 |
|