"4""-and 4'-alkylthio avermectin derivatives"
US5208222A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Mar 28, 1991 |
| Grant date | May 4, 1993 |
| Priority date | — |
| Expiry date | Mar 28, 2011 |
Classification
- Technology area (CPC A)Human Necessities
- CPC primaryA61P33/10
- WIPO fieldPharmaceuticals
- WIPO sectorChemistry
Abstract
Avermectin derivatives are disclosed wherein the 4"-hydroxy group is replaced by a substituted alkylthio or acylthio group or an iodo group. These avermectin derivatives can be further derivatized at the 5- and 23-positions as ketoximes or O-substituted ketoximes. The 4"-substituted avermectin derivatives are prepared from the 4"- and 4'-trifluoromethanesulfonyl avermectin derivatives with halo- or sulfur-containing nucleophiles. The 4"- and 4'-.alpha.- and .beta.-trifluoromethane sulfonates are prepared selectively and converted into 4"- or 4'-alkyl- or acylsulfides, or iodides using the appropriate sulfur-containing or iodine nucleophile. Substituted sulfoxy and sulfonyl substituents at the 4"- and 4'-positions are prepared from oxidation of the corresponding substituted sulfides. The new compounds are potent anti-parasitic agents; in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.