Patent · US Expired

Rapamycin acetals as immunosuppressant and antifungal agents

US5151413A · kind A · utility

245Cited by
6References
13Claims
0Family size

Assignee

Inventors

Key dates

Filing dateNov 6, 1991
Grant dateSep 29, 1992
Priority date
Expiry dateNov 6, 2011

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D498/18
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Derivatives of Rapamycin where the hydroxy group at position 31 and/or 42 are reacted with acetal forming reagents have been shown to have immunosuppressant and antifungal properties. These derivatives are represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 independently are hydrogen, --CH.sub.2 YX, --C(CH.sub.3).sub.2 YX, --CH.sub.2 (CH.sub.3)YX, or L; PA1 Y is O or S; X is --CH.sub.3, --(CH.sub.2).sub.n CH.sub.3, --CH.sub.2 C.sub.6 H.sub.6, --(CH.sub.2).sub.2 OCH.sub.3, --CH.sub.2 Cl.sub.3 or --CH.sub.2 CH.sub.2 Si(CH.sub.3).sub.3 and L is selected from tetrahydrofuran-2-yl, tetrahydrothiophen-2-yl, tetrahydrothiopyran-2-yl, tetrahydropyran-2-yl, 4-methoxytetrahydropyran-2-yl, 4-methoxytetrahydrothiopyran-2-yl, or 4-methoxytetrahydrothiopyran-S, S-dioxide-2-yl with a proviso that R.sup.1 and R.sup.2 cannot simultaneously be hydrogen and n is 1-5.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.