23-Ester derivatives of DMT and method of using same
AssigneeEli Lilly and Company
InventorHerbert A. Kirst
Life of this patent
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AssigneeEli Lilly and Company
InventorHerbert A. Kirst
Estimating the term…
23-Ester derivatives of demycinosyltylosin (DMT) of the formula: ##STR1## wherein R is selected from hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; and R.sup.1 is an acyl group selected from: ##STR2## p is 0 or 1; m and n are integers from 0 to 4; R.sup.2 is hydrogen, halo, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, phenyl, C.sub.5 -C.sub.8 -cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms or a bicyclic heterocyclic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R.sup.2 and the connecting alkyl groups --(CH.sub.2).sub.m -- and --(CH.sub.2).sub.n -- are optionally substituted by one or two halo, methyl, ethyl, methoxy, amino, N-protected-amino, methylamino, dimethylamino, nitro, acetoxy, acetamido, azido, carbomethoxy, carboxamido, cyano, or hydroxyl groups, provided that, if the substituent is other than halo or alkyl, there can be no more than one substituent on any connecting --CH.sub.2 -- group; X is O, S, --NH--, --N(CH.sub.3)--, --C.tbd.C--, --CH.dbd.CH--, --C(CH.sub.3).dbd.CH--, --CH.dbd.C(CH.sub.3)-- or --C(CH.sub.3).dbd.C(CH.sub.3)--; R.sup.3 and R.sup.4 are C.sub.1 -C.sub.5 -alkyl or optionally substituted phenyl or benzyl; and salts thereof are useful antibiotics or intermediates to antibiotics.
A compound of the formula ##STR7## wherein R is selected from hydrogen, C.sub.1 -C.sub.5 -alkanoyl, C.sub.1 -C.sub.5 -alkanoyl having from one to three halo substituents, benzoyl, phenylacetyl or phenylpropionyl or benzoyl, phenylacetyl, or phenylpropionyl having on the phenyl ring from one to five halo or methyl or from one to two methoxyl, nitro or hydroxyl groups;
Dependencies are inferred from the claim text.