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US 4,309,533 AGranted
Lincomycin compounds
AssigneeThe Upjohn Company
InventorRobert D. Birkenmeyer
Life of this patent
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Abstract
Novel useful analogs of the well known antibiotics lincomycin and clindamycin. These analogs are prepared by condensing a cyclic acid with a sugar amine.
Claims3
A compound of the formula ##STR117## wherein A, B, D and E are selected from the group consisting of nitrogen, oxygen, sulfur and CR.sub.1 R.sub.1 ;
- wherein R.sub.1 is selected from the group consisting of hydrogen, alkyl and substituted alkyl wherein the alkyl portion is from 1 to 8 carbon atoms, inclusive, and isomeric forms thereof, cycloalkyl and substituted cycloalkyl, substituted oxygen, substituted nitrogen, halogen, phenyl, and substituted phenyl, --(CH.sub.2).sub.n --OH, --(CH.sub.2).sub.n --NR.sub.4 R.sub.5, and isomeric forms thereof, wherein n is an integer of from 1 to 8, inclusive, R.sub.4 and R.sub.5 are H or alkyl of from 1 to 8 carbon atoms, inclusive, and isomeric forms thereof;
- wherein R.sub.2 is ##STR118## and X is the amino function of a compound selected from the group 7(R)-hyroxy-methyl 1-thio-.alpha.-lincosaminide, 7(S)-hydroxy-methyl 1-thio-.alpha.-lincosaminide, 7(S)-halo-methyl 1-thio-.alpha.-lincosaminide, 7(R)-halo-methyl 1-thio-.alpha.-lincosaminide, 7(S)-methoxy-methyl 1-thio-.alpha.-lincosaminide, 7-deoxy-7(S)-(methylthio)-methyl 1-thio-.alpha.-lincosaminide, 7-deoxy-7(S)-(2-hydroxyethylthio)-methyl 1-thio-.alpha.-lincosaminide and 7-deoxy-7(S)-(3-hydroxypropylthio)-methyl 1-thio-.alpha.-lincosaminide;
- R.sub.1 and R.sub.2 can be attached to any ring carbon or nitrogen atom;
- R.sub.1 can be multiply attached to any ring carbon atom, and the pharmaceutically acceptable acid addition salts thereof.
1 more element
Dependencies are inferred from the claim text.