C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
260/228
C07H 15/16 (2006.01)
Patent
CA 1164863
ABSTRACT OF THE DISCLOSURE Novel useful analogs of the well known antibiotics lincomycin and clindamycin. These analogs are prepared by condensing a cyclic acid with a sugar amine and are represen- ted by the general formula: Image wherein R1, which can be singly or multiply substituted in any position of the pyridine ring not already substituted by R2, is hydrogen, alkyl and substituted alkyl, wherein the alkyl portion is from 1 to 8 carbon atoms, and isomeric forms thereof, cycloalkyl and substituted cycloalkyl, substituted oxygen, substituted nitrogen, halogen, phenyl and substituted phenyl or -(CH2)m-OH, -(CH2)m-NR4R5, and isomeric forms there- of, wherein m is an integer of from 1 to 8, and R4 and R5 are hydrogen or alkyl of from 1 to 8 carbon atoms and isomeric forms thereof; and wherein R2, which can be singly substituted in any position of the pyridine ring not already substituted by R1, is: -?-X and X is the amino function of 7(R)-hydroxy-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.-linco- saminide, 7-deoxy-7(S)-(methylthio)-methyl 1-thio-.alpha.-linco- saminide, 7-deoxy-7(S)-(2-hydroxyethylthio)-methyl 1-thio-.alpha.- lincosaminide or 7-deoxy-7(S)-(3-hydroxypropylthio)-methyl 1-thio-.alpha.-lincosaminide.
414643
Macrae & Co.
Upjohn Company (the)
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