7-(substituted)-8-(substituted)-9-[(substituted glycyl) amido]-6-demethyl-6-deoxytetracyclines

A compound of the formula ##STR27## wherein:

• Y is --(CH.sub.2).sub.n X', n=0-5, X' is halogen selected from bromine, chlorine, fluorine and iodine;
• X is halogen or trifluoromethanesulfonyloxy, the halogen is selected from bromine, chlorine, fluorine and iodine;
• R is selected from hydrogen;
• and halogen selected from bromine, chlorine, fluorine and iodine;
• or R=--NR.sup.1 R.sup.2 and R.sup.1 is selected from hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl and 1-methylpropyl and R.sup.2 is selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl and 1,1dimethylethyl with the proviso that when R.sup.1 =hydrogen, R.sup.2 =methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl;
• and when R.sup.1 =methyl or ethyl,
• R.sup.2 =methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl or 2-methylpropyl;
• and when R.sup.1 =n-propyl, R.sup.2 =n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl or 2-methylpropyl;
• and when R.sup.1 =1-methylethyl, R.sup.2 =n-butyl, 1-methylpropyl or 2-methylpropyl;
• and when R.sup.1 =n-butyl, R.sup.2 =n-butyl, 1-methylpropyl or 2-methylpropyl;
• and when R.sup.1 =1-methylpropyl, R.sup.2 =2-methylpropyl;
• R.sup.3 is selected from hydrogen;
• straight or branched (C.sub.1 -C.sub.8)alkyl group selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, heptyl and octyl;
• .alpha.-mercapto(C.sub.1 -C.sub.4)alkyl group selected from mercaptomethyl, .alpha.-mercaptoethyl, .alpha.-mercapto- 1-methylethyl, .alpha.-mercaptopropyl and .alpha.-mercaptobutyl;
• .alpha.-hydroxy-(C.sub.1 -C.sub.4)alkyl group selected from hydroxymethyl, .alpha.-hydroxyethyl, .alpha.-hydroxy-1-methylethyl, .alpha.-hydroxypropyl and .alpha.-hydroxybutyl;
• carboxyl (C.sub.1 -C.sub.8)alkyl group;
• (C.sub.6 -C.sub.10)aryl group selected from phenyl, .alpha.-naphthyl and .beta.-naphthyl;
• substituted(C.sub.6 -C.sub.10)aryl group with substitution selected from hydroxy, halogen, (C.sub.1 -C.sub.4)alkoxyl, trihalo(C.sub.1 -C.sub.3)alkyl, nitro, amino, cyano, (C.sub.1 -C.sub.4)alkoxycarbonyl, (C.sub.1 -C.sub.3)alkylamino and carboxy;
• (C.sub.7 -C.sub.9)aralkyl group selected from benzyl, 1-phenylethyl, 2-phenylethyl and phenylpropyl;
• and substituted (C.sub.7 -C.sub.9)aralkyl group with substitution selected from halo, (C.sub.1 -C.sub.4)alkyl, nitro, hydroxy, amino, mono- or di-substituted C.sub.1 -C.sub.4)alkylsulfonyl, cyano and carboxy;
• R.sup.4 is selected from hydrogen and (C.sub.1 -C.sub.6)alkyl selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl and hexyl;
• when R.sup.3 does not equal R.sup.4 the stereochemistry of the carbon bearing the Y substituent may be either the racemate (DL) or either of the individual enantiomers (L or D);
• or the pharmacologically acceptable organic and inorganic salts or metal complexes.