Carbamoyloxy derivatives of mutiline and their use as antibacterials

A pharmaceutical composition comprising a compound selected from the group consisting of:

• Mutilin 14-(N-phenylcarbamate), Mutilin 14-(N-methylcarbamate),
• Mutilin 14-(N-iso-propylcarbamate), Mutilin 1-N-phenylsulphonylcarbamate),
• Mutilin 14-(N-4-methoxypbenylcarbamate), Mutilin 14-carbamate,
• Mutilin 14-(N-benzylcarbamate), Mutilin 14-[N-(Bensylaminosulfonyl)carbamate], Mutilin 14-[N-(2,6Dichloropyridin-4-yl)carbamate], Mutilin-14-(N,N-Dimethylcarbamate), 14-O-(Indolinylcarbonyl)mutilin, Mutilin 14-[N-(2-Hydroxyethyl)carbamate], Mutilin 14-(N-Methyl-N-benzylcarbamate), 14-O-(Morpholinocarbonyl)mutilin, Mutilin 14-(N-methyl-N-phenylcarbamate), Mutilin 14-[N-(3-dimethylaminopropyl)carbamate], Mutilin 14-(N-hydroxycarbamate), Mutilin 14-(N-methoxycarbamate), Mutilin 14-(N-dimethylaminocarbamate), Mutilin 14-[N-(methanesulphonylamino)carbamate], Mutilin 14-(N-methanesulphonylcarbamate), Mutilin 14-(N-benzoylaminocarbamate), Mutilin 14-(N-benzoylcarbamate), Antibacterial Activity, 14-[N-(2-phenylethyl)carbamate], Mutilin 14-[N-(1-(R)-phenyl-2-hydroxy)ethylcarbamate],
• Mutilin 14-[N-2-(methoxycarbonyl)ethylcarbamate], Mutilin 14-[N-2-carboxyethylcarbamate], Mutilin 14-[N-(hydroxyiminobenzyl)carbamate], Mutilin 14-[N-(4methoxybenzoyl)carbamate], Mutilin 14-[N-(4-nitrobenzoyl)carbamate], Mutilin 14-[N-(3-nitrobenzoyl)carbamate], Mutilin 14-[N-(4-aminobenzoyl)carbamate], Mutilin 14-[N-(3-aminobenzoyl)carbamate], Mutilin 14-[N-(2-hydroxybenzoyl)carbamate], Mutilin 14-[N-(4-Acetoxybenzoyl)carbamate], Mutilin 14-[N-(4-hydroxybenzoyl)carbamate],
• Mutilin 14-[N-(3-methoxybenzoyl)carbamate], Mutilin 14[N-(2-methoxybenzoyl)carbamate],
• Mutilin 14-[N-(phenylacetyl)carbamate], Mutilin 14-[N-(4-carboxybenzoyl)carbamate], Mutilin 14-(N-phenoxycarbamate), Mutilin 14-[N-(4-trifluoromethylbenzoyl)carbamate], Mutilin 14-[N-(3-trifluoromethylbenzoyl)carbamate], Mutilin 14-[N-(2-trifluoromethylbenzoyl)carbamate], Mutilin 14-[N-iso-nicotinoylcarbamate],
• Mutilin 14-[N-nicotinoylcarbamate], Mutilin 14-[N-2-furoylcarbamate], Mutilin 14-[N-aceylcarbamate], Mutilin 14-[N-(4-chlorobenzenesulphonyl)]-carbamate,
• Mutilin 14-[N-(4-fluorobenzenesulphonyl)]-carbamate, Mutilin 14-[N-(4-n-propylbenzenesulphonyl)]-carbamate, Mutilin 14-[N-(4-hydroxybenzenesulphonyl)]-carbamate, Mutilin 14-[N-(3,4-dimethoxybenzoyl)carbamate], Mutilin 14-[N-(3,4-methylenedioxybenzoyl)carbamate], Mutilin 14-(N-p-methoxysulphonylcarbamate), Mutilin 14-[N-(4-hydroxybenzoyl)carbamate],
• Mutilin 14-[N-(4-hydroxymethylbenzoyl)]-carbamate, Mutilin 14-[N-(4-methanesulfonamidobenzoyl)]-carbamate, Mutilin 14-[N-(4-Aminosulphonylphenyl)]-carbamate, Mutilin 14-{N-[4-([2R]-2,3-dihydroxy-propyloxy)benzoyl]}-carbamate, Mutilin 14-(N-Chloroacetyl)-carbamate, 19,20-Dihydromutilin 14-[N-(4-hydroxybenzoyl)]-carbamate, Mutilin 14-[N-(3-Amino-1,2,4-triazolylthioacetyl)]-carbamate, Mutilin 14-[N-(2-N,N-Diethylaminoethylthio-acetyl)]-carbamate, Mutilin 14-[N-(4-nitrobenzenesulphonyl)]-carbamate, Mutilin 14-[N-(4-cyanobenzenesulphonyl)]-carbamate, Mutilin 14-[N-(4-aminobenzenesulphonyl)]-carbamate, Mutilin 14-[N-(6-Ethoxybenzothiazolyl-2-sulphonyl)]-carbamate, Mutilin 14-[N-(2,4-Dimethylthiazolyl-5-sulphonyl)]-carbamate, Mutilin 14-[N-(Thiophene-2-sulphonyl)]-carbamate, Mutilin 14-[N-(5-Acetamido 1,3,4-thiadiazolyl-2-sulphonyl)]-carbamate, Mutilin 14-[N-(3-amino-4-methoxybenzoyl)]-carbamate,
• Mutilin 14-[N-(3-methanesulphonamido4-methoxybenzoyl)]-carbamate, Mutilin 14-[N-(isoxaxol-5-oyl)]-carbamate, Mutilin 14-[N-(methoxyacetyl)]-carbamate,
• Mutilin 14-[N-(6-methoxynicotinoyl)]-carbamate, Mutilin 14[N-(pyrazin-2-oyl)]-carbamate, Mutilin 14-(N-thiophen-2-oyl)-carbamate, Mutilin 14-[(S)-Tetrahydrofuran-2-oyl]-carbamate, Mutilin 14-[(R)-Tetrahydrofuran-2-oyl]carbamate, Mutilin 14-[N-(2,4-Difluorobenzoyl)]-carbamate, Mutilin 14-[N-(3,4-Difluorobenzoyl)]carbamate, Mutilin 14-[N-(1-tert-butyloxycarbonyl-azetidin-3-oyl)]-carbamate, Mutilin 14-(N-azetidin-3-oyl)-carbamate, Mutilin 14-[N-(1-ethyl-piperidin-4-oyl)]-carbamate, Mutilin 14-{N-[1-(1-methyl-ethyl)-piperidin-4-oyl]}-carbamate, Mutilin 14-{N-[1-(2-methoxy-ethyl)-piperidin-4-oyl]}-carbamate, Mutilin 14-[N-(1-propyl-piperidin-4-oyl)]-carbamate, Mutilin 14-[N-(quinuclidin-4-oyl)]-carbamate, Mutilin 14-[N-(quinuclidin-4-oyl)]-carbamate hydrochloride, Mutilin 14-{N-(1-azabicyclo[2.2.1]heptan-4-oyl)}-carbamate, Mutilin 14-[N-(N,N-dimethylcarbamoyl)]-carbamate, Mutilin 14-[N-(1-methyl (6H)-6-oxopyridine-3-carbonyl)]-carbamate, Mutilin 14-[N-(6-chloronicotinoyl)]-carbamate, Mutilin 14-[N-(2-methoxyisonicotinoyl)]-carbamate, Mutilin 14-[N-(morpholine-4-ylcarbonyl)]-carbamate, Mutilin 14-[N-(thiomorpholine-4-ylcarbonyl)]-carbamate, Mutilin 14-[N-(thiomorpholine-4-ylcarbonyl-1,1-dioxide)]-carbamate, Mutilin 14-[N-(1-methylpiperazin-4-ylcarbonyl)]-carbamate, Mutilin 14-[N-(4-{4-(2-morpholinoethyloxy)}-benzoyl)]-carbamate, Mutilin 14-[N-(3-(2-dimethylaminoethoxy)-benzoyl)]-carbamate,
• Mutilin 14-[N-(4-(3-dimethylaminopropyl)-benzoyl)]carbamate, Mutilin 14-[N-(4-[2-pyrrolidin-1-yl-ethoxy])-benzoyl)]-carbamate, Mutilin 14-[N-(4-[3-(4-methylpiperazin-1-yl)-propyloxy]-benzoyl)]-carbamate, Mutilin 14-[N-(3-fluoro-4-hydroxybenzoyl)]-carbamate, Mutilin 14-[N-(4-[2-dimethylaminoethoxy]-3-fluorobenzoyl)]-carbamate, Mutilin 14-[N-(4-[2-dimethylaminoethoxy]-3-methoxybenzoyl)]-carbamate, Mutilin 14-{N-[(3S,4R)-1-azabicyclo[2.2.1 ]hept-3-ylcarbonyl]}-carbamate, Mutilin 14-(piperidin-4-oyl)-carbamate, Mutilin 14-(2,3-dihydroimidazol[2,1-b]thiazol-6-oyl)-carbamate, Mutilin 14-(2,3-dihydroimidazol[2,1-b]thiazol-5-oyl)-carbamate, Mutilin 14-(1-Methylpiperidin-4-oyl)-carbamate, Mutilin 14-(1-Methylpiperidin-4-oyl)-carbamate Hydrochloride salt, Mutilin 14-(2-Chloropropionyl)-carbamate, Mutilin 14-(2-diethylaminopropionyl)-carbamate, Mutilin 14-(Acryloyl)carbamate, Mutilin 14-(1-Benzylpiperidin-4-oyl)-carbamate, Mutilin 14-[(-4-Methoxybenzyl)piperidin-4-oyl]-carbamate, Mutilin 14-[1-(4-Methoxybenzyl)piperidin-4-oyl]-carbamnate Hydrochloride salt, Mutilin 14-[1-(4-Fluorobenzyl)piperidin-4-oyl]-carbamate,
• Mutilin 14-[1-(pyridin-2-ylmethyl)piperidin-4-oyl]-carbamate, Mutilin 14-{1-[(2-methylthiazol-4-yl)methyl]-piperidin-4-oyl}-carbamate, Mutilin 14-(N-3-pyridylacetyl)-carbamate, Mutilin 14-(N-2-pyridylmethyl)-carbamate, (E)-Mutilin 14-[N-3-(1-methyl-1,2,3-trazol4-yl)acryloyl]-carbamate, Mutilin 14-N-{[2-(N,N-Diethylamino)-ethylthio]-acetyl}-carbamate Hydrochloride, Mutilin 14-N-(Formyloxy-acetyl)-carbamate, Mutilin 14-N-(Hydroxyacetyl)-carbamate,
• Mutilin 14-N-(Iodoacetyl)-carbamate, Mutilin 14-N-(Azidoacetyl)-carbamate,
• Mutilin 14-N-[2-(3-Hydroxypyrid-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-[2-(4-Methylpyrimdin-2-ylthio)-acctyl]-carbamate, Mutilin 14-N-[2-(1-Oxopyrid-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-(Ethylthio-acetyl)-carbamate, Mutilin 14-N-(Ethylsulfinyl-acetyl)-carbamate, Mutilin 14-N-(Ethylsulfonyl-acetyl)-carbamate, Mutilin 14-N-[tert-Butyloxycarbonylmethylthio-acetyl]-carbamate,
• Mutilin 14-N-[2-(Ethyloxycarbonyl)ethylthio-acetyl]-carbamate, Mutilin 14-N-[(5-Methyl-1,3,4-thiadiazol-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-[(1-Methyltetrazol-5-ylthio)-acetyl]-carbamate, Mutilin 14-N-[(1-Phenyl-tetrazol-5-ylthio)-acetyl]-carbamate, Mutilin 14-N-[(1,3,4-Thiadiazol-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-[(5-Aminocarbonyl-1,3,4-thiadiazol-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-[(5-Aminocarbonyl-1,3,4-oxadiazol-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-[1-(2-Dimethylaminoethyl)-tetrazol-5-ylthio]-acetyl}-carbamate, Mutilin 14-N-[(1,2,3-Triazol-5-yltho)-acetyl]-carbamate, Mutilin 14-N-{[1-(Methoxycarbonylmethyl)-tetrazol-5-ylthio]-acetyl}-carbamate, Mutilin 14-N-{[3-(Methoxycarbonyl)-pyride-2-ylthio]-acetyl}-carbamate, Mutilin 14-N-[(2-Furylmethylthio)-acetyl]-carbamate, Mutilin 14-N-[(2,3-Dihydroxypropylthio)-acetyl]-carbamate, Mutilin 14-N-[(Pyrid-2-ylthio)-acetyl]-carbamate, Mutilin 14-N-[(Cyanothio)-acetyl]-carbamate, Mutilin 14-N-[N-Acetylglycyl]carbamate, Mutilin 14-N-(N,N-Diethylglycyl)carbarate, Mutilin 14-{N-[(1-Methyl-1,2,3-triazol-4-yl)-carbonyl]-carbamate}, Mutilin 14-{N-[(1,2,3-thiadiazol-4-yl)-carbonyl]carbamate}, Mutilin 14-{N-[(1-ethyl-5-methylpyrazol-3-yl)-carbonyl]carbamate}, Mutilin 14-{N-[(1,5-Dimethylpyrazol-3-yl)-carbonyl]carbamate}, Mutilin 14-[N-(N-Methylnipecotyl)carbamate],
• Matilin 14-[N-(1-Methylpyrrolidin-3-oyl)-carbamate], Mutilin 14-[N-(1-Allylpiperidin-4-oyl)carbamate], Mutilin 14-[N-(1-Cyclopropylmethylpiperidin-4-oyl)carbamate], Mutilin 14-[N-(nipecotyl)carbamate], Mutilin 14-[N-(4-amino-3-methoxybenzoyl)]-carbamate, Mutilin-14-[N-(4-fluorobenzoyl)]-carbamate,
• Mutilin 14-[N-(4-methylsulphonylbenzol)]-carbamate, Mutilin 14-[N-(3-(2-Dimethylaminoethoxy)-4-fluorobenzoyl)]-carbamate, Mutilin 14-{N-[4-(2-dimethylaminoethyloxy)-benzoyl]}-carbamate hydrochloride, Mutilin 14-{N-[4-(glucosyloxy)-benzoyl]}-carbamate, Mutilin 14-[N-(2-azido-phenyl-acetyl)]-carbamate, 19,20-Dihydro-mutilin 14-[N-(alpha-amino-phenylacetyl)]-carbamate hydrochloride, Mutilin 14-[N-(cyclohexyl-acetyl)]-carbamate, Mutilin 14-[N-(cinnamoyl)]-carbamate, 19,20-Dihydro-mutilin 14-(1-Methylpiperidin-4-oyl)-carbamate, 19,20-Dihydro-mutilin 14-(1-Methylpiperidin-4-oyl)-carbamate hydrochloride, 19,20-Dihydromutilin 14-{N-[(3S,4R)-1-azabicyclo[2.2.1]hept-3-ylcarbonyl]}-carbamate, 19,20-Dihydromutilin 14-[N-(quinuclidine-4-carbonyl)]-carbamate, 19,20-Dihydro-mutilin 14-[N-(3-(2-Dimethylaminoethoxy)4-fluorobenzoyl)]-carbamate, Mutilin 14-[N-(Quinuclidin-3-oyl)carbamate], Mutilin 14-{N-[(3S,4R)-1-azabicyclo[2.2.1]hept-3-ylcarbonyl]}-carbamate hydrochloride,
• Mutilin 14-[N-(1-azabicyclo[3.2.1]octan-5-oyl)]carbamate, and Mutilin 14-[N-(1-azabicyclo(2.2.2]octan-2-oyl)]carbamate;
• together with a pharmaceutically acceptable carrier or excipient.