Naphthacene pharmaceutical compositions and method of use
AssigneeRhone-Poulenc Inc.
InventorGeorges Jolles
Life of this patent
Estimating the term…
Abstract
Naphthacene derivatives of the formula: ##STR1## wherein each of R.sub.1 and R.sub.2 represents an oxygen atom or a group of the formula ##STR2## and R.sub.3 represents hydrogen, or an alkyl, alkanoyl, thioalkanoyl, aryl, aroyl, carbamoyl, thiocarbamoyl, methylthiocarbamoyl or amidino group, these groups being optionally substituted, and R.sub.4 represents hydrogen, or R.sub.3 and R.sub.4 together with the nitrogen atom to which they are attached represent piperazin-1-yl which carries on the second nitrogen atom an optionally substituted alkyl group, particularly 4-methoxy-5,12-dioxo-6,9,11-trihydroxy-7-(2,3,6-0-tridesoxy-3-amino-1-L-ly xohexosyl)-9-(1-formylhydrazono-ethyl)-5,7,8,9,10,12-hexahydro-naphthacene, and non-toxic salts thereof, posses anti-tumour properties.
Claims20
A pharmaceutical composition for parenteral administration and useful for the treatment of acute myeloblastic leukaemia which comprises, as active ingredient, a naphthacene of the formula:
- ##STR10## wherein one of R.sub.1 and R.sub.2 is oxygen and the other is oxygen or .dbd.N--NHR.sub.3, and R.sub.3 is alkanoyl of up to 4 carbon atoms, alkanoyl of up to 4 carbon atoms substituted by a sulphonic acid group, alkanoyl of up to 4 carbon atoms substituted by a quaternary ammonium group, thiocarbamoyl, methylthiocarbamoyl, amidino, or benzoyl, or a non-toxic salt thereof, in association with a significant amount of a sterile injectable pharmaceutically-acceptable carrier.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of a naphthacene of the formula:
- ##STR12## wherein one of R.sub.1 and R.sub.2 is oxygen and the other is oxygen or .dbd.N--NHR.sub.3, and R.sub.3 is alkanoyl of up to 4 carbon atoms, alkanoyl of up to 4 carbon atoms substituted by a sulphonic acid group, alkanoyl of up to 4 carbon atoms substituted by a quaternary ammonium group, thiocarbamoyl, methylthiocarbamoyl, amidino, or benzoyl, or a non-toxic salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of a naphthacene of the formula:
- ##STR13## wherein one of R.sub.1 and R.sub.2 is oxygen and the other is oxygen or .dbd.N--NHR.sub.3, and R.sub.3 is alkanoyl of up to 4 carbon atoms, alkanoyl of up to 4 carbon atoms substituted by a sulphonic acid group, alkanoyl of up to 4 carbon atoms substituted by a quaternary ammonium group, thiocarbamoyl, amidino, or benzoyl, or a non-toxic salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5- (or 12-) oxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-lyxohexosyl)-9-[1-( 3-sulphopropionylhydrazono)ethyl]-12- (or 5-) (3-sulpho-propionyl-hydrazono)-5,7,8,9,10,12-hexahydronaphthacene, or a non-toxic acid addition or non-toxic metal salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5- (or 12-) oxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-lyxohexosyl)-9-[1-( trimethylammonioacetylhydrazono)]-12- (or 5-) (trimethylammonioacetylhydrazono)-5,7,8,9,10,12-hexa-hydronaphthacene dichloride, or a non-toxic acid addition salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5,12-dioxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-ly xohexosyl)-9-[1-(thiosemicarbazono)ethyl]-5,7,8,9,10,12-hexa-hydronaphthace ne, or a non-toxic acid addition salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5,12-dioxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-ly xohexosyl)-9-[1-(amidinohydrazono)ethyl]-5,7,8,9,10,12-hexa-hydronaphthacen e, or a non-toxic acid addition salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5- (or 12-) oxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-lyxohexosyl)-9-[1-( thiosemicarbazono)ethyl]-12- (or 5-) (thiosemicarbazono)-5,7,8,9,10,12-hexahydro-naphthacene, or a non-toxic acid addition salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5,12-dioxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-ly xohexosyl)-9-[1-4-(methylthiosemicarbazono)ethyl]-5,7,8,9,10,12-hexahydro-n aphthacene, or a non-toxic acid addition salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5,12-dioxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-ly xohexosyl)-9-[1-(benzoylhydrazono)ethyl]-5,7,8,9,10,12-hexahydro-naphthacen e or a non-toxic acid addition salt thereof.
Method for the treatment of, acute myeloblastic leukaemia in a human patient which comprises administering parenterally to the patient a quantity of from 2 to 10 mg/kg per day of 4-methoxy-5,12-dioxo-6,9,11-trihydroxy-7-(2,3,6-O-tridesoxy-3-amino-1-L-ly xohexosyl)-9-(1-formyl-hydrazonoethyl)-5,7,8,9,10,12-hexahydro-naphthacene, or a non-toxic acid addition salt thereof.
Dependencies are inferred from the claim text.