Tri(alkylcarboxylato)gallium (III) products and pharmaceutical compositions containing them
AssigneeGenta Incorporated
InventorsJack B. Jiang, Raymond P. Warrell, Jr., Kollengode K. Ramaswamy, Robert E. Klem
Life of this patent
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Abstract
Provided are novel tri(alkylcarboxylato) gallium (III) compounds, exemplified by tripalmitato gallium (III), methods for making them, pharmaceutical compositions containing them, and methods of using the pharmaceutical compositions.
Claims58
A tri(alkylcarboxylato) gallium (III) product formed by the reaction of at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched alkyl group having from 2 to about 26 carbon atoms and M is selected from the group consisting of hydrogen and the alkali metals when X is 1, and the alkaline earth metals when X is 2;
- with a gallium salt.
A tri(alkylcarboxylato) gallium (III) product of formula
- [RCO2][R′CO2][R″CO2]Ga,
- wherein R, R′, and R″ are each, independently, a linear or branched alkyl group having from 1 to about 26 carbon atoms, with the proviso that at least one of R, R′, and R″ is other than methyl.
A tri(alkylcarboxylato) gallium (III) product of formula
- [RCO2]3Ga
- wherein R is a linear or branched alkyl group having from 2 to about 26 carbon atoms.
Tripalmitato gallium (III).
A method of making a tri(alkylcarboxylato) gallium (III) product comprising the step of reacting at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched alkyl group having from 2 to about 26 carbon atoms and M is selected from the group consisting of hydrogen and the alkali metals when X is 1, and the alkaline earth metals when X is 2;
- with a gallium salt.
A method of making a tri(alkylcarboxylato) gallium (III) product comprising the steps of:
- a) contacting a solution of at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched alkyl group having from 2 to about 26 carbon atoms and M is either an alkali metal when X is 1 or an alkaline earth metal when X is 2 in a first solvent comprising an alkyl alcohol, with a gallium salt or with a solution of a gallium salt in a second solvent comprising an alkyl alcohol,
- b) evaporating the resulting solution to dryness at reduced pressure, and
- c) drying the residue to constant weight to obtain the tri(alkylcarboxylato) gallium (III) product.
A pharmaceutical composition comprising a tri(alkylcarboxylato) gallium (III) product of formula
- [RCO2][R′CO2][R″CO2]Ga
- wherein R, R′, and R″ are each, independently, a linear or branched alkyl group having from 1 to about 26 carbon atoms, and at least one pharmaceutically acceptable excipient.
A pharmaceutical composition comprising a tri(alkylcarboxylato) gallium (III) product formed by the reaction of at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched alkyl having from 2 to about 26 carbon atoms and M is selected from the group consisting of hydrogen and the alkali metals when X is 1, and the alkaline earth metals when X is 2;
- with a gallium salt, and at least one pharmaceutically acceptable excipient.
A method of treating a disease characterized by increased bone resorption in a mammal comprising administering to the mammal suffering from such disease an amount of a tri(alkylcarboxylato) gallium (III) product effective to treat the disease, wherein the tri(alkylcarboxylato) gallium (III) product can be represented by the formula
- [RCO2][R′CO2][R″CO3]Ga
- wherein R, R′, and R″ are each, independently a linear or branched alkyl group having from 1 to about 26 carbon atoms.
A method of treating a disease characterized by increased bone resorption, in a mammal suffering from such disease comprising the step of administering to the mammal an amount of a <<tri(alkylcarboxylato) gallium (III) product>> effective to treat such disease, wherein the tri(alkylcarboxylato) gallium (III) compound is formed by the reaction of at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched alkyl group having from 2 to about 26 carbon atoms and M is selected from the group consisting of hydrogen and the alkali metals when X is 1, and the alkaline earth metals when X is 2;
- with a gallium salt,
- wherein the disease is selected from the group consisting of osteoporosis, cancer-associated hypercalcemia, multiple myeloma, hyperparathyroidism, Paget's disease, and bone metastases.
A method of treating an inflammatory or autoimmune disease in a mammal comprising the step of administering to the mammal an amount of a tri(alkylcarboxylato) gallium (III) compound effective to treat the disease, wherein the tri(alkylcarboxylato) gallium (III) compound can be represented by the formula
- [RCO2][R′CO2][R″CO3]Ga
- wherein R, R′, and R″ are each, independently a linear or branched alkyl group having from 1 to about 26 carbon atoms.
A method of treating an inflammatory or autoimmune disease in a mammal suffering from such disease comprising the step of administering to the mammal an amount of a tri(alkylcarboxylato) gallium (III) product effective to treat the disease wherein the tri(alkylcarboxylato) gallium (III) product is formed by the reaction of at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched <<alkyl group>> having from 2 to about 25 carbon atoms and M is selected from the group consisting of hydrogen and the alkali metals when X is 1, and the alkaline earth metals when X is 2;
- with a gallium salt.
A method of treating a neoplastic disease in a mammal suffering from a neoplastic disease comprising the step of administering to the mammal an amount of a tri(alkylcarboxylato) gallium (III) product effective to treat the disease, wherein the tri(alkylcarboxylato) gallium (III) product can be represented by the formula
- [RCO2][R′CO2][R″CO3]Ga
- wherein R, R′, and R″ are each, independently, a linear or branched alkyl group having from 1 to about 26 carbon atoms.
A method of treating a neoplastic disease in a mammal suffering from a neoplastic disease comprising the step of administering to the mammal a neoplastic disease-treating effective amount of a tri(alkylcarboxylato) gallium (III) product formed by the reaction of at least one alkyl carboxylate compound of structure
- [R—CO2]XM
- wherein R is a linear or branched alkyl group having from 2 to about 25 carbon atoms and M is selected from the group consisting of hydrogen and the alkali metals when X is 1, and the alkaline earth metals when X is 2;
- with a gallium salt.
Dependencies are inferred from the claim text.