Ado-resistant cysteamine analogs and uses thereof
AssigneeRaptor Pharmaceuticals Inc.
InventorsTodd C. Zankel, John Unitt, Timothy Phillips, Benoit Gourdet, Lorna Duffy
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Abstract
The present disclosure is directed to methods for treating diseases for which cysteamine is indicated and compounds useful in such methods.
Claims41
A method of treating a patient suffering from a disease for which treatment with cysteamine is indicated comprising administering to the patient an effective amount of a composition comprising a compound of formula I or a disulfide thereof:
- wherein:
- R1 and R2 are independently selected from the group consisting of H and C1-5alkyl;
- or
- R1 and R2, taken together with the carbon atom to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered carbocyclic ring;
- R3 and R4 are independently selected from the group consisting of H and C1-5alkyl;
- or
- R3 and R4, taken together with the carbon atom to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered carbocyclic ring;
- G is selected from the group consisting of —NR5R6 and —CR7R8NR5R6;
- R5 and R6 are independently selected from the group consisting of H and C1-5alkyl;
- or
- R5 and R6, taken together with the nitrogen atom to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered heterocyclic ring;
- R7 and R8 are independently selected from the group consisting of H and C1-5alkyl;
- or
- R7 and R8, taken together with the carbon atom to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered carbocyclic ring;
- R2 and R6, taken together with the atoms to which they are attached, form a 4-, 5-, 6-, 7-, 8-, 9-, or 10-membered heterocyclic ring;
- R4 and R6, taken together with the atoms to which they are attached, form a 4-, 5-, 6-, 7-, 8-, 9-, or 10-membered heterocyclic ring;
- R2 and R8, taken together with the atoms to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered carbocyclic ring;
- or
- R2 and R4, taken together with the atoms to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered carbocyclic ring;
- with the proviso that when G is —NH2, at least one of R1, R2, R3, and R4 is other than H.
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A method of treating a patient suffering from a disease for which treatment with cysteamine is indicated comprising administering to the patient an effective amount of a composition comprising a compound of formula II, formula III, or a disulfide thereof:
- wherein:
- L is a hydrocarbon linking group;
- R9 and R10 are independently selected from the group consisting of H, C1-5alkyl, and CO(C1-5alkyl);
- or
- R9 and R10, taken together with the nitrogen atom to which they are attached, form a 3-, 4-, 5-, 6-, 7-, or 8-membered heterocyclic ring;
- A is a heterocyclic ring containing one N atom;
- and
- n is 0, 1, 2, or 3;
- wherein the S atom in the compound of formula II or formula III is a distance of about 3.6 Angstroms to about 4.7 Angstroms from the N atom in the compound;
- with the proviso that the compound of formula II is not cysteamine.
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A compound having the following structure or a disulfide thereof:
- wherein R1 is C1-5alkyl;
- and
- R3, R4, R5, R7, and R8 are independently selected from the group consisting of H and C1-5alkyl;
- or a compound having the following structure or a disulfide thereof:
- wherein R1, R3, R4, R5, R6, and R7 are independently selected from the group consisting of H and C1-5alkyl.
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Dependencies are inferred from the claim text.