Back to results
US 8,217,005 B2Granted
Controlled release of phenolic opioids
AssigneeSignature Therapeutics, Inc.
InventorsThomas E. Jenkins, Aleksandr Kolesnikov
Life of this patent
Estimating the term…
Abstract
A method of providing a patient with controlled release of a phenolic opioid using a prodrug capable, upon enzymatic activation, of releasing the phenolic opioid through intra-molecular cyclization leading to formation of a cyclic urea, carbamate or thiocarbamate.
Claims12
A compound of structural Formula (I):
- or a pharmaceutically acceptable salt thereof wherein:
- X is a phenolic opioid, wherein the hydrogen atom of the phenolic hydroxyl group is replaced by a covalent bond to —C(O)—Y—(C(R1)(R2))n—N—(R3)(R4);
- Y is —NR5—and R5 is (1-4C)alkyl;
- n is 2 or 3;
- R1 and R2 are each hydrogen;
- R3 is hydrogen or (1-4C)alkyl;
- and
- R4 is a residue of an L-amino acid selected from alanine, arginine, asparagine, aspartic acid, cysteine, glycine, glutamine, glutamic acid, histidine, isoleucine, leucine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, lysine and valine;
- a residue of a dipeptide or tripeptide composed of two or three L-amino acid residues selected independently from alanine, arginine, asparagine, aspartic acid, cysteine, glycine, glutamine, glutamic acid, histidine, isoleucine, leucine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, lysine and valine;
- or a residue of an N-acyl derivative thereof.
7 more elements
Hydromorphone 3-(N-methyl-N-(2-N′-acetylarginylamino))ethylcarbamate, or a pharmaceutically acceptable salt thereof.
Morphine 3-(N-methyl-N-(2-N′-acetylarginylamino))ethylcarbamate, or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.