Novel prodrugs of n-h bond-containing compounds and methods of making thereof

摘要

Disclosed is a compound having the formula (I), wherein: R1 and R2 are residues of an N-H bond containing pharmaceutical compound being a uracil, a barbital, Iinezolid, carbamazepine, flutamide, paclitaxel, a urea having straight chain or branched substituted or unsubstituted aliphatic groups with or without any additional polar or non-polar functional groups and/or heteroatoms, or a peptide, and R is one of a hydrogen, inorganic residue and an organic residue selected from the group consisting of: a) straight-chain substituted or unsubstituted aliphatic groups, with or without any additional polar or non-polar functional groups and/or heteroatoms; b) branched substituted or unsubstituted aliphatic groups, with or without any additional polar or non-polar functional groups and/or heteroatoms; c) substituted or unsubstituted acyl groups, with or without any additional polar or non-polar functional groups and/or heteroatoms; d) substituted or unsubstituted aromatic groups, with or without any additional polar or non-polar functional groups and/or heteroatoms; e) substituted or unsubstituted cyclic groups, with or without any additional polar or non-polar functional groups and/or heteroatoms; and f) any combination of a), b), c), d) and e) with or without additional polar or non-polar functional groups and/or heteroatoms; and pharmaceutically acceptable salts thereof. Also disclosed is a method of making a prodrug of an N-H bond-containing pharmaceutical compound comprising the reaction illustrated in Reaction Scheme IV, wherein X is any good leaving group, R1 and R2 are residues of an NH-bond-containing pharmaceutical compound and R is as defined above.