MONO AND DI-SUBSTITUTED OXYCODONE COMPOUNDS AND COMPOSITIONS

1 - 23 . (canceled)

24 . A composition comprising an oxycodone covalently bound to at least one chemical moiety through a ketone, hydroxyl, or both in a pharmaceutically acceptable oral dosage form.

25 . The composition of claim 24 , wherein said chemical moiety is a polypeptide of two or more amino acids.

26 . The composition of claim 25 , wherein the amino acid adjacent to the said oxycodone is a nonpolar amino acid.

27 . The composition of claim 26 , wherein the amino acid adjacent to the said oxycodone is a branched nonpolar amino acid.

28 . The composition of claim 27 , wherein the amino acid adjacent to the said oxycodone is a branched nonpolar amino acid chosen from the naturally occurring amino acids valine, leucine, or isoleucine.

29 . The composition of claim 25 , wherein said polypeptide is comprised of one or more of the naturally occurring amino acids.

30 . The composition of claim 25 , wherein said chemical moiety is comprised of one or more of the D-isomers of the naturally occurring amino acids.

31 . The composition of claim 25 , wherein said chemical moiety is comprised of one or more of the L-isomers of the naturally occurring amino acids.

32 . The composition of claim 25 , wherein said chemical moiety is comprised of a mixture of one or more of the D- or L-isomers of the naturally occurring amino acids.

33 - 35 . (canceled)

36 . The composition of claim 25 , wherein said polypeptide comprises the amino acid sequence selected from the group Pro-Pro-Leu, Pro-Pro-Ile, Val-Val, Lys-Lys, Gly-Gly-Ile, Phe-Phe-Ile, Phe-Phe-Leu, Thr-Thr-Val, Tyr-Tyr-Val, Tyr-Tyr-Phe, Glu-Glu-Val, Asp-Asp-Val, Lys-Lys-Val, Glu-Glu-Phe-Phe-Ile (SEQ ID NO: 34), Glu-Glu-Phe-Phe-Phe [SEQ ID NO: 151, Tyr-Tyr-Ile, Asp-Asp-Ile, Tyr-Tyr-Phe-Phe-Phe-Ile (SEQ ID NO: 27], Tyr-Tyr-Lys-Tyr-Tyr [SEQ ID NO: 33], Phe-Phe-Lys-Phe-Phe [SEQ ID NO: 31], Glu-Glu-Phe-Phe-Leu (SEQ ID NO: 10], {Lys-Lys-Gly-Gly (SEQ ID NO: 35), and [(1)-Lys-(d)-Lys-Leu] 2 .

37 . The composition of claim 25 , wherein the dosage form is a tablet, a capsule, oral solution, an oral suspension, or a controlled release formulation.

38 . (canceled)

39 . The composition of claim 24 , wherein said chemical moiety is a polypeptide of fewer than eight amino acids.

40 - 85 . (canceled)

86 . A compound comprising oxycodone covalently attached to one or more peptide.

87 . The compound of claim 86 comprising oxycodone covalently attached to one or more peptide comprising the amino acid sequence selected from the group consisting of Pro-Pro-Ile. Phe-Phe-Lys-Phe-Phe [SEQ ID NO: 31], Tyr-Tyr-Lys-Tyr-Tyr [SEQ ID NO: 33], Tyr-Tyr-Phe, Phe-Phe-Leu, Phe-Phe-Val, Phe-Phe-Ile, Glu-Glu-Phe-Phe-Phe-Ile [SEQ ID NO: 34]. Tyr-Tyr-Ile, Lys-Lys-Val, Asp-Asp-Val, Tyr-Tyr-Val, Pro-Pro-Val, Glu-Glu-Val, and Thr-Thr-Val.

88 . The compound of claim 87 , wherein said one or more peptide comprises the amino acid sequence Pro-Pro-Ile.

89 . A composition comprising a compound of claim 86 .

90 - 93 . (canceled)

94 . A compound comprising oxycodone covalently bound to a single amino acid a dipeptide, a tripeptide, a tetrapeptide, or a pentapeptide.

95 - 99 . (canceled)

100 . A compound selected from:

(Bio-Gly 2 -Ile) 2 -oxycodone,

(Bio-Gly 2 -Leu) 2 -oxycodone,

(Gal-Gly 2 -Ile) 2 -oxycodone

(Gal-Gly 2 -Leu) 2 -oxycodone,

(Gal-Prθ2-Ile) 2 -oxycodone,

(Gal-Prθ2-Leu) 2 -oxycodone,

(Glu) 2 -oxycodone,

(Glu-Asp-Val) 2 -oxycodone,

(Gly-Leu-Val) 2 -oxycodone,

(Ile) 2 -oxycodone,

(Ile-Tyr-Val) 2 -oxycodone,

(Ile-Tyr-Val)-oxycodone-(Gly-Tyr-Ile),

(He-Tyr-Val)-oxycodone-(Val-Glu-Gly),

(Leu) 2 -oxycodone,

(Leu-Tyr-Val)-oxycodone-(Gly-Tyr-Leu),

(Leu-Tyr-Val)-oxycodone-(Val-Glu-Gly),

(Lvs) 2 -oxycodone,

(Lys-Lys-Gly-Gly) 2 -oxycodone [SEQ ID NO: 35],

(Lys-Ser-Val) 2 -oxycodone,

(Nia-Gly 9 -Ile) 2 -oxycodone,

(Nia-Gly 2 -Leu) 2 -oxycodone,

(Phe) 2 -oxycodone,

(Phe-Val-Val) 2 -oxycodone,

(Ser-Thr-Val) 2 -oxycodone,

(Tyr-Pro-Val) 2 -oxycodone,

(Val) 2 -oxycodone,

[(1)-Lys-(d)-Lys-Leu] 2 -oxycodone,

[Glu-Pro-Val] 2 -oxycodone,

[Glu-Tyr-Val] 2 -oxycodone,

[Gly 2 -Lys(-Gly 2 )]2-oxycodone [SEQ ID NO: 36],

[Gly-Glu-Val] 2 -oxycodone,

[Gly-Tyr-Valj 2 -oxycodone,

[Ile-Tyr-Val] 2 -oxycodone,

[Leu-Tyr-Val] 2 -oxycodone,

[Pro-Glu-Val] 2 -oxycodone,

[Ser-Gly-Val] 2 -oxycodone,

[Tyr-Tyr-Val] 2 -oxycodone,

[Val-Glu-Val] 2 -oxycodone,

Ala-Ala-Val-oxycodone,

Asp-Asp-Ile-oxycodone,

Asp-Asp-Val-oxycodone,

Glu-Glu-Ala-oxycodone,

Glu-Glu-Ile-oxycodone,

Glu-Glu-Leu-oxycodone,

Glu-Glu-Phe-oxycodone,

Glu-Glu-Phe-Phe-Ile-oxycodone [SEQ ID NO: 34],

Glu-Glu-Phe-Phe-Phe-oxycodone [SEQ ID NO: 15],

Glu-Glu-Pro-oxycodone,

Glu-Glu-β-Ala-oxycodone,

Glu-Glu-Val-oxycodone,

Glu-Leu-Val-oxycodone,

Glu-Tyr-Val-oxycodone,

Gly-Gly-Ile-oxycodone,

Gly-Gly-Leu-oxycodone,

Gly-Gly-Phe-oxycodone,

Gly-Gly-β-Ala-oxycodone,

Gly-Gly-Val-oxycodone,

Ile-Ile-Ile-oxycodone,

Ile-oxycodone,

Ile-Tyr-Val-oxycodone,

Leu-Leu-Ala-oxycodone,

Leu-Leu-Leu-oxycodone,

Leu-Leu-Val-oxycodone,

Leu-Leu-β-Ala-oxycodone,

Leu-oxycodone,

Lys-Lys-Ala-oxycodone,

Lys-Lys-Ile-oxycodone,

Lys-Lys-Leu-oxycodone,

Lys-Lys-oxycodone,

Lys-Lys-Phe-oxycodone,

Lys-Lys-Val-oxycodone,

Lys-Lys-β-Ala-oxycodone,

oxycodone-succinate,

oxycodone-β-alanine,

Phe-oxycodone,

Phe-Phe-Ile-oxycodone,

Phe-Phe-Leu-oxycodone,

Phe-Phe-Lys-Phe-Phe-oxycodone [SEQ ID NO: 31],

Phe-Phe-Val-oxycodone,

Pro 2 -Ile-oxycodone,

Pro 2 -Leu-oxycodone,

Pro-Glu-Val-oxycodone,

Pro-Pro-Ala-oxycodone,

Pro-Pro-Ile-oxycodone,

Pro-Pro-Leu-oxycodone,

Pro-Pro-Val-oxycodone,

Thr-Thr-Val-oxycodone,

Tyr-Tyr-Ala-oxycodone,

Tyr-Tyr-Ile-oxycodone,

Tyr-Tyr-Leu-oxycodone,

Tyr-Tyr-Lys-Tyr-Tyr-oxycodone [SEQ ID NO: 33],

Tyr-Tyr-Phe-oxycodone,

Tyr-Tyr-Phe-Phe-Ile-oxycodone [SEQ ID NO: 27],

Tyr-Tyr-β-Ala-oxycodone,

Tyr-Tyr-Val-oxycodone,

Val-oxycodone,

Val-oxycodone-Gly,

Val-Val-Leu-oxycodone,

Val-Val-oxycodone,

Val-Val-Phe-oxycodone, or

Val-Val-Val-oxycodone.

101 - 208 . (canceled)

209 . A composition comprising the compound from claim 87 .

210 - 221 . (canceled)

222 . A composition comprising the compound from claim 94 .

223 . A composition comprising the compound from claim 100 .