Phosphate based biodegradable polymers
First Claim
4. A biodegradable polymer comprising at least one repeat unit according to formula A:
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Abstract
Featured are biodegradable polymers comprising repeat units derived from cyclic phosphate monomers and optionally further comprising repeat units derived from lactide or caprolactone monomers. Also featured are methods for preparing the biodegradable polymers of the invention and biodegradable polymer compositions comprising a biologically active substance and a biodegradable polymer. Additionally featured are articles and microspheres prepared from biodegradable polymers and polymer compositions of the invention. Further, methods for the controlled release of a biologically active substance using the biodegradable polymers of the invention are also described.
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Citations
80 Claims
- 4. A biodegradable polymer comprising at least one repeat unit according to formula A:
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24. A process for preparing a biodegradable polymer comprising the recurring monomeric units of formula I:
- 32. A process for preparing a biodegradable polymer comprising the recurring monomeric units of formula III:
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42. A biodegradable polymer composition comprising:
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(a) at least one biologically active substance; and
(b) a biodegradable polymer comprising at least one repeat unit according to formula A;
wherein R is hydrogen, optionally substituted alkyl, optionally substituted C2-12-alkenyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkynyl, or optionally substituted C5-8-cycloalkyl;
R1 and R2 are each independently chosen from the group consisting of H, optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkenyl, optionally substituted C2-12-alkynyl, and optionally substituted alkoxy;
x is 2,3,or 4;
andat least one repeat unit selected from the group consisting of alkyl, C2-20-alkenyl, C2-20-alkynyl, optionally substituted heteroalkyl, —
O(CR1R2), C(O)—
where c is between about 1 and about 10, —
(CH2)a—
{O(CH2)a}b—
where a is between about 1 and about 7 and b is between about 1 and about 500, aryl, and heteroaryl;
or at least one repeat unit according to formula B;
wherein R3, R4, R5 and R6 are each independently chosen from the group consisting of H, optionally substituted alkyl, optionally substituted C2-12-alkenyl, optionally substituted C2-12-alkynyl, optionally substituted heteroalkyl, and optionally substituted alkoxy. - View Dependent Claims (1, 2, 3, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 57, 58, 59, 60, 61, 62, 64, 65, 66, 67, 68, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80)
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56. An article useful for implantation, injection, or otherwise being placed totally or partially within a body, the article comprising a biodegradable polymer composition comprising:
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(a) at least one biologically active substance; and
(b) a biodegradable polymer comprising at least one repeat unit according to formula A;
wherein R is hydrogen, optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkenyl, optionally substituted C2-12-alkynyl, or optionally substituted C5-8-cycloalkyl;
R1 and R2 are each independently chosen from the group consisting of H, optionally substituted alkyl, optionally substituted C2-12-alkenyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkynyl, and optionally substituted alkoxy;
x is 2, 3, or 4; and
at least one repeat unit selected from the group consisting of optionally substituted alkyl, optionally substituted C2-20-alkenyl, optionally substituted C2-20-alkynyl, optionally substituted heteroalkyl, —
O(CR1R2)cC(O)—
where c is between about 1 and about 10, —
(CH2)a—
{O(CH2)a}b—
where a is between about 1 and about 7 and b is between about 1 and about 500, optionally substituted aryl, and optionally substituted heteroaryl;
orat least one repeat unit according to formula B;
wherein R3, R4, R5 and R6 are each independently chosen from the group consisting of H, optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkenyl, optionally substituted C2-12-alkynyl, and optionally substituted alkoxy.
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62-1. An article of claim 56, wherein the polymer comprising repeat units as in formula V:
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69. A method for the controlled release of at least one biologically active substance comprising the steps of:
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(a) combining the biologically active substance with a biodegradable polymer comprising at least one repeat unit according to formula A;
wherein R is hydrogen, optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkenyl, optionally substituted C2-12-alkynyl, or optionally substituted C5-8-cycloalkyl;
R1 and R2 are each independently chosen from the group consisting of H, optionally substituted alkyl, optionally substituted C2-12-alkenyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkynyl, and optionally substituted alkoxy;
x is 2,3,or 4;
andat least one repeat unit selected from the group consisting of optionally substituted alkyl, optionally substituted C2-20-alkenyl, optionally substituted C2-20-alkynyl, optionally substituted heteroalkyl, —
O(CR1R2), C(O)—
where c is between about 1 and about 10, —
(CH2)a—
{O(CH2)a}b—
where a is between about 1 and about 7 and b is between about 1 and about 500, optionally substituted aryl, and optionally substituted heteroaryl;
orat least one repeat unit according to formula B;
wherein R3, R4, R5 and R6 are each independently chosen from the group consisting of H, optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted C2-12-alkenyl, optionally substituted C2-12-alkynyl, and optionally substituted alkoxy;
to form an admixture;
(b) forming said admixure into a shaped, solid article or microsphere; and
(c) implanting or injecting the solid article or microsphere in vivo at a preselected site, such that the solid implanted or injected matrix is in at least partial contact with a biological fluid.
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Specification