Fibers comprising polyesteramide copolymers for drug delivery
Abstract
The present invention relates to fibers comprising a polyesteramide (PEA) having a chemical formula described by structural formula (iv), wherein −m+p varies from 0.9-0.1 and q varies from 0.1 to 0.9, −m+p+q=1 whereby m or p could be 0, −n is about 5 to about 300; (pref. 50-200), -Ri in independently selected from the group consisting of (C2-C20) alkykene or (C2-C20) alkenylene and combinations thereof; —R and R in a single backbone unit m or p, respectively, are independently selected from the group consisting of hydrogen, ( )alkyl, ( )alkenyl, (C -C )alkynyl, (C - Cio )aryl, —(CH 2 )SH, —(CH 2 ) 2 S(CH ), —CH2OH , —CH(OH)CH , —(CH 2 ) NH 3 , —(CH 2 ) NHC(—NH 2 —)NH 2 , —CH 2 COOH, —(CH 2 )COOH, —CH 2 —CO—NH 2 , —CH 2 CH 2 —CO—NH 2 , —CH2CH2COOH, CH —CH 2 —CH(CH ) , (CH ) 2 —CH—CH 2 —, H 2 N—(CH 2 ) , Ph-CH 2 —, CH—C—CH 2 —, HO-p-Ph-CH 2 —, (CH ) 2 —CH—, Ph-NH—, NH—(CH 2 ) 3 —C—, NH—CH═N—CH═C—CH 2 —; —R 5 is selected from the group consisting of (C 2 -C 20 )alkylene, (C 2 -C 20 )alkenylene, alkyloxy or oligoethyleneglycol, —R is selected from bicyclic-fragments of 1,4,3,6-dianhydrohexitols of structural formula (III); —R is selected from the group consisting of (C 6 -C io )aryl, (GCeJalkyl, —R is —(CH 2 )4—; whereby a is at least 0.05 and b is at least 0.05 and a+b− .
Claims
exact text as granted — not AI-modified1 .- 14 . (canceled)
15 . A fiber comprising a bioactive agent dispersed in a biodegradable poly(esteramide) copolymer (PEA) according to structural Formula (IV),
wherein
m+p is from 0.9 to 0.1 and q is from 0.1 to 0.9;
m+p+q=1 whereby one of m or p could be 0;
n is about 5 to about 300;
a is at least 0.05, b is at least 0.05, a+b=1, qa=q*a, and qb=q*b; wherein units of m (if present), units of p (if present), units of qa, and units of qb are all randomly distributed throughout the copolymer;
R 1 is (C 2 -C 20 ) alkylene;
R 3 and R 4 are independently selected from hydrogen, (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )alkynyl, (C 6 -C 10 )aryl, —CH 2 SH, —(CH 2 ) 2 S(CH 3 ), —CH 2 OH, —CH(OH)CH 3 , —(CH 2 ) 4 NH 3 +, —(CH 2 ) 3 NHC(═NH 2 +)NH 2 , —CH 2 COOH, —CH 2 —CO—NH 2 , —CH 2 CH 2 —CO—NH 2 , —CH 2 CH 2 COOH, CH 3 —CH 2 —CH(CH 3 )—, (CH 3 ) 2 CH—CH 2 —, H 2 N—(CH 2 ) 4 —, Ph-CH 2 —, CH═C—CH 2 —, (CH 3 ) 2 CH-, or Ph-NH—;
R 5 is (C 2 -C 20 )alkylene;
R 6 is according to structural formula (III);
R 7 is (C 6 -C 10 )aryl(C 1 -C 6 )alkyl;
R 8 is —(CH 2 ) 4 —.
16 . The fiber according to claim 15 , wherein a is at least 0.5.
17 . The fiber according to claim 15 , wherein a is at least 0.75.
18 . The fiber according to claim 15 , wherein a is at least 0.8.
19 . The fiber according to claim 15 , wherein n is from 50 to 200, a is at least 0.5.
20 . The fiber according to claim 15 , wherein R 3 and R 4 are independently hydrogen, (C 1 -C 6 )alkyl, CH 3 —CH 2 —CH(CH 3 )—, (CH 3 ) 2 CH—CH 2 —, Ph-CH 2 —, or (CH 3 ) 2 CH—.
21 . The fiber according to claim 15 , wherein R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
22 . The fiber according to claim 15 , wherein R 1 is —(CH 2 ) 8 —, R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
23 . The fiber according to claim 16 , wherein R 3 and R 4 are independently hydrogen, (C 1 -C 6 )alkyl, CH 3 —CH 2 —CH(CH 3 )—, (CH 3 ) 2 CH—CH 2 —, Ph-CH 2 —, or (CH 3 ) 2 CH—.
24 . The fiber according to claim 16 , wherein R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
25 . The fiber according to claim 16 , wherein R 1 is —(CH 2 ) 8 —, R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
26 . The fiber according to claim 19 , wherein R 3 and R 4 are independently hydrogen, (C 1 -C 6 )alkyl, CH 3 —CH 2 —CH(CH 3 )—, (CH 3 ) 2 CH—CH 2 —, Ph-CH 2 —, or (CH 3 ) 2 CH—.
27 . The fiber according to claim 19 , wherein R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
28 . The fiber according to claim 19 , wherein R 1 is —(CH 2 ) 8 —, R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
29 . The fiber according to claim 15 , wherein
m=0.3; p=0.45; qa=0.19; and qb=0.06; R 1 is —(CH 2 ) 8 —, R 3 and R 4 are (CH 3 ) 2 CH—CH 2 —, and R 7 is benzyl.
30 . The fiber according to claim 15 , wherein the bioactive agent comprises a prostaglandin or a prodrug thereof.
31 . The fiber according to claim 24 , wherein the bioactive agent comprises a prostaglandin or a prodrug thereof.
32 . The fiber according to claim 15 , further comprising a poly(ortho ester), poly(anhydride), poly(D,L-lactic acid), poly (L-lactic acid), poly(glycolic acid), copolymers of poly(lactic) and glycolic acid, poly(L-lactide), poly(D,L-lactide), poly(glycolide), poly(D,L-lactide-co-glycolide), or poly(L-lactide-co-glycolide), poly(phospho esters), poly(trimethylene carbonate), poly(oxa-esters), poly(oxa-amides), poly(ethylene carbonate), poly(propylene carbonate), poly(phosphoesters), poly(phosphazenes), poly(tyrosine derived carbonates), poly(tyrosine derived arylates), poly(tyrosine derived iminocarbonates), or combinations thereof.
33 . The fiber according to claim 24 , further comprising a poly(ortho ester), poly(anhydride), poly(D,L-lactic acid), poly (L-lactic acid), poly(glycolic acid), copolymers of poly(lactic) and glycolic acid, poly(L-lactide), poly(D,L-lactide), poly(glycolide), poly(D,L-lactide-co-glycolide), or poly(L-lactide-co-glycolide), poly(phospho esters), poly(trimethylene carbonate), poly(oxa-esters), poly(oxa-amides), poly(ethylene carbonate), poly(propylene carbonate), poly(phosphoesters), poly(phosphazenes), poly(tyrosine derived carbonates), poly(tyrosine derived arylates), poly(tyrosine derived iminocarbonates), or combinations thereof.
34 . A method for treating a condition associated with the eye of a patient comprising the step of implanting the fiber according to claim 15 into the eye of the patient, wherein the step of implanting comprises intravitreal or subconjunctival implantation.Join the waitlist — get patent alerts
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