US5216115A
Expired / Lapsed
US
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Polyarylate containing derivatives of the natural amino acid L-tyrosine
Assignee: Rutgers, The State University of New Jersey
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Filing: 1992-08-13
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Granted: 1993-06-01
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Expires: 2012-08-13
Abstract
Abstract Bioerodible polyarylates derived from biocompatible dicarboxylic acids and natural amino acid-derived diphenol starting materials. Molded articles and controlled drug delivery systems prepared from the polyarylates are also disclosed.
Inventors
- 👤 Joachim B. Kohn
- 👤 James J. Fiordeliso
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 19:41
CPC Classifications
C; C08; C08G; C08G64/00; C08G64/04; C08G64/06; C08G64/08; C08G64/12; A; A61; A61K; A61K9/00; A61K9/20; A61K9/2004; A61K9/2022; A61K9/2031; A61K9/204; C07; C07C; C07C235/00; C07C235/02; C07C235/32; C07C235/34; C07C237/00; C07C237/02; C07C237/20; C07C237/22; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/22; C08G63/00; C08G63/68; C08G63/685; C08G63/6854; C08G69/00; C08G69/44
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
110 words
An amino acid-derived polyarylate comprised of one or more recurring structural units represented by the formula: ##STR11## wherein X is selected from the group consisting of --H, --NHL 1 , --NL 1 L 2 ,: ##STR12## Y is hydrogen or an ester group having the structure: ##STR13## wherein L 1 , L 2 and L 3 are independently selected from the group consisting of straight or branched alkyl and alkylaryl groups containing up to 18 carbon atoms and a biologically or pharmacologically active ligand; and R is selected from the group consisting of saturated and unsaturated, substituted and unsubstituted alkyl, aryl and alkylaryl groups containing up to 18 carbon atoms.
Claim 2
Dependent Claim
110 words
An amino acid-derived polyarylate comprised of one or more recurring structural units represented by the formula: ##STR11## wherein X is selected from the group consisting of --H, --NHL 1 , --NL 1 L 2 ,: ##STR12## Y is hydrogen or an ester group having the structure: ##STR13## wherein L 1 , L 2 and L 3 are independently selected from the group consisting of straight or branched alkyl and alkylaryl groups containing up to 18 carbon atoms and a biologically or pharmacologically active ligand; and R is selected from the group consisting of saturated and unsaturated, substituted and unsubstituted alkyl, aryl and alkylaryl groups containing up to 18 carbon atoms.
Claim 3
Dependent Claim
18 words
The polyarylate of claim 1, which consists essentially of a single recurring structural unit repeating within said polymer.
Claim 4
Dependent Claim
22 words
The polyarylate of claim 1, having a weight-average molecular weight above 50,000 daltons, measured by gel permeation chromatography relative to polystyrene standards.
Claim 5
Dependent Claim
32 words
The polyarylate of claim 1, wherein X is hydrogen and Y comprises said ester group, wherein L 3 is selected from the group consisting of ethyl, butyl, hexyl, octyl and benzyl groups.
Claim 6
Dependent Claim
47 words
The polyarylate of claim 1, wherein X is selected from the group consisting of --NHL 1 , --NL 1 L 2 ,; ##STR14## and either L 1 or L 2 comprises a pharmacologically or biologically active ligand covalently bonded within X via a free carboxylic acid group.
Claim 7
Dependent Claim
21 words
The polyarylate of claim 5, wherein said ligand is selected from the group consisting of ibuprofen, methotrexate, N-acetyl-cis-hydroxyproline, cephradine and ampicillin.
Claim 8
Dependent Claim
32 words
The polyarylate of claim 1, wherein Y comprises said ester group, and L 1 comprises a pharmacologically or biologically active ligand covalently bonded within Y via a free hydroxyl or amine group.
Claim 9
Dependent Claim
24 words
The polyarylate of claim 7, wherein said ligand is selected from the group consisting of dopamine, cis-hydroxyproline ethyl ester, cephradine, doxorubicin, histamine and ampicillin.
Claim 10
Dependent Claim
31 words
The polyarylate of claim 1, wherein R is selected from the group consisting of saturated and unsaturated, substituted and unsubstituted alkyl and alkylaryl groups containing from two to eight carbon atoms.
Claim 11
Dependent Claim
40 words
The polyarylate of claim 9, wherein R is selected from the group consisting of --CH 2 --C(=O)--, --CH 2 --CH 2 --C(=O)--, --CH=CH--, --CH 2 --CH(--OH)-- and (--CH 2 --)Z, wherein Z is an integer between two and eight, inclusive.
Claim 12
Dependent Claim
26 words
The polyarylate of claim 1, wherein R is selected from the group consisting of substituted and unsubstituted aryl groups containing from 6 to 12 carbon atoms.
Claim 13
Dependent Claim
22 words
The polyarylate of claim 11, wherein said dicarboxylic acid is selected from the group consisting of phthalic acid, isophthalic acid and bis(p-carboxyphenoxy)alkanes.
Claim 14
Dependent Claim
10 words
A molded article prepared from the polyarylate of claim 1.
Claim 15
Dependent Claim
20 words
A controlled drug delivery system comprising the polyarylate of claim 1 physically admixed with a biologically or pharmacologically active agent.
Claim 16
Dependent Claim
27 words
A controlled drug delivery system comprising a biologically or pharmacologically active agent physically embedded or dispersed into a polymeric matrix formed from the polyarylate of claim 1.
References Cited (Backward Citations)
US3586713A
Cited
US4579866A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-05-31 | 1996-11-30 | 1997-06-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-05-31 | 2000-11-30 | 2001-06-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-05-31 | 2004-11-30 | 2005-06-01 | $7700.00 | Window Closed / Lapsed |