US5525348A
Expired / Lapsed
US
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Coating compositions comprising pharmaceutical agents
Assignee: Angiotech Biocoatings Corp
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Filing: 1994-11-02
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Granted: 1996-06-11
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Expires: 2014-11-02
Abstract
Abstract Anti-thrombogenic, and/or anti-microbial and/or pharmaceutical compositions containing heparin and/or antibiotics and/or other pharmaceutical agents which may be reacted with quaternary ammonium components or other ionic surfactants and bound with water-insoluble polymers are disclosed. Such compositions may also contain additional quaternary ammonium compounds or other ionic surfactants not reacted with heparin and may also contain quaternary ammonium compound(s) or other ionic surfactants reacted with antibiotics or other ionic or nonionic pharmaceutical agents.
Inventors
- 👤 Richard J. Whitbourne
- 👤 Margaret A. Mangan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 14:04
CPC Classifications
A; A61; A61L; A61L33/00; A61L33/0005; A61L33/0011; A61L33/0017; A61L27/00; A61L27/50; A61L27/54; A61L29/00; A61L29/14; A61L29/16; A61L33/0023; A61L33/0029; A61L2300/00; A61L2300/40; A61L2300/404; A61L2300/406; A61L2300/416; A61L2300/42; A61L2300/45; A61L2300/60; A61L2300/606; A61L2300/80; A61L2300/802
Claims Analysis
Total Claims: 50
Claim 1
Independent Claim
45 words
A device comprising: a substrate, and a coating composition comprising a pharmaceutical agent in a concentration of from about 0.5% to about 99.5% by weight and a water-insoluble cellulose ester polymer, the coating composition being resistant to removal and having pharmaceutical activity under physiological conditions.
Claim 2
Independent Claim
45 words
A device comprising: a substrate, and a coating composition comprising a pharmaceutical agent in a concentration of from about 0.5% to about 99.5% by weight and a water-insoluble cellulose ester polymer, the coating composition being resistant to removal and having pharmaceutical activity under physiological conditions.
Claim 3
Dependent Claim
39 words
The device of claim 1 in which the water-insoluble cellulose ester polymer and the pharmaceutical agent are present in separate inner and outer layers and a therapeutically effective amount of the pharmaceutical agent is dispersed into the outer layer.
Claim 4
Dependent Claim
35 words
The device of claim 1 wherein the water insoluble cellulose ester polymer is selected from the group consisting of cellulose acetate propionate, cellulose acetate, cellulose acetate butyrate, cellulose nitrate, cellulose acetate phthalate, and mixtures thereof.
Claim 5
Dependent Claim
14 words
The device of claim 1 wherein the coating composition further comprises a plasticizing agent.
Claim 6
Dependent Claim
28 words
The device of claim 1 wherein the pharmaceutical agent is selected from the group consisting of an antithrombogenic material, an antibiotic material, an anticancer material, and mixtures thereof.
Claim 7
Dependent Claim
19 words
The device of claim 1 wherein the pharmaceutical agent comprises an antithrombogenic agent complexed with a quaternary ammonium compound.
Claim 8
Dependent Claim
21 words
The device of claim 1 wherein the pharmaceutical agent comprises a negatively charged antibiotic agent complexed with a quaternary ammonium compound.
Claim 9
Dependent Claim
20 words
The device of claim 1 wherein the pharmaceutical agent comprises a positively charged antibiotic agent complexed with an anionic surfactant.
Claim 10
Dependent Claim
19 words
The device of claim 1 wherein the pharmaceutical agent comprises an ionic antibiotic agent complexed with an ionic polymer.
Claim 11
Dependent Claim
27 words
The device of claim 1 wherein the pharmaceutical agent is ionic and the coating composition further comprises a surfactant which is capable of complexing the pharmaceutical agent.
Claim 12
Dependent Claim
40 words
The device of claim 10 wherein the surfactant comprises at least one compound selected from the group consisting of cationic quaternary ammonium compounds, pharmaceutically acceptable salts thereof, anionic organic acids, pharmaceutically acceptable salts thereof, and ionic polymers, and mixtures thereof.
Claim 13
Dependent Claim
10 words
The device of claim 10 wherein the surfactant is anionic.
Claim 14
Dependent Claim
22 words
The device of claim 12, in which the substrate is selected from the group consisting of glass, metal, polyurethane, silicone, and plastic.
Claim 15
Dependent Claim
40 words
The device of claim 1, in which the device is selected from the group consisting of a catheter, a needle, a fluid drainage device, a suction device, aspiration device, an artificial blood vessel, an artificial heart, and an artificial kidney.
Claim 16
Dependent Claim
11 words
The device of claim 1 wherein the pharmaceutical agent is non-ionic.
Claim 17
Dependent Claim
15 words
The device of claim 1 wherein the coating composition is free of any ionic surfactant.
Claim 18
Dependent Claim
16 words
The device of claim 1 wherein the pharmaceutical agent is ionic, and further comprising a surfactant.
Claim 19
Dependent Claim
16 words
The device of claim 1 wherein the pharmaceutical agent is anionic, and the surfactant is cationic.
Claim 20
Dependent Claim
16 words
The device of claim 1 wherein the pharmaceutical agent is cationic, and the surfactant is anionic.
Claim 21
Dependent Claim
24 words
The device of claim 1, the coating composition further comprising a substance selected from the group consisting of polyurethane, camphor, dibutylphthalate, and mixtures thereof.
Claim 22
Dependent Claim
20 words
The device of claim 1 wherein the pharmaceutical agent is a negatively charged substance complexed with a quaternary ammonium compound.
Claim 23
Dependent Claim
22 words
The device of claim 1 wherein the pharmaceutical agent is selected from the group consisting of penicillins, cephalosporins, carbapenems, and mixtures thereof.
Claim 24
Dependent Claim
23 words
The device of claim 1 wherein the pharmaceutical agent is selected from the group consisting of prostaglandin E-1, prostacyclin, iloprost, and mixtures thereof.
Claim 25
Dependent Claim
11 words
The device of claim 1 wherein the pharmaceutical agent is norfloxacin.
Claim 26
Dependent Claim
19 words
The device of claim 1 wherein the pharmaceutical agent is selected from the group consisting of methotrexate and merbarone.
Claim 27
Dependent Claim
35 words
The device of claim 10 wherein the surfactant is selected from the group consisting of cationic quaternary ammonium compounds pharmaceutically acceptable salts thereof, anionic organic acids, pharmaceutically acceptable salts thereof, ionic polymers, and mixtures thereof.
Claim 28
Dependent Claim
24 words
The device of claim 10 wherein the surfactant is selected from the group consisting of sodiumlaurylsulfate, dicetylphosphate, stearic acid, sodium stearate and mixtures thereof.
Claim 29
Dependent Claim
25 words
The device of claim 10 wherein the surfactant is selected from the group consisting of ionic polymers, polyacrylic acid, copolymers of methylvinylether/maleicanhydride, and mixtures thereof.
Claim 30
Dependent Claim
28 words
The device of claim 10 wherein the surfactant is selected from the group consisting of trioctadecylmethylammoniumchloride, tridodecylmethylammoniumchloride, benzalkoniumchloride, cetylpyridinium chloride, benzyldimethyletearylammonium chloride, and benzylcetyldimethylammonium chloride, and mixtures thereof.
Claim 31
Dependent Claim
30 words
The device of claim 29 wherein the surfactant is reacted with at least one material selected from the group consisting of heparin, an antibiotic, an anticancer compound, and mixtures thereof.
Claim 32
Dependent Claim
12 words
The device of claim 1, in which the coating further comprises polyvinylpyrrolidone.
Claim 33
Dependent Claim
92 words
A coated device produced by a process comprising: (a) combining a pharmaceutical agent in a concentration of from about 0.01% to about 40%, a water-insoluble cellulose ester polymer in a concentration of from about 0.01% to about 40%, and an organic solvent to form a coating liquid, (b) placing a device in contact with the coating liquid, (c) removing the device from the coating liquid, and (d) removing the organic solvent to form a coating on the device, wherein the coating adheres to the device and has pharmaceutical activity under physiological conditions.
Claim 34
Dependent Claim
92 words
A coated device produced by a process comprising: (a) combining a pharmaceutical agent in a concentration of from about 0.01% to about 40%, a water-insoluble cellulose ester polymer in a concentration of from about 0.01% to about 40%, and an organic solvent to form a coating liquid, (b) placing a device in contact with the coating liquid, (c) removing the device from the coating liquid, and (d) removing the organic solvent to form a coating on the device, wherein the coating adheres to the device and has pharmaceutical activity under physiological conditions.
Claim 35
Dependent Claim
28 words
The coated device of claim 32 wherein the pharmaceutical agent is soluble in the solution of cellulose ester polymer and organic solvent without the presence of a surfactant.
Claim 36
Dependent Claim
45 words
The coated device of claim 32, in which the concentration of the pharmaceutical agent in the coating liquid is from about 0.1% to about 20%, and the concentration of the water-insoluble cellulose ester polymer in the coating liquid is from about 0.1% to about 20%.
Claim 37
Dependent Claim
45 words
The coated device of claim 32, in which the concentration of the pharmaceutical agent in the coating liquid is from about 0.5% to about 4%, and the concentration of the water-insoluble cellulose ester polymer in the coating liquid is from about 0.2% to about 3%.
Claim 38
Dependent Claim
109 words
A coated article produced by a process comprising: preparing a polymer coating liquid comprising a water-insoluble cellulose ester polymer in a concentration of from about 0.01% to about 40%, and an organic solvent for the polymer, preparing a pharmaceutical coating liquid comprising a pharmaceutical agent in a concentration of from about 0.01% to about 40%, and an organic liquid, contacting an article with the polymer coating liquid, removing the article, and removing the organic solvent, and contacting the article with the pharmaceutical coating liquid, removing the article, and removing the organic liquid, to produce a coated article having an adherent, essentially water-insoluble coating with pharmaceutical activity under physiological conditions.
Claim 39
Dependent Claim
109 words
A coated article produced by a process comprising: preparing a polymer coating liquid comprising a water-insoluble cellulose ester polymer in a concentration of from about 0.01% to about 40%, and an organic solvent for the polymer, preparing a pharmaceutical coating liquid comprising a pharmaceutical agent in a concentration of from about 0.01% to about 40%, and an organic liquid, contacting an article with the polymer coating liquid, removing the article, and removing the organic solvent, and contacting the article with the pharmaceutical coating liquid, removing the article, and removing the organic liquid, to produce a coated article having an adherent, essentially water-insoluble coating with pharmaceutical activity under physiological conditions.
Claim 40
Dependent Claim
82 words
A coated article comprising: a substrate; and a coating comprising a pharmaceutical agent in a concentration of from about 0.5% to about 99.5% by weight, and a water-insoluble cellulose ester polymer, the pharmaceutical agent being entrained in the cellulose ester polymer in such a way as to be gradually released under physiological conditions, to provide effective concentrations of the pharmaceutical agent at the surface of the coating over a useful period, and the coating being adherent to the substrate and essentially water-insoluble.
Claim 41
Dependent Claim
82 words
A coated article comprising: a substrate; and a coating comprising a pharmaceutical agent in a concentration of from about 0.5% to about 99.5% by weight, and a water-insoluble cellulose ester polymer, the pharmaceutical agent being entrained in the cellulose ester polymer in such a way as to be gradually released under physiological conditions, to provide effective concentrations of the pharmaceutical agent at the surface of the coating over a useful period, and the coating being adherent to the substrate and essentially water-insoluble.
Claim 42
Dependent Claim
18 words
The coated article of claim 37 in which the coating is resistant to degradation from exposure to sterilization.
Claim 43
Dependent Claim
13 words
The coated article of claim 37, in which the coating further comprises polyvinylpyrrolidone.
Claim 44
Dependent Claim
43 words
The coated article of claim 37, the coating having inner and outer layers, the inner layer adhering to the substrate and comprising a cellulose ester, and the outer layer having an exposed outer surface and comprising a cellulose ester and a pharmaceutical agent.
Claim 45
Dependent Claim
26 words
The coated article of claim 40, the inner layer comprising cellulose ester and polyurethane, and the outer layer comprising cellulose ester, polyvinylpyrrolidone, and a pharmaceutical agent.
Claim 46
Dependent Claim
14 words
The coated article of claim 41, the inner layer further comprising a pharmaceutical agent.
Claim 47
Dependent Claim
17 words
The coated article of claim 40, the inner layer further comprising dibutylphthalate, camphor, or a mixture thereof.
Claim 48
Dependent Claim
43 words
The coated device of claim 32 in which the coating liquid comprises a pharmaceutical agent, a cellulose ester, polyurethane, dibutylphthalate, camphor, and a solvent selected from the group consisting of methyl ethyl ketone, ethyl acetate, butyl acetate, isopropanol, cyclohexanone, butyrolactone, and mixtures thereof.
Claim 49
Dependent Claim
12 words
The coated device of claim 44, the coating liquid further comprising polyvinylpyrrolidone.
Claim 50
Dependent Claim
14 words
The coated device of claim 44 in which the pharmaceutical agent is tridodecylmethylammonium heparinate.
References Cited (Backward Citations)
US3695921A
Cited
US3844989A
Cited
US4127647A
Cited
US4100309A
Cited
US4119094A
Cited
US4442133A
Cited
US4769013A
Cited
WO1986000795A1
Cited
EP0184465A2
Cited
US4676975A
Cited
US4678660A
Cited
EP0231573A2
Cited
US5001009A
Cited
US5331027A
Cited
WO1989005138A1
Cited
EP0328421A2
Cited
EP0338418A1
Cited
US5013717A
Cited
US5061738A
Cited
US4847324A
Cited
WO1990003768A1
Cited
US5069899A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-06-11 | 1999-12-11 | 2000-06-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-06-11 | 2003-12-11 | 2004-06-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-06-11 | 2007-12-11 | 2008-06-11 | $7700.00 | Window Closed / Lapsed |