Therapeutic, diagnostic, or hydrophilic coating for an intracorporeal medical device
First Claim
1. An intracorporeal medical device having a therapeutic, diagnostic, or hydrophilic coating, the coating comprising:
- a) a polymerized base coat on the device formed from a solution of a binding component and a grafting component polymerized and crosslinked to the binding component on the device so that the grafting component bonds to the device, the binding component having at least a first functional group selected from the group consisting of polyaziridine, polycarbodiimide, aldehyde, isocyanate, succinimide, maleimide, oxirane, and carboxyl derivatized with carbodiimide or tresyl or succinimide; and
the grafting component being selected from the group consisting of vinyl, acrylate and allyl compounds; and
b) a top coat on the base coat, comprising a therapeutic, diagnostic or hydrophilic agent, or a complex of a therapeutic, diagnostic or hydrophilic agent and a linking agent, the therapeutic, diagnostic or hydrophilic agent or the linking agent having a functional group which bonds with the binding component, said functional group selected from the group consisting of carboxyl, hydroxy, amine, and thiol, covalently bonded to the binding component.
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Accused Products
Abstract
A method of providing a therapeutic, diagnostic or lubricious hydrophilic coating on an intracorporeal medical device and the coated device produced thereby, wherein the coating is durable. In one embodiment, the coating comprises a polymerized base coat and a therapeutic, diagnostic or hydrophilic top coat, where the base coat has a binding component which binds to the top coat, and a grafting component which binds to the binding component and adheres to the device. In another embodiment, the coating comprises a blend of a hydrophilic compound, a grafting component, and salt, wherein the polymerized grafting component contains uncrosslinked domains. The coating of the invention may be applied to a medical device with a polymeric surface such as a polymeric catheter, or a metal device coated with a polymeric primer or without a primer, or to a stent.
475 Citations
33 Claims
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1. An intracorporeal medical device having a therapeutic, diagnostic, or hydrophilic coating, the coating comprising:
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a) a polymerized base coat on the device formed from a solution of a binding component and a grafting component polymerized and crosslinked to the binding component on the device so that the grafting component bonds to the device, the binding component having at least a first functional group selected from the group consisting of polyaziridine, polycarbodiimide, aldehyde, isocyanate, succinimide, maleimide, oxirane, and carboxyl derivatized with carbodiimide or tresyl or succinimide; and
the grafting component being selected from the group consisting of vinyl, acrylate and allyl compounds; and
b) a top coat on the base coat, comprising a therapeutic, diagnostic or hydrophilic agent, or a complex of a therapeutic, diagnostic or hydrophilic agent and a linking agent, the therapeutic, diagnostic or hydrophilic agent or the linking agent having a functional group which bonds with the binding component, said functional group selected from the group consisting of carboxyl, hydroxy, amine, and thiol, covalently bonded to the binding component. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24)
a (co)monomer selected from the group consisting of 2-aminoethyl acrylate, 2-aminoethyl methacrylate, N-(3-aminopropyl) methacrylamide;
a polymer of at least one of said (co)monomers co-polymerized with hydrophilic monomers selected from the group consisting of acrylamide, di-methyl acrylamide, and N-vinyl pyrrolidone;
a peptide having a secondary basic group for reaction with the binding component;
orpolyethylenimine.
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6. The coated device of claim 4 wherein the binding component is selected from the group consisting of biuret and isocyanate trimer of 1,6 hexamethylene di-isocyanate.
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7. The coated device of claim 4 wherein the binding component is glutaraldehyde.
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8. The coated device of claim 1 wherein the therapeutic or diagnostic agent comprises an antisense oligonucleotide.
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9. The coated device of claim 8 wherein the antisense oligonucleotide is bound to a sense oligonucleotide.
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10. The coated device of claim 8 wherein the antisense oligonucleotide includes a hydrophobic compound.
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11. The coated device of claim 1 wherein the binding component is an isocyanate compound when the therapeutic, diagnostic or hydrophilic agent or complex compound functional group is a hydroxy group.
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12. The coated device of claim 11 wherein the hydrophilic agent is selected from the group consisting of poly(vinyl alcohol), hydroxy propyl cellulose, and poly(acrylamide cohydroxy ethyl methacrylate).
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13. The coated device of claim 1 wherein the device has a metal surface with the therapeutic, diagnostic or hydrophilic agent thereon.
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14. The coated device of claim 13 wherein the device is selected from the group consisting of stents, guidewires, and cardiac pacing leads.
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15. The coated device of claim 13 wherein the device surface has a polymeric primer coating selected from the group consisting of vinyl, acrylate and allyl compounds.
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16. The coated device of claim 1 wherein the linking agent comprises an avidin-biotin complex having an avidin moiety bound to a biotin moiety, wherein the avidin-biotin complex is bound to the binding agent and to the therapeutic, diagnostic, or hydrophilic agent.
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17. The coated device of claim 1 wherein the linking agent comprises a liposome, microsponge, or microsphere containing the therapeutic or diagnostic agent.
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18. The coated device of claim 1 wherein the therapeutic or diagnostic agent is selected from the group consisting of proteins, peptides, oligonucleotides, antisense oligonucleotides, cellular adhesion promoting proteins, extracellular matrix proteins, polysaccharides, and nitric oxide donating compounds.
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19. The coated device of claim 1 wherein the therapeutic or diagnostic agent comprises one or more extracellular matrix proteins selected from the group consisting of fibronectin, laminin, collagen, and vitronectin.
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20. The coated device of claim 1 wherein the therapeutic or diagnostic agent comprises one or more nitrogen oxide donating compounds selected from the group consisting of 2-methyl-2-nitrosopropane, S-Nitroso-N-acetyl-D,L-penicillamine, 3-morpholoinosydoimine, sodium nitrate, s-nitrosoglutathione, sodium nitroprusside, and nitroglycerine.
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21. The coated device of claim 1 wherein the device is a catheter.
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22. The coated device of claim 1 wherein the grafting component is trimethylol propane triacrylate.
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23. The coated device of claim 1 wherein the binding component is a homofunctional compound having a homofunctional group selected from the group consisting of isocyanate, carbodiimide, aziridine, and aldehyde groups covalently bonded to the grafting component.
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24. The coated device of claim 1 wherein the binding component is a heterofunctional compound having the first functional group selected from the group consisting aldehyde, isocyanate, succinimide, maleimide, and oxirane, and a second functional group selected from the group consisting of vinyl, methacrylate, acrylate, and allyl groups copolymerized with the grafting component.
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25. An intracorporeal medical device having a coating, the coating comprising:
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a) a compound; and
b) a polymerized grafting component selected from the group consisting of vinyl, acrylate, and allyl compounds, crosslinked to the compound in a crosslinked network, the crosslinked network comprising the grafting component polymerized and crosslinked in the presence of an ionic compound with at least one inorganic ion, the ionic compound being dissolvably removable from the coating. - View Dependent Claims (26, 27, 28, 29)
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30. An intracorporeal medical device having a therapeutic, diagnostic, or hydrophilic coating, the coating comprising:
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a) a polymerized base coat on the device, comprising;
a binding component having at least a first functional group selected from the group consisting of polyaziridine, polycarbodiimide, aldehyde, isocyanate, succinimide, maleimide, oxirane, and carboxyl derivatized with carbodiimide or tresyl or succinimide; and
a grafting component, the grafting component being trimethylol propane triacrylate; and
b) a top coat on the base coat, comprising a therapeutic, diagnostic or hydrophilic agent, or a complex of a therapeutic, diagnostic or hydrophilic agent and a linking agent, the therapeutic, diagnostic or hydrophilic agent or the linking agent having a functional group which bonds with the binding component, said functional group is selected from the group consisting of carboxyl, hydroxy amine, and thiol, covalently bonded to the binding component, wherein the binding component is selected from the group consisting of aldehyde compounds and isocyanate compounds when the therapeutic, diagnostic or hydrophilic compound or complex compound functional group is an amine group.
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31. An intracorporeal medical device having a therapeutic, diagnostic, or hydrophilic coating, the coating comprising:
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a) a polymerized base coat on the device, comprising;
a binding component having at least a first functional group selected from the group consisting of polyaziridine, polycarbodiimide, aldehyde, isocyanate, succinimide, maleimide, oxirane, and carboxyl derivatized with carbodiimide or tresyl or succinimide; and
a grafting component selected from the group consisting of vinyl, acrylate and allyl compounds; and
b) a top coat on the base coat, comprising a therapeutic, diagnostic or hydrophilic agent, or a complex of a therapeutic, diagnostic or hydrophilic agent and a linking agent, the therapeutic, diagnostic or hydrophilic agent or the linking agent having a functional group which bonds with the binding component, said functional group is selected from the group consisting of carboxyl, hydroxy amine, and thiol, covalently bonded to the binding component, wherein the binding component is selected from the group consisting of aldehyde compounds and isocyanate compounds when the therapeutic, diagnostic or hydrophilic compund or complex compound functional group is an amine group, and wherein the therapeutic, diagnostic or hydrophilic agent is;
a (co)monomer selected from the group consisting of 2-aminoethyl acrylate, 2-aminoethyl methacrylate, N-(3-aminopropyl) methacrylamide;
a polymer of at least one of said (co)monomers co-polymerized with hydrophilic monomers selected from the group consisting of acrylamide, di-methyl acrylamide, and N-vinyl pyrrolidone;
a peptide having a secondary basic group for reaction with the binding component;
orpolyethylenimine.
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32. An intracorporeal medical device having a therapeutic, diagnostic, or hydrophilic coating, the coating comprising:
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a) a polymerized base coat on the device, comprising;
a binding component having at least a first functional group selected from the group consisting of polyaziridine, polycarbodiimide, aldehyde, isocyanate, succinimide, maleimide, oxirane, and carboxyl derivatized with carbodiimide or tresyl or succinimide; and
a grafting component selected from the group consisting of vinyl, acrylate and allyl compounds; and
b) a top coat on the base coat, comprising a therapeutic, diagnostic or hydrophilic agent, or a complex of a therapeutic, diagnostic or hydrophilic agent and a linking agent, the therapeutic, diagnostic or hydrophilic agent or the linking agent having a functional group which bonds with the binding component, said functional group is selected from the group consisting of carboxyl, hydroxy amine, and thiol, covalently bonded to the binding component, and wherein the binding component is an isocyanate compound when the therapeutic, diagnostic or hydrophilic compound or complex compound functional group is an amine group, and the binding component is selected from the group consisting of biuret and isocyanate trimer of 1,6 hexamethylene di-isocyanate.
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33. An intracorporeal medical device having a therapeutic, diagnostic, or hydrophilic coating, the coating comprising:
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a) a polymerized base coat on the device, comprising;
a binding component having at least a first functional group selected from the group consisting of polyaziridine, polycarbodiimide, aldehyde, isocyanate, succinimide, maleimide, oxirane, and carboxyl derivatized with carbodiimide or tresyl or succinimide; and
a grafting component selected from the group consisting of vinyl, acrylate and allyl compounds; and
b) a top coat on the base coat, comprising a therapeutic, diagnostic or hydrophilic agent, or a complex of a therapeutic, diagnostic or hydrophilic agent and a linking agent, the therapeutic, diagnostic or hydrophilic agent or the linking agent having a functional group which bonds with the binding component, said functional group is selected from the group consisting of carboxyl, hydroxy amine, and thiol, covalently bonded to the binding component, and wherein the binding component is an aldehyde compounds when the therapeutic, diagnostic or hydrophilic compound or complex compound functional group is an amine group, and the binding component is glutaraldehyde.
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Specification