Biodegradable triblock copolymers for implantable devices

a bioabsorbable, triblock copolymer technology, applied in the direction of prosthesis, catheter, antibody medical ingredients, etc., can solve the problems of occlusion of the conduit, late thrombosis with drug-delivery stents, and collapse of the inner flap or torn arterial lining, so as to avoid adverse effects, improve mechanical properties, and perform the effect of functions

Inactive Publication Date: 2009-01-01
ABBOTT CARDIOVASCULAR
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0009]The present invention is directed to biodegradable polymeric materials used for implantable devices (e.g., stents) that enable the devices to perform their functions more effectively and avoid adverse effects. The polymeric materials are configured to completely or substantially completely erode after the devices accomplish their intended functions (e.g., maintaining vascular patency and locally delivering drugs), thereby avoiding adverse effects such as late stent thrombosis. Other advantages of the biodegradable polymeric materials include, among others, good mechanical properties (e.g., strength, rigidity, toughness and flexibility), control of drug-release rates, and enhanced adhesion to metal surfaces.

Problems solved by technology

A problem associated with angioplasty includes formation of intimal flaps or torn arterial linings which can collapse and occlude the conduit after the balloon is deflated.
One potential cause of late thrombosis with drug-delivery stents is a chronic inflammatory or hypersensitivity response to the polymeric coating on the stent.

Method used

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  • Biodegradable triblock copolymers for implantable devices
  • Biodegradable triblock copolymers for implantable devices
  • Biodegradable triblock copolymers for implantable devices

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of Poly(glycolide-ran-D,L-lactide)-block-poly(TMC)-block-poly(glycolide-ran-D,L-lactide), 51.8 mole % glycolide, 43.6 mole % trimethylene carbonate, and 4.6 mole % D,L-lactide

[0229]A flame-dried, three-neck 250 ml round-bottom flask is charged with 46.41 g (0.455 mole) trimethylene carbonate, 0.123 g (1.16 mmol) distilled diethylene glycol, and 0.053 ml of stannous octoate (0.33 M in toluene) (60,000:1 molar ratio monomer:catalyst). The flask is equipped with a flame-dried mechanical stirrer and adapter for argon purge and vacuum. The reaction vessel is purged by evacuating the flask, followed by venting with argon; this is repeated three times. The reaction flask, under an argon pressure of one atmosphere, is heated to 190° C. and maintained at this temperature for about 16 hours with slow stirring.

[0230]In the second stage of polymerization, 6.96 g (48.3 mmol) of D,L-lactide, and 62.64 g (0.54 mole) of molten glycolide, are added to the prepolymer in the reaction flask a...

example 2

Synthesis of Poly(D,L-lactide)-block-poly(caprolactone-ran-glycolide)-block-poly(D,L-lactide), 39.5 mole % caprolactone, 34.7 mole % D,L-lactide, and 25.8 mole % glycolide

[0231]A flame-dried, three-neck, 250 ml round-bottom flask is charged with 36.0 g (0.316 mole) caprolactone and 24.0 g (0.207 mole) glycolide. The flask is equipped with a flame-dried mechanical stirrer and adapter for argon purge and vacuum. The contents are heated to 120° C. and stirred under vacuum for four hours. After purging with argon, and cooling to room temperature, 0.11 gm (1.4 mmol) distilled diethylene glycol, and 0.097 ml of stannous octoate (0.33 M in toluene) (25,000:1 molar ratio monomer:catalyst), are added. The reaction vessel is purged by evacuating the flask followed by venting with argon; this is repeated three times. The reaction flask, under an argon pressure of one atmosphere, is heated to 180° C. and maintained at this temperature for about 24 hours with slow stirring.

[0232]In the second st...

example 3

Method of Manufacturing a Drug-Delivery Stent Coating Using the Copolymer of Example 1 or 2

[0233]In a first step, an optional primer coating is applied to a stent. A primer solution containing between about 0.1 mass % and about 15 mass %, (e.g., about 2.0 mass %) of the copolymer of Example 1 or 2, and the balance being a solvent mixture of chloroform and 1,1,1-trichloroethane (having about 50 mass % of chloroform and about 50 mass % of 1,1,1-trichloroethane) is prepared. The solution is applied onto the stent to form a primer layer.

[0234]To apply the primer layer, a spray apparatus (e.g., Sono-Tek MicroMist spray nozzle, manufactured by Sono-Tek Corp. of Milton, N.Y.) is used. The spray apparatus is an ultrasonic atomizer with a gas entrainment stream. A syringe pump is used to supply the coating solution to the nozzle. The composition is atomized by ultrasonic energy and applied to the stent surfaces. A useful nozzle-to-stent distance is about 20 mm to about 40 mm at an ultrasonic...

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Abstract

The present invention is directed to polymeric materials made of biodegradable, bioabsorbable triblock copolymers and implantable devices (e.g., drug-delivery stents) containing such polymeric materials. The polymeric materials may also contain at least one therapeutic substance. The polymeric materials are formulated so as to improve the mechanical and adhesion properties, degradation, biocompatibility and drug permeability of such materials and, thus, implantable devices formed of such materials.

Description

BACKGROUND[0001]1. Field of the Invention[0002]The present invention is directed to polymeric materials made of biodegradable, bioabsorbable triblock copolymers and implantable devices (e.g., drug-delivery stents) containing such polymeric materials.[0003]2. Description of the State of the Art[0004]Angioplasty is a well-known procedure for treating heart disease. A problem associated with angioplasty includes formation of intimal flaps or torn arterial linings which can collapse and occlude the conduit after the balloon is deflated. Moreover, thrombosis and restenosis of the artery may develop over several months after angioplasty, which may require another angioplasty procedure or a surgical by-pass operation. “Stenosis” refers to a narrowing or constriction of the diameter of a bodily passage or orifice, and “restenosis” refers to the reoccurrence of stenosis in a blood vessel or heart valve after it has been treated (as by balloon angioplasty, stenting, or valvuloplasty) with app...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61F2/00A61K31/337A61K31/436A61K31/445A61K31/506A61K31/56A61K31/565A61K38/44A61P9/00C08L33/02
CPCA61L29/041A61L29/16A61L31/048C08G81/00A61L2300/606A61K31/436A61L31/06A61L31/16A61P9/00A61L31/10A61L2420/00
Inventor PACETTI, STEPHEN D.TROLLSAS, MIKAEL
Owner ABBOTT CARDIOVASCULAR
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