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US4542169A
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Biomedical devices containing isothiazolones to control bacteria growth
Assignee: Rohm and Haas Co
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Filing: 1983-12-12
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Granted: 1985-09-17
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Expires: 2003-12-12
Abstract
Abstract The control of bacterial growth in biomedical devices using isothiazolones.
Inventors
- 👤 J. W. Costerton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 03:52
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/45; C08K5/46; A; A01; A01N; A01N43/00; A01N43/72; A01N43/80; A61; A61L; A61L27/00; A61L27/50; A61L27/54; A61L29/00; A61L29/14; A61L29/16; A61L31/00; A61L31/14; A61L31/16; A61P; A61P31/00; A61P31/04; A61L2300/00; A61L2300/20; A61L2300/216; A61L2300/40; A61L2300/404
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
177 words
A biomedical device selected from a skeletal joint replacement, cardiac valve, indwelling catheter, vascular prostheses, vascular access device, cardiac pacemaker, intrauterine device, intraperitoneal device or organ implant prepared from an elastomer having a Tg below 25° C. selected from natural rubber, synthetic rubber, silicone rubber, polypropylene, polyamide or polyurethane having incorporated therein or coated thereon from 0.03 to about 5 percent of an isothiazolone of the formula: ##STR2## wherein Y is hydrogen, unsubstituted C 4 -C 18 alkyl, hydroxyalkyl, haloalkyl, cyanoalkyl, alkylaminoalkyl, dialkylaminoalkyl, arylaminoalkyl, carboxyalkyl, carbalkoxyalkyl, alkoxyalkyl, aryloxyalkyl, alkylthioalkyl, arylthioalkyl, haloalkoxyalkyl, cycloaminoalkyl, or carbaloxyalkyl, unsubstituted C 4 -C 18 alkenyl, haloalkenyl or unsubstituted alkynyl, haloalkynyl and unsubstituted C 3 -C 12 cycloalkyl, 3,3,5-trimethylcyclohexyl, unsubstituted aralkyl of 6-10 carbon atoms, haloaralkyl, lower alkyl aralkyl, lower alkoxyaralkyl, or unsubstituted aryl of 6-10 carbon atoms, or phenyl, naphthyl, or pyridyl substituted with one or more halo, nitro, lower alkyl, lower alkoxy, lower alkylamino, acylamino, lower carbalkoxy, or sulfonyl; R is hydrogen, halo, or C 1 -C 4 alkyl; and R 1 is hydrogen, halo, or C 1 -C 4 alkyl.
Claim 2
Dependent Claim
177 words
A biomedical device selected from a skeletal joint replacement, cardiac valve, indwelling catheter, vascular prostheses, vascular access device, cardiac pacemaker, intrauterine device, intraperitoneal device or organ implant prepared from an elastomer having a Tg below 25° C. selected from natural rubber, synthetic rubber, silicone rubber, polypropylene, polyamide or polyurethane having incorporated therein or coated thereon from 0.03 to about 5 percent of an isothiazolone of the formula: ##STR2## wherein Y is hydrogen, unsubstituted C 4 -C 18 alkyl, hydroxyalkyl, haloalkyl, cyanoalkyl, alkylaminoalkyl, dialkylaminoalkyl, arylaminoalkyl, carboxyalkyl, carbalkoxyalkyl, alkoxyalkyl, aryloxyalkyl, alkylthioalkyl, arylthioalkyl, haloalkoxyalkyl, cycloaminoalkyl, or carbaloxyalkyl, unsubstituted C 4 -C 18 alkenyl, haloalkenyl or unsubstituted alkynyl, haloalkynyl and unsubstituted C 3 -C 12 cycloalkyl, 3,3,5-trimethylcyclohexyl, unsubstituted aralkyl of 6-10 carbon atoms, haloaralkyl, lower alkyl aralkyl, lower alkoxyaralkyl, or unsubstituted aryl of 6-10 carbon atoms, or phenyl, naphthyl, or pyridyl substituted with one or more halo, nitro, lower alkyl, lower alkoxy, lower alkylamino, acylamino, lower carbalkoxy, or sulfonyl; R is hydrogen, halo, or C 1 -C 4 alkyl; and R 1 is hydrogen, halo, or C 1 -C 4 alkyl.
Claim 3
Dependent Claim
110 words
The device of claim 1 wherein the isothiazolone is stabilized with at least one metal salt used in an amount of about 1 to 60 weight percent, based on weight of isothiazolone and metal salt, said metal salt being represented by the formula: (MX n ) wherein M is a cation of a metal selected from sodium, potassium, calcium, magnesium, copper, iron, zinc, barium, manganese, silver, cobalt, or nickel; X is an anion selected from chloride, bromide, iodide, sulfate, nitrate, nitrite, acetate, chlorate, perchlorate, bisulfate, bicarbonate, oxalate, maleate, p-toluenesulfonate, p-toluene, carbonate, or p-toluenephosphate; and n is an integer for which the anion X satisfies the valence of the cation M.
Claim 4
Dependent Claim
18 words
The device of claim 1 which contains from about 0.05 to about 1.0 percent by weight of isothiazolone.
Claim 5
Dependent Claim
59 words
The device of claim 1 wherein isothiazolone has the following substituents, Y is unsubstituted or substituted C 6 -C 18 alkyl, unsubstituted or substituted C 3 -C 12 cycloalkyl, or unsubstituted or substituted C 6 -C 10 aralkyl, and R and R 1 are the same or different radical selected from hydrogen, halo, or C 1 -C 4 alkyl.
Claim 6
Dependent Claim
42 words
The device of claim 4 wherein the isothiazolone has the following substituents; Y is C 6 -C 18 alkyl, or unsubstituted C 3 -C 12 cycloalkyl, and R and R 1 are the same or different radical selected from hydrogen or chloro.
Claim 7
Dependent Claim
21 words
The device of claim 5 wherein the isothiazolone is selected from 4,5-dichloro-N-cyclohexyl-isothiazolin-3-one; 4,5-dichloro-N-benzyl-isothiazolin-3-one; 4,5-dichloro-N-2-phenethyl-isothiazolin-3-one; 4,5-dichloro-N-n-hexyl-isothiazolin-3-one; 4,5-dichloro-N-n-octyl-isothiazolin-3-one; 4,5-dichloro-N-n-heptyl-isothiazolin-3-one; 5-chloro-N-(p-chlorobenzyl)isothiazolin-3-one; or combinations thereof.
Claim 8
Dependent Claim
15 words
The device of claim 6 wherein the isothiazolone is a combination of 4,5-dichloro-N-cyclohexyl-isothiazolin-3-one and 4,5-dichloro-N-n-octyl-isothiazolin-3-one.
Claim 9
Dependent Claim
34 words
The device of claim 1 which is selected from skeletal joint replacements, cardiac valves, indwelling catheters, vascular prostheses, vascular access devices, cardiac pacemakers, intra-uterine devices, intraperitoneal devices, or organ implants made from synthetic materials.
Claim 10
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 1 as an indwelling device.
Claim 11
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 2 as an indwelling device.
Claim 12
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 3 as an indwelling device.
Claim 13
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 4 as an indwelling device.
Claim 14
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 5 as an indwelling device.
Claim 15
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 6 as an indwelling device.
Claim 16
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 7 as an indwelling device.
Claim 17
Dependent Claim
26 words
A method for controlling bacteria which form a colony resistant to conventional antibiotic therapy which comprises employing the device of claim 8 as an indwelling device.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1988-09-16 | 1989-03-18 | 1989-09-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-16 | 1993-03-18 | 1993-09-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-16 | 1997-03-18 | 1997-09-17 | $7700.00 | Window Closed / Lapsed |