US5080885A
Expired / Lapsed
US
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Brominated perfluorocarbon emulsions for internal animal use for contrast enhancement and oxygen transport
Assignee: PFC Therapeutics LLC
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Filing: 1989-08-24
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Granted: 1992-01-14
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Expires: 2009-08-24
Abstract
Abstract A non-toxic, brominated perfluorocarbon emulsion for internal and intravenous use in animals (including humans) is disclosed, for use as an oxygen transport medium and as a contrast enhancement medium capable of facilitating the detection of tumors and other elements within the body. This emulsion is stable and maintains its very small particle size characteristics for extended periods of time, often exceeding eighteen months after sterilization, and further may include a stabilizing component selected from the group consisting of steroids, tocopherols, cholesterols, and combinations thereof. An anti-oxidizing component enhances delivery in oxygen transport.
Inventors
- 👤 David M. Long, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 17:30
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/0012; A61K9/0019; A61K9/0026; A61K31/00; A61K31/02; Y; Y10; Y10S; Y10S977/00; Y10S977/902; Y10S977/904; Y10S977/915; Y10S977/927; Y10T; Y10T436/00; Y10T436/24
Claims Analysis
Total Claims: 60
Claim 1
Independent Claim
86 words
A fluorocarbon emulsion, prepared by: combining an aqueous phase with an effective amount of emulsifying agent and a fluorocarbon to form a mixture having from greater than 40% to about 125% weight per volume of said fluorocarbon; and passing the fluorocarbon-containing mixture through a mechanical emulsification apparatus in which said mixture is subjected to sufficiently high flow rates and pressures to form a stable, heat sterilizable fluorocarbon-in-water emulsion; wherein said emulsion is biocompatible and exhibits substantial particle size stability in the non-frozen state following heat sterilization.
Claim 2
Dependent Claim
86 words
A fluorocarbon emulsion, prepared by: combining an aqueous phase with an effective amount of emulsifying agent and a fluorocarbon to form a mixture having from greater than 40% to about 125% weight per volume of said fluorocarbon; and passing the fluorocarbon-containing mixture through a mechanical emulsification apparatus in which said mixture is subjected to sufficiently high flow rates and pressures to form a stable, heat sterilizable fluorocarbon-in-water emulsion; wherein said emulsion is biocompatible and exhibits substantial particle size stability in the non-frozen state following heat sterilization.
Claim 3
Dependent Claim
10 words
The emulsion of claim 1, which has been heat sterilized.
Claim 4
Dependent Claim
64 words
A brominated fluorocarbon emulsion, comprising: an continuous aqueous phase, a discontinuous brominated fluorocarbon phase, and an effective amount of emulsifying agent, wherein the concentration of said fluorocarbon phase in said emulsion is greater than 75% and no more than 125%, weight per volume, and wherein said emulsion exhibits substantial particle size stability on storage in the non-frozen state following heat sterilization and is biocompatible.
Claim 5
Dependent Claim
64 words
A brominated fluorocarbon emulsion, comprising: an continuous aqueous phase, a discontinuous brominated fluorocarbon phase, and an effective amount of emulsifying agent, wherein the concentration of said fluorocarbon phase in said emulsion is greater than 75% and no more than 125%, weight per volume, and wherein said emulsion exhibits substantial particle size stability on storage in the non-frozen state following heat sterilization and is biocompatible.
Claim 6
Dependent Claim
23 words
The emulsion of claim 3, wherein the concentration of said fluorocarbon phase in said emulsion is at least about 80%, weight per volume.
Claim 7
Dependent Claim
23 words
The emulsion of claim 3, wherein the concentration of said fluorocarbon phase in said emulsion is at least about 100%, weight per volume.
Claim 8
Dependent Claim
17 words
The emulsion of claim 1, consisting essentially of said aqueous phase, said fluorocarbon, and said emulsifying agent.
Claim 9
Dependent Claim
28 words
The emulsion of claim 1, wherein said emulsifying agent comprises a phospholipid in an amount of from about 3-4.5 grams w/v for concentrations of about 70-80% w/v bromofluorocarbon.
Claim 10
Dependent Claim
28 words
The emulsion of claim 3, wherein said emulsifying agent comprises a phospholipid in an amount of from about 4-7 grams w/v for concentrations of about 90-110% w/v bromofluorocarbon.
Claim 11
Dependent Claim
24 words
The emulsion of claim 1, further comprising a biocompatible quantity of a compound selected from the group including cholesterol, steroids, tocopherol and combinations thereof.
Claim 12
Dependent Claim
10 words
The emulsion of claim 1, wherein said perfluorocarbon is brominated.
Claim 13
Dependent Claim
12 words
The emulsion of claim 1, wherein said emulsifying agent is a phospholipid.
Claim 14
Dependent Claim
13 words
The emulsion of claim 1, wherein said emulsifying agent is a non-ionic surfactant.
Claim 15
Dependent Claim
13 words
The emulsion of claim 12, wherein said non-ionic surfactant is a polyoxyethylene-polyoxyethylene-polyoxypropylene copolymer.
Claim 16
Dependent Claim
13 words
The emulsion of claim 1, wherein said emulsifying agent is a fluorinated surfactant.
Claim 17
Dependent Claim
16 words
The emulsion of claim 9, wherein said selected compound is a combination of steroid and cholesterol.
Claim 18
Dependent Claim
12 words
The emulsion of claim 15, wherein said steroid is a fluorinated steroid.
Claim 19
Dependent Claim
17 words
The emulsion of claim 16, wherein said steroid is fluorinated, in the 9-alpha or the 6-alpha position.
Claim 20
Dependent Claim
24 words
The emulsion of claim 17, wherein said steroid is selected from the group consisting of 9-alpha-fluoro-16-alpha-methyl-prednisolone, 9-alpha-fluoro-16-beta-methylprednisolone, 9- alpha-fluoro-16 -alpha-hydroxyprednisolone, 6-alpha-fluoro-16-alpha-methylprednisolone, and combinations thereof.
Claim 21
Dependent Claim
13 words
The emulsion of claim 9, further comprising an effective amount of an anti-oxidant.
Claim 22
Dependent Claim
24 words
The emulsion of claim 19, wherein the amount of anti-oxidant utilized is in the range of from about 0.01% to 0.5%, weight per volume.
Claim 23
Dependent Claim
21 words
The emulsion of claim 19, wherein said anti-oxidant is selected from the group consisting of sterols, tocopherols, and water-soluble analogs thereof.
Claim 24
Dependent Claim
20 words
The emulsion of claim 19, wherein said anti-oxidant is selected from the group consisting of ascorbic acid and calcium ascorbate.
Claim 25
Dependent Claim
12 words
The emulsion of claim 18, wherein said emulsifying agent is a phospholipid.
Claim 26
Dependent Claim
13 words
The emulsion of claim 18, wherein said emulsifying agent is a non-ionic surfactant.
Claim 27
Dependent Claim
13 words
The emulsion of claim 24, wherein said non-ionic surfactant is a polyoxyethylene-polyoxypropylene copolymer.
Claim 28
Dependent Claim
13 words
The emulsion of claim 18, wherein said emulsifying agent is a fluorinated surfactant.
Claim 29
Dependent Claim
16 words
The emulsion of claim 18, wherein the selected compound is a combination of steroid and cholesterol.
Claim 30
Dependent Claim
12 words
The emulsion of claim 27, wherein said steroid is a fluorinated steroid.
Claim 31
Dependent Claim
17 words
The emulsion of claim 28, wherein said steroid is fluorinated in the 9-alpha or the 6-alpha position.
Claim 32
Dependent Claim
25 words
The emulsion of claim 29, wherein said steroid is selected from the group consisting of 9-alpha-fluoro-16-alpha-methyl-prednisolone, 9-alpha-fluoro-16-beta-methylprednisolone, 9- alpha-fluoro- 16 -alpha-hydroxyprednisolone, 6-alpha-fluoro-16-alpha-methylprednisolone and combinations thereof.
Claim 33
Dependent Claim
41 words
The emulsion of claim 1, wherein said emulsifying agent, in the non-frozen state after heat sterilization, is comprised largely of emulsified perfluorocarbon in particle . sizes of less than 400 nanometers with a mean diameter side of less than 150 nanometers.
Claim 34
Dependent Claim
42 words
The emulsion of claim 1, wherein about 95% of said emulsifying agent, in the non-frozen state after heat sterilization, is comprised of emulsified perfluorocarbon in particle sizes of less than 400 nanometers with a mean diameter side of less than 150 nanometers.
Claim 35
Dependent Claim
25 words
The emulsion of claim 32, wherein said emulsified perfluorocarbon particles may be stably maintained in said emulsion for more than one month after heat sterilization.
Claim 36
Dependent Claim
12 words
The emulsion of claim 33, wherein said emulsifying agent is a phospholipid.
Claim 37
Dependent Claim
13 words
The emulsion of claim 32, wherein said emulsifying agent is a non-ionic surfactant.
Claim 38
Dependent Claim
13 words
The emulsion of claim 35, wherein said non-ionic surfactant is a polyoxyethylene-polyoxypropylene copolymer.
Claim 39
Dependent Claim
13 words
The emulsion of claim 33, wherein said emulsifying agent is a fluorinated surfactant.
Claim 40
Dependent Claim
26 words
The emulsion of claim 33, further comprising a biocompatible amount of a compound selected from the group consisting of sterols, steroids, cholesterol, tocopherols, and combinations thereof.
Claim 41
Dependent Claim
40 words
The emulsion of claim 38, wherein said biocompatible amount is in the range of from about 0.0001 to about 0.05 percent, weight per volume, of a compound selected from the group consisting of sterols, steroids, cholesterol, tocopherols, and combinations thereof.
Claim 42
Dependent Claim
12 words
The emulsion of claim 39, further comprising an effective amount of anti-oxidant.
Claim 43
Dependent Claim
20 words
The emulsion of claim 40, wherein said anti-oxidant is selected from a group consisting of tocopherol and water-soluble analogs thereof.
Claim 44
Dependent Claim
20 words
The emulsion of claim 40, wherein said anti-oxidant is selected from a group consisting of ascorbic acid and calcium ascorbate.
Claim 45
Dependent Claim
11 words
The emulsion of claim 1, wherein said emulsion is substantially radiopaque.
Claim 46
Dependent Claim
13 words
The emulsion of claim 10, wherein said brominated fluorocarbon comprises a mono-brominated perfluorocarbon.
Claim 47
Dependent Claim
15 words
The emulsion of claim 1, wherein said emulsion has a viscosity suitable for intravascular use.
Claim 48
Dependent Claim
38 words
A process for imaging internal body parts of an animal body, comprising intravascular insertion of a contrast enhancing emulsion of claim 1 which is made with a non-toxic fluorocarbon, and imaging of the animal body containing such emulsion.
Claim 49
Dependent Claim
12 words
The process of claim 46 wherein said emulsion further comprises an anti-oxidant.
Claim 50
Dependent Claim
10 words
The process of claim 47 wherein said anti-oxidant comprises tocopherol.
Claim 51
Dependent Claim
11 words
The process of claim 47 wherein said anti-oxidant comprises ascorbic acid.
Claim 52
Dependent Claim
12 words
The process of claim 47 wherein said non-toxic fluorocarbon is substantially radiopaque.
Claim 53
Dependent Claim
13 words
The process of claim 46 wherein said non-toxic fluorocarbon is a brominated fluorocarbon.
Claim 54
Dependent Claim
13 words
The process of claim 46 wherein the emulsifying agent comprises a fluorinated surfactant.
Claim 55
Dependent Claim
23 words
A process for imaging internal tissue and cavity body parts of an animal body comprising non-vascular insertion of the emulsion of claim 1.
Claim 56
Dependent Claim
13 words
The process of claim 53 wherein said emulsifying agent comprises a fluorinated surfactant.
Claim 57
Dependent Claim
12 words
The process of claim 53 wherein said emulsion further comprises an anti-oxidant.
Claim 58
Dependent Claim
11 words
The process of claim 55 wherein said anti-oxidant comprises a tocopherol.
Claim 59
Dependent Claim
11 words
The process of claim 55 wherein said anti-oxidant comprises ascorbic acid.
Claim 60
Dependent Claim
11 words
The process of claim 55 wherein said fluorocarbon is substantially radiopaque.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-01-13 | 1995-07-15 | 1996-01-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-01-13 | 1999-07-15 | 2000-01-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-01-13 | 2003-07-15 | 2004-01-14 | $7700.00 | Window Closed / Lapsed |