Drug – bio-affecting and body treating compositions – Radionuclide or intended radionuclide containing; adjuvant... – In an organic compound
Patent
1994-10-12
1998-07-28
Lovering, Richard D.
Drug, bio-affecting and body treating compositions
Radionuclide or intended radionuclide containing; adjuvant...
In an organic compound
252312, 252314, 424 937, 514757, 514832, 514833, 514942, 514943, A61K 3102, A61K 4300, A61K 4904, B01J 1300
Patent
active
057859507
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD OF INVENTION
This invention relates to compositions comprising highly fluorinated, chloro-substituted, non-cyclic organic compounds having 7 to 9 carbon atoms and to processes of making and using them. More particularly, this invention relates to emulsions comprising those highly fluorinated, chloro-substituted organic compounds. This invention also relates to emulsions comprising non-cyclic perfluorochloroethers having 7 to 10 carbon atoms, preferably 7 to 9 carbon atoms. These novel emulsions have various medical and oxygen transport applications. They are especially useful medically as contrast media for various biological imaging modalities, such as nuclear magnetic resonance, .sup.19 F-magnetic resonance imaging, ultrasound, x-ray, computed tomography and position emission tomography, as oxygen transport agents or "artificial bloods," in the treatment of heart attack, stroke, and other vascular obstructions, as adjuvants to coronary angioplasty and in cancer radiation treatment and chemotherapy.
BACKGROUND OF THE INVENTION
Highly fluorinated organic compounds, and particularly perfluorocarbon compounds, are well known to be both stable and chemically inert. During the past 20 years much attention has focused on the use of such compounds in biological systems because they are capable of dissolving and transporting large amounts of oxygen. These properties make them potentially useful as contrast media, oxygen transport agents or "artificial bloods", in the treatment of heart attack, stroke, and other vascular obstructions, as adjuvants to coronary angioplasty, and in cancer radiation treatment and chemotherapy.
Among the highly fluorinated organic compounds that are said to be useful in such applications are perfluorocarbon compounds, e.g., nonane, perfluoromethyl adamantane, perfluorodimethyl adamantane, and perfluoro-2,2,4,4-tetramethylpentane; 9-12C perfluoro amines, e.g., perfluorotripropyl amine, perfluorotributyl amine, perfluoro-1-azatricyclic amines; bromofluorocarbon compounds, e.g., perfluorooctyl bromide and perfluorooctyl dibromide; F-4-methyl octahydroquinolidizine and perfluoro ethers, including chlorinated polyfluorocyclic ethers. Such compounds are described, for example, in U.S. Pat. Nos. 3,962,439, 3,493,581, 4,110,474, 4,186,253, 4,187,252, 4,252,827, 4,423,077, 4,443,480, 4,534,978, 4,686,024, 4,865,836, 4,866,096 and 4,868,318, European patent applications 80716 and 158,996, British patent specification 1,549,038 and German Offen. 2,650,586.
For intravenous use, highly fluorinated organic compounds must be dispersed as emulsions. See, 35 e.g., L. C. Clark, Jr. et al., "Emulsions Of Perfluorinated Solvents For Intravascular Gas Transport," Fed. Proc., 34(6), pp. 1468-77 (1975); K. Yokoyama et al., "A Perfluorochemical Emulsion As An Oxygen Carrier," Artif. Organs (Cleve), 8(1), pp. 34-40 (1984); and U.S. Pat. Nos. 4,110,474 and 4,187,252. Neat, highly fluorinated organic compounds are immiscible in blood.
Such emulsions must not only contain a high enough concentration of the highly fluorinated organic compound to be effective in the desired level of oxygen transport, they must also by capable of sterilization, preferably by heat, have long term stability in the fluid or non-frozen state, persist for sufficiently long times in the blood stream to deliver useful quantities of oxygen and yet be eliminated rapidly enough from the body to avoid toxicity and retention in body parts and organs.
SUMMARY OF THE INVENTION
This invention relates to novel compositions comprising highly fluorinated, chloro-substituted, non-cyclic organic compounds having 7 to 9 carbon atoms and to processes of making and using them. More particularly, this invention relates to novel highly fluorinated, chloro-substituted organic compound-containing emulsions.
The emulsions of this invention are useful in various oxygen transport applications. They are particularly useful in medical applications, e.g., as contrast media for various biological imaging modalities, including nuclear magnetic
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Flynn Richard M.
Kaufman Robert J.
Moore George G. I.
Richard Thomas J.
HemaGen/PFC
Lovering Richard D.
Minnesota Mining & Manufacturing Co.
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