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US4320121A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of emulsifying cholesterol, cholesterol esters and triglyceride compounds

Assignee: LIPID SPECIALTIES Inc A CORP OF
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Filing: 1979-11-05
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Granted: 1982-03-16
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Expires: 1999-11-05
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Abstract

Abstract A method of emulsifying water insoluble compounds particularly cholesterol, cholesterol esters and triglycerides in the blood which method comprises emulsifying the water insoluble compound with a novel synthetic phosphatidyl quaternary ammonium, sulfonium and phosphonium hydroxide compounds or emulsifying agents which compounds have a hydrophobic/hydrophilic balance different from the natural phosphatidylcholine, by changes in the polar group.

Inventors

  • 👤 Barry D. Sears

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 16:25
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/66; A61K31/683; A61K31/685; A61K47/00; A61K47/06; A61K47/24; A61K9/00; A61K9/0012; A61K9/0019; B; B82; B82Y; B82Y5/00; C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/10; C07F9/28; C07F9/54; C07F9/5407; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2982; Y10T428/2984

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 86 words
A method of emulsifying a water-insoluble compound to form a mixed micelle product, which method comprises: admixing a water-insoluble compound, selected from the group consisting of water-insoluble compounds of cholesterol, cholesterol esters and triglycerides, with a synthetic quaternary-ammonium phosphatidyl compound having the general structural formula: ##STR4## wherein ##STR5## is a long-chain fatty-acid radical; R 1 , R 2 and R 3 are alkyl radicals, which alkyl radicals have in total four or more carbon atoms; and R 4 is a C 1 -C 10 polymethylene radical.
Claim 2
Independent Claim 86 words
A method of emulsifying a water-insoluble compound to form a mixed micelle product, which method comprises: admixing a water-insoluble compound, selected from the group consisting of water-insoluble compounds of cholesterol, cholesterol esters and triglycerides, with a synthetic quaternary-ammonium phosphatidyl compound having the general structural formula: ##STR4## wherein ##STR5## is a long-chain fatty-acid radical; R 1 , R 2 and R 3 are alkyl radicals, which alkyl radicals have in total four or more carbon atoms; and R 4 is a C 1 -C 10 polymethylene radical.
Claim 3
Dependent Claim 56 words
The method of claim 1 which includes admixing the water-insoluble compound and the synthetic quaternary-ammonium phosphatidyl compound in the presence of a volatile organic solvent, evaporating the solvent to form a dried mixture, and, thereafter, adding water to the dried mixture, to form a mixed micelle composed of the synthetic phosphatidyl compound and the water-insoluble compound.
Claim 4
Dependent Claim 42 words
The method of claim 1 which includes the preparation of an organic solvent solution containing the water-insoluble compound and the phosphatidyl compound, and injecting the solvent solution into water to form a mixed micelle compound, and, thereafter, recovering the mixed micelle compound.
Claim 5
Dependent Claim 32 words
The method of claim 1 which includes adding the synthetic quaternary-ammonium phosphatidyl compound to an aqueous suspension of the water-insoluble compound, and, thereafter, homogenizing the mixture to form a mixed micelle compound.
Claim 6
Dependent Claim 21 words
The method of claim 3 wherein the organic solvent is selected from the group consisting of methanol, ethanol, dioxane and ether.
Claim 7
Dependent Claim 16 words
The method of claim 1 wherein the R is a C 14 -C 20 fatty-acid radical.
Claim 8
Dependent Claim 32 words
The method of claim 1 wherein R 4 is a C 2 -C 5 methylene chain, and R 1 , R 2 and R 3 are C 2 -C 4 alkyl radicals.
Claim 9
Dependent Claim 28 words
The method of claim 1 wherein the synthetic phosphatidyl is selected from the group of: dioleoyl phosphatidyl-(methylethylene-N-triethyl) ammonium; dipalmitoyl phosphatidyl-(ethylene-N-dimethylethyl) ammonium; distearoyl phosphatidyl-(ethylene-N-dimethylethyl) ammonium; and oleoyl-palmitoyl phosphatidyl-(ethylene-N-dimethylethyl) ammonium.
Claim 10
Dependent Claim 11 words
The mixed micelle product produced by the method of claim 8.
Claim 11
Dependent Claim 11 words
The mixed micelle product produced by the method of claim 1.
Claim 12
Dependent Claim 42 words
The mixed micelle product produced by the method of claim 1, wherein ##STR6## is a C 14 -C 20 fatty-acid radical and R 4 is trimethylene, and R 1 and R 2 are methyl radicals and R 3 is an ethyl radical.
Claim 13
Dependent Claim 27 words
The method of claim 1 wherein ##STR7## is selected from the group of fatty-acid radicals of oleic, stearic, myristic, palmitic, egg yolk, soybean, linoleic and combinations thereof.
Claim 14
Dependent Claim 21 words
The method of claim 1 wherein R 1 and R 2 are methyl radicals and R 3 is an ethyl radical.
Claim 15
Dependent Claim 19 words
The method of claim 1 wherein R 1 , R 2 and R 3 are the same alkyl radicals.
Claim 16
Dependent Claim 16 words
The method of claim 1 wherein R 4 is a C 2 -C 5 methylene radical.

References Cited (Backward Citations)

US2853419A Cited
US4159988A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-03-15 1985-09-14 1986-03-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-03-15 1989-09-14 1990-03-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-03-15 1993-09-14 1994-03-16 $7700.00 Window Closed / Lapsed

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