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US4590060A Expired / Lapsed US ⏱️ 0.0 years remaining

Agent facilitating liposome cellular wall transport, a method for the production thereof and its use

Assignee: Individual
•
Filing: 1983-12-02
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Granted: 1986-05-20
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Expires: 2003-12-02
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Abstract

Abstract An agent is described in which contains an aldehyde of formula I RCHO (I) in which R is a hydrogen atom, a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms, and preferably an alcohol of formula II R'CH.sub.2 OH (II) in which R' has the meaning indicated above. The agent is used together with charged liposomes. By the administration of the agent, the permeability of the liposomes through tissue cell walls is substantially improved and tagged liposomes accumulate around and in a malignant tumor. A kit for use in diagnosis and therapy is also described.

Inventors

  • 👤 Udo Ehrenfeld

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 16:04
CPC Classifications
A; A61; A61K; A61K51/00; A61K51/12; A61K51/1217; A61K51/1234; A61K31/00; A61K31/11; A61K31/115; A61K33/00; A61K33/40; A61K51/1231; B; B82; B82Y; B82Y5/00; A61K2121/00; A61K2123/00

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 99 words
A method of facilitating the transport of liposomes through cellular walls comprising the step of administering to a mammal a liposome cellular wall transport facilitating amount of an aldehyde of formula I RCHO (I) in which R is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms or an aldehyde derivative or a chemical compound metabolisable to said aldehyde in combination with an alcohol of formula II R'CH.sub.2 OH (II) in which R' is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms and liposomes.
Claim 2
Independent Claim 99 words
A method of facilitating the transport of liposomes through cellular walls comprising the step of administering to a mammal a liposome cellular wall transport facilitating amount of an aldehyde of formula I RCHO (I) in which R is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms or an aldehyde derivative or a chemical compound metabolisable to said aldehyde in combination with an alcohol of formula II R'CH.sub.2 OH (II) in which R' is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms and liposomes.
Claim 3
Dependent Claim 194 words
A method according to claim 1 wherein said aldehyde derivative metabolisable to said aldehyde is a compound in which urea is bound to an aldehyde of formula I or a compound deriving from urea or a compound deriving from urea wherein the oxygen is substituted by sulfur or a chemical substituent of the same effect or a compound wherein one or both NH 2 groups being replaced by a --S--(CH 2 ) m H group in which m is 0-25, or a group of the same fate in metabolism or a compound which can be regarded as a combination of the aldehyde of formula I with NH 3 or its derivatives, amino acids, amino sugars, sugars, 1,3-dioxolanes, 1,3-dioxanes, 1,3-dithiolanes, 1,3-dithianes, imidazolidines, oxazolidines, thiazolidines and compounds of aldehydes of formula I with vitamines, purine-bases or pyrimidinbases or nucleosides or nucleotides or their derivatives which through metabolism set free an aldehyde of formula I, semi-acetales or acetales of the aldehyde of formula I with alcohls of the formula H(CH 2 ) n OH in which n is 1 to 25 or their derivatives which through metabolism set free an aldehyde of formula I or mixtures thereof.
Claim 4
Dependent Claim 62 words
A method according to claim 1 wherein said chemical compound metabolisable to said aldehyde is a compound of the formula R"-S-R'" in which R" is a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms and in which R'" is H or the same as R", or a compound of the formula R"-S-S-R" wherein R" has the meaning given above.
Claim 5
Dependent Claim 19 words
A method according to claim 1 wherein the aldehyde and the alcohol are employed in combination with a peroxide.
Claim 6
Dependent Claim 12 words
A method according to claim 4 wherein R and R' are methyl.
Claim 7
Dependent Claim 20 words
A method according to claim 5 wherein 11 to 40 g of aldehyde per 1,000 g of alcohol is employed.
Claim 8
Dependent Claim 20 words
A method according to claim 6 wherein 15 to 30 g of aldehyde per 1,000 g of alcohol is employed.
Claim 9
Dependent Claim 12 words
A method according to claim 1 wherein a liposome is thereafter administered.
Claim 10
Dependent Claim 40 words
A method according to claim 8 wherein the liposome carries a dyestuff, a radioactive tracer, a radioactive tracer and a dyestuff, a cytostatic, a radioactive radiator, a radioactive radiator and/or an immune modulator, or a cytostatic and a radioactive radiator.
Claim 11
Dependent Claim 17 words
A method according to claim 1 wherein the administration of aldehyde and alcohol is oral or parenteral.
Claim 12
Dependent Claim 16 words
A method according to claim 2 wherein the administration of the liposome is oral or parenteral.
Claim 13
Dependent Claim 19 words
A method according to claim 1 wherein the aldehyde is administered orally and the liposome is administered by inhalation.
Claim 14
Dependent Claim 26 words
A method according to claim 1 wherein the liposome is administered with an agent adapted to increase the deoxygenation in the region of a malignant tumor.
Claim 15
Dependent Claim 20 words
A method according to claim 13 wherein the agent for increasing the deoxygenation is an inositol phosphate or glycerine phosphate.
Claim 16
Dependent Claim 25 words
A method according to claim 2 in which m is 0-4 and in which n in the formula H(CH 2 ) n OH is 1-4.
Claim 17
Dependent Claim 110 words
A kit comprising a container of a first reagent and a container of a second reagent, said first reagent comprising a liposome cellular wall transport facilitating amount of an aldehyde of formula I RCHO (I) in which R is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms or an aldehyde derivative or a chemical compound metabolisable to said aldehyde in combination with an alcohol of formula II R'CH.sub.2 OH (II) in which R' is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms, and said second reagent comprising a pharmaceutically acceptable carrier and a liposome.
Claim 18
Dependent Claim 110 words
A kit comprising a container of a first reagent and a container of a second reagent, said first reagent comprising a liposome cellular wall transport facilitating amount of an aldehyde of formula I RCHO (I) in which R is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms or an aldehyde derivative or a chemical compound metabolisable to said aldehyde in combination with an alcohol of formula II R'CH.sub.2 OH (II) in which R' is a hydrogen atom or a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms, and said second reagent comprising a pharmaceutically acceptable carrier and a liposome.
Claim 19
Dependent Claim 14 words
A kit according to claim 16 wherein said first reagent further comprises a peroxide.
Claim 20
Dependent Claim 13 words
A kit according to claim 17 in which said peroxide is hydrogen peroxide.
Claim 21
Dependent Claim 35 words
A kit according to claim 16, further comprising a container of a third reagent which comprises a pharmaceutically acceptable carrier and an agent adapted to increase the deoxygenation in the region of a malignant tumor.
Claim 22
Dependent Claim 194 words
A kit according to claim 16 wherein said aldehyde derivative metabolisable to said aldehyde is a compound in which urea is bound to an aldehyde of formula I or a compound deriving from urea or a compound deriving from urea wherein the oxygen is substituted by sulfur or a chemical substituent of the same effect or a compound wherein one or both NH 2 groups being replaced by a --S--(CH 2 ) m H group in which m is 0-25 or a group of the same fate in metabolism or a compound which can be regarded as a combination of the aldehyde of formula I with NH 3 or its derivatives, amino acids, amino sugars, sugars, 1,3-dioxolanes, 1,3-dioxanes, 1,3-dithiolanes, 1,3-dithianes, imidazolidines, oxazolidines, thiazolidines and compounds of aldehydes of formula I with vitamines, purinebases or pyrimidinebases or nucleosides or nucleotides or their derivatives which through metabolism set free an aldehyde of formula I, semi-acetales or acetales of the aldehyde of formula I with alcohols of the formula H(CH 2 ) n OH in which n is 1 to 25 or their derivatives which through metabolism set free an aldehyde of formula I, or mixtures thereof.
Claim 23
Dependent Claim 61 words
A kit according to claim 16 wherein said chemical compound metabolisable to said aldehyde is a compound of the formula R"-S-R"'in which R" is a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms and in which R'" is H or the same as R", or a compound of the formula R"-S-S-R" wherein R" has the meaning given above.
Claim 24
Dependent Claim 17 words
A kit according to claim 16 wherein R and R' have the same number of carbon atoms.
Claim 25
Dependent Claim 24 words
A kit according to claim 22 wherein the aldehyde and the alcohol are formaldehyde/methanol, acetaldehyde/ethanol, n-propionaldehyde/n-propanol, isopropionaldehyde/isopropanol, n-butyraldehyde/n-butanol, isobutyraldehyde/isobutanol, tert.-butyraldehyde/tert.-butanol, n-valeraldehyde/n-pentanol or mixtures thereof.
Claim 26
Dependent Claim 18 words
A kit according to claim 23 containing 11 to 40 g of aldehyde per 1,000 g of alcohol.
Claim 27
Dependent Claim 18 words
A kit according to claim 24 containing 15 to 30 g of aldehyde per 1,000 g of alcohol.
Claim 28
Dependent Claim 16 words
A kit according to claim 16 wherein the aldehyde is acetaldehyde and the alcohol is ethanol.

References Cited (Backward Citations)

US4157323A Cited
US4280011A Cited
US4329332A Cited
US4377567A Cited
US4310505A Cited
US4429008A Cited
US4429008B1 Cited
WO1983003383A1 Cited
US4460560A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-05-19 1989-11-18 1990-05-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-05-19 1993-11-18 1994-05-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-05-19 1997-11-18 1998-05-20 $7700.00 Window Closed / Lapsed

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