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US5368837A Expired / Lapsed US ⏱️ 0.0 years remaining

X-ray contrast compositions containing an organic crystalline X-ray contrast agent and a cellulose derivative

Assignee: GE Healthcare AS
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Filing: 1994-04-14
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Granted: 1994-11-29
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Expires: 2014-04-14
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Abstract

Abstract Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a crystalline contrast agent in a pharmaceutically acceptable carrier comprising a cellulose derivative; and methods for their use in diagnostic radiology of the gastrointestinal tract.

Inventors

  • 👤 Edward J. Baker
  • 👤 Robert W. Lee
  • 👤 Eugene R. Cooper
  • 👤 John L. Toner
  • 👤 Carl R. Illig

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 18:45
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433; A61K49/0404; A61K49/0409; A61K49/0447; A61K49/0461

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 196 words
An x-ray contrast composition for oral or retrograde examination of the gastrointestinal tract comprising: (a) from about 40 to 160 mg of iodine per ml of the composition of crystalline contrast agent selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid, urokonic acid, ioxathalamic acid, tetraiodoterephthalic acid, ioxaglic acid, iodipamide, ethyl-3,5-diacetamido-2,4,6triiodobenzoate, ethyl-2-(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)butyrate, and ethyl(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)-acetate, said crystalline contrast agent having a surface modifier adsorbed on the surface thereof in an amount sufficient to maintain an effective average particle size of from about 0.5 μ to about 100 μ; and said surface modifier is selected from the group consisting of a tetrafunctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine; (b) from 0.1 to 4% w/v of a cellulose derivative selected from the group consisting of methylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, hydroxyethyl methylcellulose, hydroxypropyl methylcellulose and microcrystalline cellulose; (c) from 0.1 to 25% w/v of an oily vehicle; (d) from 0.1 to 10% w/v of a surfactant selected from the group consisting of nonionic, anionic, cationic and zwitterionic surfactants; (e) from 0.001 to 4% w/v of a viscosity modifying excipient; and (f) water to make 100% by volume.
Claim 2
Dependent Claim 196 words
An x-ray contrast composition for oral or retrograde examination of the gastrointestinal tract comprising: (a) from about 40 to 160 mg of iodine per ml of the composition of crystalline contrast agent selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid, urokonic acid, ioxathalamic acid, tetraiodoterephthalic acid, ioxaglic acid, iodipamide, ethyl-3,5-diacetamido-2,4,6triiodobenzoate, ethyl-2-(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)butyrate, and ethyl(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)-acetate, said crystalline contrast agent having a surface modifier adsorbed on the surface thereof in an amount sufficient to maintain an effective average particle size of from about 0.5 μ to about 100 μ; and said surface modifier is selected from the group consisting of a tetrafunctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine; (b) from 0.1 to 4% w/v of a cellulose derivative selected from the group consisting of methylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, hydroxyethyl methylcellulose, hydroxypropyl methylcellulose and microcrystalline cellulose; (c) from 0.1 to 25% w/v of an oily vehicle; (d) from 0.1 to 10% w/v of a surfactant selected from the group consisting of nonionic, anionic, cationic and zwitterionic surfactants; (e) from 0.001 to 4% w/v of a viscosity modifying excipient; and (f) water to make 100% by volume.
Claim 3
Dependent Claim 22 words
The x-ray contrast composition of claim 1 wherein said microcrystalline cellulose has an average particle size of from 0.01 to 100 μ.
Claim 4
Dependent Claim 24 words
The x-ray contrast composition of claim 2 wherein said microcrystalline cellulose is about 89 parts microcrystalline cellulose and about 11 parts of sodium carboxymethylcellulose.
Claim 5
Dependent Claim 30 words
The x-ray contrast composition of claim 1 wherein said nonionic surface active agent is selected from the group consisting of carboxylic esters, carboxylic amides, ethoxylated alklyphenols and ethoxylated aliphatic alcohols.
Claim 6
Dependent Claim 49 words
The x-ray contrast composition of claim 1 wherein said surfactant is sorbitan ester having the formula: ##STR8## wherein R 1 =R 2 =OH,R 3 =R for sorbitan monoesters, R 1 =OH,R 2 =R 3 =R for sorbitan diesters, R 1 =R 2 =R 3 =R for sorbitan triesters, ##STR9##
Claim 7
Dependent Claim 53 words
The x-ray contrast composition of claim 1 wherein said surfactant is polyoxyethylene alkyl ether having the formula: CH.sub.3 (CH.sub.2).sub.x (O--CH.sub.2 --C.sub.2).sub.y OH where (x+1) is the number of carbon atoms in the alkyl chain, and y is the number of ethylene oxide groups in the hydrophilic chain, from about 10 to about 60.
Claim 8
Independent Claim 212 words
A method of carrying out x-ray examination of the gastrointestinal tract of a patient, said method comprises the oral or rectal administration to the patient an x-ray contrast composition comprising: (a) from about 40 to 160 mg of iodine per ml of the composition of crystalline contrast agent selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid, urokonic acid, ioxathalamic acid, tetraiodoterephthalic acid, ioxaglic acid, iodipamide, ethyl-3,5-diacetamido-2,4,6-triiodobenzoate, ethyl-2-(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)butyrate, and ethyl(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)-acetate, said crystalline contrast agent having a surface modifier adsorbed on the surface thereof in an amount sufficient to maintain an effective average particle size of from about 0.5 μ to about 100 μ; and said surface modifier is selected from the group consisting of a tetrafunctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine; (b) from 0.1 to 4% w/v of a cellulose derivative selected from the group consisting of methylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, hydroxyethyl methylcellulose, hydroxypropyl methylcellulose and microcrystalline cellulose; (c) from 0.1 to 25% w/v of an oily vehicle; (d) from 0.1 to 10% w/v of a surfactant selected from the group consisting of nonionic, anionic, cationic and zwitterionic surfactants; (e) from 0.001 to 4% w/v of a viscosity modifying excipient; and (f) water to make 100% by volume.
Claim 9
Independent Claim 212 words
A method of carrying out x-ray examination of the gastrointestinal tract of a patient, said method comprises the oral or rectal administration to the patient an x-ray contrast composition comprising: (a) from about 40 to 160 mg of iodine per ml of the composition of crystalline contrast agent selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid, urokonic acid, ioxathalamic acid, tetraiodoterephthalic acid, ioxaglic acid, iodipamide, ethyl-3,5-diacetamido-2,4,6-triiodobenzoate, ethyl-2-(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)butyrate, and ethyl(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)-acetate, said crystalline contrast agent having a surface modifier adsorbed on the surface thereof in an amount sufficient to maintain an effective average particle size of from about 0.5 μ to about 100 μ; and said surface modifier is selected from the group consisting of a tetrafunctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine; (b) from 0.1 to 4% w/v of a cellulose derivative selected from the group consisting of methylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, hydroxyethyl methylcellulose, hydroxypropyl methylcellulose and microcrystalline cellulose; (c) from 0.1 to 25% w/v of an oily vehicle; (d) from 0.1 to 10% w/v of a surfactant selected from the group consisting of nonionic, anionic, cationic and zwitterionic surfactants; (e) from 0.001 to 4% w/v of a viscosity modifying excipient; and (f) water to make 100% by volume.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-11-28 1998-05-30 1998-11-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-11-28 2002-05-30 2002-11-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-11-28 2006-05-30 2006-11-29 $7700.00 Window Closed / Lapsed

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