US5318768A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polymeric x-ray contrast compositions containing an organic crystalline x-ray contrast agent
Assignee: GE Healthcare AS
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Filing: 1993-02-17
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Granted: 1994-06-07
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Expires: 2013-02-17
Abstract
Abstract Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material in combination with a divalent cation capable of forming a coating on the gastrointestinal tract and a crystalline contrast agent in a pharmaceutically acceptable carrier; and methods for their use in diagnostic radiology of the gastrointestinal tract.
Inventors
- 👤 Carl R. Illig
- 👤 Eugene R. Cooper
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 22:55
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433; A61K49/0442; A61K49/0447; A61K49/0461; B; B82; B82Y; B82Y5/00
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
410 words
An x-ray contrast composition designed for depositing a thin, flexible film membrance onto the mucosal lining of the nutrient absorbing inner surface of the intenstine of a patient to form a barrier between said nutrient absorbing inner surface and the content of said intestine, said flexible film membrane to remain bound to said mucosal lining until eliminated by normal cell turnover comprising based on w/v: (a) of from about 0.1 to about 25% of a polymeric material capable of forming a film membrane on the gastrointestinal tract in the pH range of from about 5 to about 8, said polymeric material being selected from the group consisting of anionic polymers carrying negative charges in the ionized form, cationic polymers carrying positive charges in the ionized form, and neutral polymers, said neutral polymers having atoms containing polarizable electrons thereon, selected from the group consisting of oxygen, nitrogen, sulfur, fluoride, chloride, bromide and iodide, in combination with (b) of from about 0.1 to about 20% of a divalent cation to potentiate the binding of said flexible film membrane to said mucosal lining selected from the group consisting of Ca ++ , Mg ++ , Zn ++ and Ba ++ ; and (c) of from about 5 to about 95% of a 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 in a pharmaceutically acceptable carrier wherein said crystalline contrast agent is selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid, urokocic 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)-2,4,60triiodobenzoyloxy)-acetate; and said surface modifier is selected from the group consisting of a tetrafuctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine, and a compound of the formula ##STR12## wherein ##STR13## L' is a chemical bond, --O--, --S--, --NH--, --CONH-- or --SO 2 NH--; R is a hydophobic substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or a substituted or unsubstituted aryl group; each of R 1 and R 2 independently is hydrogen or an alkyl group having from 1 to 4 carbon atoms; each of a and b independently is 0 or an integer from 1 to 3, provided that the sum of a and b is not greater than 3; and each of x and y independently is an integer from 3 to 7.
Claim 2
Dependent Claim
410 words
An x-ray contrast composition designed for depositing a thin, flexible film membrance onto the mucosal lining of the nutrient absorbing inner surface of the intenstine of a patient to form a barrier between said nutrient absorbing inner surface and the content of said intestine, said flexible film membrane to remain bound to said mucosal lining until eliminated by normal cell turnover comprising based on w/v: (a) of from about 0.1 to about 25% of a polymeric material capable of forming a film membrane on the gastrointestinal tract in the pH range of from about 5 to about 8, said polymeric material being selected from the group consisting of anionic polymers carrying negative charges in the ionized form, cationic polymers carrying positive charges in the ionized form, and neutral polymers, said neutral polymers having atoms containing polarizable electrons thereon, selected from the group consisting of oxygen, nitrogen, sulfur, fluoride, chloride, bromide and iodide, in combination with (b) of from about 0.1 to about 20% of a divalent cation to potentiate the binding of said flexible film membrane to said mucosal lining selected from the group consisting of Ca ++ , Mg ++ , Zn ++ and Ba ++ ; and (c) of from about 5 to about 95% of a 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 in a pharmaceutically acceptable carrier wherein said crystalline contrast agent is selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid, urokocic 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)-2,4,60triiodobenzoyloxy)-acetate; and said surface modifier is selected from the group consisting of a tetrafuctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine, and a compound of the formula ##STR12## wherein ##STR13## L' is a chemical bond, --O--, --S--, --NH--, --CONH-- or --SO 2 NH--; R is a hydophobic substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or a substituted or unsubstituted aryl group; each of R 1 and R 2 independently is hydrogen or an alkyl group having from 1 to 4 carbon atoms; each of a and b independently is 0 or an integer from 1 to 3, provided that the sum of a and b is not greater than 3; and each of x and y independently is an integer from 3 to 7.
Claim 3
Dependent Claim
70 words
The x-ray contrast composition of claim 1 wherein said anionic polymeric material is a sulfated polysaccharide having the formula: ##STR14## wherein R is 3,6-anhydro-D-galactose ______________________________________
through C-4 to D-galactose;
(kappa carrageenan);
α-D-galactose units (1-3) linked;
(lambda carrageenan);]
D-galactose;
[3,6-anhydro-D-galactose;
(iota carrageenan)
D-galactose]
3,6-anhydro-L-galactose [:
(Agar-Agar)];
D-galactose
[3,6-anhydro-D-galactose;
(Furcellaren)
D-glucopyranose; (Laminarin sulfate)]
Galactan; and [(Galactan sulfate)]
Galactosamino-glucuronans
[(Chondroitin sulfates);]
and
M.sup.++ is Mg.sup.++, Ca.sup.++, Zn.sup.++, Ba.sup.++
or a mixture thereof.--
______________________________________
Claim 4
Dependent Claim
51 words
The x-ray contrast composition of claim 1 wherein said anionic polymeric material is a sulfated, sulfonated or carboxylated synthetic polymer having the formula: ##STR15## wherein R is an aliphatic or aromatic hydrocarbon; and M ++ is Mg ++ , Ca ++ , Zn ++ , Ba ++ or a mixture thereof.
Claim 5
Dependent Claim
27 words
The x-ray contrast composition of claim 1 wherein said cationic polymeric material is selected from the group consisting of: dermatan sulfate, keratosulfate, hyaluronic acid, heparin and chitin.
Claim 6
Dependent Claim
16 words
The x-ray contrast composition of claim 1 wherein said pharmaceutical carrier contains at least one surfactant.
Claim 7
Dependent Claim
62 words
The x-ray contrast formulation of claim 5 wherein said cationic surfactant is selected from the group consisting of cetyltrimethyl ammonium bromide, dodecyl dimethyl ammonium bromide, sodium lauryl sulfate, sodium heptadecyl sulphate, an alkyl benzene sulphonic acid, sodium butylnaphthalene sulfonate, sodium butylnaphthalene, sulphosuccinate, carboxylic esters, carboxylic amides, ethoxylated alkylphenols, ethoxylated aliphatic alcohols, polyoxyethylene alkyl ethers, polyoxyethylene sorbitan fatty acid esters and zwitterionic surfactants.
Claim 8
Dependent Claim
33 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 according to claim 1.
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