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Compositions of iodophenyl esters and iodophenyl sulfonates in film-forming materials for visualization of the gastronintestinal tract

Assignee: GE Healthcare AS
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Filing: 1993-03-31
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Granted: 1994-08-09
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Expires: 2013-03-31
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Abstract

Abstract Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract and an x-ray producing agent of the formula <IMAGE> and methods for their use in diagnostic radiology of the gastrointestinal tract wherein <IMAGE> Z=H, halo, C1-C20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R=C1-C25 alkyl, cycloalkyl, aryl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, lower-alkoxy, hydroxy, carboxy or lower-alkoxy carbonyl, lower-alkenyl, lower-alkynyl, lower-alkylene or lower-alkoxy-carbonyloxy, n is 1-5; y is 0-4; and w is 1-4.

Inventors

  • 👤 Edward R. Bacon
  • 👤 Sol J. Daum
  • 👤 Kimberly G. Estep
  • 👤 Kurt A. Josef
  • 👤 Brent D. Douty
  • 👤 Carl R. Illig

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 13:39
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 295 words
An x-ray contrast composition designed for depositing a thin, flexible film membrane onto the mucosal lining of the nutrient absorbing inner surface of the intestine 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 15% 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 is 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 polarizable electrons 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 15% 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 0.001 to about 75% of an x-ray contrast producing agent having the formula, or a pharmaceutically acceptable salt thereof ##STR25## wherein X is ##STR26## Z is H, halo, C 5 -C 20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R is C 1 -C 25 alkyl, cycloalkyl, or aryl each of which may be optionally substituted with lower-alkoxy, hydroxy, carboxy or lower-alkoxy carbonyl, lower-alkenyl, lower-alkynyl, lower-alkylene or lower-alkoxy-carbonyloxy, n is 1-5; y is 0-4; and w is 1-4 in a pharmaceutically acceptable carrier.
Claim 2
Dependent Claim 295 words
An x-ray contrast composition designed for depositing a thin, flexible film membrane onto the mucosal lining of the nutrient absorbing inner surface of the intestine 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 15% 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 is 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 polarizable electrons 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 15% 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 0.001 to about 75% of an x-ray contrast producing agent having the formula, or a pharmaceutically acceptable salt thereof ##STR25## wherein X is ##STR26## Z is H, halo, C 5 -C 20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R is C 1 -C 25 alkyl, cycloalkyl, or aryl each of which may be optionally substituted with lower-alkoxy, hydroxy, carboxy or lower-alkoxy carbonyl, lower-alkenyl, lower-alkynyl, lower-alkylene or lower-alkoxy-carbonyloxy, n is 1-5; y is 0-4; and w is 1-4 in a pharmaceutically acceptable carrier.
Claim 3
Dependent Claim 28 words
The composition according to claim 1 wherein said x-ray contrast agent is selected from the group consisting of: 2,4,6-triiodophenyl 2-ethylhexanoate, 2,4,6-triiodophenyl 2-methylpentanoate, 2,4,6-triiodophenyl 3-cyclopentyl propionate, and 2,4,6-triiodophenyl (2-propyl)pentanoate.
Claim 4
Dependent Claim 25 words
The composition according to claim 1 wherein said x-ray contrast agent is selected from the group consisting of: 2,4,6-triiodophenyl perfluoroheptanoate, 2,4,6-triiodophenyl-tris-(2-ethylhexanoate), 2,4,6-triiodophenyl dodecanoate, and 2,4,6-triiodophenyl-bis-(2-methylpentanoate).
Claim 5
Dependent Claim 34 words
The x-ray contrast composition of claim 1 wherein said polymeric material is anionic having the formula: ##STR27## wherein R is the polymeric chain; ##STR28## are anionic ligands; and M ++ is a divalent cation.
Claim 6
Dependent Claim 38 words
The x-ray contrast composition of claim 4 wherein said anionic polymeric material is a sulfated polysaccharide having the formula: ##STR29## M ++ is Mg ++ , Ca ++ , Zn ++ , Ba ++ or a mixture thereof.
Claim 7
Dependent Claim 38 words
The x-ray contrast composition of claim 4 wherein said anionic polymeric material is a carboxylated polysaccharide having the formula: ##STR30## M ++ is Mg ++ , Ca ++ , Zn ++ , Ba ++ or a mixture thereof.
Claim 8
Dependent Claim 29 words
The x-ray contrast composition of claim 4 wherein said cellulose derivative is selected from the group consisting of sodium ethylcellulose sulfate, sodium cellulose acetate sulfate and sodium carboxymethyl cellulose.
Claim 9
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: ##STR31## wherein R is an aliphatic or aromatic hydrocarbon; and M ++ is Mg ++ , Ca ++ , Zn ++ , Ba ++ or a mixture thereof.
Claim 10
Dependent Claim 27 words
The x-ray contrast composition of claim 1 wherein said polymeric material is cationic selected from the group consisting of: dermatan sulfate, keratosulfate, hyaluronic add, heparin and chitin.
Claim 11
Dependent Claim 14 words
The x-ray contrast composition of claim 1 wherein said polymeric material is a polysaccharide.
Claim 12
Dependent Claim 31 words
The x-ray contrast composition of claim 10 wherein said polysaccharide is selected from the group consisting of starch, glycogen, glucan, fructans, mannans, galactomannans, flucomannas, galactans, xylans, glycuranans, dextran and starch amylose.
Claim 13
Dependent Claim 15 words
The x-ray contrast composition of claim 1 wherein said polymeric material is a cellulose derivative.
Claim 14
Dependent Claim 25 words
The x-ray contrast composition of claim 12 wherein said cellulose derivative is selected from the group consisting of methylcellulose, hydroxyethyl cellulose, ethylhydroxyethyl and hydroxypropyl cellulose.
Claim 15
Dependent Claim 20 words
The x-ray contrast composition of claim 1 wherein said polymeric material is polyvinylpyrrolidone, polyvinyl alcohol or an ethylene oxide polymer.
Claim 16
Dependent Claim 16 words
The x-ray contrast composition of claim 1 wherein said pharmaceutical carrier contains at least one surfactant.
Claim 17
Dependent Claim 12 words
The x-ray contrast formulation of claim 15 wherein said surfactant is cationic.
Claim 18
Dependent Claim 12 words
The x-ray contrast formulation of claim 15 wherein said surfactant is anionic.
Claim 19
Dependent Claim 12 words
The x-ray contrast formulation of claim 15 wherein said surfactant is zwitterionic.
Claim 20
Dependent Claim 12 words
The x-ray contrast formulation of claim 15 wherein said surfactant is nonionic.
Claim 21
Dependent Claim 27 words
The x-ray contrast formulation of claim 16 wherein said cationic surfactant is selected from the group consisting of cetyl trimethyl ammonium bromide and dodecyl dimethyl ammonium bromide.
Claim 22
Dependent Claim 34 words
The x-ray contrast formulation of claim 17 wherein said anionic surfactant is selected form the group consisting of sodium lauryl sulfate, sodium heptadecyl sulphate, an alkyl benzene sulphonic acid, sodium butylnaphthalene sulfonate and sulphosuccinate.
Claim 23
Dependent Claim 39 words
The x-ray contrast formulation of claim 19 wherein said nonionic surfactant is selected from the group consisting of carboxylic esters, carboxylic amides, ethoxylated alkylphenols and ethoxylated aliphatic alcohols, sorbitan esters, polyoxyethylene alkyl ethers and polyoxyethylene sorbitan fatty acid esters.
Claim 24
Dependent Claim 42 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 and radiographing the gastrointestinal tract by a radiographic means.

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3.5 Years (Year 4) 1997-08-08 1998-02-07 1998-08-09 $2000.00 Window Closed / Lapsed
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