US5310537A
Expired / Lapsed
US
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Compositions of iodoaniline derivatives for visualization of the gastrointestinal tract
Assignee: GE Healthcare AS
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Filing: 1993-03-01
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Granted: 1994-05-10
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Expires: 2013-03-01
Abstract
Abstract Disclosed are contrast agents of the formula <IMAGE> contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract wherein 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; R1 and R2 are independently H, C1-C25 alkyl, cycloalkyl, acetyl or halo-lower-alkyl, wherein said C1-C25 alkyl, cycloalkyl, acetyl and halo-lower-alkyl are optionally substituted with fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, n is 1-4; y is 1-4; and x is 1 or 2.
Inventors
- 👤 Carl R. Illig
- 👤 Thomas J. Caulfield
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 21:11
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433; A61K49/0447; A61K49/0461; C; C07; C07C; C07C211/00; C07C211/43; C07C211/44; C07C211/52; C07C233/00; C07C233/01; C07C233/12; C07C233/15
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
146 words
An orally or rectally administerable x-ray contrast composition in a dispersion form for visualization of the gastrointestinal tract comprising a contrast agent having the formula, or a pharmaceutically acceptable salt thereof: ##STR6## wherein Z=H, halo, C 1 -C 20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R 1 and R 2 are independently H, C 1 -C 25 alkyl, cycloalkyl, acetyl or halo-lower-alkyl, wherein said C 1 -C 25 alkyl, cycloalkyl, and halo-lower-alkyl are optionally substituted with, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy and said acetyl is optionally substituted with fluoro-lower-alkyl, aryl, lower alkoxy, hydroxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy; n is 1-4; y is 1-4; and x is 1 or 2; and a physiologically acceptable carrier comprising a surfactant selected from the group consisting of cationic, anionic, nonionic, and zwitterionic surfactants.
Claim 2
Dependent Claim
146 words
An orally or rectally administerable x-ray contrast composition in a dispersion form for visualization of the gastrointestinal tract comprising a contrast agent having the formula, or a pharmaceutically acceptable salt thereof: ##STR6## wherein Z=H, halo, C 1 -C 20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R 1 and R 2 are independently H, C 1 -C 25 alkyl, cycloalkyl, acetyl or halo-lower-alkyl, wherein said C 1 -C 25 alkyl, cycloalkyl, and halo-lower-alkyl are optionally substituted with, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy and said acetyl is optionally substituted with fluoro-lower-alkyl, aryl, lower alkoxy, hydroxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy; n is 1-4; y is 1-4; and x is 1 or 2; and a physiologically acceptable carrier comprising a surfactant selected from the group consisting of cationic, anionic, nonionic, and zwitterionic surfactants.
Claim 3
Dependent Claim
22 words
The x-ray contrast composition of claim 1 wherein said contrast agent is selected from the group consisting of: N-acetyl-N-2'-octyl-4-iodoaniline and N-(4'-iodophenyl)-2-amino octane.
Claim 4
Dependent Claim
13 words
The x-ray contrast composition of claim 1 wherein said dispersion is an emulsion.
Claim 5
Dependent Claim
15 words
The x-ray contrast composition of claim 1 wherein said cationic surfactant is cetyl trimethylammonium bromide.
Claim 6
Dependent Claim
33 words
The x-ray contrast composition of claim 1 wherein said anionic surfactant is selected from the group consisting of sodium lauryl sulfate, sodium heptadecyl sulphate, an alkyl benzenesulphonic acid, sodium butylnaphthalene sulfonate and sulphosuccinate.
Claim 7
Dependent Claim
39 words
The x-ray contrast composition of claim 1 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 8
Dependent Claim
12 words
The x-ray contrast composition of claim 1 further comprising a suspending agent.
Claim 9
Dependent Claim
11 words
The x-ray contrast composition of claim 1 further comprising a stabilizer.
Claim 10
Dependent Claim
11 words
The x-ray contrast composition of claim 1 further comprising an antioxidant.
Claim 11
Dependent Claim
13 words
The x-ray contrast composition of claim 1 further comprising an osmolality adjusting agent.
Claim 12
Dependent Claim
12 words
The x-ray contrast composition of claim 1 further comprising a buffering agent.
Claim 13
Dependent Claim
13 words
The x-ray contrast composition of claim 1 further comprising a pH adjusting agent.
Claim 14
Dependent Claim
12 words
The x-ray contrast composition of claim 1 further comprising a flavoring agent.
Claim 15
Independent Claim
167 words
A method of carrying out x-ray examination of the gastrointestinal tract of a patient in need of such examination which comprises orally or rectally administering to the patient an x-ray contrast composition in a dispersion form comprising: an x-ray contrast agent, or a pharmaceutically acceptable salt thereof, having the formula: ##STR7## wherein Z=H, halo, C 1 -C 20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R 1 and R 2 are independently H, C 1 -C 25 alkyl, cycloalkyl, acetyl or halo-lower-alkyl, wherein said C 1 -C 25 5 alkyl, cycloalkyl, and halo-lower-alkyl are optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy and said acetyl is optionally substituted with fluoro-lower-alkyl, aryl, lower alkoxy, hydroxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy n is 1-4; y is 1-4; and x is 1 or 2; and a physiologically acceptable carrier comprising a surfactant selected from the group consisting of cationic, anionic, nomonic, and zwitterionic surfactants.
Claim 16
Independent Claim
167 words
A method of carrying out x-ray examination of the gastrointestinal tract of a patient in need of such examination which comprises orally or rectally administering to the patient an x-ray contrast composition in a dispersion form comprising: an x-ray contrast agent, or a pharmaceutically acceptable salt thereof, having the formula: ##STR7## wherein Z=H, halo, C 1 -C 20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups; R 1 and R 2 are independently H, C 1 -C 25 alkyl, cycloalkyl, acetyl or halo-lower-alkyl, wherein said C 1 -C 25 5 alkyl, cycloalkyl, and halo-lower-alkyl are optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy and said acetyl is optionally substituted with fluoro-lower-alkyl, aryl, lower alkoxy, hydroxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy n is 1-4; y is 1-4; and x is 1 or 2; and a physiologically acceptable carrier comprising a surfactant selected from the group consisting of cationic, anionic, nomonic, and zwitterionic surfactants.
Claim 17
Dependent Claim
20 words
The method of claim 14 wherein said contrast agent is selected from the group consisting of: N-acetyl-N-2'-octyl-4-iodoaniline and N-(4'-iodophenyl)-2-amino octane.
Claim 18
Dependent Claim
34 words
The method of claim 14 wherein the amount of contrast agent administered to said patient contains from about 0.1 to about 16 g iodine/kg body weight for regular x-ray visualization of the gastrointestinal tract.
Claim 19
Dependent Claim
34 words
The method of claim 14 wherein the amount of contrast agent administered to said patient contains from about 1 to about 600 mg iodine/kg body weight for CT scan visualization of the gastrointestinal tract.
Claim 20
Dependent Claim
16 words
The method of claim 14 wherein said contrast agent is in the form of an emulsion.
Claim 21
Dependent Claim
13 words
The method of claim 14 wherein said cationic surfactant is cetyl trimethylammonium bromide.
Claim 22
Dependent Claim
31 words
The method of claim 14 wherein said anionic surfactant is selected from the group consisting of sodium lauryl sulfate; sodium heptadecyl sulphate, an alkyl benzenesulphonic acid, sodium butylnaphthalene sulfonate and sulphosuccinates.
Claim 23
Dependent Claim
39 words
The method of claim 14 wherein said nonionic surface active agent 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
15 words
The method of claim 14 wherein said X-ray contrast composition further comprises a suspending agent.
Claim 25
Dependent Claim
14 words
The method of claim 14 wherein said X-ray contrast composition further comprises a stabilizer.
Claim 26
Dependent Claim
14 words
The method of claim 14 wherein said X-ray contrast composition further comprises an antioxidant.
Claim 27
Dependent Claim
16 words
The method of claim 14 wherein said X-ray contrast composition further comprises an osmolality adjusting agent.
Claim 28
Dependent Claim
15 words
The method of claim 14 wherein said X-ray contrast composition further comprises a buffering agent.
Claim 29
Dependent Claim
16 words
The method of claim 14 wherein said X-ray contrast composition further comprises a pH adjusting agent.
Claim 30
Dependent Claim
15 words
The method of claim 14 wherein said X-ray contrast composition further comprises a flavoring agent.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-05-09 | 1997-11-08 | 1998-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-05-09 | 2001-11-08 | 2002-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-05-09 | 2005-11-08 | 2006-05-10 | $7700.00 | Window Closed / Lapsed |