US4328202A
Expired / Lapsed
US
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Ionic 5-C-substituted 2,4,6-triiodoisophthalic acid derivatives
Assignee: Bayer Pharma AG
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Filing: 1981-01-09
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Granted: 1982-05-04
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Expires: 2001-01-09
Abstract
Abstract Ionic compounds of the formula <IMAGE> wherein X is -CONR1R2, -CH2NHxAcyl or -CH2OH; Y is -NR3R4, -NHxAcyl or OR5; R1, R2, R3 and R4 can be identical or different, and each is hydrogen, C1-6- alkyl or C2-8-alkyl substituted by 1-5 OH groups and/or by one C1-3-alkoxy group, R5 is C1-6 alkyl or C2-8-alkyl substituted by 1-5 OH groups and/or by one C1-3-alkoxy group, and Acyl, which can be the same or different in X and Y, is C2-6-alkanoyl or C2-6-alkanoyl substituted by 1-4 OH groups and/or by one C1-3-alkoxy group, or a physiologically compatible salt thereof with an inorganic or organic base, have valuable properties as X-ray contrast agents.
Inventors
- 👤 Heinz Gries
- 👤 Heinrich Pfeiffer
- 👤 Ulrich Speck
- 👤 Wolfgang Muetzel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 17:05
CPC Classifications
C; C07; C07C; C07C233/00; C07C233/90; C07C233/92; C07C233/64; C07C233/65; C07C233/67; C07C233/68; C07C233/69; C07C237/00; C07C237/28; C07C237/42; Y; Y10; Y10S; Y10S430/00; Y10S430/167; Y10S430/168
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
138 words
A compound of the formula ##STR7## wherein X is --CONR 1 R 2 , --CH 2 NH.Acyl or --CH 2 CH; Y is --NR 3 R 4 , --NH.Acyl or OR 5 ; R 1 , R 2 , R 3 and R 4 can be identical or different, and each is hydrogen, C 1-6 -alkyl or C 2-8 -alkyl substituted by 1-5 OH groups and/or by one C 1-3 -alkoxy group; R 5 is C 1-6 alkyl or C 2-8 -alkyl substituted by 1-5 OH groups and/or by one C 1-3 -alkoxy group; Acyl which can be the same or different in X and Y, is C 2-6 -alkanoyl or C 2-6 -alkanoyl substituted by 1-4 OH groups and/or by one C 1-3 -alkoxy group or a physiologically compatible salt thereof with an inorganic or organic base.
Claim 2
Dependent Claim
138 words
A compound of the formula ##STR7## wherein X is --CONR 1 R 2 , --CH 2 NH.Acyl or --CH 2 CH; Y is --NR 3 R 4 , --NH.Acyl or OR 5 ; R 1 , R 2 , R 3 and R 4 can be identical or different, and each is hydrogen, C 1-6 -alkyl or C 2-8 -alkyl substituted by 1-5 OH groups and/or by one C 1-3 -alkoxy group; R 5 is C 1-6 alkyl or C 2-8 -alkyl substituted by 1-5 OH groups and/or by one C 1-3 -alkoxy group; Acyl which can be the same or different in X and Y, is C 2-6 -alkanoyl or C 2-6 -alkanoyl substituted by 1-4 OH groups and/or by one C 1-3 -alkoxy group or a physiologically compatible salt thereof with an inorganic or organic base.
Claim 3
Dependent Claim
7 words
5-Carbamoyl-3-[N-methyl-N-(2-hydroxyethyl)carbamoyl]-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 4
Dependent Claim
7 words
5-Carbamoyl-2,4,6-triiodoisophthalamic acid, a compound of claim 1.
Claim 5
Dependent Claim
7 words
5-Carbamoyl-3-[N-(2-hydroxyethyl)carbamoyl]-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 6
Dependent Claim
7 words
5-Carbamoyl-3-N-methylcarbamoyl-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 7
Dependent Claim
7 words
5-Carbamoyl-3-N,N-dimethylcarbamoyl-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 8
Dependent Claim
7 words
5-Carbamoyl-3-acetylaminomethyl-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 9
Dependent Claim
7 words
5-Carbamoyl-3-hydroxymethyl-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 10
Dependent Claim
7 words
3,5-Bis(N-methylcarbamoyl)-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 11
Dependent Claim
7 words
3,5-Bis[N-(2-hydroxyethyl)carbamoyl]-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 12
Dependent Claim
7 words
5-N-Methylcarbamoyl-3-[N-(2-hydroxyethyl)carbamoyl]-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 13
Dependent Claim
7 words
3-N,N-Dimethylcarbamoyl-5-[N-(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 14
Dependent Claim
7 words
5-Acetylaminocarbonyl-3-N,N-dimethylcarbamoyl-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 15
Dependent Claim
9 words
5-N-Methylcarbamoyl-2,4,6-triiodoisophthalic acid mono-(2,3-dihydroxypropyl) ester, a compound of claim 1.
Claim 16
Dependent Claim
7 words
5-Carbamoyl-3-[N-(2-methoxyethyl)carbamoyl]-2,4,6-triiodobenzoic acid, a compound of claim 1.
Claim 17
Dependent Claim
14 words
A compound of claim 1, wherein R 1 -R 5 are ethyl or methyl.
Claim 18
Dependent Claim
19 words
A compound of claim 1, wherein R 1 -R 5 are C 2-4 alkyl substituted by 1-3 OH groups.
Claim 19
Dependent Claim
20 words
A compound of claim 1, wherein acyl is C 2-4 alkanoyl or C 2-4 alkanoyl substituted by 1-3 OH groups.
Claim 20
Dependent Claim
37 words
An X-ray contrast medium comprising an amount of a compound of claim 1 effective to make the medium opaque to X-rays after it has been administered to a host undergoing X-ray diagnosis, and a pharmaceutically acceptable carrier.
Claim 21
Dependent Claim
19 words
The X-ray contrast medium of claim 19 wherein the amount of opaque agent is 50-400 mg I/ml of medium.
Claim 22
Dependent Claim
56 words
A method of rendering an inner cavity of a host opaque to X-rays, comprising administering an X-ray contrast medium of claim 19 to the host in such a manner that it passes through the inner cavity and in such an amount that, when the medium reaches the inner cavity, it renders the cavity opaque to X-rays.
Claim 23
Dependent Claim
37 words
A method of conducting urography or computer tomography on a patient in need of the same which comprises first administering an X-ray contrast medium in accordance with claim 21 and then exposing the patient to diagnostic X-raying.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-05-03 | 1985-11-02 | 1986-05-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-05-03 | 1989-11-02 | 1990-05-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-05-03 | 1993-11-02 | 1994-05-04 | $7700.00 | Window Closed / Lapsed |