US4239747A
Expired / Lapsed
US
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Dicarboxylic acid bis(3,5-dicarbamoyl-2,4,6-triiodoanilides) useful as x-ray contrast agents
Assignee: Bayer Pharma AG
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Filing: 1979-01-12
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Granted: 1980-12-16
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Expires: 1999-01-12
Abstract
Abstract Dicarboxylic acid bis(3,5-dicarbamoyl-2,4,6-triiodoanilides) of the formula <IMAGE> wherein R1 is lower straight-chain or branched-chain mono- or polyhydroxyalkyl; R2 is hydrogen, lower alkyl or R1; R3 is hydrogen or lower alkyl; and X is a direct bond or straight-chain or branched-chain alkylene interrupted by one or more oxygen or substituted by hydroxy or lower alkyl, are useful in x-ray contrast media.
Inventors
- 👤 Heinrich Pfeiffer
- 👤 Ulrich Speck
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 21:58
CPC Classifications
C; C07; C07C; C07C233/00; C07C233/01; C07C233/02; C07C233/12
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
98 words
A compound of the formula ##STR7## wherein R 1 is alkyl of 2-8 carbon atoms substituted by 1-5 hydroxyl on separate carbon atoms thereof, other than the α-carbon atom; R 2 is hydrogen, alkyl of up to 4 carbon atoms or R 1 ; R 3 is hydrogen or alkyl of 1-4 carbon atoms; X is a direct bond or straight-chain or branched-chain alkylene, oxaalkylene, dioxaalkylene, or trioxaalkylene of up to 6 carbon atoms, wherein the oxygen atoms of the di- and trioxaalkylenes are separated from each other and from the ends thereof by at least one methylene.
Claim 2
Dependent Claim
98 words
A compound of the formula ##STR7## wherein R 1 is alkyl of 2-8 carbon atoms substituted by 1-5 hydroxyl on separate carbon atoms thereof, other than the α-carbon atom; R 2 is hydrogen, alkyl of up to 4 carbon atoms or R 1 ; R 3 is hydrogen or alkyl of 1-4 carbon atoms; X is a direct bond or straight-chain or branched-chain alkylene, oxaalkylene, dioxaalkylene, or trioxaalkylene of up to 6 carbon atoms, wherein the oxygen atoms of the di- and trioxaalkylenes are separated from each other and from the ends thereof by at least one methylene.
Claim 3
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(2,3-dihydroxypropyl-N-methylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 4
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(2-hydroxyethylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 5
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(2-hydroxyethyl-N-methylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 6
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(N,N-bis[2-hydroxyethyl}carbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 7
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(3-hydroxypropylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 8
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(2-hydroxypropylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 9
Dependent Claim
8 words
Oxaglutaric acid bis[3,5-bis(2,3-dihydroxypropyl-N-methylcarbamoyl)-2,4,6-triiodo-N-methylanilide], a compound of claim 1.
Claim 10
Dependent Claim
8 words
Malonic acid bis[3,5-bis(2,3-dihydroxypropyl-N-methylcarbamoyl)-2,4,6-triiodo-N-methylanilide], a compound of claim 1.
Claim 11
Dependent Claim
8 words
Adipic acid bis[3,5-bis(2,3-dihydroxypropyl-N-methylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 12
Dependent Claim
8 words
Adipic acid bis[3,5-bis(1,3-dihydroxyisopropylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 13
Dependent Claim
8 words
3,6-Dioxasuberic acid bis[3,5-bis(2,3-dihydroxypropyl-N-methylcarbamoyl)-2,4,6-triiodoanilide], a compound of claim 1.
Claim 14
Dependent Claim
58 words
A compound of the formula ##STR8## wherein R 3 is H or alkyl and X is a direct bond or straight-chain or branched-chain alkylene oxaalkylene, dioxaalkylene, or trioxaalkylene of up to 6 carbon atoms, wherein the oxygen atoms on the di- and trioxaalkylenes are separated from each other and from the ends thereof by at least one methylene.
Claim 15
Dependent Claim
58 words
A compound of the formula ##STR8## wherein R 3 is H or alkyl and X is a direct bond or straight-chain or branched-chain alkylene oxaalkylene, dioxaalkylene, or trioxaalkylene of up to 6 carbon atoms, wherein the oxygen atoms on the di- and trioxaalkylenes are separated from each other and from the ends thereof by at least one methylene.
Claim 16
Dependent Claim
8 words
Oxalic acid bis[3,5-bis(chlorocarbonyl)-2,4,6-triiodoanilide], a compound of claim 13.
Claim 17
Dependent Claim
8 words
Oxaglutaric acid bis[3,5-bis(chlorocarbonyl)-2,4,6-triiodo-N-methylanilide], a compound of claim 13.
Claim 18
Dependent Claim
8 words
Malonic acid bis[3,5-bis(chlorocarbonyl)-2,4,6-triiodo-N-methylanilide], a compound of claim 13.
Claim 19
Dependent Claim
8 words
Adipic acid bis[3,5-bis(chlorocarbonyl)-2,4,6-triiodoanilide], a compound of claim 13.
Claim 20
Dependent Claim
8 words
3,6-Dioxasuberic acid bis[3,5-bis(chlorocarbonyl)-2,4,6-triiodoanilide], a compound of claim 13.
Claim 21
Dependent Claim
30 words
An x-ray contrast agent adapted for oral or intravenous administration comprising a radiopaque amount per unit dosage of a compound of claim 1, in admixture with a pharmaceutically acceptable carrier.
Claim 22
Dependent Claim
26 words
A method for conducting a radiological examination of a patient which comprises administering thereto prior to examination a radiopaque amount of a compound of claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-12-16 | 1984-06-16 | 1984-12-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-16 | 1988-06-16 | 1988-12-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-16 | 1992-06-16 | 1992-12-16 | $7700.00 | Window Closed / Lapsed |