Claims
- 1. A non-ionic contrast medium compound of the formula: ##STR5## having at least two hydroxy groups; and wherein R.sub.1 is hydrogen, alkyl or hydroxyalkyl, wherein alkyl is of from 1 to 6 carbon atoms;
- R.sub.2 is hydroxyalkyl of from 2 to 6 carbon atoms having from 1 to n-1 hydroxyl groups, wherein n is the number of carbon atoms;
- R.sub.3 is alkyl, hydroxyalkyl or alkoxyalkyl, each of from 1 to 6 carbon atoms, or R.sub.3 is a bridge of from 0 to 2 carbon atoms terminating in a group of the formula ##STR6## R.sub.4 is hydrogen, or alkyl of from 1 to 6 carbon atoms having from 0 to n-1 hydroxyl groups, wherein n is the number of carbon atoms;
- with the proviso that said compound is not S-(-)-3-N-�2-hydroxy-1-(hydroxymethyl)ethyl!-5-�(2-hydroxy-1-oxopropyl)amino!-2,4,6-triiodoisophthalamic acid amide.
- 2. A compound according to claim 1, wherein R.sup.2 is of 4 carbon atoms and three hydroxyl groups, R.sub.3 is other than taken together to form a bridge and R.sub.4 is of from two to three carbon atoms and has at least one hydroxyl group.
- 3. A compound according to claim 1, wherein R.sub.2 is of 3 carbon atoms and 2 hydroxyl groups, R.sub.3 is other than taken together to form a bridge, and R.sub.4 is of 3 carbon atoms and 2 hydroxyl groups.
- 4. A compound according to claim 3, wherein R.sub.2 and R.sub.4 are the same.
- 5. A radiologic formulation comprising a compound according to claim 1 in a physiologically acceptable carrier.
- 6. In a method for taking a non-invasive determination of a physiologic state using irradiation and a non-ionic contrast medium;
- the improvement which comprises employing a non-ionic contrast medium containing a compound according to claim 1.
- 7. A compound of claim 1, wherein R.sub.1 is H, C.sub.1-3 -alkyl or C.sub.2-6 -hydroxyalkyl; R.sub.2 is C.sub.2-4 -hydroxyalkyl; R.sub.3 is C.sub.1-3 -alkyl, C.sub.1-4 -hydroxyalkyl or C.sub.1-3 -alkoxy-C.sub.1-3 -alkyl; and R.sub.4 is H, C.sub.1-4 -alkyl or C.sub.1-4 hydroxyalkyl.
- 8. In a method of obtaining an X-ray image comprising administering an X-ray contrast agent, the improvement wherein the agent is a compound of claim 1.
- 9. The compound of claim 1, wherein R.sub.3 is a bridge of from 0 to 2 carbon atoms terminating in a group of the formula: ##STR7##
- 10. The compound of claim 1, which is malonic acid bis�{3-N-(2,3-dihydroxypropyl-carbamoyl) 5-carbamoyl}-2,4,6-triiodo-N-(2,3-hydroxypropyl)!anilide; malonic acid bis�{3-N-(2,3-dihydroxypropyl-carbamoyl) 5-carbamoyl}-2,4,6-triiodo-N-(2-hydroxyethyl)!anilide; malonic acid bis�{3-N-(1,3,4-trihydroxybut-2-yl-carbamoyl) 5-carbamoyl}-2,4,6-triiodo-N-methyl!anilide; or, malonic acid bis�{3-N-(1,3,4-trihydroxybut-2-yl-carbamoyl) 5-carbamoyl}-2,4,6-triiodo!anilide.
- 11. The compound of claim 1, which is malonic acid bis�{3-N-(2,3-dihydroxypropyl-carbamoyl) 5-carbamoyl}-2,4,6-triiodo-N-(2,3-hydroxypropyl)!anilide.
- 12. The compound of claim 1, wherein R.sub.2 is hydroxyalkyl having 1 to 4 hydroxyl groups.
- 13. The compound of claim 1, wherein R.sub.2 is hydroxyalkyl having 1 to 3 hydroxyl groups.
- 14. The compound of claim 1, wherein R.sub.3 is hydroxyalkyl or alkoxyalkyl.
- 15. 5-{N-(2-hydroxyethyl)acetamido}-2,4,6-triiodo-3-{N-(1,3,4-trihydroxy-threo-but-2-yl)}carbamoyl benzamide.
- 16. 5-{N-(2,3-dihydroxypropyl)acetamido}-2,4,6-triiodo-3-{N-(2,3-dihydroxypropyl)}carbamoyl benzamide.
- 17. 5-{N-(2,3-dihydroxypropyl)acetamido}-2,4,6-triiodo-3-{N-(2-hydroxyethyl)}carbamoyl benzamide.
- 18. 5-{N-(methyl)-2-hydroxyethylacetamido}-2,4,6-triiodo-3-{N-(1,3,4-trihydroxy-threo-but-2-yl)}carbamoyl benzamide.
- 19. Malonic Acid-bis-�3-{N-(1,3,4-trihydroxy)-threo-but-2-yl}carbamoyl-5-carbamoyl!-2,4,6-triiodo-N-(methyl)-anilide.
- 20. A radiologic formulation comprising a compound according to claim 15 in a physiologically acceptable carrier.
- 21. A radiologic formulation comprising a compound according to claim 16 in a physiologically acceptable carrier.
- 22. In a method of obtaining an X-ray image comprising administering an X-ray contrast agent, the improvement wherein the agent is a compound of claim 15.
- 23. The compound of claim 1, which is 5-{N-(2,3-dihydroxypropyl)acetamido}-2,4,6-triiodo-3-{N-(1,3,4-trihydroxy-threo-but-2-yl)}carbamoyl benzamide.
- 24. A radiologic formulation comprising a compound according to claim 23 in a physiologically acceptable carrier.
CROSS-REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of application Ser. No. 08/365,185, (now abandoned) filed Dec. 28, 1994, which is a continuation of application Ser. No. 07/548,416, filed Jul. 5, 1990 (now abandoned), which is a continuation-in-part of application Ser. No. 431,527, filed Nov. 3, 1989 (now abandoned) which is a CIP of application Ser. No. 375,714, filed Jul. 5, 1989, (now abandoned), both of which are entirely incorporated by reference herein.
US Referenced Citations (12)
Foreign Referenced Citations (1)
Number |
Date |
Country |
1321591 |
Jun 1973 |
GBX |
Non-Patent Literature Citations (5)
Entry |
Grandi et al., Chem. Abs. 99:211976e (1983). |
Brandamante et al. chem. Abs. 108:5483t (1988). |
Grandi et al., Biomediaal Mass Spectro, vol. 10(1), pp. 17-23 (1983). |
Bradamante et al., Mag. Res. in Chem., vol. 25, pp. 283-292 (1987). |
Felder et al., Chem. Abs. 110(21): 192447k (1989). |
Continuations (1)
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548416 |
Jul 1990 |
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Continuation in Parts (3)
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365185 |
Dec 1994 |
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Parent |
431527 |
Nov 1989 |
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Parent |
375714 |
Jul 1989 |
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