US5075502A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Nonionic x-ray contrast agents, compositions and methods
Assignee: Mallinckrodt Inc
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Filing: 1989-12-13
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Granted: 1991-12-24
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Expires: 2009-12-13
Abstract
Abstract Triiodinated isophthalamide derivatives, useful as X-ray contrast agents, having at least one amide group derived from the amino-alcohol, 3-(N-2-hydroxyethyl)amino-1,2-propanediol, which provides high water solubility and low mammalian toxicity, and methods of preparing them. Methods of preparing 3-(N-2-hydroxyethyl)amino-1,2-propanediol are provided.
Inventors
- 👤 Mills T. Kneller
- 👤 Youlin Lin
- 👤 James R. Wheatley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:22
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/27; A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433; C07C; C07C237/00; C07C237/28; C07C237/46; C07D207/273
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
111 words
A compound of the formula: ##STR5## wherein r 1 is N(CH 2 CH 2 OH)CH 2 CHOHCH 2 OH; R 2 equals NHCH 3 , NHCH 2 CH 2 OH, or NHCH 2 CHOHCH 2 OH; R 3 equals CH 3 , CH 2 OH, CH(CH 3 )OH, CHOHCH 2 OH, CH 2 OCH 3 , or CH 2 OCH 2 CH 3 ; R 4 equals H, CH 3 , CH 2 CH 2 OH, CH 2 CH 2 OCH 3 , CH 2 CHOHCH 2 OH, or CH 2 CHOHCH 2 OCH 3 ; or R 3 and R 4 together form the group ##STR6## wherein n equals 0-3.
Claim 2
Dependent Claim
111 words
A compound of the formula: ##STR5## wherein r 1 is N(CH 2 CH 2 OH)CH 2 CHOHCH 2 OH; R 2 equals NHCH 3 , NHCH 2 CH 2 OH, or NHCH 2 CHOHCH 2 OH; R 3 equals CH 3 , CH 2 OH, CH(CH 3 )OH, CHOHCH 2 OH, CH 2 OCH 3 , or CH 2 OCH 2 CH 3 ; R 4 equals H, CH 3 , CH 2 CH 2 OH, CH 2 CH 2 OCH 3 , CH 2 CHOHCH 2 OH, or CH 2 CHOHCH 2 OCH 3 ; or R 3 and R 4 together form the group ##STR6## wherein n equals 0-3.
Claim 3
Dependent Claim
63 words
A compound of the formula ##STR7## wherein R 1 is N(CH 2 CH 2 OH)CH 2 CHOHCH 2 OH; R 2 equals NHCH 3 , NHCH 2 CH 2 OH, or NHCH 2 CHOHCH 2 OH; R 5 is H, CH 3 , CH 2 CH 2 OH, CH 2 CHOHCH 2 OH, or CH 2 OCH 3 ; and m equals 0-4.
Claim 4
Dependent Claim
63 words
A compound of the formula ##STR7## wherein R 1 is N(CH 2 CH 2 OH)CH 2 CHOHCH 2 OH; R 2 equals NHCH 3 , NHCH 2 CH 2 OH, or NHCH 2 CHOHCH 2 OH; R 5 is H, CH 3 , CH 2 CH 2 OH, CH 2 CHOHCH 2 OH, or CH 2 OCH 3 ; and m equals 0-4.
Claim 5
Dependent Claim
29 words
The compound of claim 1, wherein R 2 is selected from the group consisting of NHCH 3 , NHCH 2 CH 2 OH, and NHCH 2 CHOHCH 2 OH.
Claim 6
Dependent Claim
10 words
The compound of claim 1, wherein R 4 is hydrogen.
Claim 7
Dependent Claim
43 words
The compound of claim 1, wherein R 4 is selected from the group consisting of CH 3 , CH 2 CH 2 OH, CH 2 CH 2 OCH 3 , CH 2 CHOHCH 2 OH, and CH 2 CHOHCH 2 OCH 3 .
Claim 8
Dependent Claim
18 words
The compound of claim 2, wherein R 2 equals NHCH 2 CHOHCH 2 OH and m equals 0.
Claim 9
Dependent Claim
18 words
The compound of claim 2, wherein R 2 equals NHCH 2 CHOHCH 2 OH and m equals 1.
Claim 10
Dependent Claim
18 words
The compound of claim 2, wherein R 2 equals NHCH 2 CHOHCH 2 OH and m equals 2.
Claim 11
Dependent Claim
29 words
The compound of claim 2, wherein R 2 is selected from the group consisting of NHCH 3 , NHCH 2 CH 2 OH, and NHCH 2 CHOHCH 2 OH.
Claim 12
Dependent Claim
37 words
The compound of claim 1 wherein R 1 is N(CH 2 CH 2 OH)CH 2 CHOHCH 2 OH; R 2 is NHCH 2 CH 2 OH, R 3 is CH 2 OH and R 4 is H.
Claim 13
Dependent Claim
4 words
The compound [N-(2,3-Dihydroxypropyl)-N-(2-hydroxyethyl)]-5-(2-hydroxyacetyl) amino-2,4,6-triiodo-3-N-(2-hydroxyethyl)aminocarbonylbenzamide.
Claim 14
Dependent Claim
4 words
The compound [N-(2,3-Dihydroxypropyl)-N-(2-hydroxyethyl)]-5-(2-hydroxyacetyl) amino-2,4,6-triiodo-3-N-(2-hydroxyethyl)aminocarbonylbenzamide.
Claim 15
Dependent Claim
37 words
The compound of claim 1 wherein R 1 is N(CH 2 CH 2 OH)CH 2 CHOHCH 2 OH; R 2 is NHCH 2 CHOHCH 2 OH; R 3 is CH 2 OH and R 4 is H.
Claim 16
Dependent Claim
4 words
The compound [N-(2,3-Dihydroxypropyl)-N-(2-hydroxyethyl)]-3-N-(2,3-dihydroxypropyl-aminocarbonyl) -5-(2-hydroxyacetyl)amino-2,4,6-triiodobenzamide.
Claim 17
Dependent Claim
4 words
The compound [N-(2,3-Dihydroxypropyl)-N-(2-hydroxyethyl)]-3-N-(2,3-dihydroxypropyl-aminocarbonyl) -5-(2-hydroxyacetyl)amino-2,4,6-triiodobenzamide.
References Cited (Backward Citations)
US4021481A
Cited
US4001323A
Cited
US4239747A
Cited
US4364921A
Cited
US4352788A
Cited
EP0049745A1
Cited
EP0317492A2
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-12-23 | 1995-06-24 | 1995-12-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-12-23 | 1999-06-24 | 1999-12-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-12-23 | 2003-06-24 | 2003-12-24 | $7700.00 | Window Closed / Lapsed |