US4666927A
Expired / Lapsed
US
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Pharmaceutical compositions of hydroxypyridones
Assignee: BTG International Ltd
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Filing: 1984-09-18
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Granted: 1987-05-19
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Expires: 2004-09-18
Abstract
Abstract Compounds in which two or more rings, being a 3-hydroxypypyrid-2-one, 3-hydroxypyrid-4-one or 1-hydroxpyrid-2-one, are linked are of value in the treatment of patients having a toxic concentration of a metal, particularly iron, in the body while the iron complexes of such compounds are of value in the treatment of iron deficiency anaemia.
Inventors
- 👤 Robert C. Hider
- 👤 George Kontoghiorghes
- 👤 Jack Silver
- 👤 Michael A. Stockham
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 04:31
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/69; A; A61; A61P; A61P3/00; A61P7/00; A61P7/06; C07D213/89; C07D309/00; C07D309/34; C07D309/36; C07D309/40; C07F; C07F15/00; C07F15/02; C07F15/025
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
57 words
A compound containing two or more rings carrying adjacent hydroxy and oxo groups, said rings being selected from 3-hydroxypyrid-2-ones, 3-hydroxypyrid-4-ones, and 1-hydroxypyrid-2-ones and being covalently linked to each other through linking groups which are either wholly of a hydrocarbon nature or which additionally contain one or more of the groups --O--, --S--, --NH--, ##STR33## --CONH--, and --CON<.
Claim 2
Dependent Claim
57 words
A compound containing two or more rings carrying adjacent hydroxy and oxo groups, said rings being selected from 3-hydroxypyrid-2-ones, 3-hydroxypyrid-4-ones, and 1-hydroxypyrid-2-ones and being covalently linked to each other through linking groups which are either wholly of a hydrocarbon nature or which additionally contain one or more of the groups --O--, --S--, --NH--, ##STR33## --CONH--, and --CON<.
Claim 3
Dependent Claim
18 words
The compound according to claim 1, in which the linked rings are substituted or unsubstituted 3-hydroxypyrid-2-ones and/or 3-hydroxypyrid-4-ones.
Claim 4
Dependent Claim
40 words
The compound according to claim 2, in which the rings are either unsubstituted apart from linking groups or are additionally substituted only on one or more ring carbon atoms by an aliphatic hydrocarbon group of 1 to 6 carbon atoms.
Claim 5
Dependent Claim
15 words
The compound according to claim 3, in which the rings are 2-methyl-3-hydroxypyrid-4-one or unsubstituted 3-hydroxypyrid-2-one.
Claim 6
Dependent Claim
17 words
The compound according to claim 1, in which two, three or four of said rings are linked.
Claim 7
Dependent Claim
14 words
The compound according to claim 5, in which three of said rings are linked.
Claim 8
Dependent Claim
52 words
The compound according to claim 2 in admixture with a 3-hydroxypyrid-2-one or 3-hydroxypyrid-4-one substituted on the nitrogen atom thereof by an aliphatic hydrocarbon group of 1 to 6 carbon atoms and on one or more of the ring carbon atoms thereof by an aliphatic hydrocarbon group of 1 to 6 carbon atoms.
Claim 9
Dependent Claim
118 words
The compound according to claim 2, in which two 3-hydroxypyrid-2-one or 3-hydroxypyrid-4-one rings are linked through the nitrogen atoms thereof by a group --(CH 2 ) n --, --(CH 2 ) a --NH--(CH 2 ) b --, --(CH 2 ) c --CONH--(CH 2 ) d --NHCO--(CH 2 ) c -- or --(CH 2 ) c --CONH--(CH 2 ) e --NH--(CH 2 ) f --NHCO--(CH 2 ) c --, wherein n is an integer from 6 to 12, a and b are each separately an integer from 2 to 6, c is an integer from 1 to 5, d is an integer from 2 to 8, and e and f are each separately an integer from 2 to 4.
Claim 10
Dependent Claim
27 words
The compound according to claim 3, in which the rings are either unsubstituted apart from linking groups or are additionally substituted only on one ring carbon atom.
Claim 11
Dependent Claim
61 words
The compound according to claim 8, in which n is 8 to 10; a and b are each separately 2 to 5; c is 1 and d is 6, or c is 2 and d is 2 or 4; and c is 1, e is 2 and f is 3 or c is 2, e is 2 and f is 2.
Claim 12
Dependent Claim
62 words
The compound according to claim 2, in which three 3-hydroxypyrid-2-one or 3-hydroxypyrid-4-one rings are lined through the nitrogen atoms thereof by a group ##STR34## wherein c is an integer from 1 to 5, e and f are each separately an integer from 2 to 4, g is an integer from 1 to 3 and h is an integer from 2 to 4.
Claim 13
Dependent Claim
68 words
The compound according to claim 11, in which c is an integer from 1 to 3 and the size of the first linking group is limited by the requirement that 6≦2c+e+f≦12 whilst the size of the second linking group is limited by the requirement that for each of 2c+e+f, 2c+e+h and 2c+f+h the sum is greater than or equal to 6 but less than or equal to 12.
Claim 14
Dependent Claim
57 words
The compound according to claim 12, in which c is 1, e is 2, f is 3 and g is 1, or c is 1, e is 3, f is 4 and g is 1, or c is 1, e is 3, f is 4 and g is 2; and c=1 and e=f=h=2, or c=2 and e=f=h=2.
Claim 15
Dependent Claim
13 words
The compound according to claim 1, being N-(3-hydroxy-2-methyl-4-oxopyrid-1-ylacetyl)-N-[2-(3-hydroxy-2-methyl-4-oxopyrid-1-ylacetamido)-ethyl]-3-(3-hydroxy-2-methyl-4-oxopyrid-1-ylacetamido)-pyropylamine, N-(3-hydroxy-2-methyl-4-oxopyrid-1-ylacetyl)-N-[3-(3-hydroxy-2-methyl-4-oxopyrid-1-ylacetamido)-propyl]-4-(3-hydroxy-2-methyl-4-oxopyrid-1-ylacetamido)-butylamine, N,N-di-(2-[3-(3-hydroxy-2-methyl-4-oxopyrid-1-yl)-propionamido]-ethyl)-2-[3-(3-hydroxy-2-methyl-4-oxopyrid-1-yl)-propionamido]-ethylamine, N,N-di-[2-(3-hydroxy-2-oxopyrid-1-ylacetamido)-ethyl]-2-(3-hydroxy-2-oxopyrid-1-ylacetamido)-ethylamine, or N-(3-hydroxy-2-oxopyrid-1-ylacetyl)-N-[3-(3-hydroxy-2-oxopyrid-1-ylacetamido)-propyl]-3-(3-hydroxy-2-oxopyrid-1-ylacetamido)-propylamine.
Claim 16
Dependent Claim
30 words
The compound according to claim 2 in admixture with a 3-hydroxypyrid-2-one or 3-hydroxypyrid-4-one substituted on the nitrogen atom thereof by an aliphatic hydrocarbon group of 1 to 6 carbon atoms.
Claim 17
Dependent Claim
9 words
The compound according to claim 1, in insolubilised form.
Claim 18
Dependent Claim
18 words
A pharmaceutical composition comprising a compound according to claim 1 together with a physiologically acceptable diluent or carrier.
Claim 19
Dependent Claim
21 words
A pharmaceutical composition according to claim 17 which comprises a solid carrier and is in a form suitable for oral administration.
Claim 20
Dependent Claim
38 words
The compound according to claim 8, in which c is an integer from 1 to 3 and the size of the third and fourth types of linking group is limited by the requirement that 4≦2c+d≦12 and 6≦2c+3+f≦12, respectively.
References Cited (Backward Citations)
US3968118A
Cited
GB2118176A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-05-18 | 1990-11-17 | 1991-05-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-05-18 | 1994-11-17 | 1995-05-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-05-18 | 1998-11-17 | 1999-05-19 | $7700.00 | Window Closed / Lapsed |