US4297494A
Expired / Lapsed
US
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Xanthine tracers
Assignee: Baxter Healthcare Corp
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Filing: 1978-08-09
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Granted: 1981-10-27
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Expires: 1998-08-09
Abstract
Abstract Compounds useful as tracers in the radioimmunoassay of xanthine derivatives such as theophylline and pharmacologically related drugs: ##STR1## Wherein at least one R 1 , R 3 , R 7 or R 8 is a radioiodinated radical and wherein, if not substituted by a radioiodinated radical, the remaining R 1 , R 3 , R 7 or R 8 groups are otherwise identical to the substituents at these positions in the xanthine derivative to be assayed. Ordinarily, R 1 is hydrogen, acetate or methyl; R 3 is methyl; R 7 is hydrogen, acetate or methyl; and R 8 is hydrogen. The tracers are made by linking radioiodinatable or preradioiodinated radicals to the xanthine derivative which is to be assayed. The tracers may be employed in known radioimmunoassay techniques.
Inventors
- 👤 Ernest V. Groman
- 👤 Michael D. Cabelli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 09:52
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/534; C; C07; C07D; C07D473/00; C07D473/02; C07D473/04; C07D473/06; C07D473/08
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
206 words
Radioiodinatable xanthine derivatives having the formula: ##STR38## wherein (a) R 1 is an imidazole, pyrrole, thiophene, indole or polyunsaturated alkenyl radical; (b) R 3 is a hydroxy-substituted, unsaturated cyclic hydrocarbon radical; (c) R 7 is a pyrrole, furan, thiophene, polyunsaturated alkenyl, imidazole or indole radical, with the proviso that (1) the imidazole radical has the structure --L(X) n wherein L is a linking group containing at least one ester, ether, amide or amino bond, X is imidazole and n ranges from 1 to about 10; and (2) the indole radical has the structure: ##STR39## wherein Q is hydrogen or hydroxyl and Y is hydrogen, halo or lower alkyl up to about 7 carbon atoms; and (d) R 8 is a pyrrole, furan or imidazole radical wherein the imidazole radical is set forth in part (c) (1); with the further proviso that no more than two of R 1 , R 3 , R 7 or R 8 are the above radicals and that if R 1 , R 3 , R 7 or R 8 are not one of the above radicals then R 1 is hydrogen, acetate or methyl; R 3 is methyl; R 7 is hydrogen, acetate or methyl; and R 8 is hydrogen.
Claim 2
Dependent Claim
206 words
Radioiodinatable xanthine derivatives having the formula: ##STR38## wherein (a) R 1 is an imidazole, pyrrole, thiophene, indole or polyunsaturated alkenyl radical; (b) R 3 is a hydroxy-substituted, unsaturated cyclic hydrocarbon radical; (c) R 7 is a pyrrole, furan, thiophene, polyunsaturated alkenyl, imidazole or indole radical, with the proviso that (1) the imidazole radical has the structure --L(X) n wherein L is a linking group containing at least one ester, ether, amide or amino bond, X is imidazole and n ranges from 1 to about 10; and (2) the indole radical has the structure: ##STR39## wherein Q is hydrogen or hydroxyl and Y is hydrogen, halo or lower alkyl up to about 7 carbon atoms; and (d) R 8 is a pyrrole, furan or imidazole radical wherein the imidazole radical is set forth in part (c) (1); with the further proviso that no more than two of R 1 , R 3 , R 7 or R 8 are the above radicals and that if R 1 , R 3 , R 7 or R 8 are not one of the above radicals then R 1 is hydrogen, acetate or methyl; R 3 is methyl; R 7 is hydrogen, acetate or methyl; and R 8 is hydrogen.
Claim 3
Dependent Claim
169 words
Compounds useful in the radioimmunoassay of xanthine derivatives, said compounds having the formula: ##STR40## wherein (A) at least one R 1 , R 3 , R 7 or R 8 is the group L(Z) n in which (a) L is a bond, ##STR41## (i) R 5 is a cyclic, normal or branched chain alkylene or alkylene, or such alkylene or alkenylene substituted with halo, hydroxy, keto, carboxy, alkoxy, alkoxycarbonyl, amino or alkylamino groups; (ii) R 6 is alkyl of from 1 to about 6 atoms; (iii) R 9 is hydrogen or hydrocarbon; (iv) a ranges from 1 to about 10; and (v) b is 2 or 3; (b) Z is a radioiodinated phenol, imidazole, indole, pyrrole, furan or thiophene radical; and (c) n ranges from 1 to about 10; and (B) if not substituted by said L(Z) n group the remaining R 1 , R 3 , R 7 or R 8 groups are otherwise identical to the substituents at these positions in the xanthine derivative to be radioimmunoassayed.
Claim 4
Dependent Claim
169 words
Compounds useful in the radioimmunoassay of xanthine derivatives, said compounds having the formula: ##STR40## wherein (A) at least one R 1 , R 3 , R 7 or R 8 is the group L(Z) n in which (a) L is a bond, ##STR41## (i) R 5 is a cyclic, normal or branched chain alkylene or alkylene, or such alkylene or alkenylene substituted with halo, hydroxy, keto, carboxy, alkoxy, alkoxycarbonyl, amino or alkylamino groups; (ii) R 6 is alkyl of from 1 to about 6 atoms; (iii) R 9 is hydrogen or hydrocarbon; (iv) a ranges from 1 to about 10; and (v) b is 2 or 3; (b) Z is a radioiodinated phenol, imidazole, indole, pyrrole, furan or thiophene radical; and (c) n ranges from 1 to about 10; and (B) if not substituted by said L(Z) n group the remaining R 1 , R 3 , R 7 or R 8 groups are otherwise identical to the substituents at these positions in the xanthine derivative to be radioimmunoassayed.
Claim 5
Dependent Claim
11 words
The compound of claim 2 wherein L is a bond, ##STR42##
Claim 6
Dependent Claim
16 words
The compound of claim 2 wherein Z is an imidazole, indole, pyrrole, furan or thiophene radical.
Claim 7
Dependent Claim
39 words
The compound of claim 2 wherein L is ##STR43## and R 5 is a bond; a cyclic, normal or branched alkylene; or such alkylene substituted with no more than two hydroxy, keto, carboxy, alkoxy, alkoxycarbonyl, amino or alkylamino groups.
Claim 8
Dependent Claim
16 words
The compound of claim 5 wherein R 5 is alkylene substituted with hydroxy, carboxy or amino.
Claim 9
Dependent Claim
1 words
##STR44##
Claim 10
Dependent Claim
1 words
##STR44##
Claim 11
Dependent Claim
5 words
##STR45## wherein * is radioiodine.
Claim 12
Dependent Claim
5 words
##STR45## wherein * is radioiodine.
Claim 13
Dependent Claim
5 words
##STR46## wherein * is radioiodine.
Claim 14
Dependent Claim
5 words
##STR46## wherein * is radioiodine.
Claim 15
Dependent Claim
69 words
A compound having the formula: ##STR47## wherein (a) R 1 is hydrogen, acetate or methyl; R 3 is methyl; and R 7 is hydrogen, acetate or methyl; (b) R 5 is a bond; a cyclic, normal or branched chain alkylene or alkenylene; or such alkylene or alkenylene substituted with halo, hydroxy, keto, carboxy, alkoxy, alkoxycarbonyl, amino or alkylamino groups; and (c) Z is a radioiodinated phenol or imidazole radical.
Claim 16
Dependent Claim
69 words
A compound having the formula: ##STR47## wherein (a) R 1 is hydrogen, acetate or methyl; R 3 is methyl; and R 7 is hydrogen, acetate or methyl; (b) R 5 is a bond; a cyclic, normal or branched chain alkylene or alkenylene; or such alkylene or alkenylene substituted with halo, hydroxy, keto, carboxy, alkoxy, alkoxycarbonyl, amino or alkylamino groups; and (c) Z is a radioiodinated phenol or imidazole radical.
Claim 17
Dependent Claim
12 words
The compound of claim 10 wherein Z is a radioiodinated imidazole radical.
Claim 18
Dependent Claim
14 words
A compound of the formula ##STR48## wherein Z is ##STR49## and * is radioiodine.
Claim 19
Dependent Claim
14 words
A compound of the formula ##STR48## wherein Z is ##STR49## and * is radioiodine.
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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) | 1984-10-26 | 1985-04-27 | 1985-10-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-26 | 1989-04-27 | 1989-10-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-26 | 1993-04-27 | 1993-10-27 | $7700.00 | Window Closed / Lapsed |