US4329461A
Expired / Lapsed
US
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Fluorescent thyroid hormone conjugates and their uses
Assignee: Siemens Healthcare Diagnostics GmbH Germany
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Filing: 1980-01-11
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Granted: 1982-05-11
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Expires: 2000-01-11
Abstract
Abstract Novel polyhalothyronines or immunogenic mimetic analogs are provided conjugated to a fluorescer compound with the resulting conjugate being highly fluorescent. Specifically, the compounds have at least one of the following characteristics: bromine(s) at the 3',5'-positions of the thyronine or mimetic analog; or a rigid linking group between the thyronine and the fluorescer, so as to inhibit heavy atom catalyzed decay of fluorescence. The subject conjugates find a wide variety of uses in detecting for thyroid hormones as well as proteins which specifically bind to thyroid hormones.
Inventors
- 👤 Pyare L. Khanna
- 👤 Edwin F. Ullman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 16:32
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/78; C07D311/80; C07D311/82; C09; C09B; C09B11/00; C09B11/04; C09B11/06; C09B11/08; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/74; G01N33/78
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
153 words
A fluorescent compound of the formula ##STR8## wherein: A is hydrogen, alkyl, halo, or substituted alkyl; B is hydrogen, alkyl, halo, substituted alkyl, oxy or thio; wherein when A and B are alkyl they are from one to six carbon atoms and when substituted alkyl, substituted intends halo, hydroxy, mercapto, oxy-ether or thio-ether of from 1 to 2 carbon atoms, and carboxy; D is hydrogen, halo, or non-oxo-carbonyl; one of the Ts is a bond to X, when other than a bond to X, T is hydrogen, non-oxo-carbonyl, or halo; at least two of Z 1-3 are halogen of atomic number 35 to 53, wherein Z 1 is hydrogen or iodine and Z 2 and Z 3 are hydrogen, bromine or iodine; Y is (--CO{(CH{NH} p {H}) q (CH 2 ) n } m --), where n is 0 to 2 and m, p and q are 0 to 1; X is N-carbonylpiperazinyl.
Claim 2
Dependent Claim
153 words
A fluorescent compound of the formula ##STR8## wherein: A is hydrogen, alkyl, halo, or substituted alkyl; B is hydrogen, alkyl, halo, substituted alkyl, oxy or thio; wherein when A and B are alkyl they are from one to six carbon atoms and when substituted alkyl, substituted intends halo, hydroxy, mercapto, oxy-ether or thio-ether of from 1 to 2 carbon atoms, and carboxy; D is hydrogen, halo, or non-oxo-carbonyl; one of the Ts is a bond to X, when other than a bond to X, T is hydrogen, non-oxo-carbonyl, or halo; at least two of Z 1-3 are halogen of atomic number 35 to 53, wherein Z 1 is hydrogen or iodine and Z 2 and Z 3 are hydrogen, bromine or iodine; Y is (--CO{(CH{NH} p {H}) q (CH 2 ) n } m --), where n is 0 to 2 and m, p and q are 0 to 1; X is N-carbonylpiperazinyl.
Claim 3
Dependent Claim
19 words
A compound according to claim 1, wherein B is alkyl or alkoxy of from 1 to 2 carbon atoms.
Claim 4
Dependent Claim
13 words
A compound according to claim 2, wherein one of the D's is non-oxo-carbonyl.
Claim 5
Dependent Claim
19 words
A compound according to any of claims 1, 2 or 3, wherein Z 2 and Z 3 are bromo.
Claim 6
Dependent Claim
133 words
A fluorescent compound of the formula ##STR9## wherein: A 2 is hydrogen, halo or alkyl; from one to two carbon atoms. B 2 is hydrogen, halo, alkyl of from 1 to 2 carbon atoms or alkoxy of from 1 to 2 carbon atoms; D 2 and D 2' are hydrogen, halo, or carboxy; one of T 2 s is a bond to X 2 and when other than a bond, T 2 is hydrogen, halo or carboxy; Y 2 is of the formula (--CO{(CH{NH} p {H}) q (CH 2 ) n } m --), where n is 0 to 2 and m, p and q are 0 to 1; and X 2 is N-carbonylpiperazinyl; and at least one of Z 7-8 is halo of atomic number 35 to 53, or is otherwise hydrogen.
Claim 7
Dependent Claim
133 words
A fluorescent compound of the formula ##STR9## wherein: A 2 is hydrogen, halo or alkyl; from one to two carbon atoms. B 2 is hydrogen, halo, alkyl of from 1 to 2 carbon atoms or alkoxy of from 1 to 2 carbon atoms; D 2 and D 2' are hydrogen, halo, or carboxy; one of T 2 s is a bond to X 2 and when other than a bond, T 2 is hydrogen, halo or carboxy; Y 2 is of the formula (--CO{(CH{NH} p {H}) q (CH 2 ) n } m --), where n is 0 to 2 and m, p and q are 0 to 1; and X 2 is N-carbonylpiperazinyl; and at least one of Z 7-8 is halo of atomic number 35 to 53, or is otherwise hydrogen.
Claim 8
Dependent Claim
19 words
A fluorescent compound according to claim 5, wherein B 2 is alkoxy of from one to two carbon atoms.
Claim 9
Dependent Claim
18 words
A compound according to claim 5, wherein B 2 is alkyl of from 1 to 2 carbon atoms.
Claim 10
Dependent Claim
21 words
A compound according to any of claims 5, 6 or 7, wherein Z 7 is iodo and Z 8 is bromo.
Claim 11
Dependent Claim
6 words
A compound of the formula ##STR10##
Claim 12
Dependent Claim
6 words
A compound of the formula ##STR10##
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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) | 1985-05-10 | 1985-11-09 | 1986-05-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-05-10 | 1989-11-09 | 1990-05-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-05-10 | 1993-11-09 | 1994-05-11 | $7700.00 | Window Closed / Lapsed |