Derivatives of 3,5,3-triiodothyronine

• US 4,711,855 A
• Filed: 02/05/1985
• Issued: 12/08/1987
• Est. Priority Date: 02/05/1985
• Status: Expired due to Term

• Current Assignee: CIBA Vision Corporation (Bayer AG)
• Original Assignee: CIBA Vision Corporation (Bayer AG)
• Inventors: Feinberg, Richard R.
• Primary Examiner(s): Warden, Robert J.
• Assistant Examiner(s): Saunders, David A.
• Application Number:
  US06/698,108
• Time in Patent Office: 1,036 Days
• Field of Search: 436/500, 436/518, 436/804, 546/329, 548/300, 548/341, 548/342, 548/356, 548/561, 544/224, 544/242, 544/336
• US Class Current: 436/500
• CPC Class Codes: C07D 233/64 with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
• CPC Class Codes: G01N 33/78 Thyroid gland hormones , e.g. T3, T4, TBH, TBG or their receptors
• CPC Class Codes: Y10S 436/804 Radioisotope, e.g. radioimmunoassay

Abstract

A derivative of 3,5,3'"'"'-triiodothyronine having the following general formula: ##STR1## in which m is an integer from 2 to 4, n is an integer from 1 to 4, and R is a monovalent, unsubstituted, fully unsaturated five- or six-membered monocyclic heterocyclic group containing either one or two nitrogen atoms as the only hetero atoms.

Claims

1. A derivative of 3,5,3'"'"'-triiodothyronine having the following general formula:

##STR4## in which m is an integer from 2 to 4, n is an integer from 1 to 4, and R is a monovalent, unsubstituted, fully unsaturated five- or six-membered monocyclic heterocyclic group containing either one or two nitrogen atoms as the only hetero atoms.

2. The derivative of claim 1 in which R is imidazolyl.

3. The derivative of claim 2 in which m is 3 and n is 2.

4. The derivative of claim 1 in which m is 3, n is 2, and R is 5-imidazolyl.

5. An immunoassay for the direct measurement of free 3,5,3'"'"'-triiodothyronine in a liquid sample in which the 3,5,3'"'"'-triiodothyronine is present in both free and bound states, which immunoassay comprises the steps of:

A. combining the sample with a radiolabelled derivative of 3,5,3'"'"'-triiodothyronine and antibody specific for 3,5,3'"'"'-triiodothyronine said antibody being immobilized on a solid phase;

B. incubating the mixture which results from step A;

C. separating the solid phase from the liquid phase;

D. measuring the amount of the radiolabeled derivative of 3,5,3'"'"'-triiodothyronine present in either phase;

wherein the radiolabeled derivative of 3,5,3'"'"'-triiodothyronine has the following general formula;

##STR5## in which m is an integer from 2 to 4, n is an integer from 1 to 4, and R is a monovalent, unsubstituted, fully unsaturated five- or six-membered monocyclic heterocyclic group containing either one or two nitrogen atoms as the only hetero atoms; and

E. determining the free 3,5,3'"'"'-triiodothyronine from the measurement of the derivative of 3,5,3'"'"'-triiodothyronine.

6. The immunoassay of claim 5 in which m is 3, n is 2, and R is 5-imidazolyl.

7. The immunoassay of claim 6 in which the amount of the derivative of 3,5,3'"'"'-triiodothyronine in the solid phase is measured by means of the ¹²⁵ I activity.

8. The immunoassay of claim 7 in which the solid phase is a finely divided particulate material.

9. The immunoassay of claim 8 in which the finely divided particulate material is controlled-pore glass.

10. The immunoassay of claim 8 in which the finely divided particulate material is magnetic.

11. The immunoassay of claim 5 wherein R is imidazolyl.

12. A derivative of 3,5-diiodothyronine having the following general formula:

##STR6## in which m is an integer from 2 to 4, n is an integer from 1 to 4, and R is a monovalent, unsubstituted, fully unsaturated five- or six-membered heterocyclic group containing either one or two nitrogen atoms as the only hetero atoms.