51-24-1 Usage
Uses
Used in Pharmaceutical Industry:
3,3',5-TRIIODOTHYROACETIC ACID is used as a thyroid hormone analogue for its ability to mimic the effects of natural thyroid hormones in the body. This application is crucial for treating various thyroid-related conditions, such as hypothyroidism, and for maintaining proper metabolic function.
Used in Research and Development:
In the field of research and development, 3,3',5-TRIIODOTHYROACETIC ACID is used as a potent impurity for studying the effects of thyroid hormones on various biological processes. This helps in understanding the underlying mechanisms of thyroid hormone action and contributes to the development of new therapeutic strategies for thyroid-related disorders.
Used in Quality Control:
3,3',5-TRIIODOTHYROACETIC ACID is also utilized in the quality control of thyroid hormone medications, ensuring the purity and efficacy of these drugs. By monitoring the presence of this impurity, pharmaceutical companies can maintain high standards of drug quality and safety for patients.
Used in Diagnostic Applications:
3,3',5-TRIIODOTHYROACETIC ACID can be employed in diagnostic applications to assess thyroid function and diagnose thyroid-related disorders. Its role in these tests helps healthcare professionals to determine the appropriate treatment strategies for patients with thyroid imbalances.
Originator
Triacana,Ana,Italy,1972
Manufacturing Process
Preparation of 3:5-diiodo-4-(4'-hydroxyphenoxy)phenylacetic acid (diacid): A
solution of ethyl 3:5-diiodo-4-(4'-methoxyphenoxy)phenyl acetate (9.5 g) in
acetic acid (60 ml) was heated under reflux with hydroiodic acid (SG 1.7, 50
ml) and red phosphorus (0.5 g) for 1 hour. The hot solution was filtered and
the filtrate concentrated at 50°C and 15 mm of mercury to above 20 ml. The
residue was treated with water (70 ml) containing a little sodium thiosulfate
to decolorize the product. The solid was collected by filtration and purified by
the method of Harington and Pitt-Rivers [Biochem. J. (1952), Vol. 50, page
438]. Yield 8.36 g (95%). After crystallization from 70% (v/v) acetic acid it
melted at 219°C.
A solution of 438 mg of diac in methanol (20 ml) and ammonia solution (SG
0.88; 20 ml) was iodinated at 0°C with 1.8 ml 1 N iodine solution. The
product was isolated in almost theoretical yield in a manner similar to that
described for tetrac. After crystallization from 50% (v/v) methanol, triac was
obtained as colorless needles which melted over the range 65°C to 90°C
according to the rate of heating. The molten form resolidified at about 110°C
and finally melted at 180°C to 181°C without decomposition. The compound,
dried at 25°C/3 mm over silica gel, contains methanol of crystallization.
Therapeutic Function
Thyroid hormone
Check Digit Verification of cas no
The CAS Registry Mumber 51-24-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 1 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 51-24:
(4*5)+(3*1)+(2*2)+(1*4)=31
31 % 10 = 1
So 51-24-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H9I3O4/c15-9-6-8(1-2-12(9)18)21-14-10(16)3-7(4-11(14)17)5-13(19)20/h1-4,6,18H,5H2,(H,19,20)
51-24-1Relevant articles and documents
Deiodotrifluoromethylation of ethyl 3,3',5-triiodothyroacetate. Divergent derivatization based on the combinatorial concept
Sagi, Kazuyuki,Kagechika, Hiroyuki,Fukasawa, Hiroshi,Hashimoto, Yuichi,Shudo, Koichi
, p. 1273 - 1275 (1996)
A strategy for development of thyroid hormone analogs was examined based on the combinatorial concept. The reaction of ethyl 3,3',5- triiodothyroacetate (3b) with Cd/Br2CF2/CuBr followed by ester hydrolysis gave a mixture of more than ten products as detected by HPLC. The structures of the products in the bioactive fractions showed that the replacement of iodides with trifluoromethyl groups is an effective approach for obtaining thyromimetics.
