| Identification | Back Directory | [Name]
3,3',5-TRIIODOTHYROACETIC ACID | [CAS]
51-24-1 | [Synonyms]
T3A
TRIAC
Nidolin
Triacana
TIRATRICOL
TRIIODOTHYROACETICACID
Levothyroxine Impurity C
Liothyronine EP Impurity C
Levothyroxine EP Impurity C
3,3',5-TRIIODOTHYROACETIC ACID
[4-(4-Hydroxy-3-iodophenoxy)-3,5-di
Tiratricol (Triiodothyroacetic Acid)
3,3',5-Triiodothyroacetic acid >=90%
3,3,5-triiodothyroacetic acid,*free acid
Tiratricol/ 3,3',5-triiodothyroacetic acid
3,3',5-TRIIODOTHYROACETIC ACID (TIRATRICOL)
4'-HYDROXY-3,5,3'-TRIIODOPHENOXY-4-PHENYLACETIC ACID
Levothyroxine Impurity 3（Levothyroxine EP Impurity C）
4-[4-HYDROXY-3-IODOPHENOXY]-3,5-DIIODOPHENYLACETIC ACID
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodobenzeneacetic Acid
Liothyronine EP Impurity C (Levothyroxine EP Impurity C)
[(4-Hydroxy-3-iodo-4-phenoxy)-3,5-diiodophenyl]acetic Acid
Benzeneacetic acid,4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-
2-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid
2-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic acid
2-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]ethanoic acid
Tiratricol,4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-Benzeneacetic acid
Tiratricol SynonyMs 3,3,5-Triiodothyroacetic acid
Liothyronine EP Impurity C (Triiodothyroacetic Acid/ Levothyroxine EP Impurity C/ Levothyroxine T3-Acetic Acid)
Levothyroxine EP Impurity C/ Levothyroxine T3-Acetic Acid (Liothyronine EP Impurity C/ Triiodothyroacetic Acid) | [EINECS(EC#)]
200-086-1 | [Molecular Formula]
C14H9I3O4 | [MDL Number]
MFCD00055931 | [MOL File]
51-24-1.mol | [Molecular Weight]
621.93 |
| Chemical Properties | Back Directory | [Melting point ]
65°; mp 180-183° | [Boiling point ]
531.6±50.0 °C(Predicted) | [density ]
2.466±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMSO (Slightly, Heated), Methanol (Slightly, Heated, Sonicated) | [form ]
Solid | [pka]
4.02±0.10(Predicted) | [color ]
White to Pale Beige |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-White Solid | [Originator]
Triacana,Ana,Italy,1972 | [Uses]
thyroid agent | [Uses]
Thyroid hormone analogue | [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 |
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