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3,3',5-Triiodo-L-thyronine

3,3',5-Triiodo-L-thyronine structure

CAS No:
6893-02-3
Formula:
C15H12I3NO4
Chemical Name:
3,3',5-Triiodo-L-thyronine
Synonyms:
L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo- (9CI);NSC 80203;Thyronine, 3,3',5-triiodo-, L- (6CI);IODOTHYRONINE;3,3,5-TRIIODO-L -THYRONINE 95-98% FREE ACID CRYSTALLINE;O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine;3,3μ,5 Triiodothyronine (T3);3,3μ,5-Triiodo-L-thyronine, Liothyronine, T3, O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine
Categories:
Active Pharmaceutical Ingredients > Drug Metabolism

Description

3,3',5-Triiodo-L-thyronine is a potent agonist of thyroid hormone receptors TRα and TRβ with Kis of 2.3 nM.

Crystalline T3 (liothyronine sodium, Cytomel) has a rapid onset and short duration of action. It is the therapy of choice when it is desirable to have rapid onset or cessation of activity, such as in patients with heart disease.

Off-White Solid

ChEBI: An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxi e in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.

Likely impurities are as in thyroxine. Purify it by dissolving in dilute NH3 at ~20o, then crystallise it by addition of dilute acetic acid to pH 6. Alternatively 35g are purified by dissolving it in a mixture of EtOH (250mL) and 2N NaOH (100mL), then hot 2N HCl is added to the boiling solution until the pH is 4-5. After cooling for a few hours, the solid is filtered off and dried in a vacuum [m 233-235o(dec)]. [Chambers et al. J Chem Soc 2433 1949, Beilstein 14 III 1566, 14 IV 2373.]

3,3',5-Triiodo-L-thyronine Basic Attributes

Molecular Weight：

650.97

Exact Mass：

650.97

BRN：

2710227

EC Number：

229-999-3

Color/Form：

Off-white to pale yellow

HScode：

29225090

Characteristics

PSA：

92.8

XLogP3：

1.7

Appearance：

Off-white to pale yellow powder

Density：

2.2155 (estimate)

Melting Point：

234-238 °C(lit.)

Boiling Point：

232°C (rough estimate)

Flash Point：

294.6±30.1 °C

Refractive Index：

1.763

Water Solubility：

Insoluble in water, ethanol and propylene glycol. Soluble in dilute alkalies.

Storage Conditions：

−20°C

Toxicity：

LDLo oral in rat: 7500mg/kg

Specific rotation：

23 º (c=2 in ethanol)

PKA：

pKa 8.5 (Uncertain);8.4 (Uncertain);8.45 (Uncertain)

Critical Temperature & Pressure：

-20°C

Safety Information

Transport codes：

UN1230 - class 3 - PG 2 - Methanol, solution

wgk germany：

hazard class code：

Xn,Xi,T,F

safety instructions：

36-26-36/37/39-45-36/37-16

RTECS Number：

AY6750000

Marks：

Xn,Xi,T,F

Storage features：

-20°C

Precautionary statement(s)：

P210-P260-P280-P301 + P310 + P330-P302 + P352 + P312-P370 + P378

Hazard Statements：

20/21/22-36/37/38-39/23/24/25-23/24/25-11

RIDADR：

UN1230 - class 3 - PG 2 - Methanol, solution

3,3',5-Triiodo-L-thyronine Use and Manufacturing

One of the hormones produced by the thyroid gland that is involved in the maintenance of metabolic homeostasis. Also produced in peripheral tissues as the active metabolite of Thyroxine.

T3 or 3,3',5-Triiodo-L-thyronine is a thyroid hormone involved with many physiological processes in the human body including growth and development, metabolism, body temperature and heart rate. Free and total T3 serum levels are measured by LC-MS/MS for determination of hyperthyroidism caused by excess T3. This Certified Spiking Solution is suitable for use as a starting material in preparation of linearity standards, calibrators, and controls for thyroid hormone testing methods by LC-MS/MS.

Drug Function and Efficacy

Active thyroid hormone (T3) used to restore normal thyroid levels and improve metabolic rate

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

THYRO T3 RESCUE- spongia tosta, iodium, fucus vesiculosus, belladonna, adenosinum triphosphoricum dinatrum, parathyroid (bovinum), selenium metallicum, thyroidinum (suis), hepar bovine, hypothalamus suis, kidney (suis), hypophysis suis, thymus (suis), levothyroxinum, triiodothyronine_liquid
Manufacturer	The Wellness Center for Research and Education

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Guide of 3,3',5-Triiodo-L-thyronine

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Drug Function and Efficacy
Related Drugs
Recommended Suppliers
Latest News
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