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Liothyronine sodium

CAS No.
55-06-1
Chemical Name:
Liothyronine sodium
Synonyms
Triostat;Liothyronin sodiuM;Ibiot;Cyomel;T3, NA;Cytobin;Cynomel;Cytomine;Sodium T3;Tertroxin
CBNumber:
CB3195390
Molecular Formula:
C15H11I3NNaO4
Molecular Weight:
672.96
MDL Number:
MFCD00002594
MOL File:
55-06-1.mol
Last updated:2024-01-19 18:04:22

Liothyronine sodium Properties

Melting point 205 °C (dec.)(lit.)
alpha 20 º (c=2,alcohol/1.2N HCl)
RTECS YP2836500
storage temp. -20°C
solubility 4 M NH4OH in methanol: 125 g/5mL, clear, yellow-brown
form powder
color White to Pale Brown
Water Solubility Partly miscible in water. Soluble in dimethyl sulfoxide, methanol, sodium hydroxide and ethanol. Practically insoluble in most other organic solvents.
Sensitive Light Sensitive
Merck 5510
BRN 8179867
InChI InChI=1/C15H12I3NO4.Na/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22;/h1-4,6,12,20H,5,19H2,(H,21,22);/q;+1/p-1/t12-;/s3
InChIKey SBXXSUDPJJJJLC-ZLBVLXFENA-M
SMILES C1(C(I)=CC(C[C@H](N)C([O-])=O)=CC=1I)OC1=CC=C(O)C(I)=C1.[Na+] |&1:6,r|
CAS DataBase Reference 55-06-1(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms liothyronine sodium; Triostat
FDA UNII GCA9VV7D2N
NCI Drug Dictionary liothyronine sodium
ATC code H03AA02
EPA Substance Registry System L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, monosodium salt (55-06-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H314-H290
Precautionary statements  P501-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  22-24/25-36
WGK Germany  3
3-8-10
HS Code  29379000
NFPA 704
1
0 1

Liothyronine sodium price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J63312 3,3',5'-Triiodo-L-thyronine sodium salt 55-06-1 500mg $140 2024-03-01 Buy
Alfa Aesar J63312 3,3',5'-Triiodo-L-thyronine sodium salt 55-06-1 1g $215.65 2024-03-01 Buy
Cayman Chemical 16028 3,3',5-Triiodo-L-thyronine (sodium salt) ≥98% 55-06-1 1g $175 2021-12-16 Buy
Cayman Chemical 16028 3,3',5-Triiodo-L-thyronine (sodium salt) ≥98% 55-06-1 100mg $35 2021-12-16 Buy
Sigma-Aldrich T6397 3,3′,5-Triiodo-L-thyronine sodium salt powder, BioReagent, suitable for cell culture 55-06-1 100mg $82.2 2024-03-01 Buy
Product number Packaging Price Buy
J63312 500mg $140 Buy
J63312 1g $215.65 Buy
16028 1g $175 Buy
16028 100mg $35 Buy
T6397 100mg $82.2 Buy

Liothyronine sodium Chemical Properties,Uses,Production

Chemical Properties

white to beige powder

Originator

Cytomel,SKF,US,1956

Uses

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.

Uses

L-3,3',5-Triiodothyronine, Sodium Salt is shown to stimulate respiratory activity at the mitochondrial level. T3 is a thyroid hormone that increases rates of proteins synthesis, stimulates the breakdown of cholesterol, and effects embryonic development. In cell culture, T3 regulates cell differentiation and protein expression.

Indications

Liothyronine sodium (Cytomel) is the sodium salt of the naturally occurring levorotatory isomer of T3. Liothyronine is generally not used for maintenance thyroid hormone replacement therapy because of its short plasma half-life and duration of action. The use of T3alone is recommended only in special situations, such as in the initial therapy of myxedema and myxedema coma and the short-term suppression of TSH in patients undergoing surgery for thyroid cancer. The use of T3 alone may also be useful in patients with the rare condition of 5'-deiodinase deficiency who cannot convert T4 to T3.

Definition

ChEBI: Liothyronine sodium is the sodium salt of liothyronine. Thought to be more active than levothyroxine and with a rapid (few hours) onset and short duration of action, liothyronine sodium is used in the treatment of hypothyroidism, particularly in cases of hypothyroid coma. It contains a 3,3',5-triiodo-L-thyroninate.

Manufacturing Process

The 3,5-diiodo compound used as a starting material is a known material and may be prepared by the method in British Patents 643,089 and 671,070 and in the Journal of the Chemical Society, London, 1949, page 3424.
Synthesis: L-diiodo thyronine (1.05 g) is dissolved in ammonia (specific gravity 0.880) (40 ml) and methanol (40 ml) and iodinated slowly with shaking with N-iodine in KI solution at room temperature. After iodination,most of the ammonia and methanol are removed by evaporation under diminished pressure, water is added to the original volume, the solution is heated to 60°C and brought to pH 4 with hydrochloric acid. A crystalline precipitate is obtained which after cooling to room temperature is collected and washed with water. At this stage, the crude triiodo thyronine is contaminated with thyroxine and a little unchanged diiodo thyronine.
Purification: The crude precipitate is dissolved in boiling 2N HCl (300 ml) and filtered from the relatively insoluble thyroxine hydrochloride. The hot filtrate is brought to pH 4 with 5N NaOH and triiodo thyronine again separates; after chilling at 0° to 4°C it is collected, washed with water and dried. The yield of triiodo thyronine is 70 to 75% of the theoretical. This triiodo thyronine still contains some thyroxine (about 10%).
The final purification consists of chromatographic separation of thyroxine and triiodo thyronine on a kieselguhr column using 20% chloroform in n-butanol equilibrated with 0.5N NaOH as the developing solvent. 80 to 100 mg triiodo thyronine is purified during each run on a 50 g kieselguhr column. Pure Ltriiodo thyronine has MP 236° to 237°C (dec.) and [α]D29.5° = +21.5 in a 4.75% solution in a mixture of 1 part of N HCl and 2 parts of ethanol. Liothyronine is commonly used as the sodium salt.

brand name

Thyroid hormone Cytomel (King); Triostat (Jones).

General Description

3,3′,5′-Triiodo-L-thyronine (T3) is an endocrine hormone produced by the thyroid gland and is regarded as an active thyroid hormone at cellular level. Thyroxine (T4) serves as a precursor for T3 and is generated in extrathyroidal tissues.

Biochem/physiol Actions

3,3′,5′-Triiodo-L-thyronine (T3) is a thyroid hormone that increases rates of proteins synthesis, stimulates the breakdown of cholesterol, and effects embryonic development. In cell culture, T3 regulates cell differentiation and protein expression. The interaction of T3 with nonhistone proteins in the chromatin initiates the thyroid hormone activity. Thyroid hormones regulate the differentiation and development of tissues and affect a number of metabolic processes. The level of circulating T3 hormone is reduced in hypothyroidism.

Liothyronine sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Liothyronine sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Liothyronine sodium pictures 2024-03-19 Liothyronine sodium
55-06-1
US $3580.00-3500.00 / kg 100kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD
Liothyronine sodium pictures 2024-03-16 Liothyronine sodium
55-06-1
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Liothyronine sodium pictures 2024-03-16 Liothyronine sodium
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Liothyronine sodium pictures
  • Liothyronine sodium
    55-06-1
  • US $3580.00-3500.00 / kg
  • 99.99%
  • Hebei Dangtong Import and export Co LTD
LIOTHYRONINESODIUM,USP 3,3',5-Triiodothyronine sodium salt 3,5,3'-Triiodo-L-thyronine monosodium salt Alanine, 3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-, monosodium salt, L- (8CI) Basoprocin Cynomel Cyomel Cytobin Cytomel sodium Cytomine Ibiothyron L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, monosodium salt (9CI) Sodium 3,3',5-triiodo-L-thyronine Sodium 3,5,3'-triiodothyronine Sodium L-3,3',5-triiodothyronine Sodium liothyronine Sodium L-triiodothyronine Sodium T3 Sodium triiodo-L-thyronine Sodium triiodothyronine Tertroxin Triiodothyronine sodium salt llothyronine sodium 3,3,5-TRIIODO-L-THYRONINE SODIUM SALT 98+% 3,3,5-TRIIODO-L -THYRONINE 95-98% SODIUM SALT CRYSTALLINE CELL CULTURE REAGENT 3,3′,5-Triiodo-L-thyronine sodium salt, >=99% 3,3',5-TRIIODO-L-THYRONINE SODIUM*GAMMA- IRRADIATED 3,3',5-TRIIODO-L-THYRONINE SODIUM Liothyronine Sodium USP28 L-Triiodothyronine, sodium salt Sodium L-liothyronine Sodium (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate Liothyronine, T3, O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine sodium salt L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, monosodium salt 3,3,5-TRIIODO-L -THYRONINE 95-98% SODIUM SALT CRYSTALLINE CELL CULTURE REAGENT GAMMA-IRRADIATED 3,3,5-TRIIODO-L -THYRONINE 95-98% SODIUM SALT CRYSTALLINE T3 Sodium Salt, O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine Sodium Salt 3',5-Triiodo-L-thyronine sodium salt L-Triiodothyronine(T3) O-(4-hydroxy-3-iodophenyl)-3,5-diiodo- L-Tyrosine , sodium salt (1:1) (S)-2-AMINO-3-[4-(4-HYDROXY-3-IODOPHENOXY)-3,5-DIIODOPHENYL]PROPIONIC ACID SODIUM SALT SODIUM (S)-2-AMINO-3-[4-(4-HYDROXY-3-IODOPHENOXY)-3,5-DIIODOPHENYL]PROPIONATE T3 SODIUM SALT T3, NA O-[4-HYDROXY-3-IODOPHENYL]-3,5-DIIODO-L-TYROSINE SODIUM SALT 3,3',5-Triiodo-L-thyronine sodium salt≥ 98% (HPLC) LIOTHYRONINE SODIUM LIOTHYRONINE SODIUM SALT H-THY(3,3',5-I3)-ONA L-3,3',5-TRIIODOTHYRONINE, SODIUM SALT 3,3',5-TRIIODO-L-THYRONINE NA 3,3',5-TRIIODO-L-THYRONINE SODIUM SALT 3,3',5-TRIIODO-L-THYRONINE SODIUM SALT HYDRATE 3,3',5-TRIIODO-L-THYRONINE SODIUM*CELL C ULTURE TEST 3,3',5-Triiodo-L-thyronine, sodium salt,95% T3(3,3',5-Triiodo-L-thyronine) 3,3′,5-Triiodo-L-thyronine sodium salt,Liothyronine, O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine sodium salt, T3 Triiodothyronine-[13C6] hydrochloride (L-Liothyronine