ChemicalBook > CAS DataBase List > Liothyronine sodium

Liothyronine sodium

Product Name
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
Formula Weight
672.96
MOL File
55-06-1.mol
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Liothyronine sodium Property

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)
EPA Substance Registry System
L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, monosodium salt (55-06-1)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
22-24/25-36
WGK Germany 
3
F 
3-8-10
HS Code 
29379000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H290May be corrosive to metals

H314Causes severe skin burns and eye damage

Precautionary statements

P234Keep only in original container.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P363Wash contaminated clothing before reuse.

P390Absorb spillage to prevent material damage.

P405Store locked up.

P406Store in corrosive resistant/… container with a resistant inner liner.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

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

Chemical Properties

white to beige powder

Originator

Cytomel,SKF,US,1956

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.

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.

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.

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.

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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Liothyronine sodium Suppliers

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View Lastest Price from Liothyronine sodium manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Liothyronine sodium 55-06-1
Price
US $100.00-70.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-16
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Liothyronine sodium 55-06-1
Price
US $0.00/g/Bag
Min. Order
100g
Purity
95.0%~101.0%; USP37
Supply Ability
100kg/month
Release date
2021-06-02
Baoji Guokang Bio-Technology Co., Ltd.
Product
Liothyronine sodium 55-06-1
Price
US $190.00/g/Bag
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2021-06-02

55-06-1, Liothyronine sodiumRelated Search:

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  • 3,3,5-TRIIODO-L-THYRONINE SODIUM SALT 98+%
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  • 3,3,5-TRIIODO-L -THYRONINE 95-98% SODIUM SALT CRYSTALLINE CELL CULTURE REAGENT GAMMA-IRRADIATED
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  • L-Triiodothyronine(T3)
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  • (S)-2-AMINO-3-[4-(4-HYDROXY-3-IODOPHENOXY)-3,5-DIIODOPHENYL]PROPIONIC ACID SODIUM SALT
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  • O-[4-HYDROXY-3-IODOPHENYL]-3,5-DIIODO-L-TYROSINE SODIUM SALT
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  • 3,3′,5-Triiodo-L-thyronine sodium salt,Liothyronine, O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine sodium salt, T3