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Levothyroxine sodium

Product Name
Levothyroxine sodium
CAS No.
55-03-8
Chemical Name
Levothyroxine sodium
Synonyms
L-THYROXINE SODIUM PENTAHYDRATE;L-THYROXINE SODIUM SALT PENTAHYDRATE;L-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-, monosodiumsalt;LT4 sodium;L-T4 sodium;Levothyroxine Sdium;Levothyroxine sodium;Thyroxine Soduim Salt;Levothyroxine sodium RS;Levothyroxine sodium ,T4
CBNumber
CB4106276
Molecular Formula
C15H12I4NNaO4
Formula Weight
800.87
MOL File
55-03-8.mol
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Levothyroxine sodium Property

Melting point:
207-210 (dec.)(lit.)
alpha 
D20 -4.4° (c = 3 in 70% ethanol)
Density 
d420 2.381
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
cell culture medium: 0.1 mg/mL
form 
powder
color 
Off-white to light yellow
BCS Class
1,3
Stability:
Hygroscopic
InChI
InChI=1/C15H11I4NO4.Na.H/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23;;/h1-2,4-5,12,21H,3,20H2,(H,22,23);;/t12-;;/s3
InChIKey
JMHCCAYJTTWMCX-QWPJCUCISA-M
SMILES
O(C1C(=CC(C[C@H](N)C(=O)O)=CC=1I)I)C1C=C(I)C(O)=C(I)C=1.[NaH] |&1:6,r|
EPA Substance Registry System
Levothyroxine sodium (55-03-8)
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Safety

Safety Statements 
22-24/25
RIDADR 
2811
WGK Germany 
3
RTECS 
YP2833760
F 
3-8-10
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
2937909000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
T0245
Product name
L-Thyroxine Sodium Salt Pentahydrate
Purity
>98.0%(T)
Packaging
1g
Price
$80
Updated
2025/07/31
TCI Chemical
Product number
T0245
Product name
L-Thyroxine Sodium Salt Pentahydrate
Purity
>98.0%(T)
Packaging
100mg
Price
$28
Updated
2025/07/31
TRC
Product number
T425601
Product name
ThyroxineSodiumSalt
Packaging
10g
Price
$275
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
53167
Product name
ThyroxineSodiumSalt
Packaging
1g
Price
$610
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007805
Product name
LEVOTHYROXINE SODIUM
Purity
95.00%
Packaging
1G
Price
$704.55
Updated
2021/12/16
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Levothyroxine sodium Chemical Properties,Usage,Production

Chemical Properties

Levothyroxine sodium is White Solid

Originator

Synthroid,Flint,US,1953

History

On August 14, 1997, the FDA declared levothyroxine sodium tablets a “new drug.” On February 15, 2017, the FDA approved levothyroxine sodium (brand name: Tirosint-SOL, developed by IBSA Pharma Inc.) oral solution for hypothyroidism and pituitary thyroid-stimulating hormone (TSH) suppression. Subsequently, the FDA approved two changes to the labeling of levothyroxine sodium (Tirosint-SOL, IBSA). The first change was for use in combination with a proton pump inhibitor (PPI). The second adjustment was the timing of levothyroxine sodium administration. The approved labeling changes were based on the results of two clinical studies that found no interaction between levothyroxine sodium and PPIs, and the same results were shown when administered 15 minutes and 30 minutes before breakfast. This led to the approval to label levothyroxine sodium as the only FDA-approved LT4 therapy that does not have label interactions with PPIs and can be taken 15 minutes before breakfast.

Uses

One of the thyroid hormones involved in the maintenance of metabolic homeostasis. Synthesized and stored as amino acid residues of thyroglobulin, the major protein component of the thyroid follicular colloid. Synthesis and secretion are regulated by the pituitary hormone (TSH). Deiodinated in peripheral tissues to the active metabolite, liothyronine. The D-form has very little activity as a thyroid hormone, but has been used to treat hyperlipidemia.

Definition

ChEBI: The sodium salt of L-thyoxine. It is used as replacement therapy in the treatment of hypothyroidism.

Indications

Levothyroxine sodium (Levothroid, Synthroid, Levoxine) is the sodium salt of the naturally occurring levorotatory isomer of T4. It is the preparation of choice for maintenance of plasma T4 and T3 concentrations for thyroid hormone replacement therapy in hypothyroid patients. It is absorbed intact from the gastrointestinal tract, and its long half-life allows for convenient oncedaily administration. Since much of the T4 is deiodinated to T3, it is usually unnecessary to use more expensive preparations containing both T4 and T3.The aim is to establish euthyroidism with measured serum concentrations of T4, T3, and TSH within the normal range.
The TSH-suppressive effects of exogenous T4 also prove useful in removing the stimulatory effects of TSH on the thyroid gland in the management of simple nonendemic goiter, chronic thyroiditis, and TSHdependent thyroid carcinoma.

Manufacturing Process

A 9.30 g portion of N-acetyl-L-diiodotyrosinamide was suspended in 100 ml of 0.05M boric acid (H3BO3) and 100 ml of 95% ethanol, and the solid was dissolved by adjusting the pH to 10.5 with 2N sodium hydroxide (NaOH). A 15% (by weight) portion of manganese sulfate monohydrate was added and the solution heated at 44°C under conditions of oxygenation while being agitated mechanically. After approximately 24 hours of incubation, the precipitated product was collected and separated from the catalyst, providing the amide of N-acetyl-L-thyroxine in 30.6% yield. On hydrolysis (removal of both amide functions), achieved by refluxing in glacial acetic acid-hydrochloric acid (approximately 2:1), L-thyroxine is obtained. It was isolated as the sodium salt, containing approximately 5 molecules of water of hydration.

brand name

Levo-T (Alara); Levolet (Vintage); Levothroid (Lloyd); Levoxyl (Jones); Novothyrox (Genpharm); Synthroid (Abbott); Unithroid (Stevens J).

Therapeutic Function

Thyroid hormone

General Description

Levothyroxine sodium,O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-2-tyrosinemonosodium salt, hydrate (Synthroid, Letter, Levoxine,Levoid), is the sodium salt of the levo isomer of thyroxine,which is an active physiological principle obtained from thethyroid gland of domesticated animals used for food by humans.It is also prepared synthetically. The salt is a light yellow,tasteless, odorless powder. It is hygroscopic but stablein dry air at room temperature. It is soluble in alkali hydroxides,1:275 in alcohol, and 1:500 in water, to give a pH ofabout 8.9.

Clinical Use

Liothyronine sodium occurs in vivo together withlevothyroxine sodium; it has the same qualitative activitiesas thyroxine but is more active. It is absorbed readily fromthe gastrointestinal tract, is cleared rapidly from the bloodstream,and is bound more loosely to plasma proteins than isthyroxine, probably because of the less acidic phenolic hydroxylgroup.Its uses are the same as those of levothyroxine sodium,including treatment of metabolic insufficiency, male infertility,and certain gynecological disorders.

Veterinary Drugs and Treatments

Levothyroxine sodium is indicated for the treatment of hypothyroidism in all species.

References

[1] Patent: WO2009/136249, 2009, A1. Location in patent: Page/Page column 5
[2] Patent: WO2015/11573, 2015, A1. Location in patent: Page/Page column 7 ;8
[3] Patent: WO2015/151013, 2015, A1. Location in patent: Paragraph 12; 13

Levothyroxine sodium Preparation Products And Raw materials

Raw materials

Levothyroxine Acetic acid Sodium levothyroxine

Preparation Products

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View Lastest Price from Levothyroxine sodium manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Levothyroxine sodium 55-03-8
Price
US $0.00/Kg/Bag
Min. Order
100g
Purity
97%-103% HPLC
Supply Ability
10KGS
Release date
2021-07-20
Baoji Guokang Healthchem Co., Ltd.
Product
Levothyroxine sodium 55-03-8
Price
US $3095.00/Kg/Bag
Min. Order
1KG
Purity
99
Supply Ability
1T
Release date
2021-06-04
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Levothyroxine Sodium 55-03-8
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-09-10

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  • 55-03-8
  • 55-03-86106-07-6
  • C15H11I4NNaO4
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  • 55-03-8