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55-06-1

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55-06-1 Usage

Chemical Properties

white to beige powder

Originator

Cytomel,SKF,US,1956

Uses

Different sources of media describe the Uses of 55-06-1 differently. You can refer to the following data:
1. 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.
2. 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.
3. cytochrome P450 inhibitor, Ca antagonist, anesthetic (local)

Definition

ChEBI: 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.

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 T3 alone 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.

Veterinary Drugs and Treatments

Because of its shorter duration of action, liothyronine is generally not considered the drug of first choice in treating hypothyroidism. Infrequently, animals not responding to levothyroxine may respond to liothyronine.

Check Digit Verification of cas no

The CAS Registry Mumber 55-06-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 5 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 55-06:
(4*5)+(3*5)+(2*0)+(1*6)=41
41 % 10 = 1
So 55-06-1 is a valid CAS Registry Number.

55-06-1 Well-known Company Product Price

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  • CAS number
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  • Alfa Aesar

  • (H33668)  3,3',5'-Triiodo-L-thyronine sodium salt, 95%   

  • 55-06-1

  • 250mg

  • 647.0CNY

  • Detail
  • Alfa Aesar

  • (H33668)  3,3',5'-Triiodo-L-thyronine sodium salt, 95%   

  • 55-06-1

  • 1g

  • 1917.0CNY

  • Detail
  • Alfa Aesar

  • (H33668)  3,3',5'-Triiodo-L-thyronine sodium salt, 95%   

  • 55-06-1

  • 5g

  • 4447.0CNY

  • Detail

55-06-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name liothyronine sodium

1.2 Other means of identification

Product number -
Other names Tertroxin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:55-06-1 SDS

55-06-1Synthetic route

liothyronine sodium
55-06-1

liothyronine sodium

Conditions
ConditionsYield
With iodine; ethylamine; sodium iodide In water at 0 - 22℃; for 7h; Large scale;
bismuth (III) nitrate pentahydrate

bismuth (III) nitrate pentahydrate

liothyronine sodium
55-06-1

liothyronine sodium

bismuth triiodothyronine

bismuth triiodothyronine

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 18h;91%
liothyronine sodium
55-06-1

liothyronine sodium

(S)-4-(4-(2-amino-3-hydroxypropyl)-2,6-diiodophenoxy)-2-iodophenol
1417654-45-5

(S)-4-(4-(2-amino-3-hydroxypropyl)-2,6-diiodophenoxy)-2-iodophenol

Conditions
ConditionsYield
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran; 1,4-dioxane at 0℃; Inert atmosphere;61%
liothyronine sodium
55-06-1

liothyronine sodium

3,5-diiodo-N-[[(carboxymethyl)[2-[(carboxymethyl)[2-[bis(carboxymethyl)amino]ethyl]amino]ethyl]amino]acetyl]-O-[3-iodo-4-(sulfooxy)phenyl]-l-tyrosine

3,5-diiodo-N-[[(carboxymethyl)[2-[(carboxymethyl)[2-[bis(carboxymethyl)amino]ethyl]amino]ethyl]amino]acetyl]-O-[3-iodo-4-(sulfooxy)phenyl]-l-tyrosine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / water / Large scale
2.1: chlorosulfonic acid / N,N-dimethyl acetamide / 4.67 h / -5 - 5 °C / Inert atmosphere
2.2: 1.5 h / Inert atmosphere
3.1: N,N-dimethyl acetamide; water / 4.5 h / 80 °C
3.2: 0.33 h / 25 °C
View Scheme
liothyronine sodium
55-06-1

liothyronine sodium

triiodothyronine
6893-02-3

triiodothyronine

Conditions
ConditionsYield
With acetic acid In water Large scale;
liothyronine sodium
55-06-1

liothyronine sodium

C36H47I3N4O14S2

C36H47I3N4O14S2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / water / Large scale
2.1: chlorosulfonic acid / N,N-dimethyl acetamide / 4.67 h / -5 - 5 °C / Inert atmosphere
2.2: 1.5 h / Inert atmosphere
3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0 - 20 °C
View Scheme

55-06-1Upstream product

55-06-1Relevant articles and documents

3, 5-diiodo-O-[ 3-phenyl]-production of sulfate derivative of L-thyrosine (by machine translation)

-

Paragraph 0060, (2017/01/05)

The present invention relates to a process for the preparation of the mono sodium salt of the derivative 3,5-diiodo-O-[3-iodo-4-(sulphooxy)phenyl]-L- tyrosine (T3S) by starting from the corresponding phenolic compound, in the presence of chlorosulfonic acid and dimethylacetamide as a solvent. The so obtained T3S compound may conveniently be isolated in a pure form as a solid in good yields. The present invention further relates to the process for T3S preparation, wherein the starting reagent is T2 and further comprising the formulation of such compound in tablets. Furthermore, the invention discloses non-radioactive immunoassays based on T3S derivatives.

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