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55-06-1

Basic Information
CAS No.: 55-06-1
Name: Liothyronine sodium
Article Data: 1
Molecular Structure:
Molecular Structure of 55-06-1 (Liothyronine sodium)
Formula: C15H11I3NNaO4
Molecular Weight: 672.96
Synonyms: Alanine,3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-, monosodium salt, L- (8CI);L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, monosodium salt (9CI);3,3',5-Triiodo-L-thyronine sodium salt;3,3',5-Triiodothyronine sodium salt;3,5,3'-Triiodo-L-thyronine monosodium salt;Basoprocin;Cynomel;Cyomel;Cytobin;Cytomel;Cytomel sodium;Cytomine;Ibiothyron;L-Triiodothyroninesodium salt;Liothyroniinde sodium salt;Liothyroninesodium;Sodium 3,3',5-triiodo-L-thyronine;Sodium 3,5,3'-triiodothyronine;Sodium L-3,3',5-triiodothyronine;Sodium L-triiodothyronine;Sodium T3;Sodiumliothyronine;Sodium triiodo-L-thyronine;Sodium triiodothyronine;T3 Sodiumsalt;Tertroxin;Triiodothyronine sodium salt;Triostat;Triothyrone;
EINECS: 200-223-5
Melting Point: 205 °C (dec.)(lit.)
Boiling Point: 563.5 °C at 760 mmHg
Flash Point: 294.6 °C
Solubility: Partly miscible in water. Soluble in dimethyl sulfoxide, methanol, sodium hydroxide and ethanol. Practically insoluble in most other organic solvents.
Appearance: white to beige powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22
Safety: 22-24/25-36
PSA: 95.61000
LogP: 3.31830
Synthetic route
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

55-06-1

liothyronine sodium

bismuth triiodothyronine

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

liothyronine sodium

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%
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

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
55-06-1

liothyronine sodium

6893-02-3

triiodothyronine

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

liothyronine sodium

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
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Chemistry


IUPAC Name: Sodium (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate
Molecular Formula: C15H11I3NNaO
Molecular Weight: 672.96 g/mol
SMILES: c1(Oc2cc(c(O)cc2)I)c(cc(C[C@@H](C(=O)[O-])N)cc1I)I.[Na+]
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-;/m0./s1
EINECS: 200-223-5
Classification Code: Thyroid hormone
Solubility: 4 M NH4OH in methanol: 125 g/5mL, clear, yellow-brown
H-Bond Donor: 2  
H-Bond Acceptor: 5
Flash Point: 294.6 °C 
Enthalpy of Vaporization: 89.1 kJ/mol 
Boiling Point: 563.5 °C at 760 mmHg 
Melting Point: 205 °C (dec.)(lit.)
alpha: 20 °(c=2,alcohol/1.2N HCl)
Storage temperature: 2-8 °C
Vapour Pressure of Liothyronine sodium (CAS NO.55-06-1): 1.55E-13 mmHg at 25 °C

Uses

  Liothyronine sodium (CAS NO.55-06-1) used to treat hypothyroidism and myxedema coma.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 20/21/22 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-36
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S36: Wear suitable protective clothing.
WGK Germany of Liothyronine sodium (CAS NO.55-06-1): 3

Specification

  Liothyronine sodium (CAS NO.55-06-1), its Synonyms are Alanine, 3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)-, monosodium salt, L- (8CI) ; L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, monosodium salt ; 3,3',5-Triiodo-L-thyronine sodium ' 3,3',5-Triiodo-L-thyronine sodium salt ; 3,3',5-Triiodothyronine sodium salt ; Basoprocin ; Cynomel ; Monosodium L-3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)alanine ; Sodium 3,3',5-triiodo-L-thyronine ; Sodium 3,5,3'-triiodo-L-thyronine . It is white to beige powder.