L-Thyroxine supplier | CasNO.51-48-9

Name
L-Thyroxine
EINECS 200-101-1
CAS No. 51-48-9
Article Data27
CAS DataBase
Density 2.635 g/cm³
Solubility insoluble in water
Melting Point 235 °C
Formula C₁₅H₁₁I₄NO₄
Boiling Point 576.306 °C at 760 mmHg
Molecular Weight 776.875
Flash Point 302.339 °C
Transport Information
Appearance Crystalline Solid
Safety 22-24/25-36
Risk Codes 40
Molecular Structure
Hazard Symbols Xn
Synonyms Thyroxine,L- (8CI);(-)-Thyroxine;3,3',5,5'-Tetraiodo-L-thyronine;Henning;L-T4;L-Thyroxin;Levothyroxine;NSC 36397;T4;T4 (hormone);THX;Tetraiodothyronine;Thyrax;Thyreoideum;Thyroxin;Thyroxinal;Thyroxine;
PSA 92.78000
LogP 5.25760

Synthetic route

: 1041-01-6, 534-51-0, 5563-89-3, 299-82-1
3,5-diiodo-L-thyronine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With sodium hypochlorite; tert-butylamine; sodium iodide In methanol at 20 - 30℃; Reagent/catalyst; Solvent;	100%
With iodine; methylamine; potassium iodide In water at 0 - 5℃; for 2h;	95%
With iodine; potassium iodide; sodium hydroxide In water at -10 - 10℃; Reagent/catalyst; Temperature;	76.7%
With water; iodine; ethylamine; potassium iodide
With ammonia; iodine; potassium iodide

: L-thyroxine, sodium salt hexahydrate

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With hydrogenchloride In methanol; dimethyl sulfoxide	96%

: 300-39-0
3,5-diiodo-l-tyrosine

: 5,7-diiodo-1-oxaspiro[2.5]octa-4,7-dien-6-one

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 24℃; for 16h; 0.2 M borate buffer, pH 8.0 (add. of 0.1 M NaOH);	94%

: 70-40-6
3,3′-diiodothyronine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Stage #1: 3,3′-diiodothyronine With methylamine In methanol at 25 - 30℃; Stage #2: With iodine In methanol at -8 - 0℃; Stage #3: With potassium dihydrogenphosphate; sodium hydrogensulfite In methanol at 15 - 20℃;	91.2%

: 300-39-0
3,5-diiodo-l-tyrosine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide; butan-1-ol
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 1 h 1.2: 2 h / 20 - 40 °C 2.1: diisopropylamine / water; butan-1-ol / 2 h / 20 - 90 °C 2.2: 2 h / 20 - 30 °C 3.1: acetic acid; hydrogen iodide / 5 h / 100 °C 4.1: methylamine / methanol / 25 - 30 °C 4.2: -8 - 0 °C 4.3: 15 - 20 °C View Scheme

: 1027-28-7
N-acetyl-3,5-diiodo-L-tyrosine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With air; water at 37℃; Erhitzen des Reaktionsprodukts mit wss. Salzsaeure und Essigsaeure;

: 300-39-0
3,5-diiodo-l-tyrosine

: ((7R,8S)-8-Hydroxy-5,7-diiodo-6-oxo-1-oxa-spiro[2.5]oct-4-en-2-yl)-oxo-acetic acid

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
at 0℃; for 0.75h; Yield given;

: 27059-94-5
iodoacetamide

3,5-diiodo-thyronine: 3,5-diiodo-thyronine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With methanol; triethylamine

: 623-11-0
1-methyl-4-nitrosobenzene

: 300-39-0
3,5-diiodo-l-tyrosine

: 7722-84-1
dihydrogen peroxide

: 71-36-3
butan-1-ol

: 51-48-9
L-thyroxine

...Expand

casein: casein

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Jodierung und anschliessende Hydrolyse;

: 968-21-8, 3303-29-5, 17665-04-2, 19659-00-8, 62732-59-6, 92761-93-8, 123464-97-1
H-Leu-Tyr-OH

: 7553-56-2
iodine

aqueous sodium hydrogencarbonate solution: aqueous sodium hydrogencarbonate solution

: 51-48-9
L-thyroxine

...Expand

: 4-Hydroxymethyl-2,6-diiodo-cyclohexa-2,5-dienone

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 37 percent / NaBiO3 / ethyl acetate; acetic acid; H2O / 4 h 2: 94 percent / dimethylformamide / 16 h / 24 °C / 0.2 M borate buffer, pH 8.0 (add. of 0.1 M NaOH) View Scheme

: 534-51-0
3,5-diiodo-DL-thyronine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 2: (-)-α-phenethylamine; water 3: hydrobromic acid 4: concentrated ammonia; potassium iodide; iodine View Scheme

: 96679-34-4
3.5-diiodo-N.O-diacetyl-L-tyrosine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH solution 2: water; air / 37 °C / Erhitzen des Reaktionsprodukts mit wss. Salzsaeure und Essigsaeure View Scheme

: 94298-44-9
N-formyl-3,5-diiodo-DL-thyronine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (-)-α-phenethylamine; water 2: hydrobromic acid 3: concentrated ammonia; potassium iodide; iodine View Scheme

: 94298-44-9, 120408-14-2
N-formyl-3,5-diiodo-L-thyronine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrobromic acid 2: concentrated ammonia; potassium iodide; iodine View Scheme

: 60-18-4
L-tyrosine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; iodine monochloride 2: aq. NaOH solution; butanol-(1); aqueous hydrogen peroxide View Scheme
Multi-step reaction with 8 steps 1: hydrogenchloride / water / 24 h / 20 °C 2: sodium hydrogencarbonate / water; tetrahydrofuran / 24 h / 20 °C 3: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C 4: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve 5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C 6: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C 7: lithium hydroxide / water; methanol / 1.5 h / 4 °C 8: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 2 steps
1: acetic acid; iodine monochloride
2: aq. NaOH solution; butanol-(1); aqueous hydrogen peroxide
View Scheme

Multi-step reaction with 8 steps
1: hydrogenchloride / water / 24 h / 20 °C
2: sodium hydrogencarbonate / water; tetrahydrofuran / 24 h / 20 °C
3: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C
4: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C
6: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C
7: lithium hydroxide / water; methanol / 1.5 h / 4 °C
8: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere
View Scheme

: O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-L-tyrosine disodium salt

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃; for 1h; pH=~ 4 - 5;

: 300-30-1
thyroxine

A: 51-48-9
L-thyroxine

B: 51-49-0
dextrothyroxine

Conditions

Conditions	Yield
With chiral stationary phase including isopropyl-functionalized CF6 In methanol; acetic acid; triethylamine; acetonitrile at 20℃; Purification / work up;

: 1431868-09-5
methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium hydroxide / water; methanol / 1.5 h / 4 °C 2: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

: (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoic acid

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 20℃; Inert atmosphere;

: 1080-06-4
L-Tyr-OMe

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: sodium hydrogencarbonate / water; tetrahydrofuran / 24 h / 20 °C 2: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C 3: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C 5: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C 6: lithium hydroxide / water; methanol / 1.5 h / 4 °C 7: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 7 steps
1: sodium hydrogencarbonate / water; tetrahydrofuran / 24 h / 20 °C
2: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C
3: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C
5: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C
6: lithium hydroxide / water; methanol / 1.5 h / 4 °C
7: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere
View Scheme

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C 2: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C 4: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C 5: lithium hydroxide / water; methanol / 1.5 h / 4 °C 6: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C
2: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C
4: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C
5: lithium hydroxide / water; methanol / 1.5 h / 4 °C
6: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere
View Scheme

: 128781-80-6
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C 3: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C 4: lithium hydroxide / water; methanol / 1.5 h / 4 °C 5: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C
3: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C
4: lithium hydroxide / water; methanol / 1.5 h / 4 °C
5: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere
View Scheme

: 1016161-91-3
C30H43I2NO6Si

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C 2: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C 3: lithium hydroxide / water; methanol / 1.5 h / 4 °C 4: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

: 1431868-05-1
C21H23I2NO6

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C 2: lithium hydroxide / water; methanol / 1.5 h / 4 °C 3: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere View Scheme

: 3,5-diiodo L-tyrosine copper complex

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: diisopropylamine / water; butan-1-ol / 2 h / 20 - 90 °C 1.2: 2 h / 20 - 30 °C 2.1: acetic acid; hydrogen iodide / 5 h / 100 °C 3.1: methylamine / methanol / 25 - 30 °C 3.2: -8 - 0 °C 3.3: 15 - 20 °C View Scheme

: 6293-71-6
4,4'-dimethoxydiphenyliodonium iodide

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: diisopropylamine / water; butan-1-ol / 2 h / 20 - 90 °C 1.2: 2 h / 20 - 30 °C 2.1: acetic acid; hydrogen iodide / 5 h / 100 °C 3.1: methylamine / methanol / 25 - 30 °C 3.2: -8 - 0 °C 3.3: 15 - 20 °C View Scheme

: 94345-95-6
2-amino-3-(3,5-diiodo-4-(4-methoxyphenoxy)phenyl)propanoic acid

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: acetic acid; hydrogen iodide / 5 h / 100 °C 2.1: methylamine / methanol / 25 - 30 °C 2.2: -8 - 0 °C 2.3: 15 - 20 °C View Scheme

: 79-33-4
L-Lactic acid

: 87-69-4
L-Tartaric acid

: 51-48-9
L-thyroxine

: C4H6O6*C15H11I4NO4*C3H6O3

Conditions

Conditions	Yield
at 10 - 20℃; for 168h;	99.5%

...Expand

: 51-48-9
L-thyroxine

: 55-03-8
L-thyroxine sodium

Conditions

Conditions	Yield
With sodium carbonate In water Reflux;	98%
Stage #1: L-thyroxine With sulfuric acid; ammonia In butan-1-ol at 5 - 65℃; for 1h; pH=8; Stage #2: With sodium hydroxide In propan-1-ol; butan-1-ol at 25 - 50℃; pH=10;	83%
With sodium carbonate Reflux;	79.2%
With sodium carbonate In propan-1-ol; water at 80 - 90℃; for 1h;	68%

: 87-69-4
L-Tartaric acid

: 51-48-9
L-thyroxine

: C4H6O6*C15H11I4NO4

Conditions

Conditions	Yield
In ethanol for 72h;	96%

: 51-48-9
L-thyroxine

: 1041-01-6, 534-51-0, 5563-89-3, 299-82-1
3,5-diiodo-L-thyronine

Conditions

Conditions	Yield
With sodium sulfite In water at 130℃; for 2h; Sealed tube; Microwave irradiation; Green chemistry;	92%

: 51-48-9
L-thyroxine

: O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-L-tyrosine disodium salt

Conditions

Conditions	Yield
With sodium hydroxide In propan-1-ol; water at 80 - 90℃;	91%
With sodium hydroxide In ethanol for 0.25h; Reflux;

: 24424-99-5
di-tert-butyl dicarbonate

: 51-48-9
L-thyroxine

: (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 2h;	90%
In N,N-dimethyl-formamide at 20℃; for 2h;	90%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	50%
With sodium carbonate In dimethyl sulfoxide
With hydrogenchloride; sodium hydrogencarbonate In N-methyl-acetamide; methanol; water	4.2 g (4.8 mmol, 83%)

: 51-48-9
L-thyroxine

: 77-76-9
2,2-dimethoxy-propane

: methyl (S)-2-amino-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water	87%
With hydrogenchloride In methanol; water	87%

: 3392-12-9
Boc-Val-ONSu

: 51-48-9
L-thyroxine

: N-(t-butoxycarbonyl)-L-valyl-L-thyroxine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 20℃; Condensation;	85%

: 51-48-9
L-thyroxine

: 144-62-7
oxalic acid

: C15H11I4NO4*C2H2O4

Conditions

Conditions	Yield
In ethanol at 10 - 20℃; for 120h;	82.5%

: 32315-10-9
bis(trichloromethyl) carbonate

: 51-48-9
L-thyroxine

: C16H9I4NO5

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 1h;	80%

: 32315-10-9
bis(trichloromethyl) carbonate

: 51-48-9
L-thyroxine

: L-thyroxine-N-carboxyanhydride

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;	80%

: 51-48-9
L-thyroxine

: 73122-01-7
α-(N-Trifluoroacetyl)amino-β-[3,5-diiodo-4-(3',5'-diiodo-4'-hydroxyphenoxy)phenyl] propanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate; trifluoroacetic acid; trifluoroacetic anhydride In water; ethyl acetate	70.5%
With sodium hydrogencarbonate; trifluoroacetic acid; trifluoroacetic anhydride In water; ethyl acetate	70.5%

: 51-48-9
L-thyroxine

: 75-03-6
ethyl iodide

: 1021496-83-2
2-(ethylamino)-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 2h;	62%
In N,N-dimethyl-formamide at 20℃; for 2h;	62%

: 106-31-0
butanoic acid anhydride

: 51-48-9
L-thyroxine

: 806620-06-4
2-(butyrylamino)-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	50%
Stage #1: L-thyroxine With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: butanoic acid anhydride In N,N-dimethyl-formamide at 20℃;	45%
Stage #1: L-thyroxine With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: butanoic acid anhydride In N,N-dimethyl-formamide at 20℃; for 0.75h;	45%

: 51-48-9
L-thyroxine

: 108-24-7
acetic anhydride

: 26041-53-2
2-acetamido-3-[4-(4-acetoxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid

Conditions

Conditions	Yield
Stage #1: L-thyroxine With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: acetic anhydride In N,N-dimethyl-formamide at 20℃;	50%
With pyridine at 0 - 23℃; for 12h; Inert atmosphere;

: 51-48-9
L-thyroxine

: 75-03-6
ethyl iodide

: 1083039-06-8
ethyl 2-(ethylamino)-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate

Conditions

Conditions	Yield
Stage #1: L-thyroxine With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; for 1h;	50%
Stage #1: L-thyroxine With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃;	10%

: 51-48-9
L-thyroxine

: 89889-52-1
biotinamidocaproate N-hydroxysuccinimide ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; dimethyl sulfoxide at 20℃; Cooling with ice;	42%

: 51-48-9
L-thyroxine

: L-thyroxine sulfate

Conditions

Conditions	Yield
With chlorosulfonic acid; trifluoroacetic acid at 0℃; for 0.166667h;	40%

: 51-48-9
L-thyroxine

: 74-88-4
methyl iodide

: 1234572-93-0
potassium 3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-(methylamino)propanoate dihydrate

Conditions

Conditions	Yield
Stage #1: L-thyroxine; methyl iodide In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With potassium carbonate In N,N-dimethyl-formamide	24%
Stage #1: L-thyroxine; methyl iodide With triiodothyronine In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With potassium carbonate In water; N,N-dimethyl-formamide	24%

: 51-48-9
L-thyroxine

: O-[3,5-diiodo-4-(sulfooxy)phenyl]-3,5-diiodo-L-tyrosine sodium salt

Conditions

Conditions	Yield
Stage #1: L-thyroxine With chlorosulfonic acid In N,N-dimethyl acetamide at 0 - 20℃; for 5h; Inert atmosphere; Stage #2: With sodium hydrogencarbonate; sodium carbonate In N,N-dimethyl acetamide; water for 1.5h;	18%

: 51-48-9
L-thyroxine

: 1596-67-4
O-(4-hydroxyphenyl)-3,5-diiodo-L-tyrosine

Conditions

Conditions	Yield
With potassium hydroxide; palladium Hydrogenation;
With sodium tetrahydroborate; C10H8STe; D,L-dithiothreitol In aq. phosphate buffer at 37℃; for 0.5h; pH=7.5; Reagent/catalyst;

: 51-48-9
L-thyroxine

: 79-04-9
chloroacetyl chloride

: 97738-15-3
N-chloroacetyl-3,5,3',5'-tetraiodo-L-thyronine

Conditions

Conditions	Yield
With ethyl acetate

: 51-48-9
L-thyroxine

: 77-78-1
dimethyl sulfate

: 4-(3,5-diiodo-4-methoxy-phenoxy)-3,5-diiodo-trans-cinnamic acid

Conditions

Conditions	Yield
With sodium hydroxide

L-Thyroxine Specification

The Levothyroxine, with the CAS registry number 51-48-9, is also known as L-thyroxine. It belongs to the product categories of Amino Acids; Organics; Heterocyclic Compounds; Amino Acids & Derivatives; Intermediates & Fine Chemicals; Pharmaceuticals; Isotope Labeled Compounds. Its EINECS registry number is 200-101-1. This chemical's molecular formula is C₁₅H₁₁I₄NO₄ and molecular weight is 776.87002. Its IUPAC name is called (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid. This chemical's classification codes are Hormone; Human Data; Mutation data; Reproductive Effect.

Physical properties of Levothyroxine: (1)ACD/LogP: 4.72; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.206; (4)ACD/LogD (pH 7.4): 1.678; (5)ACD/BCF (pH 5.5): 6.982; (6)ACD/BCF (pH 7.4): 2.069; (7)ACD/KOC (pH 5.5): 27.027; (8)ACD/KOC (pH 7.4): 8.01; (9)#H bond acceptors: 5; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.795; (13)Molar Refractivity: 125.446 cm³; (14)Molar Volume: 294.745 cm³; (15)Surface Tension: 79.617 dyne/cm; (16)Density: 2.636 g/cm³; (17)Flash Point: 302.339 °C; (18)Enthalpy of Vaporization: 90.781 kJ/mol; (19)Boiling Point: 576.306 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be extracted from animal thyroid, but also can use 5-bis iodine-L-tyrosine as raw material.

Levothyroxine can be used as a hormone replacement for patients with thyroid problems. This medicine is a hormone replacement usually given to patients with hypothyroidism. Levothyroxine is also frequently used to treat goiter because it usually lowers the levels of thyroid-stimulating hormone, a hormone that is considered goitrogenic. This chemical can be used in veterinary. The dosage for dogs with hypothyroidism is usually a twice daily dose of between 10-40 μg per kg of body weight.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. There is limited evidence of a carcinogenic effect. You should not breathe its dust. What's more, you must avoid contacting it with skin and eyes. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)O)N
(2)Isomeric SMILES: C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@@H](C(=O)O)N
(3)InChI: InChI=1S/C15H11I4NO4/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-/m0/s1
(4)InChIKey: XUIIKFGFIJCVMT-LBPRGKRZSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
child	TDLo	oral	328ug/kg (0.328mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION	Pediatrics. Vol. 73, Pg. 313, 1984.
man	TDLo	oral	63ug/kg (0.063mg/kg)	BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP	Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 517, 1983.
man	TDLo	oral	10286ug/kg (10.286mg/kg)	BEHAVIORAL: EXCITEMENT CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP GASTROINTESTINAL: NAUSEA OR VOMITING	Veterinary and Human Toxicology. Vol. 41, Pg. 323, 1999.
women	TDLo	oral	400ug/kg/2D-I (0.4mg/kg)	BEHAVIORAL: COMA CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)	Intensive Care Medicine. Vol. 13, Pg. 33, 1987.

Product Name

L-Thyroxine

Synthetic route

L-Thyroxine Specification

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