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| CAS No.: | 51-48-9 |
|---|---|
| Name: | L-Thyroxine |
| Article Data: | 27 |
| Molecular Structure: | |
|
|
|
| Formula: | C15H11I4NO4 |
| Molecular Weight: | 776.875 |
| 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; |
| EINECS: | 200-101-1 |
| Density: | 2.635 g/cm3 |
| Melting Point: | 235 °C |
| Boiling Point: | 576.306 °C at 760 mmHg |
| Flash Point: | 302.339 °C |
| Solubility: | insoluble in water |
| Appearance: | Crystalline Solid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 40 |
| Safety: | 22-24/25-36 |
| PSA: | 92.78000 |
| LogP: | 5.25760 |
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3,5-diiodo-L-thyronine
- 51-48-9
L-thyroxine
| 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 |
- 51-48-9
L-thyroxine
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; dimethyl sulfoxide | 96% |
| 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% |
| 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% |
| 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 |
| Conditions | Yield |
|---|---|
| With air; water at 37℃; Erhitzen des Reaktionsprodukts mit wss. Salzsaeure und Essigsaeure; |
| Conditions | Yield |
|---|---|
| at 0℃; for 0.75h; Yield given; |
| 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
- 51-48-9
L-thyroxine
| Conditions | Yield |
|---|---|
| Jodierung und anschliessende Hydrolyse; |
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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. |