triiodothyronine
3,5-diiodo-L-thyronine
triiodothyronine
Conditions | Yield |
---|---|
With sodium hydroxide; iodine | |
With ammonia; iodine; potassium iodide | |
With iodine; ethylamine | |
With iodine; ethylamine; sodium iodide In water at 0 - 20℃; for 10h; | |
Multi-step reaction with 2 steps 1: sodium iodide; ethylamine; iodine / water / 7 h / 0 - 22 °C / Large scale 2: acetic acid / water / Large scale View Scheme |
triiodothyronine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 32 percent / NaBiO3 / ethyl acetate; acetic acid; H2O / 1.33 h 2: 70 percent / dimethylformamide / 16 h / 24 °C / 0.2 M borate buffer, pH 8.0 (add. of 0.1 M NaOH) View Scheme |
Conditions | Yield |
---|---|
With acetic acid In water Large scale; |
triiodothyronine
Conditions | Yield |
---|---|
Stage #1: triiodothyronine With chlorosulfonic acid In N,N-dimethyl acetamide at 5 - 10℃; Inert atmosphere; Large scale; Stage #2: With sodium carbonate In N,N-dimethyl acetamide; water at 10 - 20℃; for 1h; Large scale; | 68% |
Stage #1: triiodothyronine With chlorosulfonic acid In N,N-dimethyl acetamide at -5 - 5℃; for 4.66667h; Inert atmosphere; Stage #2: With sodium carbonate In N,N-dimethyl acetamide; water for 1.5h; Temperature; Inert atmosphere; | 62% |
triiodothyronine
Conditions | Yield |
---|---|
Stage #1: triiodothyronine With chlorosulfonic acid In pyridine at 15 - 20℃; for 1.25h; Stage #2: With sodium hydrogencarbonate In pyridine; water pH=8.2; | 27% |
triiodothyronine
Conditions | Yield |
---|---|
With chlorosulfonic acid; trifluoroacetic acid at 0℃; for 0.166667h; | 25% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol |
tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate
triiodothyronine
Conditions | Yield |
---|---|
Stage #1: tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate; triiodothyronine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 15h; Stage #2: With water In tetrahydrofuran |
C13H13NSSe
triiodothyronine
A
C13H15NSSe
B
L-3,3'-Diiodothyronine
Conditions | Yield |
---|---|
With DL-dithiothreitol at 37℃; pH=7.5; aq. phosphate buffer; regioselective reaction; |
C10H8SSe
triiodothyronine
A
naphtho<1,8-cd>thiaselenole
B
L-3,3'-Diiodothyronine
Conditions | Yield |
---|---|
With DL-dithiothreitol at 37℃; pH=7.5; aq. phosphate buffer; regioselective reaction; |
triiodothyronine
A
3'-Iodothyronine
B
3-Monoiodothyronine
C
O-(4-hydroxyphenyl)-3,5-diiodo-L-tyrosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: D,L-dithiothreitol; sodium tetrahydroborate; C10H8STe / aq. phosphate buffer / 0.5 h / 37 °C / pH 7.5 2: D,L-dithiothreitol; sodium tetrahydroborate; C10H8STe / aq. phosphate buffer / 0.5 h / 37 °C / pH 7.5 View Scheme | |
Multi-step reaction with 2 steps 1: D,L-dithiothreitol; sodium tetrahydroborate; C10H8STe / aq. phosphate buffer / 0.5 h / 37 °C / pH 7.5 2: D,L-dithiothreitol; sodium tetrahydroborate; C10H8STe / aq. phosphate buffer / 0.5 h / 37 °C / pH 7.5 View Scheme |
triiodothyronine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: chlorosulfonic acid / N,N-dimethyl acetamide / 4.67 h / -5 - 5 °C / Inert atmosphere 1.2: 1.5 h / Inert atmosphere 2.1: N,N-dimethyl acetamide; water / 4.5 h / 80 °C 2.2: 0.33 h / 25 °C View Scheme |
triiodothyronine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: chlorosulfonic acid / N,N-dimethyl acetamide / 4.67 h / -5 - 5 °C / Inert atmosphere 1.2: 1.5 h / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
With dmap In acetonitrile at 20℃; for 0.75h; |
Conditions | Yield |
---|---|
With perchloric acid at 0 - 20℃; for 16h; |
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane; water at 20 - 30℃; for 30.5h; |
The L-Triiodothyronine, with the CAS registry number 6893-02-3, is also known as L-3,3',5-Triiodothyronine. It belongs to the product categories of Amino Acids & Derivatives; Intermediates & Fine Chemicals; Labeling and Diagnostics Reagents; Pharmaceuticals. Its EINECS number is 229-999-3. This chemical's molecular formula is C15H12I3NO4 and molecular weight is 650.97. What's more, its systematic name is O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Reproductive Effect. This chemical is used as a fat loss supplement, and it is also used in the treatment of depressive disorders. It should be protected from light.
Physical properties of L-Triiodothyronine are: (1)ACD/LogP: 3.906; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 1.41; (4)ACD/LogD (pH 7.4): 1.32; (5)ACD/BCF (pH 5.5): 1.74; (6)ACD/BCF (pH 7.4): 1.43; (7)ACD/KOC (pH 5.5): 10.10; (8)ACD/KOC (pH 7.4): 8.31; (9)#H bond acceptors: 5; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 92.78 Å2; (13)Index of Refraction: 1.763; (14)Molar Refractivity: 112.539 cm3; (15)Molar Volume: 272.672 cm3; (16)Polarizability: 44.614×10-24cm3; (17)Surface Tension: 75.9 dyne/cm; (18)Density: 2.387 g/cm3; (19)Flash Point: 294.611 °C; (20)Enthalpy of Vaporization: 89.103 kJ/mol; (21)Boiling Point: 563.527 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(cc1Oc2c(cc(cc2I)C[C@@H](C(=O)O)N)I)I)O
(2)Std. InChI: InChI=1S/C15H12I3NO4/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)/t12-/m0/s1
(3)Std. InChIKey: AUYYCJSJGJYCDS-LBPRGKRZSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LDLo | oral | 7500mg/kg (7500mg/kg) | Roczniki Panstwowego Zakladu Higieny. Vol. 32, Pg. 197, 1981. |
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