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[ CAS No. 55-06-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 55-06-1
Chemical Structure| 55-06-1
Structure of 55-06-1 * Storage: {[proInfo.prStorage]}

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Product Details of [ 55-06-1 ]

CAS No. :55-06-1 MDL No. :MFCD00002594
Formula : C15H11I3NNaO4 Boiling Point : -
Linear Structure Formula :- InChI Key :SBXXSUDPJJJJLC-YDALLXLXSA-M
M.W : 672.96 Pubchem ID :23666110
Synonyms :
Triiodothyronine sodium;3,3',5-Triiodo-L-thyronine sodium;Cytomel;T3 sodium
Chemical Name :Sodium (S)-2-amino-3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)propanoate

Calculated chemistry of [ 55-06-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 24
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.13
Num. rotatable bonds : 5
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 110.25
TPSA : 95.61 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -9.19 cm/s

Lipophilicity

Log Po/w (iLOGP) : -11.17
Log Po/w (XLOGP3) : 1.71
Log Po/w (WLOGP) : 2.62
Log Po/w (MLOGP) : 1.65
Log Po/w (SILICOS-IT) : 4.58
Consensus Log Po/w : -0.12

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -5.13
Solubility : 0.00499 mg/ml ; 0.00000742 mol/l
Class : Moderately soluble
Log S (Ali) : -3.33
Solubility : 0.312 mg/ml ; 0.000464 mol/l
Class : Soluble
Log S (SILICOS-IT) : -6.03
Solubility : 0.000635 mg/ml ; 0.000000944 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.0

Safety of [ 55-06-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 55-06-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 55-06-1 ]

[ 55-06-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 55-06-1 ]
  • [ 6893-02-3 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; In water;Large scale; All quantities of raw materials are expressed for 1 kg of Levoditi. Iodine (approx.0.48 kg, source: SQM), Nal (approx.0.65 kg, source: Ajay - SQM) and water were charged in a reactor 18-22C and stirred until complete dissolution. The resulting iodinating mixture was maintained under stirring at room temperature until use. Levoditi obtained from L-thyrosine according to the process described in: Chalmers, J. R. et al. A. J. Chem. Soc. 1949, 3424-3433), Nal (approx. 0.32 kg) and water were charged in another reactor and 70% monoethylamine was added. The iodinating mixture was added to the reaction mixture. The suspension obtained was stirred for at least 6 h at 18-22C, then was cooled to 0C over 1 hr, stirred for 3-4 hrs and filtered. The cake was washed with water. The wet solid was suspended in water and acetic acid was added to the mixture and stirred. The suspension was filtered and the cake washed with water. The wet solid was re-suspended in stirred water, filtered and washed with water. The cake was then suspended in DMAC (approx. 12.15 kg) and the suspension was anhydrified by distilling under vacuum. The suspension was cooled to 5-10C and, under nitrogen atmosphere, CSA (approx. 1.54 kg) was slowly added and the temperature was maintained below 15C. The solution was heated to 18-22C for 1 h and maintained for another 1 hour, then was added to a reactor containing a solution of Na2CO3 (approx. 2.27 kg) in water (approx. 29.02 kg), previously prepared, while maintaining the temperature of 30C. The solution was purified onto a column of Amberlite XAD 1600 (12.5 L) by elution of water (87.5 L) and water/acetone mixture (125 L) while decreasing polarity starting from 95:5 to 70:30. The fractions of high HPLC purity were collected and distilled under vacuum until the desired composition was achieved (approx.0.04 kg T3S /L suspension). The suspension was cooled to 40C and Ethanol (approx. 5.22 kg) was added, to obtain a solution. The mixture was cooled to 0C over 2h, & precipitated, stirred for another hour and then filtered. The cake was washed with Ethanol/water mixture at room temperature. Wet solid was dried at approximately 40C under vacuum. 0.98 kg of pure T3-Sulfate sodium salt (HPLC Area % > 99%) was obtained as a white solid.
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