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[ CAS No. 1200-22-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1200-22-2
Chemical Structure| 1200-22-2
Structure of 1200-22-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1200-22-2 ]

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Product Details of [ 1200-22-2 ]

CAS No. :1200-22-2 MDL No. :MFCD01631142
Formula : C8H14O2S2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 206.33 Pubchem ID :-
Synonyms :
(R)-(+)-α-Lipoic acid;R-(+)-Thioctic acid;Thiogamma oral;Thiogamma Injekt;Thioctic Acid;Thioctacide T;Verla Lipon;Lipoate;(+)-alpha-Lipoic acid;(R)-5-(1,2-Dithiolan-3-yl)pentanoic acid;R-(+)-alpha-Lipoic acid;(R)-(+)-Lipoic Acid;(R)-α-Lipoic Acid;Alpha-Lipoic acid;α-Lipoic acid;(+)-α-Lipoic acid
Chemical Name :(R)-5-(1,2-Dithiolan-3-yl)pentanoic acid

Calculated chemistry of [ 1200-22-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.88
Num. rotatable bonds : 5
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 55.41
TPSA : 87.9 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.37 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 1.68
Log Po/w (WLOGP) : 2.79
Log Po/w (MLOGP) : 1.57
Log Po/w (SILICOS-IT) : 2.34
Consensus Log Po/w : 2.04

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.85
Solubility : 2.93 mg/ml ; 0.0142 mol/l
Class : Very soluble
Log S (Ali) : -3.14
Solubility : 0.149 mg/ml ; 0.000724 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.7
Solubility : 4.12 mg/ml ; 0.02 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.87

Safety of [ 1200-22-2 ]

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 [ 1200-22-2 ]

* 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 [ 1200-22-2 ]

[ 1200-22-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1421-65-4 ]
  • [ 1200-22-2 ]
  • (S)-3-(3,4-Dihydroxy-phenyl)-2-((R)-5-[1,2]dithiolan-3-yl-pentanoylamino)-propionic acid methyl ester [ No CAS ]
  • 2
  • [ 125414-41-7 ]
  • [ 1200-22-2 ]
  • C24H41NO6S4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% 2.97 g of lipoic acid (LA), 3.31 g of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC·HCl) was added to a 100 mL round bottom flask.Add 40 mL CH2Cl2 to dissolve and activate for 30 min.1.25 g of Boc-serinol dissolved in 20 mL of CH 2 Cl 2 and 2.21 g of 4-(dimethylamino)pyridine (DMAP) were added to the above mixture.Reaction for 12 h. After the reaction is completed, it is filtered.The filtrate was thoroughly washed with an excess of 0.1 mol/L hydrochloric acid.Discard the water phase after standing. Dry the oil phase with sodium sulfate and purify by column chromatography (eluent: CHCl3/CH3OH=20/1, v/v) to give a pale yellowOily liquid di-Boc-LA-Ser (3.19 g, yield 86%).Take 1g di-Boc-LA-Ser in 10mL CH2Cl2,After cooling to 0 C, 0.41 g of trifluoroacetic acid (TFA) was slowly added dropwise and reacted for 2 h.The mixture was concentrated in vacuo to give a crude di-L-Ser.
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