(R)-(+)-1,2-Dithiolane-3-pentanoic acid

(R)-(+)-1,2-Dithiolane-3-pentanoic acid Basic information
Product Name:(R)-(+)-1,2-Dithiolane-3-pentanoic acid
Synonyms:5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid;5-[(3R)-dithiolan-3-yl]pentanoic acid;5-[(3R)-dithiolan-3-yl]valeric acid;(R)-(+)-1,2-Dithiola;(R)-5-(1,2-Dithiolan-3-yl)pentanoic acid;(R)-Thioctic Acid (R)-1,2-Dithiolane-3-valeric Acid;D-lipoic acid;(R)-(+)-1,2-Dithiolane-3-pentanoic acid 97%
CAS:1200-22-2
MF:C8H14O2S2
MW:206.33
EINECS:638-752-2
Product Categories:API;Sulfur & Selenium Compounds;Chiral Reagents;Chiral Building Blocks;Heterocyclic Building Blocks;Others;FINE Chemical & INTERMEDIATES;Heterocycles;1200-22-2
Mol File:1200-22-2.mol
(R)-(+)-1,2-Dithiolane-3-pentanoic acid Structure
(R)-(+)-1,2-Dithiolane-3-pentanoic acid Chemical Properties
Melting point 48-52 °C(lit.)
alpha D23 +104° (c = 0.88 in benzene)
Boiling point 185-195 °C(Press: 0.5 Torr)
density 1.218±0.06 g/cm3(Predicted)
refractive index 114 ° (C=1, EtOH)
Fp >230 °F
storage temp. -20°C
solubility Acetonitrile (Slightly), Chloroform (Slightly), DMSO
pka5.4(at 25℃)
form Solid
color Light Yellow to Yellow
optical activity[α]20/D +104°, c = 1 in chloroform
Merck 14,9326
LogP2.160 (est)
CAS DataBase Reference1200-22-2(CAS DataBase Reference)
Safety Information
Risk Statements 22-36/38
Safety Statements 20-36-26-35
WGK Germany 3
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrich English
(R)-(+)-1,2-Dithiolane-3-pentanoic acid Usage And Synthesis
Chemical PropertiesYellow Crystalline Solid
UsesA fat-metabolism stimulator
Usesα-Lipoic acid has been used as a reference standard for the analysis of α-lipoic acid in human plasma by high performance liquid chromatography coupled to electron capture detector (HPLC-ECD), in various food matrices and dietary supplements by HPLC combined with coulometric electrode array detector (CEAD) as well as electrospray ionization mass spectrometer (ESI-MS).
It may be used as a reference standard for the determination of α-lipoic acid in human urine by isocratic reversed-phase HPLC and in α-lipoic acid capsules by HPLC with chemiluminescence detection.
DefinitionChEBI: (R)-lipoic acid is the (R)-enantiomer of lipoic acid. A vitamin-like, C8 thia fatty acid with anti-oxidant properties. It has a role as a prosthetic group, a nutraceutical and a cofactor. It is a lipoic acid, a member of dithiolanes, a heterocyclic fatty acid and a thia fatty acid. It is functionally related to an octanoic acid. It is a conjugate acid of a (R)-lipoate. It is an enantiomer of a (S)-lipoic acid.
General Descriptionα-Lipoic acid is an antioxidant which is generally present in plants, animals and many other microorganisms.
Biochem/physiol Actions(R)-(+)-α-Lipoic acid was shown to significantly increase pyruvate oxidation while abrogating fatty acid oxidation in rat hepatocytes. These effects make R-(+)-α-Lipoic acid a promising treatment option for the treatment of Type II diabetes. It is a biological antioxidant with prooxidant activities, its therapeutic potential is widely investigated, e.g. in the treatment for Alzheimer′s disease.
(R)-(+)-1,2-Dithiolane-3-pentanoic acid Preparation Products And Raw materials
Preparation ProductsDIHYDROLIPOIC ACID
R-Lipoic Acid Impurity 1 (S-Oxide) R-alpha-Lipoic acid tromethamine salt 1,2,3-Trithiane-4-pentanoic Acid DL-1,2-DITHIOLANE-3-PENTANOIC ACID REDUCED FORM Sodium thioctate α-Lipoic Acid rac α-Lipoic Acid-d5 Lipoic Acid Related CoMpound 1,2-Dithiolane-3-pentanoic acid 1-oxide R(+)-Alpha Lipoic Acid SodiuM (R)-6,8-Dimercaptooctanoic acid OCTOTIAMINE DL-1,2-DITHIOLANE-3-PENTANOIC ACID (R)-1,2-Dithiolane-3-pentanoic acid polymer with 2-hydroxypropanoic ac id (+/-)-1,2-Dithiolane-3-pentanoic Acid-d5 1,2-Dithiolane-3-pentanoic acid (S)-1,2-Dithiolane-3-pentanoic acid,1,2-Dithiolane-3-pentanoic acid, (S)-,1,2-Dithiolane-3-pentanoic acid, (3S)- (9CI) 1,2-DITHIOLANE-3-PENTANOIC ACID, [2-3H]

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