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α-Lipoic Acid

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α-Lipoic Acid Basic information

Product Name:
α-Lipoic Acid
CAS:
1077-28-7
MF:
C8H14O2S2
MW:
206.33
EINECS:
214-071-2
Mol File:
1077-28-7.mol
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α-Lipoic Acid Chemical Properties

Melting point:
60-62 °C
Boiling point:
160-165 °C(lit.)
Density 
1.2888 (rough estimate)
refractive index 
1.5200 (estimate)
Flash point:
160-165°C
storage temp. 
2-8°C
solubility 
ethanol: 50 mg/mL
pka
4.75±0.10(Predicted)
form 
Crystals or Crystalline Powder
color 
Yellow
Water Solubility 
0.9 g/L (20 ºC)
Merck 
14,9326
BRN 
81853
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
AGBQKNBQESQNJD-UHFFFAOYSA-N
CAS DataBase Reference
1077-28-7(CAS DataBase Reference)
NIST Chemistry Reference
Dl-thioctic acid(1077-28-7)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-20/21/22
Safety Statements 
37/39-26-24/25-36-36/37/39
WGK Germany 
3
RTECS 
JP1192000
HS Code 
29349990

MSDS

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α-Lipoic Acid Usage And Synthesis

Chemical Properties

Light-Yellow Solid

Uses

thioctic acid is also known as alpha lipoic acid. It is an anti-oxidant.

Uses

A fat-metabolism stimulator

Uses

Lipoic acid [CAS: 1077-28-7] (6,8-dimercaptooctanoic acid), a lipophilic endogenous disulfide that can be reduced to the dithiol dihydrolipoic acid, protects against free-radical-mediated injury both in vivo and in vitro.

brand name

Liposan;Thioactacid.

Pharmaceutical Applications

Lipoic acid(ALA), also known as α-lipoic acid (alpha-lipoic acid) or thioctic acid, has the formula C8H14S2O2 and systematic name 5-(1,2-dithiolan-3-yl)pentanoic acid. It contains a disulfide group, which can be transformed in the body to a dithiol group.
ALA has been on the market since the 1950s as a dietary supplement. It is a natural antioxidant usually made by the body. The advantage of ALA over other antioxidants such as vitamin C and E is that it is soluble both in water and in fat. Researchers in the former Soviet Union found that ALA can chelate mercury once it is transformed into the dithiol-containing compound. ALA can penetrate both the blood–brain barrier and the cell membrane and therefore would be a very interesting chelating agent. Nevertheless, there is much debate about its mode of action, side effects and effectiveness. Other antidotes, such as BAL and DMSA, are more efficient in the removal of heavy metals. ALA has not received FDA approval as a chelating agent, but it is still sold as a food supplement.

Purification Methods

It forms yellow needles from cyclohexane or hexane and has been distilled at high vacuum; and sublimes at ~90o and very high vacuum. It is insoluble in H2O but dissolves in alkaline solution. [Lewis & Raphael J Chem Soc 4263 1962, Soper et al. J Am Chem Soc 76 4109, Reed & Niu J Am Chem Soc 77 416 1955, Tsuji et al. J Org Chem 43 3606 1978, Calvin Fed Proc USA 13 703 1954.] The S-benzylisothiuronium salt has m 153-154o (evacuated capillary, from MeOH), 132-134o, 135-137o (from EtOH). The dand lforms have m 45-47.5o and [] D 23 ±113o (c 1.88, *C6H6) and have UV in MeOH with max at 330nm ( 140). [Beilstein 19/7 V 237.] The reduced form, (±)-6,8-dimercaptooctanoic acid, [7516-48-5] M 208.3, is a light yellow liquid which is sold in sealed ampoules.

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future industrial shanghai co., ltd Gold
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Wuhan Dahua Weiye Pharmaceutical Chemical Co., Ltd. Gold
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Hubei ZhengXingyuan Chemical Co., Ltd. Gold
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2905723734@qq.com;2987332033@qq.com;
Hubei Jianwen Biomedical Co., Ltd. Gold
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027-87883343-
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2644074018@qq.com
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