Description Chemical Properties B vitamins Uses
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Lipoic acid

Description Chemical Properties B vitamins Uses
Product Name
Lipoic acid
CAS No.
62-46-4
Chemical Name
Lipoic acid
Synonyms
Thiotic acid;Thioctic;(R)-LIPOIC ACID;6,8-Thioctic acid;1,2-Dithiolane-3-pentanoic acid;ACID THIOCTIC;α-thioctic acid;6,8-Thioticacid;R-LIPOIC ACID POTASSIUM COMPOUND;5-(1,2-Dithiolan-3-yl)valeriansure
CBNumber
CB3186930
Molecular Formula
C8H14O2S2
Formula Weight
206.33
MOL File
62-46-4.mol
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Lipoic acid Property

Melting point:
48-52 °C(lit.)
Boiling point:
315.2°C (rough estimate)
Density 
1.2888 (rough estimate)
refractive index 
1.5200 (estimate)
Flash point:
>230 °F
storage temp. 
4°C, protect from light
solubility 
Very slightly soluble in water, very soluble in dimethylformamide, freely soluble in methanol.
InChI
InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
InChIKey
AGBQKNBQESQNJD-UHFFFAOYSA-N
SMILES
S1CCC(CCCCC(O)=O)S1
CAS DataBase Reference
62-46-4(CAS DataBase Reference)
NIST Chemistry Reference
Lipoic acid(62-46-4)
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ApexBio Technology
Product number
N2728
Product name
Lipoicacid
Packaging
500mg
Price
$60
Updated
2021/12/16
Biorbyt Ltd
Product number
orb105108
Product name
Lipoic acid
Purity
>98%,Standard References Grade
Packaging
20mg
Price
$569.5
Updated
2021/12/16
Arctom
Product number
CFN99192
Product name
Lipoicacid
Packaging
20mg
Price
$30
Updated
2021/12/16
JR MediChem
Product number
JR8-N0226
Product name
Lipoic acid
Purity
98%
Packaging
20mg
Price
$80
Updated
2021/12/16
DC Chemicals
Product number
DCL-027
Product name
Lipoicacid
Purity
>98%,StandardReferencesGrade
Packaging
20mg
Price
$280
Updated
2021/12/16
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Lipoic acid Chemical Properties,Usage,Production

Description

Lipoic acid is a class of compounds belonging to the B class vitamins and is the growth factor of yeast and some kinds of microorganisms. It can play the role of coenzyme role in a multi-enzyme system that is responsible for catalyzing the acyl transfer effect in the reaction of oxidative decarboxylation of pyruvate into acetate and oxidative decarboxylation reaction of α-ketoglutarate into succinic acid.

Chemical Properties

Its chemical name is 5-[3-(1,2-dithiol hetero-cycle)] pentanoic acid. The appearance is pale yellow crystals with the molecular weight being 206.33. DL-body: the melting point is 60~61 ℃. L-body (natural products): the melting point is 45~47.5 ℃. Optical rotation [α] D23 + 113 ℃. D-body (natural products): the melting point is 46~48 ℃. Optical rotation [α] D23 + 104 ℃. It is soluble in organic solvents but insoluble in water. It can be used for the prevention and treatment of acute hepatitis, liver cirrhosis, hepatic coma, fatty liver and other diseases. 

B vitamins

 Synthetic products is obtained through condensation of ethylene and adipic acid mono-ester chloride in the presence of aluminum chloride into chloropropionyl pivaloyl ester, which further has condensation reaction with sulfuric acid, then go through reduction with sodium borohydride and sodium hydroxide hydrolysis, and finally have reaction with thiourea to obtain it.
6,8-lipoic acids can be dissolved in water and can often be presented together with vitamin B1. There are two forms including oxidized and reduced (6,8-dimercapto octanoic acid) types. Inside the body of organisms, some hydrogen group and acyl group can be accepted or transferred through the conversion of these two forms. It can be taken as the coenzyme of the α-keto acid oxidation decarboxylase and hydroxyethyl enzyme and play the role of acyl and hydrogen group transfer during metabolic pathways. Since the human body can synthesize it, no cases of deficiency have been reported before. However, it is indispensable factors for the growth and development of some microorganisms and protozoa. It is rich in liver and yeast.

Uses

Alpha-lipoic acid is a kind of B vitamins and can be used for the treatment of acute and chronic hepatitis, cirrhosis, hepatic coma, fatty liver, diabetes, etc. other uses of lipoic acid are as follows:
1. Neutralize free radicals.
2. It is quickly absorbed and utilized by body cells.
3. Can strengthen the role of other antioxidants.
4. Can be concentrated on the inside and outside of cells and cell membranes.
5. Promote normal gene expression.
6. Chelate metal ions, or excrete toxic metals from the body.
7. Alpha-lipoic acid is an antioxidant that is made naturally in the body and also found in foods.

Chemical Properties

Alpha lipoic acid (ALA) is synthesised enzymatically in the mitochondria from octanoic acid and plays a critical role in mitochondrial energy metabolism. ALA presents as two enantiomers: the R-(+) enantiomer, which is widely present in nature and is biologically active, and the S-(-) enantiomer, which is often included in synthetic-based ALA supplements but is believed to have limited biological activity.
Formulations includes:
R-alpha lipoic acid capsules, tablets, powders or drops
Racemic mixture of R- and S- alpha lipoic acid enantiomers in capsules, tablets, powders or drops
Intravenous administration of R-alpha lipoic acid

History

Alpha Lipoic Acid (ALA) was discovered in 1951. It is a sulfur-containing coenzyme, and when it was first isolated and studied, its main function was thought to be in the Krebs Cycle.
In 1988, ALA was discovered to be a potent antioxidant, and is active in both fat- and watersoluble regions of the cell.

Uses

α-lipoic acid (ALA, thioctic acid) is an organosulfur component produced from plants, animals, and humans. It has various properties, among them great antioxidant potential and is widely used as a racemic drug for diabetic polyneuropathy-associated pain and paresthesia. It has been used in alternative medicine as a possibly effective aid in weight loss, treating diabetic nerve pain, healing wounds, lowering blood sugar, improving skin discoloration caused by vitiligo, and decreasing complications of coronary artery bypass graft (CABG) surgery.

Alpha Lipoic Acid 600 mg | 45 Tablets

Definition

ChEBI: Lipoic acid is a heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position. It belongs to a vitamin of the vitaminB complex. Lipoic acid is one of thecoenzymes involved in the decarboxylationof pyruvate by the enzymepyruvate dehydrogenase. Goodsources of lipoic acid include liverand yeast.

Biological Functions

Lipoic acid is a cofactor for five enzymes or classes of enzymes: pyruvate dehydrogenase, a-ketoglutarate dehydrogenase, the glycine cleavage system, branched chain keto acid dehydrogenase, and the alpha-oxo(keto)adipate dehydrogenase. The first two are critical to the citric acid cycle. The GCS regulates glycine concentrations.

Pharmacology

The drug is a cofactor for the pyruvate dehydrogenase complex, ketoglutarate and amino acid hydrogenase complexes. This drug can inhibit lipid oxidation in nerve tissue, prevent glycosylation of proteins, inhibit aldose reductase, and prevent the conversion of glucose or galactose into sorbitol. Animal experiments show that this drug can prevent the development of diabetes, promote the utilization of glucose, and prevent neuropathy caused by hyperglycemia. Lipoic acid is easily reduced to dihydrolipoic acid after entering the human body, both of which can promote the regeneration of vitamin C and vitamin E, and play an antioxidant role. The drug can also increase intracellular glutathione and coenzyme Q10 and chelate certain metal ions.

Side effects

Alpha-lipoic acid is generally considered safe with little to no side effects. In some cases, people may experience mild symptoms like nausea, rashes, or itching.

Structure and conformation

Lipoic acid contains two sulfur atoms (at C6 and C8) connected by a disulfide bond and is thus considered to be oxidized although either sulfur atom can exist in higher oxidation states.The carbon atom at C6 is chiral and the molecule exists as two enantiomers (R)-(+)-lipoic acid (RLA) and (S)-(-)-lipoic acid (SLA) and as a racemic mixture (R/S)-lipoic acid (R/S-LA).

Lipoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Lipoic acid Suppliers

-Jiangsu Tohope Pharmaceutical Co , Ltd
Tel
0512-52300501 13000000000
Fax
0512-52300501
Email
52300501@qq.com
Country
China
ProdList
1
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58
Shanghai GaoLang Chemical Technology Co., Ltd.
Tel
021-57340939 18017297327
Fax
021-37210791
Email
sales@gaolangchemical.com
Country
China
ProdList
892
Advantage
55
Suzhou Gopon Pharmaceutical Co., Ltd
Tel
13358059751
Email
gopon2012@gmail.com
Country
China
ProdList
297
Advantage
58
Shanghai lian lu industrial co., LTD
Tel
18616369749 18616369749
Email
lianluxs013@shllgf.com
Country
China
ProdList
33
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58
Wuhan Huajiu Pharmaceutical Technology Co.,Ltd.
Tel
027-59225746 18062681621
Fax
027-59225746
Email
730880265@qq.com
Country
China
ProdList
4785
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58
Shanxi Yuning Biotechnology Co., Ltd.
Tel
13623677056
Email
1639455302@qq.com
Country
China
ProdList
265
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
021-50182298 021-50180596
Fax
+86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2208
Advantage
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Jiangsu Huayu Chemical Co., Ltd.
Tel
25-83241163
Fax
+86-25-83241173
Email
sales@elegantnutri.com
Country
China
ProdList
55
Advantage
55
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
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View Lastest Price from Lipoic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Lipoic acid 62-46-4
Price
US $100.00-70.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-16
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Lipoic acid 62-46-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-05-09
Changsha Staherb Natural Ingredients Co., Ltd.
Product
Lipoic acid 62-46-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99% HPLC
Supply Ability
1000KG
Release date
2022-09-27

62-46-4, Lipoic acid Related Search:


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