China Biggest Factory & Manufacturer supply Alpha lipoic acid / DL-Thioctic Acid 500MT/Year

China Biggest Factory & Manufacturer supply Alpha lipoic acid / DL-Thioctic Acid 500MT/Year

Min.Order / FOB Price:Get Latest Price

500 Kilogram	FOB Price:USD 1.0000 -2.0000

500 Kilogram

FOB Price:USD 1.0000 -2.0000

Min.Order :500 Kilogram
Purity: 99%
Payment Terms : L/C,D/A,D/P,T/T,Other

Keywords

Alpha lipoic acid DL-Thioctic Acid 1077-28-7

Quick Details

Appearance:white powder
Application:chemicals industry
PackAge:25KG/Drum
ProductionCapacity:50|Metric Ton|Month
Storage:2-8°C
Transportation:By air /Sea/ coruier

Superiority:

α-Lipoic Acid Basic information

Product Name:	α-Lipoic Acid
Synonyms:	5 MG PNPP SUBSTRATE TABLETS REAGENT GR;(1)-ALPHA-LIPOIC ACID;DL-α-Lipoic acidUSP, 99.0-101.0% (Assay);5-(1,2)Dithiolan-3-yl-pentanoic acid for synthesis;TIMTEC-BB SBB003484;THIOOCTIC ACID;dl-1,2-Dithiolane3-valericacid;DL-6-Thioctic acid
CAS:	1077-28-7
MF:	C8H14O2S2
MW:	206.33
EINECS:	214-071-2
Product Categories:	Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Substrates;Antioxidant;Biochemistry;Nutritional Supplements;Biochemics;Heterocycles;Sulfur & Selenium Compounds;Food & Flavor Additives;Miscellaneous Compounds;Inhibitors;Pharmaceutical intermediates
Mol File:	1077-28-7.mol

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)
Fp	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)

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
Hazardous Substances Data	1077-28-7(Hazardous Substances Data)

MSDS Information

Provider	Language
5-(Dithiolan-3-yl)valeric acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

α-Lipoic Acid Usage And Synthesis

Description	DL-α-Lipoic acid is a cyclic disulfide antioxidant that interconverts with its reduced dithiol form. It is an essential cofactor for decarboxylation reactions of the citric acid cycle, and acts as a general antioxidant. DL-α-lipoic acid can act as a direct radical scavenger, as a cofactor to regenerate reduced glutathione, and as a metal chelator.
Chemical Properties	Light-Yellow Solid
Originator	Neurium,Hexal
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.
Uses	thioctic acid is also known as alpha lipoic acid. It is an anti-oxidant.
Uses	A fat-metabolism stimulator
Uses	(±)-α-Lipoic acid has been used in in vitro lipoylation studies and in the pyruvate dehydrogenase complex (PDC)-pyruvate dehydrogenase kinase (PDHK) functional assay. It has also been used to investigate its antioxidative effect on developing cerebellum of rats exposed to arsenic during postnatal period.
Manufacturing Process	To a suspension of 106 g of anhydrous aluminum chloride in 450 ml of carbontetrachloride is added dropwise, with vigorous stirring, 70 g of ethyl 8- chloroformylvalerate (H. Bergs, C. Wittfeld and H. Frank, Ber., 67B, 1622 (1947)). The temperature is maintained at 25°C. The cooling bath is removed and ethylene is passed in for a period of 2 hours. The reaction mixture is poured onto cracked ice, the organic layer separated, and the aqueous layer extracted with 200 ml of chloroform. The combined organic extracts are dried over anhydrous sodium sulfate and the solvent removed in vacuo. The dark colored oil remaining, crude ethyl 8-chloro-6-oxooctanoate is distilled in vacuo through a 6 in. Vigreaux column. After small forerun, the main fraction, 48-54 g (72-80%), B.P. 112-114°C (2 mm.); n25 D1-4485, is collected. Redistilled thiolacetic acid (14.7 g) is cooled in an ice-bath and neutralized to the phenolphthalein end-point with a 10% solution of potassium hydroxide in ethanol (approximately 135 ml required). To this solution is added 29 g of ethyl-6,8-dibromooctanoate and the mixture is stirred and heated under reflux in an atmosphere of nitrogen for 5 hours. The reaction mixture, which contains ethyl 6,8-diacetyl-mercaptooctanoate, is cooled and 35 g of potassium hydroxide (85%) is added. The reaction mixture is stirred at room temperature in an atmosphere of nitrogen for 17 hours, then acidified (pH less than 1) with 6 N hydrochloric acid. Ethanol is removed in vacuo, sufficient water is added to dissolve the inorganic solids and the mixture is extracted with two 150 ml portions of chloroform. To the combined organic extracts, which contain 6,8-dimercaptooctanoic acid , is added 575 ml of chloroform and 210 ml of water. This mixture is stirred vigorously in an atmosphere of nitrogen While sufficient iodoform reagent (R. L. Shriner and R. C. Fuson, "Identification of Organic Compounds," 2nd. Ed., John Wiley and Sons, New York, N.Y., 1940, p. 53) is added dropwise during a 6 hour period to give a permanent brown color. Approximately 185 ml of iodoform reagent is required. The organic layer is separated, washed with 500 ml of 1% sodium thiosulfate solution, and then extracted with two 250 ml portions of 5% sodium bicarbonate solution. The aqueous extracts are acidified (pH less than 1) with 6 N hydrochloric acid and extarcted with two 125 ml portions of chloroform. The combined chloroform extracts are dried over anhydrous sodium sulfate and the solvent is then removed in vacuo. The yellow viscous oil remaining solidifies when cooled and scratched. This solid material is extracted with three 300 ml portions of boiling Skelly B solvent (essentially nhexane). The combined extracts are seeded with crystalline DL-α-lipoic acid and allowed to stand at room temperature overnight and then in a refrigerator for several hours. Large yellow crystals separate, M.P. 60.5-61.5°C. The yield of product is 10.8-12.3 g (60-68%). 1,2-Dithiolane-3-pentanoic acid was recrystallized from Skelly B solvent, M.P. 61-62°C.
Brand name	Liposan;Thioactacid.
Therapeutic Function	Growth factor, Lipotropic, Detoxicant
Synthesis Reference(s)	Journal of the American Chemical Society, 79, p. 6483, 1957 DOI: 10.1021/ja01581a033
General Description	Oxidized form. Has antioxidant properties. Growth factor for many bacteria and protozoa.
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.
Biochem/physiol Actions	Antioxidant and coenzyme needed for the activity of enzyme complexes such as those of pyruvate dehydrogenase and glycine decarboxylase. Exogenous thioctic acid is reduced intracellularly by two or more enzymes. The reduced form then influences a number of cell processes by direct radical scavenging, recycling of other antioxidants, increasing glutathione synthesis, and modulating transcription factor activity particularly that of NF-κB. Decreases the phagocytosis of myelin by macrophages.
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.

α-Lipoic Acid Preparation Products And Raw materials

Details:

α-Lipoic Acid Basic information

Product Name:	α-Lipoic Acid
Synonyms:	5 MG PNPP SUBSTRATE TABLETS REAGENT GR;(1)-ALPHA-LIPOIC ACID;DL-α-Lipoic acidUSP, 99.0-101.0% (Assay);5-(1,2)Dithiolan-3-yl-pentanoic acid for synthesis;TIMTEC-BB SBB003484;THIOOCTIC ACID;dl-1,2-Dithiolane3-valericacid;DL-6-Thioctic acid
CAS:	1077-28-7
MF:	C8H14O2S2
MW:	206.33
EINECS:	214-071-2
Product Categories:	Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Substrates;Antioxidant;Biochemistry;Nutritional Supplements;Biochemics;Heterocycles;Sulfur & Selenium Compounds;Food & Flavor Additives;Miscellaneous Compounds;Inhibitors;Pharmaceutical intermediates
Mol File:	1077-28-7.mol

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)
Fp	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)

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
Hazardous Substances Data	1077-28-7(Hazardous Substances Data)

MSDS Information

Provider	Language
5-(Dithiolan-3-yl)valeric acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

α-Lipoic Acid Usage And Synthesis

Description	DL-α-Lipoic acid is a cyclic disulfide antioxidant that interconverts with its reduced dithiol form. It is an essential cofactor for decarboxylation reactions of the citric acid cycle, and acts as a general antioxidant. DL-α-lipoic acid can act as a direct radical scavenger, as a cofactor to regenerate reduced glutathione, and as a metal chelator.
Chemical Properties	Light-Yellow Solid
Originator	Neurium,Hexal
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.
Uses	thioctic acid is also known as alpha lipoic acid. It is an anti-oxidant.
Uses	A fat-metabolism stimulator
Uses	(±)-α-Lipoic acid has been used in in vitro lipoylation studies and in the pyruvate dehydrogenase complex (PDC)-pyruvate dehydrogenase kinase (PDHK) functional assay. It has also been used to investigate its antioxidative effect on developing cerebellum of rats exposed to arsenic during postnatal period.
Manufacturing Process	To a suspension of 106 g of anhydrous aluminum chloride in 450 ml of carbontetrachloride is added dropwise, with vigorous stirring, 70 g of ethyl 8- chloroformylvalerate (H. Bergs, C. Wittfeld and H. Frank, Ber., 67B, 1622 (1947)). The temperature is maintained at 25°C. The cooling bath is removed and ethylene is passed in for a period of 2 hours. The reaction mixture is poured onto cracked ice, the organic layer separated, and the aqueous layer extracted with 200 ml of chloroform. The combined organic extracts are dried over anhydrous sodium sulfate and the solvent removed in vacuo. The dark colored oil remaining, crude ethyl 8-chloro-6-oxooctanoate is distilled in vacuo through a 6 in. Vigreaux column. After small forerun, the main fraction, 48-54 g (72-80%), B.P. 112-114°C (2 mm.); n25 D1-4485, is collected. Redistilled thiolacetic acid (14.7 g) is cooled in an ice-bath and neutralized to the phenolphthalein end-point with a 10% solution of potassium hydroxide in ethanol (approximately 135 ml required). To this solution is added 29 g of ethyl-6,8-dibromooctanoate and the mixture is stirred and heated under reflux in an atmosphere of nitrogen for 5 hours. The reaction mixture, which contains ethyl 6,8-diacetyl-mercaptooctanoate, is cooled and 35 g of potassium hydroxide (85%) is added. The reaction mixture is stirred at room temperature in an atmosphere of nitrogen for 17 hours, then acidified (pH less than 1) with 6 N hydrochloric acid. Ethanol is removed in vacuo, sufficient water is added to dissolve the inorganic solids and the mixture is extracted with two 150 ml portions of chloroform. To the combined organic extracts, which contain 6,8-dimercaptooctanoic acid , is added 575 ml of chloroform and 210 ml of water. This mixture is stirred vigorously in an atmosphere of nitrogen While sufficient iodoform reagent (R. L. Shriner and R. C. Fuson, "Identification of Organic Compounds," 2nd. Ed., John Wiley and Sons, New York, N.Y., 1940, p. 53) is added dropwise during a 6 hour period to give a permanent brown color. Approximately 185 ml of iodoform reagent is required. The organic layer is separated, washed with 500 ml of 1% sodium thiosulfate solution, and then extracted with two 250 ml portions of 5% sodium bicarbonate solution. The aqueous extracts are acidified (pH less than 1) with 6 N hydrochloric acid and extarcted with two 125 ml portions of chloroform. The combined chloroform extracts are dried over anhydrous sodium sulfate and the solvent is then removed in vacuo. The yellow viscous oil remaining solidifies when cooled and scratched. This solid material is extracted with three 300 ml portions of boiling Skelly B solvent (essentially nhexane). The combined extracts are seeded with crystalline DL-α-lipoic acid and allowed to stand at room temperature overnight and then in a refrigerator for several hours. Large yellow crystals separate, M.P. 60.5-61.5°C. The yield of product is 10.8-12.3 g (60-68%). 1,2-Dithiolane-3-pentanoic acid was recrystallized from Skelly B solvent, M.P. 61-62°C.
Brand name	Liposan;Thioactacid.
Therapeutic Function	Growth factor, Lipotropic, Detoxicant
Synthesis Reference(s)	Journal of the American Chemical Society, 79, p. 6483, 1957 DOI: 10.1021/ja01581a033
General Description	Oxidized form. Has antioxidant properties. Growth factor for many bacteria and protozoa.
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.
Biochem/physiol Actions	Antioxidant and coenzyme needed for the activity of enzyme complexes such as those of pyruvate dehydrogenase and glycine decarboxylase. Exogenous thioctic acid is reduced intracellularly by two or more enzymes. The reduced form then influences a number of cell processes by direct radical scavenging, recycling of other antioxidants, increasing glutathione synthesis, and modulating transcription factor activity particularly that of NF-κB. Decreases the phagocytosis of myelin by macrophages.
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.

α-Lipoic Acid Preparation Products And Raw materials

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