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Chemical Structure| 5080-50-2 Chemical Structure| 5080-50-2
Chemical Structure| 5080-50-2

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Acetyl-L-carnitine facilitates the uptake of acetyl CoA into mitochondria during fatty acid oxidation, enhances acetylcholine production, and stimulates protein and membrane phospholipid synthesis. 

Synonyms: O-Acetyl-L-carnitine hydrochloride; ALCAR hydrochloride; ALCAR

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Product Details of Acetyl-L-carnitine HCl

CAS No. :5080-50-2
Formula : C9H18ClNO4
M.W : 239.70
SMILES Code : C([C@@H](CC(O)=O)OC(C)=O)[N+](C)(C)C.[Cl-]
Synonyms :
O-Acetyl-L-carnitine hydrochloride; ALCAR hydrochloride; ALCAR
MDL No. :MFCD00082230

Safety of Acetyl-L-carnitine HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Acetyl-L-carnitine HCl

* 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 [ 5080-50-2 ]

[ 5080-50-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 6645-46-1 ]
  • [ 64-19-7 ]
  • [ 75-36-5 ]
  • [ 5080-50-2 ]
YieldReaction ConditionsOperation in experiment
at 20℃; for 0.666667h; The thus-obtained <strong>[6645-46-1]L-<strong>[6645-46-1]carnitine hydrochloride</strong></strong> was dissolved in 20 mL of acetic acid, and 9 mL of acetyl chloride was slowly added dropwise thereto. The mixture was stirred at room temperature for about 40 min. 100 mL of ether was added to the reaction solution which was then stirred to obtain solids. The solids were recrystallized from small amounts of ethanol and acetone to give 4.5 g of acetyl <strong>[6645-46-1]L-<strong>[6645-46-1]carnitine hydrochloride</strong></strong> having a high optical purity. The optical purity of the product was confirmed using a polarimeter. The specific rotation of acetyl <strong>[6645-46-1]L-<strong>[6645-46-1]carnitine hydrochloride</strong></strong> is as follows:[64] Specific rotation [alpha]25 = -28 (C=I, H O)
  • 2
  • [ 6645-46-1 ]
  • [ 75-36-5 ]
  • [ 5080-50-2 ]
  • 3
  • [ 108-24-7 ]
  • [ 6645-46-1 ]
  • [ 5080-50-2 ]
YieldReaction ConditionsOperation in experiment
92 g With toluene-4-sulfonic acid; at 70 - 75℃; for 1.5h; In a three-necked flask equipped with a mechanical stirrer, thermometer and reflux condenser, 100 g of levo<strong>[6645-46-1]carnitine hydrochloride</strong>(0.505 mol), 51.5 g of acetic anhydride (0.505 mol, about 48 ml), and 10 g of p-toluenesulfonic acid were charged and heated to 70-75 C under stirring for 1.5 hours. After cooling to 25 C, 200 ml of methyl t-butyl ether Filtration, the filtrate isopropyl alcohol 400 ml at room temperature stirring crystallization for 3 hours, filter, filter cake 50 vacuum drying 5 hours to obtain crude 108 grams.100 grams of crude and 300 ml of ethanol, add 6 grams of activated carbon, dissolved by heating reflux, bleaching 30 minutes, hotFiltered and the filtrate was stirred at room temperature overnight with 100 ml of acetone. The filter cake was dried at 50 C for 5 hours to obtain a purified product92 g, purity 99.8%.
 

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