| O-Acetyl-L-carnitine hydrochloride Basic information |
| Product Name: |
O-Acetyl-L-carnitine hydrochloride |
| Synonyms: |
ACETYL-L-CARNITINE HCL(SH);(R)-2-acetoxy-3-carboxy-N,N,N-triMethylpropan-1-aMiniuM chloride;O-Acetylcarnitine (hydrochloride);R(-)-2-ACETYLOXY-3-CARBOXYN,N,N-TRIMETHYL1-PROPANAMINIUM CHLORIDE;R-(-)-2-ACETYLOXY-3-CARBOXY-N,N,N-TRIMETHYL-1-PROPANAMINIUM HYDROCHLORIDE;R-(-)-2-ACETOXY-3-CARBOXY-N,N,N-TRIMETHYL-1-PROPANAMINIUM HYDROCHLORIDE;(R)-3-ACETOXY-4-(TRIMETHYLAMMONIO)BUTYRATE HYDROCHLORIDE;O-ACETYL-L-CARNITINE CHLORIDE |
| CAS: |
5080-50-2 |
| MF: |
C9H18ClNO4 |
| MW: |
239.7 |
| EINECS: |
1308068-626-2 |
| Product Categories: |
L-Carnitine Series;Chiral Compound;Lipid signaling;co-factor;Inhibitors;Pyridines |
| Mol File: |
5080-50-2.mol |
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| O-Acetyl-L-carnitine hydrochloride Chemical Properties |
| Melting point |
194 °C (dec.)(lit.) |
| alpha |
-29 º (c=1, H2O) |
| refractive index |
-28 ° (C=1, H2O) |
| storage temp. |
2-8°C |
| solubility |
H2O: 100 mg/mL |
| form |
powder |
| color |
white |
| optical activity |
[α]25/D 28°, c = 2 in H2O(lit.) |
| Water Solubility |
soluble |
| Sensitive |
Hygroscopic |
| Merck |
14,84 |
| BRN |
4340103 |
| InChIKey |
JATPLOXBFFRHDN-DDWIOCJRSA-N |
| CAS DataBase Reference |
5080-50-2(CAS DataBase Reference) |
| Provider |
Language |
| ACROS |
English |
| SigmaAldrich |
English |
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| O-Acetyl-L-carnitine hydrochloride Usage And Synthesis |
| Description |
Levacecarnine hydrochloride is a nootropic agent structurally related to the natural substance L-carnitine. It is reported to be useful in the treatment of cognition disorders in the elderly, perhaps due to its weak cholinergic properties. |
| Description |
Acetyl-L-carnitine is an acetylated form of the essential mitochondrial metabolite L-carnitine (Item No. 21489) that is catabolized by plasma esterases into carnitine. 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. In vivo, acetyl-L-carnitine (100 mg/kg) increases mGlu2/3 receptor protein levels and mechanical pain thresholds in a mouse model of chronic inflammatory pain induced by complete Freund''s adjuvant. |
| Chemical Properties |
Crystallline powder |
| Originator |
Sigma-Tau (Italy) |
| Uses |
O-Acetyl-L-carnitine hydrochloride is used as a cholinergic agonist that stimulates neuronal response to serotonin and acetylcholine. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors. |
| Uses |
Acetyl-L-Carnitine (ALC) is an important dietary supplement. ALC is a natural substance, present in the human body, especially in muscles, in the brain, and in the male testicles. ALC is the acetylated, high-energy form of L-Carnitine. |
| Uses |
O-Acetyl-L-carnitine hydrochloride may be used as a precursor for the preparation of O-Acetyl-L-carnitine, which in turn may be used as an analytical reference standard for the determination of the analyte in biological samples by hydrophilic interaction liquid chromatography-tandem mass spectrometry (HILIC-MS/MS) technique.
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| Brand name |
NICETILE; BRANICEN |
| General Description |
Acetyl-L-carnitine (ALC/ALCAR), a quasi-vitamin is a metabolite of carnitine, present in mammalian plasma and tissues. It is the acetylated form of L-carnitine (LC). ALCAR is used as a dietary supplement. It is present at high level in the hypothalamus.
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| Biochem/physiol Actions |
Acetyl L-carnitine (ALC) plays a vital role in intermediary metabolism and in improving female fertility. The oxidative and metabolic status of the female reproductive system is controlled by ALC. ALC possesses cholinomimetic and anti-inflammatory effects. It controls γ-amino butyric acid (GABA) system. ALC is capable of modifying the rate of glucose usage in the brain. It also possesses a neuroprotective role in the developing brain. |
| Purification Methods |
Recrystallise the chloride from isopropanol. Dry it over P2O5 under high vacuum. The S-betaine crystallises from EtOH/Et2O with m 145o(dec) and is hygroscopic; it has [] D -19.5o (c 6, H2O). [Krimberg & Wittandt Biochem Z 251 231 1932, Strack et al. Z Physiol Chem 238 191 1936, Beilstein 4 III 1630, 1632.] |
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| O-Acetyl-L-carnitine hydrochloride Preparation Products And Raw materials |
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