| Identification | More | [Name]
O-Acetyl-L-carnitine hydrochloride | [CAS]
5080-50-2 | [Synonyms]
3-ACETYLOXY-4-TRIMETHYLAMMONIO-BUTANOATE HYDROCHLORIDE
3-O-ACETYL-L-CARNITINE HYDROCHLORIDE
ACETYL-L-CARNITINE CHLORIDE
ACETYL-L-CARNITINE HCL
ACETYL-L-CARNITINE HYDROCHLORIDE
ALC
ALCAR
ALC HCL
L-CARNITINE ACETYL ESTER HYDROCHLORIDE
L-CARNITINE CHLORIDE, ACETYL-
LEVACECARNINE HYDROCHLORIDE
L-O-ACETYLCARNITINE CHLORIDE
O-ACETYL-L-CARNITINE CHLORIDE
O-ACETYL-L-CARNITINE HYDROCHLORIDE
R-(-)-2-ACETOXY-3-CARBOXY-N,N,N-TRIMETHYL-1-PROPANAMINIUM HYDROCHLORIDE
R(-)-2-ACETYLOXY-3-CARBOXYN,N,N-TRIMETHYL1-PROPANAMINIUM CHLORIDE
R-(-)-2-ACETYLOXY-3-CARBOXY-N,N,N-TRIMETHYL-1-PROPANAMINIUM HYDROCHLORIDE
(R)-3-ACETOXY-4-(TRIMETHYLAMMONIO)BUTYRATE HYDROCHLORIDE
N-Acetyl-L-Carnitine HCl
Acetyl carnitine Hydrochloride | [EINECS(EC#)]
1308068-626-2 | [Molecular Formula]
C9H18ClNO4 | [MDL Number]
MFCD00082230 | [Molecular Weight]
239.7 | [MOL File]
5080-50-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystallline powder | [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 | [Usage]
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. | [Merck ]
84 | [BRN ]
4340103 | [InChI]
InChI=1/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/s3 | [InChIKey]
JATPLOXBFFRHDN-DDWIOCJRSA-N | [SMILES]
C([N+](C)(C)C)[C@H](OC(=O)C)CC(=O)O.[Cl-] |&1:5,r| | [LogP]
-4.149 (est) | [CAS DataBase Reference]
5080-50-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
3-9 | [HS Code ]
29239000 |
| Hazard Information | Back Directory | [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. | [Chemical Properties]
Crystallline powder | [Originator]
Sigma-Tau (Italy) | [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. | [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. | [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. | [in vitro]
the expression of tumor antigen ca-125 in ovarian cancer cells was not affected by alcar. comparing to the control, the growth of skov-3 cells was remarkably decreased when incubated with alcar. the proliferation of skov-3 cells was decreased slightly but significantly when cells were incubated at higher alcar concentrations. in addition, alcar had no effect on the expression of the nerve growth factor receptors on skov-3 or ovcar-3 ovarian cancer cells [1]. | [in vivo]
male flinders sensitive line (fsl) rats and male cd1 mice, exposed to model genetic and environmentally induced depression, respectively, were injected intraperitoneally with alcar 100 mg/kg for 21 days. alcar, as a long-lasting and rapid antidepressant, functioned via the epigenetic regulation of type 2 metabotropic glutamate (mglu2) receptors in fsl rats and in mice. additionally, alcar raised the transcription of grm2 gene encoding for the mglu2 receptor via increasing the levels of acetylated h3k27 bound to the grm2 promoter and gaining the acetylation of nf-kb-p65 subunit. [2]. | [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.] | [References]
[1]. engle, d., belisle, j., gubbels, j., petrie, s., hutson, p., kushner, d., & patankar, m. effect of acetyl-l-carnitine on ovarian cancer cells' proliferation, nerve growth factor receptor (trk-a and p75) expression, and the cytotoxic potential of paclitaxel and carboplatin. gynecologic oncology. 2009; 112(3): 631-636.
[2]. nasca, c., xenos, d., barone, y., caruso, a., scaccianoce, s., & matrisciano, f. et al. l-acetylcarnitine causes rapid antidepressant effects through the epigenetic induction of mglu2 receptors. proceedings of the national academy of sciences. 2013; 110(12): 4804-4809. |
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