5080-50-2 Usage
Description
Different sources of media describe the Description of 5080-50-2 differently. You can refer to the following data:
1. 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.
2. Acetyl-L-carnitine is an acetylated form of the essential mitochondrial metabolite L-carnitine 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
Different sources of media describe the Uses of 5080-50-2 differently. You can refer to the following data:
1. 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.
2. 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.
3. 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.
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].
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.
Check Digit Verification of cas no
The CAS Registry Mumber 5080-50-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,0,8 and 0 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5080-50:
(6*5)+(5*0)+(4*8)+(3*0)+(2*5)+(1*0)=72
72 % 10 = 2
So 5080-50-2 is a valid CAS Registry Number.
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-;/m1./s1
5080-50-2Relevant articles and documents
Enzyme-Catalyzed Synthesis of L-Acetylcarnitine and Citric Acid Using Acetyl Coenzyme A Recycling
Patel, Smita S.,Conlon, Hugh D.,Walt, David R.
, p. 2842 - 2844 (1986)
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Acetyl L-carnitine hydrochloride preparation method
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Paragraph 0017; 0018; 0019; 0020; 0021; 0022; 0023-0031, (2017/02/09)
The present invention relates to a method for preparing (R)-acetyl carnitine hydrochloride by adopting L-carnitine hydrochloride as a raw material. According to the present invention, the problem that the high reaction temperature and the distillation operation process make the material heating time too long so as to cause side effects and produce a large amount of the glacial acetic acid-containing waste liquid in the existing process is solved, the product quality is good, and the yield is high.
Synthesis of carnitine benzyl esters as prodrugs
Gong, Xiao-Wei,Li, Jin-Pei,Wu, Ji-Feng,Li, Xun,Zhai, Hai-Min,Feng, Bo,Xu, Wen-Fang,Tang, Wei
experimental part, p. 327 - 330 (2009/05/30)
The introduction of C-2 acyl groups and a benzyl ester onto L-carnitine generated a series of carnitine benzyl esters as prodrug with improved liposolubility, stability and bioavailability.