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O-Acetyl-L-carnitine hydrochloride

CAS No.
5080-50-2
Chemical Name:
O-Acetyl-L-carnitine hydrochloride
Synonyms
ACETYL-L-CARNITINE HCL;ALC;ACETYL-L-CARNITINE HYDROCHLORIDE;ALCAR;ACETYL-L-CARNITINE HCI;O-Acetyl-L-carnitine HCl;ACETYL-L-CARNITINE CHLORIDE;Acetyl carnitine Hydrochloride;N-ACETYL-L-CARNITINE HYDROCHLORIDE;ALC HCL
CBNumber:
CB5419926
Molecular Formula:
C9H18ClNO4
Molecular Weight:
239.7
MDL Number:
MFCD00082230
MOL File:
5080-50-2.mol
MSDS File:
SDS
Last updated:2024-03-29 18:52:01

O-Acetyl-L-carnitine hydrochloride 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
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)
NCI Dictionary of Cancer Terms acetyl-L-carnitine hydrochloride; ALCAR
FDA UNII NDW10MX58T

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
3-9
HS Code  29239000
NFPA 704
0
2 0

O-Acetyl-L-carnitine hydrochloride price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A6706 O-Acetyl-L-carnitine hydrochloride ≥99% (titration), powder 5080-50-2 1g $54 2024-03-01 Buy
Sigma-Aldrich A6706 O-Acetyl-L-carnitine hydrochloride ≥99% (titration), powder 5080-50-2 5g $177 2024-03-01 Buy
TCI Chemical A1394 Acetyl-L-carnitine Hydrochloride >98.0%(T) 5080-50-2 5g $89 2024-03-01 Buy
TCI Chemical A1394 Acetyl-L-carnitine Hydrochloride >98.0%(T) 5080-50-2 25g $269 2024-03-01 Buy
Alfa Aesar J61536 O-Acetyl-L-carnitine hydrochloride 5080-50-2 5g $100 2023-06-20 Buy
Product number Packaging Price Buy
A6706 1g $54 Buy
A6706 5g $177 Buy
A1394 5g $89 Buy
A1394 25g $269 Buy
J61536 5g $100 Buy

O-Acetyl-L-carnitine hydrochloride Chemical Properties,Uses,Production

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 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.

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.

O-Acetyl-L-carnitine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 431)Suppliers
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Hebei Mojin Biotechnology Co., Ltd
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View Lastest Price from O-Acetyl-L-carnitine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
O-acetyl-l-carnitine hydrochloride pictures 2024-04-25 O-acetyl-l-carnitine hydrochloride
5080-50-2
US $100.00 / kg 1kg >99% 20tons Hong Kong Excellence Biotechnology Co., Ltd.
O-Acetyl-L-carnitine hydrochloride pictures 2024-04-12 O-Acetyl-L-carnitine hydrochloride
5080-50-2
US $3.00-1.00 / kg 1kg 99.9% 10 tons Shanghai Aosiris new Material Technology Co., LTD
Acetyl L-Carnitine HCl pictures 2024-04-11 Acetyl L-Carnitine HCl
5080-50-2
US $0.00 / kg 1kg 99% 1000kg Shaanxi TNJONE Pharmaceutical Co., Ltd
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 O-ACETYL-L-CARNITINE HYDROCHLORIDE ALC HCL 3-O-ACETYL-L-CARNITINE HYDROCHLORIDE 3-ACETYLOXY-4-TRIMETHYLAMMONIO-BUTANOATE HYDROCHLORIDE L-CARNITINE ACETYL ESTER HYDROCHLORIDE L-CARNITINE CHLORIDE, ACETYL- LEVACECARNINE HYDROCHLORIDE L-O-ACETYLCARNITINE CHLORIDE N-Acetyl-L-Carnitine HCl ACETYL-L-CARNITINE CHLORIDE (L-O-ACETYLC ARNITINE) L-CARNITINE:HCL, O-ACETYL o-Acetyl-L-carnitine hydrochloride, 98% 1GR (S)-3-Acetoxy-4-(triMethylaMMonio)butanoate hydrochloride Acetyl-L-carnitine-d3 HCl ACETYL-L-CARNITINE HCL(P) 1-Propanaminium, 2-(acetyloxy)-3-carboxy-N,N,N-trimethyl-, chloride, (2R)- ACETYL-1-CARNITINEHYDROCHLORIDE 3-O-Acetyl-L-carnitin hydrochlorid Acecarn-HCl L-Carnipure(R) ALC Acetyl-L-carnitine-D3 Cl (N-methyl-D3) (R)-3-Acetoxy-4-(trimetylammino)butyrate hydrochloride (R)-(2-Acetoxy-3-carboxy-propyl)trimethylammonium chloride [(R)-2-Acetoxy-3-carboxypropyl]trimethylaminium·chloride o-Acetyl-L-carnitine hydrochloride,98% Acetyl-L-carnitine hydrochloride (factory standard) ALC, ALCAR, (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride, (R)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride ALC, ALCAR, R(-)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride, (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride L-Acetylcarnitine chloride ALC, ALCAR, (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride ACETYL-L-CARNITINE HCL(RG) O-Acetyl-L-carnitine hydrochloride,(R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride, ALC, ALCAR, R()-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride 1-Propanaminium, 2-(acetyloxy)-3-carboxy-N,N,N-trimethyl-, chloride (1:1), (2R)- ALCAR, Acetyl-L-carnitine hydrochlorid -carnitine HydrochL O-Acetyl-L-carnitine hydrochloride 5080-50-2 Acetyl-L-carnitine hydrochloride 5080-50-2 O-Acetyl-L-carnitine hydrochloride in stock GMP Factory Acetyl-L-carnitine Hydrochloride > Acetyl-L-carnitine Hydrochloride, ≥99% ALC ALCAR ACETYL-L-CARNITINE CHLORIDE ACETYL-L-CARNITINE HCL ACETYL-L-CARNITINE HYDROCHLORIDE Acetyl carnitine Hydrochloride N-ACETYL-L-CARNITINE HYDROCHLORIDE ACETYL-L-CARNITINE HCI O-Acetyl-L-carnitine HCl (2R)-2-acetyloxy-3-carboxypropyl]-trimethylazanium