Propionyl-L-carnitine hydrochloride Chemical Properties

Melting point:

165-167°C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Chloroform (Slightly), Water (Slightly)

form 

Solid

color 

White to Off-White

Odor

Mild, slightly sweet odor

Appearance

white solid

Stability:

Hygroscopic

InChI

InChI=1/C10H19NO4.ClH/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4;/h8H,5-7H2,1-4H3;1H/t8-;/s3

InChIKey

KTFMPDDJYRFWQE-JNODIIHCNA-N

SMILES

[C@@H](CC(=O)O)(C[N+](C)(C)C)OC(=O)CC.[Cl-] |&1:0,r|

CAS DataBase Reference

119793-66-7(CAS DataBase Reference)

Safety Information

HS Code 

2923.90.0100

Propionyl-L-carnitine hydrochloride Usage And Synthesis

Description

Propionyl-L-carnitine is a naturally occurring carnitine derivative formed by carnitine acetyltransferase during β-oxidation of uneven chain fatty acids. Propionyl-L-carnitine increases the basal release of prostaglandin E₂ (PGE₂; ) and 6-keto-prostaglandin F_1α in carrageenan-stimulated isolated rat peritoneal cells contaminated with neutrophils and increases the basal release of thromboxane B₂ (TXB₂; ) in non-contaminated cells. It reduces the production of reactive oxygen species (ROS) and decreases the expression of NADPH oxidase 2 (NOX2), NOX4, and ICAM-1 in human umbilical vein endothelial cells (HUVECs). It also increases the rate of revascularization and the hind limb vascular area in a rabbit model of hind limb ischemia when administered at a dose of 10 mg per animal. Propionyl-L-carnitine reduces mitochondrial dysfunction induced by ischemia, preventing mitochondrial calcium overload, and depletion of ATP tissue stores in a rabbit model of ischemia.

Chemical Properties

White Solid

Uses

antihypertensive

Uses

L-Propionyl carnitine has been shown to improve the heart's mechanical recovery and other metabolic parameters after ischemia-reperfusion.

Uses

L-Propionyl carnitine has been shown to improve the heart''s mechanical recovery and other metabolic parameters after ischemia-reperfusion.

brand name

Dromos (Biosint S.p.A.).

storage

+4°C

References

[1] I M GARRELDS. Effects of carnitine and its congeners on eicosanoid discharge from rat cells: implications for release of TNFalpha.[J]. Mediators of Inflammation, 1993, 2 7: S57-62. DOI: 10.1155/s0962935193000778
[2] MARIA ANTONIETTA STASI. Propionyl-L-carnitine improves postischemic blood flow recovery and arteriogenetic revascularization and reduces endothelial NADPH-oxidase 4-mediated superoxide production.[J]. Arteriosclerosis, Thrombosis, and Vascular Biology, 2010, 30 3: 426-435. DOI: 10.1161/atvbaha.109.201533
[3] R FERRARI. The effect of propionyl-L-carnitine on the ischemic and reperfused intact myocardium and on their derived mitochondria.[J]. Cardiovascular Drugs and Therapy, 1991, 5 Suppl 1: 57-65. DOI: 10.1007/bf00128244

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