(R)-3-(Propionyloxy)-4-(trimethylammonio)butanoate hydrochloride

Base Information

• Chemical Name: (R)-3-(Propionyloxy)-4-(trimethylammonio)butanoate hydrochloride
• CAS No.: 119793-66-7
• Molecular Formula: C10H20ClNO4
• Molecular Weight: 253.726
• Hs Code.: 2923900090
• European Community (EC) Number: 620-485-8
• Mol file: 119793-66-7.mol

Synonyms:(R)-3-(Propionyloxy)-4-(trimethylammonio)butanoate hydrochloride;Propionyl-L-Carnitine hydrochloride;C10-H20-Cl-N-O4;(R)-3-Propionyloxy-4-(trimethylammonio)butyrate Hydrochloride;propionylcarnitine hydrochloride;SCHEMBL1358528;AKOS022185102;P2569;(R)-3-(Propionyloxy)-4-(trimethylammonio)butanoatehydrochloride

Chemical Property of (R)-3-(Propionyloxy)-4-(trimethylammonio)butanoate hydrochloride

Chemical Property:

• Melting Point: 165-167°C
• PSA: 63.60000
• LogP: -2.50690
• Storage Temp.: Store at 0°C
• Solubility.: Chloroform (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 253.1080858
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

99%, ^*data from raw suppliers

(R)-PropionylCarnitineChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)OC(CC(=O)[O-])C[N+](C)(C)C.Cl
• Isomeric SMILES: CCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C.Cl
• Recent ClinicalTrials: PK Study to Evaluate the Effect of PLC on Healthy Chinese Subjects by Multiple-doses
• 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 F1α 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.
• Uses: antihypertensive L-Propionyl carnitine has been shown to improve the heart's mechanical recovery and other metabolic parameters after ischemia-reperfusion. L-Propionyl carnitine has been shown to improve the heart''s mechanical recovery and other metabolic parameters after ischemia-reperfusion.

Technology Process of (R)-3-(Propionyloxy)-4-(trimethylammonio)butanoate hydrochloride

There total 1 articles about (R)-3-(Propionyloxy)-4-(trimethylammonio)butanoate hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

propionyl chloride (79-03-8) + L-carnitine chloride (6645-46-1) → (R)-3-carboxy-N,N,N-trimethyl-2-(propionyloxy)propan-1-ammonium chloride (119793-66-7)

Guidance literature:

With trifluoroacetic acid; at 40 - 50 ℃; for 20h;

DOI:10.3184/030823408X324689

upstream raw materials:

propionyl chloride

L-carnitine chloride

Refernces