Choline Alfoscerate

Base Information

• Chemical Name: Choline Alfoscerate
• CAS No.: 28319-77-9
• Deprecated CAS: 117829-79-5,103709-68-8
• Molecular Formula: C8H20NO6P
• Molecular Weight: 257.224
• Hs Code.: 29239000
• European Community (EC) Number: 248-962-2
• UNII: 60M22SGW66
• DSSTox Substance ID: DTXSID70951010
• Wikipedia: Alpha-GPC
• Wikidata: Q28529699
• NCI Thesaurus Code: C166883
• Metabolomics Workbench ID: 58812
• ChEMBL ID: CHEMBL1567463
• Mol file: 28319-77-9.mol

Synonyms:3-Phosphocholine, Glycerol;Alfoscerate, Choline;Alphoscerate, Choline;Choline Alfoscerate;Choline Alphoscerate;Choline Glycerophosphate;Glycerol 3 Phosphocholine;Glycerol 3-Phosphocholine;Glycerophosphate, Choline;Glycerophosphorylcholine;Glycerylphosphorylcholine;L alpha Glycerylphosphorylcholine;L-alpha-Glycerylphosphorylcholine

Chemical Property of Choline Alfoscerate

Chemical Property:

• Appearance/Colour: White waxy solid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: -98oC
• Boiling Point: 480℃[at 101 325 Pa]
• Flash Point: 11 °C
• PSA: 108.86000
• LogP: -0.38240
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly, Heated, Sonicated), Methanol (Sparingly), Water (Sparingly)
• Water Solubility.: 1000g/L at 25℃
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 257.10282436
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

99.7% up, ^*data from raw suppliers

sn-Glycero-3-phosphocholine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(C)CCOP(=O)([O-])OCC(CO)O
• Isomeric SMILES: C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](CO)O
• Recent ClinicalTrials: Efficacy and Safety of ChOline ALfoscerate in Patient With Mild to Moderate Alzheimer's Disease
• Recent EU Clinical Trials: Effetto del precursore colinergico colina alfoscerato sui sintomi cognitivi e comportamentali in pazienti affetti da danno cognitivo lieve (mild cognitive impairment)
• Description: Choline alfoscerate is a nootropic reportedly effective in the treatment of age-associated memory impairment. In man, it decreased and prevented scopolamine-induced amnesia. In vitro studies suggest that choline alfoscerate acts indirectly on cholinergic transmission by elevating the synthesis of acetylcholine.
• Uses: sn-Glycero-3-phosphocholine (Choline Alfoscerate) is a phospholipid; precursor in choline biosynthesis. sn-Glycero-3-phosphocholine is an intermediate in catabolic pathway of phosphatidylcholine. sn-Glycero-3-phosphocholine is used as an Nootropic. L-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy. It has also been used for the synthesis of glycerophospholipids.

Technology Process of Choline Alfoscerate

There total 21 articles about Choline Alfoscerate 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: 99.0%

(2R)-3-chloro-1,2-propanediol (57090-45-6) + phosphorylcholine chloride (107-73-3) → L-glycero-3-phosphorylcholine (28319-77-9,563-24-6)

Guidance literature:

phosphorylcholine chloride; With potassium hydroxide; In methanol; for 1h;

(2R)-3-chloro-1,2-propanediol; In methanol; at 65 ℃; for 16h; Temperature;

Reference yield: 92.11%

(R)-3-glycerylcycloethyl phosphate + trimethylamine (75-50-3) → L-glycero-3-phosphorylcholine (28319-77-9,563-24-6)

Guidance literature:

In ethanol; at 20 ℃; for 5h;

Reference yield: 91.0%

(R)-1,2-diacetoxy glycerylphosphoryl choline (54672-38-7,144861-12-1) → L-glycero-3-phosphorylcholine (28319-77-9,563-24-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.0833333h;

DOI:10.5012/bkcs.2010.31.9.2689

upstream raw materials:

all cis-5,8,11,14,17-eicosapentaenoic acid

L-dipalmitoylphosphatidylcholine

(R)-1,2-diacetoxy glycerylphosphoryl choline

siladenoserinol A

Downstream raw materials:

dimyristoylphosphatidylcholine

dioleoylphosphatidylcholine

1,2-didecanoyl-sn-glycero-3-phosphocholine

distearoylphosphatidylcholine

Refernces

• 1、 Baer,Kates. "-". . p. 1394,1396. Retrieved 1948.
• 2、 -. "METHOD OF PREPARING CHOLINE ALFOSCERATE AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME". Paragraph 0113-0141. . Retrieved 2020/10/27.
• 3、 -. "Method for preparing and purifying L-alpha-glycerophosphorylcholine". Paragraph 0059; 0062; 0063; 0067; 0068. . Retrieved 2018/05/30.