phosphorylcholine

Base Information

• Chemical Name: phosphorylcholine
• CAS No.: 107-73-3
• Deprecated CAS: 123200-23-7,109114-04-7
• Molecular Formula: C5H15NO4P.Cl
• Molecular Weight: 219.605
• Hs Code.: 2931900090
• European Community (EC) Number: 203-516-6
• UNII: 96AN057F7A
• DSSTox Substance ID: DTXSID90910205
• Wikipedia: Phosphorylcholine
• Mol file: 107-73-3.mol

Synonyms:Choline phosphate;Choline phosphate chloride;Phosphocholine;Phosphorylcholine chloride;Ethanaminium, N,N,N-trimethyl-2-(phosphonooxy)-, chloride;Trimethyl(2-(phosphonooxy)ethyl)ammonium chloride;N,N,N-trimethyl-2-(phosphonooxy)ethanaminium chloride;AC1Q1SNA;PC-Cl;

Chemical Property of phosphorylcholine

Chemical Property:

• Melting Point: 108-111 °C (decomp)
• Boiling Point: 103 °C(Press: 12 Torr)
• PSA: 76.57000
• LogP: -3.19410
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Methanol (Slightly), Water (Sparingly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 219.0427227
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99.9% ^*data from raw suppliers

Phosphocholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(C)CCOP(=O)(O)O.[Cl-]
• Description: Phosphorylcholine (abbreviated ChoP) is the hydrophilic polar head group of some phospholipids, which is composed of a negatively charged phosphate bonded to a small, positively charged choline group. It is a choline ester which forms a part of the phosphatide molecule, and as such occurs in nearly all organs. It probably often exists in the free state, being liberated from the phosphatides by enzymic hydrolysis.
• Uses: Phosphocholine is an intermediate in the synthesis of Uridine Diphosphate Choline Ammonium Salt (U829930), which is CDPcholine cholinephosphotransferase analog. Pipeline device with Phosphorylcholine surface treatment (Pipeline Shield) could mitigate device material related thromboembolic complications.

Technology Process of phosphorylcholine

There total 7 articles about phosphorylcholine 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: 95.0%

phosphorylcholine chloride, calcium salt (4826-71-5) → phosphorylcholine chloride (107-73-3)

Guidance literature:

phosphorylcholine chloride, calcium salt; With oxalic acid; In water; at 50 ℃; for 2h;

With ethylenediaminetetraacetic acid; In water;

Reference yield:

choline chloride (67-48-1) → phosphorylcholine chloride (107-73-3)

Guidance literature:

With PPA; at 150 ℃; under 3 - 50 Torr;

DOI:10.1002/hlca.19590420405

Reference yield:

oxalic acid dihydrate (6153-56-6) + phosphorylcholine chloride calcium salt tetrahydrate (72556-74-2,137734-45-3) → phosphorylcholine chloride (107-73-3)

Guidance literature:

In water; at 20 ℃; for 1h;

upstream raw materials:

choline chloride

2-chloroethyl phosphorodichloridate

phosphorylcholine chloride, calcium salt

N,N-dimethylbutylamine

Downstream raw materials:

choline chloride

L-glycero-3-phosphorylcholine

cytidine 5'-diphosphocholine sodium salt

phosphorylcholine chloride, calcium salt

Refernces

• 1、 -. "METHOD OF PREPARING CHOLINE ALFOSCERATE AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME". Paragraph 0090-0094. . Retrieved 2020/10/27.
• 2、 -. "Phosphorus chloride of alkali acid radical gallbladder method for preparing calcium salt". Paragraph 0043-0044. . Retrieved 2017/02/24.