7362. Phosphorylcholine

Nomenclature

CAS number: 107-73-3
N,N,N-Trimethyl-2-(phosphonooxy)ethanaminium chloride (1:1); choline chloride dihydrogen phosphate; (2-hydroxyethyl)trimethylammonium chloride phosphate; phosphorylcholine chloride; choline phosphate chloride; choline chloride phosphate; choline phosphoric acid ester (chloride).
C5H15ClNO4P; mol wt 219.60.
C 27.35%, H 6.88%, Cl 16.14%, N 6.38%, O 29.14%, P 14.10%.

Description and references

Prepd by phosphorylation of choline chloride with diphenylphosphoryl chloride: Baer, McArthur, J. Biol. Chem. 154, 451 (1944); Baer, J. Am. Chem. Soc. 69, 1253 (1947); Biochem. Prep. 2, 96 (1952); by heating choline or choline chloride with pyrophosphoric or polyphosphoric acid: Cherbuliez, Rabinowitz, Helv. Chim. Acta 42, 1154 (1959).

Chemical structure

Derivative

Barium salt.

Nomenclature

CAS number: 6484-71-5
C5H13BaClNO4P; mol wt 354.91.
C 16.92%, H 3.69%, Ba 38.69%, Cl 9.99%, N 3.95%, O 18.03%, P 8.73%.

Properties

Hydrated glistening leaflets from water + alcohol. Must be dried in vacuo (0.5 mm) over P2O5 at 100° for 16 hrs. Freely sol in water, practically insol in abs ethanol, ether.

Derivative

Calcium salt.

Nomenclature

CAS number: 4826-71-5
Colifos; Epafosforil (Coli); Fosfocolina (Afarit); Isocolin (Isola-Ibi).
C5H13CaClNO4P; mol wt 257.67.
C 23.31%, H 5.09%, Ca 15.55%, Cl 13.76%, N 5.44%, O 24.84%, P 12.02%.

Derivative

Magnesium salt.

Nomenclature

CAS number: 17032-39-2
Heparexine.
C5H13ClMgNO4P; mol wt 241.89.
C 24.83%, H 5.42%, Cl 14.66%, Mg 10.05%, N 5.79%, O 26.46%, P 12.80%.

Therapeutic Category

Hepatobiliary dysfunction.

Keywords

Hepatoprotectant