CYTIDINE 5'-DIPHOSPHOCHOLINE Chemical Properties

Melting point:

>185°C (dec.)

alpha 

D25 +19.0° (c = 0.86 in H2O)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

solubility 

Water (Sparingly)

pka

4.4(at 25℃)

form 

Solid

color 

White

Stability:

Moisture Sensitive

InChIKey

RZZPDXZPRHQOCG-APGYLPRWNA-N

SMILES

O[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP([O-])(=O)OCC[N+](C)(C)C)O[C@H]1N1C=CC(N)=NC1=O)O |&1:1,2,3,21,r|

LogP

-7.070 (est)

CAS DataBase Reference

987-78-0(CAS DataBase Reference)

Safety Information

Toxicity

LD50 in mice, rats (mg/kg): 4600 ±335, 4150 ±370 i.v.; both species 8 g/kg orally (Grau)

CYTIDINE 5'-DIPHOSPHOCHOLINE Usage And Synthesis

Description

Citicoline whose chemical name choline cytosine nucleoside-5'-diphosphate monosodium salt, is a precursor for lecithin biosynthesis, and when brain function declines, the content of lecithin in brain tissue is significantly reduced.

Originator

Nicholin,Cyanamid,Italy,1971

Uses

Cytidine 5'-Diphosphocholine is used as antidepressant, 5HT uptake inhibitor.

Definition

ChEBI: CDP-choline is a member of the class of phosphocholines that is the chloine ester of CDP. It is an intermediate obtained in the biosynthetic pathway of structural phospholipids in cell membranes. It has a role as a human metabolite, a psychotropic drug, a neuroprotective agent, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a member of phosphocholines and a member of nucleotide-(amino alcohol)s. It is functionally related to a CDP. It is a conjugate base of a CDP-choline(1+).

Manufacturing Process

A 250 ml conical flask containing 30 ml of a reaction liquor (pH 7.0) having a composition of 7.38 mg/ml of disodium salt of CMP (cytidine-5'- monophosphate), 24 mg/ml of choline, 10 mg/ml of glucose, 100 mg/ml of acetone-dried cells of Brevibacterium ammoniagenes ATCC 6872, 11.6 mg/ml of monopotassium phosphate, 20 mg/ml of dipotassium phosphate and 2.96 mg/ml of magnesium sulfate, (MgSO4·7H2O), was subjected to culturing at 30°C for 4 hours. Cytidine diphosphate choline was formed and accumulated at a concentration of 3.8 mg/ml in the culture liquor.
The pH of 1.2 liters of filtrate containing 3.8 mg/ml of cytidine diphosphate choline, obtained by removing solid matters from the culturing liquor, was adjusted to a pH of 8.5 with a 0.5 N KOH solution. The filtrate was passed through a column of strongly basic anion exchange resin, Dowex 1 x 2 (formic acid type). After washing the resin with water, a formic acid solution was passed through the column with gradual increase in the concentration of formic acid (until 0.04 N max.). A fraction of cytidine diphosphate choline was collected by elution according to the so-called gradient elution method and absorbed onto carbon powders. Then, elution was effected with acetone, and the eluate was concentrated and dried. 1.3 g of cytidine diphosphate choline powders were obtained.

Therapeutic Function

Cerebral circulation stimulant

CYTIDINE 5'-DIPHOSPHOCHOLINE(987-78-0)Related Product Information

• ASIALOGANGLIOSIDE-GM1
• CDP
• CHOLINE
• Sulbactum Sodium
• Cytidine
• Choline hydroxide
• Cytosine
• phosphorylcholine
• CYTIDINE 5'-DIPHOSPHOCHOLINE SODIUM SALT DIHYDRATE
• CYTIDINE 5'-DIPHOSPHOCHOLINE
• Citicoline sodium
• CYTIDINE 5'-DIPHOSPHO[METHYL-14C]CHOLINE, AMMONIUM SALT
• CYTIDINE DIPHOSPHOCHOLINE [METHYL 3H]
• CYTIDINE 5'-DIPHOSPHOCHOLINE, DISODIUM SALT, [5-3H]-