CYTIDINE 5'-DIPHOSPHOCHOLINE
- CAS NO.:987-78-0
- Empirical Formula: C14H26N4O11P2
- Molecular Weight: 488.33
- MDL number: MFCD00868097
- EINECS: 213-580-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-24 19:19:26
What is CYTIDINE 5'-DIPHOSPHOCHOLINE?
Originator
Nicholin,Cyanamid,Italy,1971
The Uses of CYTIDINE 5'-DIPHOSPHOCHOLINE
Cytidine 5'-Diphosphocholine is used as antidepressant, 5HT uptake inhibitor.
Background
Citicoline is a donor of choline in biosynthesis of choline-containing phosphoglycerides. It has been investigated for the treatment, supportive care, and diagnosis of Mania, Stroke, Hypomania, Cocaine Abuse, and Bipolar Disorder, among others.
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
Metabolism
Not Available
Properties of CYTIDINE 5'-DIPHOSPHOCHOLINE
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) |
form | Solid |
pka | 4.4(at 25℃) |
color | White |
Stability: | Moisture Sensitive |
CAS DataBase Reference | 987-78-0(CAS DataBase Reference) |
Safety information for CYTIDINE 5'-DIPHOSPHOCHOLINE
Computed Descriptors for CYTIDINE 5'-DIPHOSPHOCHOLINE
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| |
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