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987-78-0

987-78-0 Structure

987-78-0 Structure
IdentificationMore
[Name]

CYTIDINE 5'-DIPHOSPHOCHOLINE
[CAS]

987-78-0
[Synonyms]

CDP-CHOLINE
CITICOLINE
CYTIDINE 5'-DIPHOSPHOCHOLINE
CYTIDINE DIPHOSPHATE CHOLINE
cdp-cholin
cdp-colina
cereb
choline,hydroxide,5’-esterwithcytidine5’-(trihydrogenpyrophosphate),inne
choline5’-cytidinediphosphate
cholinecytidinediphosphate
citicholine
citidindifosfatodecolina
citidoline
colite
cytidindiphosphocholin
cytidine5’-(cholinediphosphate)
cytidine5’-diphosphatecholine
cytidinecholinediphosphate
cytidinediphosphatecholineester
cytidinediphosphatecholinester
[EINECS(EC#)]

213-580-7
[Molecular Formula]

C14H26N4O11P2
[MDL Number]

MFCD00868097
[Molecular Weight]

488.32
[MOL File]

987-78-0.mol
Questions And AnswerBack Directory
[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.
Chemical PropertiesBack Directory
[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
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Iodomethane-->Ethyleneimine-->Yeast extract-->Cytosine-->phosphorylcholine-->Cytidine 5’-monophosphate-->CHOLINE-->Brevibacterium ammoniagenes-->Cytidine, 5'-(hydrogen 4-morpholinylphosphonate)-->Calcium phosphorylcholine chloride-->Choline chloride-->DEXTROSE-->Orotic acid
[Preparation Products]

Citicoline sodium
Hazard InformationBack Directory
[Originator]

Nicholin,Cyanamid,Italy,1971
[Uses]

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
Safety DataBack Directory
[Toxicity]

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

CYTIDINE 5'-DIPHOSPHOCHOLINE(987-78-0)1HNMR
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