Citicoline sodium
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Citicoline sodium
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CAS No:
33818-15-4
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Formula:
C14H26N4O11P2.Na
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Chemical Name:
Citicoline sodium
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Synonyms:
Cytidine 5′-(trihydrogen diphosphate),P′-[2-(trimethylammonio)ethyl] ester,inner salt,sodium salt (1:1);Cytidine 5′-(trihydrogen diphosphate),P′-[2-(trimethylammonio)ethyl] ester,hydroxide,inner salt,monosodium salt;Choline,hydroxide,monoester with cytidine 5′-(trihydrogen pyrophosphate),inner salt,monosodium salt;Cytidine 5′-(trihydrogen diphosphate),P′-[2-(trimethylammonio)ethyl] ester,inner salt,monosodium salt;IP 302 sodium;Citicoline sodium;Cebroton;Brassel;Acticolin;Neurotron;Gerolin;Sinkron;Cidifos;Logan;Flussorex;CerAxon;Strolin;126832-19-7
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CAS No:
Description
Cytidoline sodium salt is an intermediate in the synthesis of phosphatidylcholine which is a component of cell membranes and also exerts neuroprotective effects.
Donor of choline in biosynthesis of choline-containing phosphoglycerides.
Citicoline sodium Basic Attributes
510.31
510.08927590 g/mol
251-689-1
7XQ5AKD9YD
DTXSID4048981
N - Nervous system
2934999090
Characteristics
238.17000
-0.14090
white solid
259-268°C (dec.)
soluble in water (100 mg/ml).
2-8°C
D20 +12.5° (c = 1.0 in H2O)
210.4 Ų [M-2H+Na]-
Safety Information
NONH for all modes of transport
3
24/25
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 6 companies from 2 notifications to the ECHA C&L Inventory.|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 2 notification to the ECHA C&L Inventory.
Drug Information
Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms. (See all compounds classified as Nootropic Agents.)
5'-Diphosphocholine, Cytidine
Citicoline sodium Use and Manufacturing
A stirred suspensionof the free acid of CMP (100 mg, 0.31 mmol) in DMF (2 mL) and tributylamine(150 lL, 0.62 mmol) was heated for 10 min at 50 °C and allowed to cool at room temperature. Then, CDI (250 mg, 1.55 mmol) was added and the suspension turned to a clear solution after a few minutes. The anhydrous reaction mixture was stirred for 30 min at room temperature and treated with anhydrous methanol (100 lL, 2.48 mmol) to hydrolyze the CDI excess. After 30 min, anhydrous zinc chloride (59 mg, 0.43 mmol) was added followed by a solution of choline phosphate (0.77 M solution in anhydrous DMF, 2 mL, 1.55 mmol). The reaction mixture was stirred for 24 h at room temperature. After evaporation of the solvents in vacuo, CDP-Cho 5 was puried by anion-exchange chromatography. The residue dissolved in waterwas puried bySephadex DEAE A-25 resin ion exchange column chromatography with a linear gradient 0–0.5 M of ammonium bicarbonate, followed by chromatography on RP-18. The triethylammonium counter ions were exchanged to sodium by passing the nucleotide solution through a Dowex 50WX8 column. 1-(b-D-ribofuranosyl)cytosine-5'-diphosphate choline (sodium salt) was obtained as a white solid after freeze-drying (115 mg, 74percent yield). HPLC: tR = 8.8 min (kmax276 nm);
Cytidine 5′-diphosphate (CDP) is used as a substrate of CDP (nucleoside diphosphate) kinase (2.7.4.6) to produce CTP in support ofDNA and RNA biosynthesis and of ribonucleotide reductase to product dCMP.
Computed Properties
Molecular Weight:510.31
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:10
Exact Mass:510.08927590
Monoisotopic Mass:510.08927590
Topological Polar Surface Area:216
Heavy Atom Count:32
Complexity:813
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
This product is a nucleoside derivative, which promotes brain metabolism and improves brain circulation by reducing cerebrovascular resistance and increasing cerebral blood flow. In addition, it can enhance the function of the ascending activation system of the brainstem reticular structure, enhance the function of the pyramidal system, and improve motor paralysis, so it has a certain effect on promoting the recovery of brain function and promoting awakening.
Registered Holders
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Beijing Yimingyuan Pharmaceutical Technology Co., Ltd.
Active
China
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Minsheng Group Shaoxing Pharmaceutical Co., Ltd.
Active
China
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Qilu Pharmaceutical Co., Ltd.
Active
China
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