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Home > Encyclopedia > Cytidine diphosphate choline

Cytidine diphosphate choline

pharmaceutical raw materials
Cytidine diphosphate choline structure

Cytidine diphosphate choline 

structure
  • CAS No:

    987-78-0

  • Formula:

    C14H26N4O11P2

  • Chemical Name:

    Cytidine diphosphate choline

  • Synonyms:

    Cytidine 5′-(trihydrogen diphosphate),P′-[2-(trimethylammonio)ethyl] ester,inner salt;Cytidine 5′-(trihydrogen diphosphate),P′-[2-(trimethylammonio)ethyl] ester,hydroxide,inner salt;Choline,hydroxide,5′-ester with cytidine 5′-(trihydrogen pyrophosphate),inner salt;Cytidine 5′-diphosphate choline;Citicoline;Cytidine diphosphate choline ester;Nicholin;Niticolin;Cereb;Colite;Nicolin;Recofnan;Ensign;Suncholin;CDP-choline;Cytidine diphosphate choline;Cytidine diphosphorylcholine;Cytidine diphosphocholine;Cytidine 5′-diphosphocholine;Cytidine 5′-(cholinyl pyrophosphate);Cytidine choline diphosphate;Cytidine 5′-(choline diphosphate);Choline 5′-cytidine diphosphate;Recognan;Choline cytidine diphosphate;Citicholine;Cytidoline;Citidoline;Somazina;Somazine;Reagin;Neucolis;Difosfocin;Sintoclar;Haocolin;Corenalin;Audes;Rexort;Citifar;Hornbest;Cyscholin;Emicholine F;NSC 122002;Cognizin;1477-47-0;64143-42-6;769081-33-6

  • Categories:

    Biochemical Engineering  >  Nucleoside Drugs

Description

Citicoline is an intermediate in the synthesis of phosphatidylcholine, a component of cell membranes. Citicoline exerts neuroprotective effects.


Solid


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 derives from a CDP. It is a conjugate base of a CDP-choline(1+).|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.|Citicoline is a nutritional supplement and source of choline and cytidine with potential neuroprotective and nootropic activity. Citicoline, also known as cytidine-5-diphosphocholine or CDP-choline, is hydrolyzed into cytidine and choline in the intestine. Following absorption, both cytidine and choline are dispersed, utilized in various biosynthesis pathways, and cross the blood-brain barrier for resynthesis into citicoline in the brain, which is the rate-limiting product in the synthesis of phosphatidylcholine. This agent also increases acetylcholine (Ach), norepinephrine (NE) and dopamine levels in the central nervous system (CNS). In addition, citicoline is involved in the preservation of sphingomyelin and cardiolipin and the restoration of Na+/K+-ATPase activity. Citicoline also increases glutathione synthesis and glutathione reductase activity, and exerts antiapoptotic effects.|Donor of choline in biosynthesis of choline-containing phosphoglycerides.

Cytidine diphosphate choline Basic Attributes

488.32

488.107330

213-580-7

DTXSID9048431

C96743

N - Nervous system

2942000000

Characteristics

214

-7.07

Solid

851.4°C at 760 mmHg

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

D25 +19.0° (c = 0.86 in H2O)

197.6 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|200.64 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|198.86 Ų [M+H]+ [CCS Type: DT, Method: stepped-field]|208.98 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]|208.41 Ų [M-H]- [CCS Type: DT, Method: stepped-field]|198.3 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|207.8 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|205.9 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|210.2 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|207.7 Ų [M-H]-

Safety Information

|Warning|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

Cytidine diphosphate choline Use and Manufacturing

Methods of Manufacturing

It can be extracted from liver or yeast, or it can be synthesized chemically. The synthesis method is to react cytosine-5'-diphosphate with ethyleneimine to produce cytosine-5'-diphosphate aminoethyl, which is then methylated with methyl iodide. It can also be obtained by directly condensing cytosine-5'-phosphate amide and phosphorylcholine ester.

Uses

antidepressant, 5HT uptake inhibitor

Computed Properties

Molecular Weight:488.32
XLogP3:-4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:10
Exact Mass:488.10733165
Monoisotopic Mass:488.10733165
Topological Polar Surface Area:214
Heavy Atom Count:31
Complexity:821
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Drug Function and Efficacy

It strengthens the function of the brainstem reticular formation, especially the ascending reticular formation excitatory system which is closely related to consciousness; strengthens the function of the vertebral system and improves motor paralysis; improves cerebral circulation and promotes brain metabolism by reducing cerebral blood flow resistance and increasing cerebral blood flow, which has a certain effect on promoting brain function recovery and awakening.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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