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65-46-3

Basic Information
CAS No.: 65-46-3
Name: Cytidine
Article Data: 134
Molecular Structure:
Molecular Structure of 65-46-3 (Cytidine)
Formula: C9H13N3O5
Molecular Weight: 243.219
Synonyms: Cytosine riboside;1-.beta.-D-Ribofuranosylcytosine;4-Amino-1.beta.-D-ribofuranosyl-2(1H)-pyrimidinone;beta-D-Ribofuranoside, cytosine-1;2(1H)-Pyrimidinone, 4-amino-1-beta-D-ribofuranosyl-;Cytosine, 1-beta-D-ribofuranosyl-;2(1H)-Pyrimidinone, 4-amino-1-.beta.-D-ribofuranosyl-;1.beta.-Ribofuranosylcytosine;1-beta-D-ribosyl- (6CI);1beta-2-Ribofuranosylcytosine, d-;4-Amino-1-beta-D-ribofuranosyl-2(1H)-pyrimidinone;cytosine-1;CP-C;1-(beta-D-Ribofuranosyl)-2-oxo-4-amino-1,2-dihydro-1,3-diazine;Cytidine(CR);Cytosine nucleoside(Cytidine);
EINECS: 200-610-9
Density: 1.89 g/cm3
Melting Point: 210-217 °C
Boiling Point: 545.7 °C at 760 mmHg
Flash Point: 283.8 °C
Solubility: 50 mg/mL in water
Appearance: White crystalline powder
Risk Codes: 68
Safety: 24/25
PSA: 130.83000
LogP: -1.98180
Synthetic route

4N-dimethylaminomethylene cytidine

65-46-3

CYTIDINE

Conditions
ConditionsYield
In methanol; water at 50℃; for 36h; Hydrolysis;99%

4N-dibenzylaminomethylene cytidine

65-46-3

CYTIDINE

Conditions
ConditionsYield
In methanol; water at 50℃; for 26h; Hydrolysis;99%
5040-18-6

4-N-2',3',5'-O-tetraacetylcytidine

65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium methylate; guanidine nitrate In methanol; dichloromethane at 0℃; for 0.166667h;95%
With methanol; water; triethylamine at 71℃; for 0.75h;92%
56787-28-1

2',3',5'-tri-O-acetylcytidine

65-46-3

CYTIDINE

Conditions
ConditionsYield
With ammonia In dichloromethane at 25℃;93%
With ammonia In methanol at 25℃; for 24h; Yield given;
In ammonium hydroxide Yield given;

6-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6H-tetrazolo[1,5-c]pyrimidin-5-one

65-46-3

CYTIDINE

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 10h;89%
473910-24-6

[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 2-nitro-benzyl ester

65-46-3

CYTIDINE

Conditions
ConditionsYield
In 1,4-dioxane; water for 1.16667h; UV-irradiation;89%
10578-79-7

4-methylamino-1-(β-D-ribofuranosyl)pyrimidin-2(1H)-one

65-46-3

CYTIDINE

Conditions
ConditionsYield
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction;89%

2,2'-anhydrocytidine hydrochloride

65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 105℃; for 3h;80.9%
800379-05-9

1-(3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 4-(O-benzyloxime)

A

3258-02-4

uridine 4-oxime

B

65-46-3

CYTIDINE

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 60℃; for 1h;A 22%
B 77%

4-Amino-1-((4aR,6R,7R,7aR)-7-hydroxy-2-oxo-tetrahydro-2λ4-furo[3,2-d][1,3,2]dioxathiin-6-yl)-1H-pyrimidin-2-one

65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide76.5%
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Cytidine is 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one. With the CAS registry number 65-46-3, it is also named as 1-beta-D-Ribofuranosylcytosine. The product's categories are Pharmaceutical Intermediates; Fine Chemical & Intermediates; Pyridines, Pyrimidines, Purines and Pteredines; Biochemistry; Nucleosides and their Analogs; Nucleosides, Nucleotides & Related Reagents; Nucleic Acids, and the other registry numbers are 4395-95-3; 494210-74-1; 873077-03-3. Besides, it is white crystalline powder, which should be stored in dark, dry and sealed place at room temperature. It is a component of RNA which is attached to a deoxyribose ring. In addition, this chemical is stable and incompatible with strong oxidizing agents.

Physical properties about Cytidine are: (1)ACD/LogP: -1.808; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.82; (4)ACD/LogD (pH 7.4): -1.81; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 2.39; (8)ACD/KOC (pH 7.4): 2.47; (9)#H bond acceptors: 8; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.756; (13)Molar Refractivity: 52.643 cm3; (14)Molar Volume: 128.433 cm3; (15)Polarizability: 20.869 10-24cm3; (16)Surface Tension: 89.588996887207 dyne/cm; (17)Density: 1.894 g/cm3; (18)Flash Point: 283.816 °C; (19)Enthalpy of Vaporization: 94.8 kJ/mol; (20)Boiling Point: 545.678 °C at 760 mmHg

Preparation of Cytidine: this chemical can be prepared by 1-(2',3',4'-Tri-O-benzoyl-a-D-xylofuranosyl)-4-thiouracil.

Preparation of Cytidine

This reaction needs Ammonia and Methanol at temperature of 100 °C. The reaction time is 18 hours. The yield is 76 %.

Uses of Cytidine: it is used for biochemical research and organic synthesis. It is also used for producing cytarabine, ring cell, and CTP, cytidine diphosphate choline, etc.

When you are using this chemical, please be cautious about it as the following: it is possible risk of irreversible effects. You should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1;
(2)InChIKey=UHDGCWIWMRVCDJ-XVFCMESISA-N;
(3)Smilesn1([C@@H]2O[C@H](CO)[C@H]([C@H]2O)O)c(nc(N)cc1)=O

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2700mg/kg (2700mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Russian Pharmacology and Toxicology Vol. 40, Pg. 66, 1977.

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