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CAS No.: | 65-46-3 |
---|---|
Name: | Cytidine |
Article Data: | 134 |
Molecular Structure: | |
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 |
CYTIDINE
Conditions | Yield |
---|---|
In methanol; water at 50℃; for 36h; Hydrolysis; | 99% |
CYTIDINE
Conditions | Yield |
---|---|
In methanol; water at 50℃; for 26h; Hydrolysis; | 99% |
Conditions | Yield |
---|---|
With sodium methylate; guanidine nitrate In methanol; dichloromethane at 0℃; for 0.166667h; | 95% |
With methanol; water; triethylamine at 71℃; for 0.75h; | 92% |
2',3',5'-tri-O-acetylcytidine
CYTIDINE
Conditions | Yield |
---|---|
With ammonia In dichloromethane at 25℃; | 93% |
With ammonia In methanol at 25℃; for 24h; Yield given; | |
In ammonium hydroxide Yield given; |
CYTIDINE
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol for 10h; | 89% |
[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
CYTIDINE
Conditions | Yield |
---|---|
In 1,4-dioxane; water for 1.16667h; UV-irradiation; | 89% |
4-methylamino-1-(β-D-ribofuranosyl)pyrimidin-2(1H)-one
CYTIDINE
Conditions | Yield |
---|---|
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction; | 89% |
CYTIDINE
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 105℃; for 3h; | 80.9% |
1-(3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 4-(O-benzyloxime)
A
uridine 4-oxime
B
CYTIDINE
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 60℃; for 1h; | A 22% B 77% |
CYTIDINE
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In N,N-dimethyl-formamide | 76.5% |
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.
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. |