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5-Fluorocytidine
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Name

5-Fluorocytidine

 EINECS 234-122-2
CAS No. 2341-22-2 Density 1.98 g/cm3
PSA 130.83000 LogP -1.84270
Solubility N/A Melting Point 196-200 °C(lit.)
Formula C9H12FN3O5 Boiling Point 511.4 °C at 760 mmHg
Molecular Weight 261.21 Flash Point 263.1 °C
Transport Information N/A Appearance white powder
Safety 26-45-36/37/39-27 Risk Codes 36/37/38-34
Molecular Structure Molecular Structure of 2341-22-2 (5-Fluorocytidine) Hazard Symbols IrritantXi,CorrosiveC
Synonyms

4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidin-2-one;4-Amino-1-((2S,3S,4R,5S)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1-H-pyrimidin-2-one;4-amino-1-[(2S,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidin-2-one;5'-Fluoro Cytidine;5-Fluoro-D-cytidine;L-5-Fluorocytidine;L-.beta.-Ribofuranosyl-5-fluoro-cytosine;

Article Data 18

5-Fluorocytidine Synthetic route

53294-73-8

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-fluorocytosine

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With ammonia In methanol at 20℃;92%
175651-04-4

2',3',5'-tri-O-acetyl-4-O-methyl-5-fluorouridine

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With methanol; ammonia Ambient temperature;81%

(2R,3R,3aS,9aR)-2-Hydroxymethyl-6-imino-2,3,3a,5,6,9a-hexahydro-4aH-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ol

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide80.9%
128963-10-0

2',3',5'-tri-O-acetyl-5-fluorocytidine

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With ammonia In methanol55%

4-Amino-5-fluoro-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

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide49.2%
669055-50-9

1-(β-D-xylofuranosyl)-5-fluorocytosine

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
Stage #1: 1-(β-D-xylofuranosyl)-5-fluorocytosine With thionyl chloride In acetonitrile at 25℃;
Stage #2: With sodium hydrogencarbonate In N,N-dimethyl-formamide at 105℃; for 3h;		49.2%
Multi-step reaction with 2 steps
1: SOCl2 / acetonitrile
2: 49.2 percent / NaHCO3 / dimethylformamide
View Scheme
55474-11-8

2',3',5'-tri-O-acetyl-5-fluorouridine

A

316-46-1

5-fluorouridine

B

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
5040-18-6

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

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With Dowex 50x2; fluorine; acetic acid Yield given. Multistep reaction;
2560-60-3

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-fluoro-uracil

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
With ammonia In methanol at 20℃; for 24h;
14215-97-5

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose

2341-22-2

5-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hexamethyldisilazane / toluene / 3 h / Heating
1.2: 91 percent / TMS-triflate / 1,2-dichloro-ethane / 8 h / 20 °C
2.1: 92 percent / NH3 / methanol / 20 °C
View Scheme

5-Fluorocytidine Chemical Properties

IUPAC Name: 4-Amino-1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidin-2-one
Synonyms of 5-Fluorocytidine (CAS NO.2341-22-2): Cytidine, 5-fluoro-
CAS NO: 2341-22-2
Classification Code: Mutation data
Molecular Formula: C9H12FN3O5
Molecular Weight: 261.2071
Molecular Structure:

Melting Point: 196-200 °C
Polar Surface Area: 128.61 Å2
Index of Refraction: 1.732
Molar Refractivity: 52.514 cm3
Molar Volume: 131.349 cm3
Surface Tension: 82.042 dyne/cm
Density of 5-Fluorocytidine (CAS NO.2341-22-2): 1.989 g/cm3
Flash Point: 263.109 °C
Enthalpy of Vaporization: 90.067 kJ/mol
Boiling Point: 511.438 °C at 760 mmHg

5-Fluorocytidine Safety Profile

Hazard Codes of 5-Fluorocytidine (CAS NO.2341-22-2): IrritantXi,CorrosiveC
Risk Statements: 36/37/38-34 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R34: Causes burns.
Safety Statements: 26-45-36/37/39-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S27: Take off immediately all contaminated clothing.
WGK Germany: 3
RTECS: HA3890000
Hazard Note: Irritant

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