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Cas Database |
| Name |
5-Fluorouracil |
EINECS | 200-085-6 |
| CAS No. | 51-21-8 | Density | 1.53 g/cm3 |
| PSA | 65.72000 | LogP | -0.79770 |
| Solubility | insoluble in water | Melting Point |
282-286 °C (dec.)(lit.) |
| Formula | C4H3FN2O2 | Boiling Point | 401.4 °C at 760 mmHg |
| Molecular Weight | 130.078 | Flash Point | 196.5 °C |
| Transport Information | UN 2811 6.1/PG 3 | Appearance | white to nearly white crystalline powder |
| Safety | 36-36/37-36/37/39-22 | Risk Codes | 22-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn, T, C, Xi
|
| Synonyms |
Ro-2-9757;Phtoruracil;2,4(1H,3H)-Pyrimidinedione,5-fluoro-;Phthoruracil;5-Fluoro-2,4(1H, 3H)-pyrimidinedione;Fluoroplex;5-Fluoracyl;Efudex;Effluderm (free base);U 8953;Adrucil;Efurix;5-Ftouracyl;U-8953;Arumel;Kecimeton;Fluro Uracil;Uracil, 5-fluoro- (VAN 8CI);Fluracil;Efudix;Ro 2-9757;Fluracilum;5-FU;5-Fluoro-2,4-pyrimidinedione; |
Article Data | 130 |
5-Fluorouracil Synthetic route
- 56311-36-5, 100814-55-9, 100814-58-2
trans-5-fluoro-6-acetoxy-5,6-dihydrouracil
- 51-21-8
5-fluorouracil
| Conditions | Yield |
|---|---|
| With triethylamine at 60℃; | 100% |
- 65906-75-4, 76481-58-8, 81033-59-2, 84471-52-3, 84471-53-4
(+/-)-t-6-butoxy-r-5-ethoxycarbonyl-5-fluoro-5,6-dihydrouracil
- 51-21-8
5-fluorouracil
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 1h; Product distribution; Heating; variation of reagent, temperature; in ethanol; | 95% |
- 65905-96-6
methyl 5-fluoro-4-methoxy-2,6-dioxohexahydro-5-pyrimidinecarboxylate
- 51-21-8
5-fluorouracil
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water for 2.5h; | 95% |
- 99429-06-8
2,5-difluoro-4-chloro-pyrimidine
- 51-21-8
5-fluorouracil
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 80℃; for 4h; | 93% |
- 51-21-8
5-fluorouracil
| Conditions | Yield |
|---|---|
| With sulfuric acid In water at 80℃; for 7h; | 93% |
- 13593-36-7
5-fluoro-6-chlorouracil
- 51-21-8
5-fluorouracil
| Conditions | Yield |
|---|---|
| With acetic acid; zinc at 100℃; for 5h; var.: reag.: hydrogen, Et3N or NaOH, cat.: Pd/C, in EtOH, RT; | 91% |
| Conditions | Yield |
|---|---|
| With C19XeF6 In dichloromethane for 24h; Ambient temperature; | 90% |
| With fluorine; trifluoroacetic acid at -10℃; under 2250.23 Torr; Reagent/catalyst; Temperature; Pressure; Inert atmosphere; | 89.4% |
| 81.4% |
| Conditions | Yield |
|---|---|
| With fluoroacetamide; lithium diisopropyl amide In diethyl ether at 0℃; for 4h; | 88% |
| With fluoroacetamide; lithium diisopropyl amide In diethyl ether at 0℃; for 4h; a novel ring transformation reaction; | 88% |
| Conditions | Yield |
|---|---|
| In water | 87.7% |
A
- 51-21-8
5-fluorouracil
B
- 220141-70-8
5-fluoroorotic acid hydrate
| Conditions | Yield |
|---|---|
| In trichloromonofluoromethane (CFCl3); water; trifluoroacetic acid; Polytetrafluoroethylene | A n/a B 86% |
5-Fluorouracil Chemical Properties
Molecular structure of Fluorouracil (CAS NO.51-21-8) is:
Product Name: Fluorouracil
CAS Registry Number: 51-21-8
IUPAC Name: 5-fluoro-1H-pyrimidine-2,4-dione
Molecular Weight: 130.077223 [g/mol]
Molecular Formula: C4H3FN2O2
XLogP3: -0.9
H-Bond Donor: 2
H-Bond Acceptor: 3
EINECS: 200-085-6
Melting Point: 282-286 °C (dec.)(lit.)
Surface Tension: 46.1 dyne/cm
Density: 1.53 g/cm3
Flash Point: 196.5 °C
Enthalpy of Vaporization: 67.78 kJ/mol
Boiling Point: 401.4 °C at 760 mmHg
Vapour Pressure: 5.13E-07 mmHg at 25°C
Water Solubility: 12.2 g/L 20 °C
Sensitive: Air Sensitive
Stability: Stable. Light sensitive. Combustible. Incompatible with strong oxidizing agents, strong bases.
Product Categories: Pharmaceutical Raw Materials;PYRIMIDINE;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Phenylacetic acid;Tegafur Carmofur;Nucleotides and Nucleosides;Biochemistry;Chemical Reagents for Pharmacology Research;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Bases & Related Reagents;Nucleotides;API's;Antitumour
5-Fluorouracil History
Fluorouracil (CAS NO.51-21-8) was synthesized by Robert Duschinsky in the late 1950s.
5-Fluorouracil Uses
Fluorouracil (CAS NO.51-21-8) can be used in against cancer for about 40 years, acts in several ways, but principally as a thymidylate synthase inhibitor. It can be used in colorectal cancer and pancreatic cancer,also it can be used for treating actinic (solar) keratoses and some types of basal cell carcinomas of the skin.
5-Fluorouracil Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | oral | 30mg/kg (30mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING | Oyo Yakuri. Pharmacometrics. Vol. 16, Pg. 303, 1978. |
| guinea pig | LD50 | intravenous | 25mg/kg (25mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Japanese Journal of Pharmacology. Vol. 30, Pg. 871, 1980. |
| hamster | LD10 | parenteral | 140mg/kg (140mg/kg) | Journal of Surgical Oncology. Vol. 15, Pg. 355, 1980. | |
| human | TDLo | intravenous | 6mg/kg/3D (6mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | British Medical Journal. Vol. 1, Pg. 547, 1978. |
| human | TDLo | oral | 450mg/kg/30D (450mg/kg) | GASTROINTESTINAL: OTHER CHANGES BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Cancer Vol. 39, Pg. 1936, 1977. |
| man | TDLo | intravenous | 39mg/kg/1D-I (39mg/kg) | CARDIAC: CHANGES IN CORONARY ARTERIES | American Heart Journal. Vol. 114, Pg. 433, 1987. |
| man | TDLo | intravenous | 122mg/kg/9W-I (122mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Australian and New Zealand Journal of Medicine. Vol. 22, Pg. 385, 1992. |
| mouse | LD50 | intracrebral | 41600ug/kg (41.6mg/kg) | PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Chemotherapy Vol. 15, Pg. 519, 1967. |
| mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 7, Pg. 100, 1977. | |
| mouse | LD50 | intravenous | 81mg/kg (81mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973. | |
| mouse | LD50 | oral | 115mg/kg (115mg/kg) | Journal of Medicinal Chemistry. Vol. 21, Pg. 738, 1978. | |
| mouse | LD50 | subcutaneous | 169mg/kg (169mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973. | |
| mouse | LD50 | unreported | 171mg/kg (171mg/kg) | Cancer Research. Vol. 46, Pg. 2703, 1986. | |
| mouse | LDLo | intratracheal | 200mg/kg (200mg/kg) | Toxicology Letters. Vol. 30, Pg. 63, 1986. | |
| rabbit | LD50 | oral | 18900ug/kg (18.9mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 2603, 1974. |
| rabbit | LDLo | intravenous | 15mg/kg (15mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Japanese Journal of Pharmacology. Vol. 30, Pg. 871, 1980. |
| rat | LD50 | intramuscular | 240mg/kg (240mg/kg) | K'at'ollik Taehak Uihakpu Nonmunjip. Journal of Catholic Medical College. Vol. 38, Pg. 481, 1985. | |
| rat | LD50 | intraperitoneal | 70mg/kg (70mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 569, 1971. |
| rat | LD50 | intravenous | 245mg/kg (245mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 569, 1971. |
| rat | LD50 | oral | 230mg/kg (230mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973. | |
| rat | LD50 | parenteral | 500mg/kg (500mg/kg) | Recent Results in Cancer Research. Vol. 52, Pg. 76, 1975. | |
| rat | LD50 | rectal | 884mg/kg (884mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: OTHER CHANGES | Kiso to Rinsho. Clinical Report. Vol. 12, Pg. 1309, 1978. |
| rat | LD50 | subcutaneous | 217mg/kg (217mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973. | |
| women | TDLo | intravenous | 27mg/kg/4D-C (27mg/kg) | CARDIAC: OTHER CHANGES | British Medical Journal. Vol. 294, Pg. 125, 1987. |
| women | TDLo | intravenous | 150mg/kg/17W- (150mg/kg) | BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA | British Journal of Haematology. Vol. 65, Pg. 357, 1987. |
5-Fluorouracil Safety Profile
Hazard Codes: 
Xn,Xi ;
T;
C
Risk Statements: 20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37/39-22
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S22: Do not breathe dust.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: YR0350000
F: 10-23
Hazard Note: Irritant/Highly Toxic
TSCA: T
HazardClass: 6.1
PackingGroup: III
HS Code: 29335995
5-Fluorouracil Specification
Fluorouracil , its cas register number is 51-21-8. It also can be called 2,4(1H,3H)-Pyrimidinedione, 5-fluoro- ; 2,4-Dioxo-5-fluoropyrimidine ; 5-FU ; 5-Faracil ; 5-Fluor-2,4(1H,3H)-pyrimidindion ; 5-Fluor-2,4-dihydroxypyrimidin .It is a white to nearly white crystalline powder and insoluble in water.
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