5-Fluorouridine

Modify Date: 2024-01-02 09:46:04

5-Fluorouridine Structure
5-Fluorouridine structure
Common Name 5-Fluorouridine
CAS Number 316-46-1 Molecular Weight 262.192
Density 1.8±0.1 g/cm3 Boiling Point N/A
Molecular Formula C9H11FN2O6 Melting Point 182-184 °C
MSDS USA Flash Point N/A

 Use of 5-Fluorouridine


5-Fluorouridine is a metabolite of 5-fluorouracil with anticancer activity[1][2][3][4]. 5-fluorouridine inhibits rRNA synthesis of human colon carcinoma cells[3]. 5-Fluorouridine exhibits cytotoxic effect on growth of L1210 cells with an IC50 of 2 nM[4].

 Names

Name 5-fluorouridine
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.8±0.1 g/cm3
Melting Point 182-184 °C
Molecular Formula C9H11FN2O6
Molecular Weight 262.192
Exact Mass 262.060120
PSA 124.78000
LogP -1.34
Index of Refraction 1.641
Water Solubility soluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YU8050000
CHEMICAL NAME :
Uridine, 5-fluoro-
CAS REGISTRY NUMBER :
316-46-1
BEILSTEIN REFERENCE NO. :
0033662
LAST UPDATED :
199612
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C9-H11-F-N2-O6
MOLECULAR WEIGHT :
262.22
WISWESSER LINE NOTATION :
T6NVMVJ EF A- ET5OTJ B1Q CQ DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
384 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
DNA inhibition

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
900 nmol/L
REFERENCE :
CCCCAK Collection of Czechoslovak Chemical Communications. (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1929- Volume(issue)/page/year: 49,2551,1984 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975

 Safety Information

Personal Protective Equipment Eyeshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R40
Safety Phrases S22-S26-S36/37
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS YU8050000
HS Code 2942000000

 Synthetic Route

 Customs

HS Code 2942000000

 Articles38

More Articles
Development of an LC-MS/MS assay for the quantitative determination of the intracellular 5-fluorouracil nucleotides responsible for the anticancer effect of 5-fluorouracil.

J. Pharm. Biomed. Anal. 110 , 58-66, (2015)

5-Fluorouracil (5-FU) and its oral prodrug capecitabine are among the most widely used chemotherapeutics. For cytotoxic activity, 5-FU requires cellular uptake and intracellular metabolic activation. ...

N4-[Alkyl-(hydroxyphosphono)phosphonate]-cytidine—New drugs covalently linking antimetabolites (5-FdU, araU or AZT) with bone-targeting bisphosphonates (alendronate or pamidronate)

Bioorg. Med. Chem. 19(11) , 3520-6, (2011)

New cytostatic antimetabolite-bisphosphonates.

Evidence for Transcriptional Activity in the Syncytiotrophoblast of the Human Placenta

Placenta 30(4) , 329-34, (2009)

The aim was to test for evidence of transcriptional activity within the nuclei of the syncytiotrophoblast of the human placenta. The syncytiotrophoblast forms the epithelial covering of the villous tr...

 Synonyms

L-5-Fluorouridine
FURD
5-fluoro-uridine
FUR
5-FLUOROIDINE
5-fur
5-Fluor-uridin
EINECS 206-260-3
MFCD00036832
5-Fluorouridine
5-FUrd
5-fluoro-uridin
1-(β-D-Ribofuranosyl)-5-fluorouracil
Uridine, 5-fluoro-
FLUOROURIDINE
5-FU
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