CAS 316-46-1|5-Fluorouridine
| Common Name | 5-Fluorouridine | ||
|---|---|---|---|
| CAS Number | 316-46-1 | Molecular Weight | 262.192 |
| Density | 1.8±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C9H11FN2O6 | Melting Point | 182-184 °C |
| MSDS | USA | Flash Point | / |
Names
| Name | 5-fluorouridine |
|---|---|
| Synonym | More Synonyms |
5-Fluorouridine BiologicalActivity
| Description | 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]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
| References | [1]. Wu FL , et al. Gelatinases-stimuli nanoparticles encapsulating 5-fluorouridine and 5-aza-2'-deoxycytidine enhance the sensitivity of gastric cancer cells to chemical therapeutics. Cancer Lett. 2015 Jul 10;363(1):7-16. [2]. Hu N, et al. Strengthening Gastric Cancer Therapy by Trastuzumab-Conjugated Nanoparticles with Simultaneous Encapsulation of Anti-MiR-21 and 5-Fluorouridine. Cell Physiol Biochem. 2017;44(6):2158-2173. [3]. Glazer RI, et al. Association of cell lethality with incorporation of 5-fluorouracil and 5-fluorouridine into nuclear RNA in human colon carcinoma cells in culture. Mol Pharmacol. 1982 Mar;21(2):468-73. [4]. Kanzawa F, et al. Differences between 5-fluoro-2'-deoxyuridine and 5-fluorouridine in their cytotoxic effect on growth of murine lymphoma L5178Y cells in in vivo and in vitro systems. Eur J Cancer. 1980 Aug;16(8):1087-92. |
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 |
| InChIKey | FHIDNBAQOFJWCA-UAKXSSHOSA-N |
| SMILES | O=c1[nH]c(=O)n(C2OC(CO)C(O)C2O)cc1F |
| Water Solubility | soluble |
Toxicological Information
CHEMICAL IDENTIFICATION |
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
- 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 |
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 |
