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F6256

Sigma-Aldrich

5-Fluoro-1-(tetrahydro-2-furyl)uracil

Synonym(s):

Ftorafur, Tegafur

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About This Item

Empirical Formula (Hill Notation):
C8H9FN2O3
CAS Number:
17902-23-7
Molecular Weight:
200.17
EC Number:
241-846-2
MDL number:
MFCD00012351
UNSPSC Code:
41106305
PubChem Substance ID:
24894905

form

solid

mp

171-173 °C (lit.)

storage temp.

2-8°C

SMILES string

FC1=CN(C2CCCO2)C(=O)NC1=O

InChI

1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)

InChI key

WFWLQNSHRPWKFK-UHFFFAOYSA-N

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pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Dikla Engel et al.
Journal of medicinal chemistry, 51(2), 314-323 (2008-01-01)
New and more potent prodrugs of the 5-fluorouracyl family derived by hydroxymethylation or acyloxymethylation of 5-fluoro-1-(tetrahydro-2-furanyl)-2,4(1H,3H)-pyrimidinedione (tegafur, 1) are described. The anticancer activity of the butyroyloxymethyl-tegafur derivative 3 and not that of tegafur was attenuated by the antioxidant N-acetylcysteine, suggesting
P M Hoff
Investigational new drugs, 18(4), 331-342 (2000-11-18)
Protracted intravenous regimens of fluorouracil (5-FU) may be superior and better tolerated than intravenous bolus dosing. An effective oral regimen would allow a protracted course of 5-FU without the need for central venous lines and the associated increase in complications.
Koji Oba
International journal of clinical oncology, 14(2), 85-89 (2009-04-25)
A consensus regarding standard adjuvant chemotherapy for curatively resected gastric cancer has not been obtained between Japan and the Western world. In order to evaluate the effect of a tegafur-based regimen (the most frequently used regimen in Japan) compared with
Akira Nakamura et al.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al], 190(5), 485-490 (2014-03-07)
To evaluate the treatment outcomes of radiotherapy and prognostic factors for recurrent pancreatic cancer. The study comprised 30 patients who developed a locoregional recurrence of primarily resected pancreatic cancer and received radiotherapy between 2000 and 2013 with a median dose
T Yoshimasu et al.
European journal of dermatology : EJD, 11(1), 54-57 (2001-02-15)
A mixture of uracil and tegafur (UFT) is a common antineoplastic agent in Japan. We report a 64-year-old Japanese woman with discoid lupus erythematosus (DLE)-like lesions which were induced by UFT. After surgery to treat lung cancer, UFT (300 mg/day)
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