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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

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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.
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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