T7205
Tegafur
powder
Synonym(s):
5-Fluoro-1-(tetrahydro-2-furyl)uracil, Ftorafur, Tegafur
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About This Item
Empirical Formula (Hill Notation):
C8H9FN2O3
CAS Number:
Molecular Weight:
200.17
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
241-846-2
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to off-white
mp
171-173 °C (lit.)
solubility
DMSO: >50 mg/mL
storage temp.
room temp
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
Application
Tegafur has been used as an internal standard for the analysis of 5′DFCR (5′deoxyfluorocytidine) and 5′DFUR (5′deoxyfluorouridine) using HPLC techniques. Tegafur has also been used as an internal standard for the chromatographic assay of azidothymidine (AZT).
Biochem/physiol Actions
Tegafur is a pro-drug of 5-fluorouracil, an antimetabolite used as an antineoplastic agent. It has been used as adjuvant chemotherapy for curatively resected colorectal cancer therapy.
Preparation Note
Tegafur is soluble in DMSO at a concentration that is greater than 50 mg/ml.
signalword
Danger
hcodes
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Li-Feng Liu et al.
Chinese medical journal, 125(11), 1931-1935 (2012-08-14)
The pharmacokinetics of zidovudine (AZT) are possibly influenced by weight, age, sex, liver and renal functions, severity of disease, and ethnicity. Currently, little information is available on the steady-state pharmacokinetics of AZT in Chinese HIV-infected patients. The current study aimed
Muhammad Wasif Saif et al.
Expert opinion on investigational drugs, 18(3), 335-348 (2009-02-27)
S-1 is an oral fluoropyrimidine that is designed to improve the antitumor activity of 5-fluorouracil (5-FU) concomitantly with an intent to reduce its toxicity. S-1 consists of tegafur, a prodrug of 5-FU combined with two 5-FU biochemical modulators:5-chloro-2,4-dihydroxypyridine (gimeracil or
Thierry Besnard et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 870(1), 117-120 (2008-06-20)
The 5FU prodrug capecitabine undergoes a 3-step enzymatic conversion, including the conversion of 5'DFRC into 5'DFUR by cytidine deaminase (CDA). The presence of CDA activity in blood led us to analyze the possible ex vivo conversion of 5'DFCR into 5'DFUR