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Merck

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:
17902-23-7
Molecular Weight:
200.17
NACRES:
NA.77
PubChem Substance ID:
329826861
UNSPSC Code:
12352200
EC Number:
241-846-2
MDL number:
MFCD00012351

Key Documents

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InChI key

WFWLQNSHRPWKFK-UHFFFAOYSA-N

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)

SMILES string

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

Quality Level

100

form

powder

color

white to off-white

mp

171-173 °C (lit.)

solubility

DMSO: >50 mg/mL

storage temp.

room temp

Related Categories

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000494941
0000494938
0000494938
0000494941
0000232769

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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
Terence C Tang et al.
Neoplasia (New York, N.Y.), 12(3), 264-274 (2010-03-18)
Hepatocellular carcinoma (HCC) is an intrinsically chemotherapy refractory malignancy. Development of effective therapeutic regimens would be facilitated by improved preclinical HCC models. Currently, most models consist of subcutaneous human tumor transplants in immunodeficient mice; however, these do not reproduce the
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
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
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.
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