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F8791

Sigma-Aldrich

5-Fluoro-5′-deoxyuridine

Synonym(s):

Doxifluridine, 5′dFUrd

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About This Item

Empirical Formula (Hill Notation):
C9H11FN2O5
CAS Number:
3094-09-5
Molecular Weight:
246.19
EC Number:
221-440-1
MDL number:
MFCD00866530
UNSPSC Code:
12352200
PubChem Substance ID:
24278444
NACRES:
NA.77

Quality Level

200

SMILES string

C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(F)C(=O)NC2=O

InChI

1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5-,6-,8-/m1/s1

InChI key

ZWAOHEXOSAUJHY-ZIYNGMLESA-N

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Biochem/physiol Actions

Doxifluridine is an antitumor agent efficient in tumors, cell lines or in fibroblasts transformed by H-ras or trk oncogenes. Possesses anticachectic activity which is independent of its antiproliferative activity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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Hitoshi Miyakoshi et al.
Journal of medicinal chemistry, 55(7), 2960-2969 (2012-03-13)
Recently, deoxyuridine triphosphatase (dUTPase) has emerged as a potential target for drug development as part of a new strategy of 5-fluorouracil-based combination chemotherapy. We have initiated a program to develop potent drug-like dUTPase inhibitors based on structure-activity relationship (SAR) studies
Yujia Wen et al.
Pharmacogenetics and genomics, 21(8), 476-488 (2011-06-07)
To determine whether cellular apoptosis is a suitable phenotypic trait for pharmacogenomics studies by evaluating caspase 3/7-mediated activity in lymphoblastoid cell lines after treatment with six chemotherapeutic agents: 5'-deoxyfluorouridine, pemetrexed, cytarabine, paclitaxel, carboplatin, and cisplatin. Using monozygotic twin pair and
Gregory Lucien Bellot et al.
Journal of cancer research and clinical oncology, 138(3), 463-482 (2011-12-22)
Since primary tumor cells from patients have been used as a model for assessment of drug response for individual patients, this study aims to evaluate the reliability of such a model in colorectal cancer (CRC) in predicting the response of
Yasuko Naganuma et al.
Cancer science, 102(8), 1545-1552 (2011-06-03)
Uterine carcinosarcoma is a highly aggressive gynecological neoplasm that responds poorly to conventional chemotherapy and radiotherapy. Metronomic chemotherapy is accepted as a new approach for cancer treatment, and its underlying mechanism seems to involve the suppression of angiogenesis. However, the
G J Peters et al.
International journal of cancer, 54(3), 450-455 (1993-05-28)
Malignant activation of oncogenes ras or trk is implicated in a number of solid tumors and leukemias. We determined the chemosensitivity profile of wild-type mouse NIH-3T3 fibroblasts, and that of NIH-3T3 lines transformed by the H-ras (S2-721) and trk (106-632)
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