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361275

Sigma-Aldrich

3′-Deoxy-3′-fluorothymidine

97%

Synonym(s):

3′-Fluoro-2′,3′-dideoxythymidine, 3′-Fluorodeoxythymidine

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About This Item

Empirical Formula (Hill Notation):
C10H13FN2O4
CAS Number:
Molecular Weight:
244.22
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

176-178 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1=CN([C@H]2C[C@H](F)[C@@H](CO)O2)C(=O)NC1=O

InChI

1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7+,8+/m0/s1

InChI key

UXCAQJAQSWSNPQ-XLPZGREQSA-N

Gene Information

human ... TK2(7084)

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Application

Promising antiviral agent possessing activity similar to other 3′-deoxy-3′-substituted thymidines.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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P Herdewijn et al.
Journal of medicinal chemistry, 30(8), 1270-1278 (1987-08-01)
A series of 2',3'-unsaturated and 3'-substituted 2',3'-dideoxynucleoside analogues of purines and pyrimidines have been synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV). The 2',3'-unsaturated analogues of 2',3'-dideoxycytidine (ddeCyd) and 2',3'-dideoxythymidine (ddeThd), 3'-azido-2',3'-dideoxythymidine (AzddThd), 3'-fluoro-2',3'-dideoxythymidine, 2',3'-dideoxycytidine (ddCyd)
Dan J Kadrmas et al.
Physics in medicine and biology, 58(3), 429-449 (2013-01-09)
Rapid multi-tracer PET aims to image two or more tracers in a single scan, simultaneously characterizing multiple aspects of physiology and function without the need for repeat imaging visits. Using dynamic imaging with staggered injections, constraints on the kinetic behavior
Sébastien Thureau et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(9), 1543-1550 (2013-08-07)
As the preparation phase of a multicenter clinical trial using (18)F-fluoro-2-deoxy-d-glucose ((18)F-FDG), (18)F-fluoromisonidazole ((18)F-FMISO), and 3'-deoxy-3'-(18)F-fluorothymidine ((18)F-FLT) in non-small cell lung cancer (NSCLC) patients, we investigated whether 18 nuclear medicine centers would score tracer uptake intensity similarly and define hypoxic
Matthias Scheffler et al.
PloS one, 8(1), e53081-e53081 (2013-01-12)
3'-deoxy-3'-[(18)F]fluoro-L-thymidine (FLT) and 2'-deoxy-2'-[(18)F]fluoro-D-glucose (FDG) are used to visualize proliferative and metabolic activity of tumors. In this study we aimed at evaluating the prognostic value of FLT and FDG uptake measured by positron emission tomography (PET) in patients with metastatic
Julian L Goggi et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(9), 1630-1636 (2013-08-03)
Successful antiangiogenic therapies have been developed for the treatment of various cancers, but not all patients respond. Therefore, the early determination of therapy efficacy is essential for patient management. This study was done to evaluate the utility of various PET

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