361275
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
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
SMILES string
CC1=CN([C@H]2C[C@H](F)[C@@H](CO)O2)C(=O)NC1=O
InChI key
UXCAQJAQSWSNPQ-XLPZGREQSA-N
assay
97%
form
solid
mp
176-178 °C (lit.)
storage temp.
2-8°C
Quality Level
Gene Information
human ... TK2(7084)
Application
Promising antiviral agent possessing activity similar to other 3′-deoxy-3′-substituted thymidines.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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)
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
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
Albert J S Idema et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 53(12), 1904-1910 (2012-10-19)
3'-deoxy-3'-(18)F-fluorothymidine ((18)F-FLT) is a radiopharmaceutical depicting tumor cell proliferation with PET. In malignancies of the lung, breast, head and neck, digestive tract, brain, and other organs, quantitative assessment of (18)F-FLT targeting has been shown to correlate with the proliferation marker
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
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