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Merck
CN

57830

5-碘-2′-脱氧尿苷

≥98.0% (NT)

别名:

1-(2-脱氧-β-D-呋喃核糖基)-5-碘尿嘧啶, 2′-脱氧-5-碘尿苷, 5-HIAA, IDU, IdUrd, 碘苷

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关于此项目

经验公式(希尔记法):
C9H11IN2O5
化学文摘社编号:
分子量:
354.10
EC Number:
200-207-8
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
30397
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InChI

1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI key

XQFRJNBWHJMXHO-RRKCRQDMSA-N

SMILES string

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

assay

≥98.0% (NT)

optical activity

[α]20/D +29±2°, c = 1% in 1 M NaOH

mp

194 °C (lit.)

storage temp.

2-8°C

Other Notes

An efficient inducing agent of oncornaviruses in mouse cells; Potent inhibitor of thymidine kinase and thymidylate synthetase; Incorporation into viral DNA

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J. Balzarini et al.
Biochemical Pharmacology, 31, 3673-3673 (1971)
D R Lowy et al.
Science (New York, N.Y.), 174(4005), 155-156 (1971-10-08)
Cells of embryos of the high leukemic mouse strain AKR can be grown in culture as virus-negative cell lines. However, these lines and clonal sublines uniformly have the capacity to initiate synthesis of murine leukemia virus. Exposure of the cells
Julia Rousseau et al.
Journal of synchrotron radiation, 16(Pt 4), 573-581 (2009-06-19)
Iodine-enhanced synchrotron stereotactic radiotherapy takes advantage of the radiation dose-enhancement produced by high-Z elements when irradiated with mono-energetic beams of synchrotron X-rays. In this study it has been investigated whether therapeutic efficacy could be improved using a thymidine analogue, 5-iodo-2'-deoxyuridine
W H Prusoff et al.
Antiviral research, 4(6), 303-315 (1984-12-01)
The molecular basis for the antiviral activity is discussed for a variety of nucleoside compounds approved for clinical use in the U.S.A. (5-iodo-2'-deoxyuridine, 5-trifluoromethyl-2'-deoxyuridine, 9-beta-D-arabinofuranosyladenine, 9-(2-hydroxyethoxymethyl)guanine), or in clinical trial (E-5-(2-bromovinyl)-2'-deoxyuridine, 1-(2-deoxy-2-fluoro-beta-D-arabinosyl)-5-iodocytosine, 1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide), or of specific interest to our laboratory
D Viertl et al.
Nuklearmedizin. Nuclear medicine, 51(5), 163-169 (2012-05-12)
5-fluoro-2'-deoxyuridine (FdUrd) depletes the endogenous 5'-deoxythymidine triphosphate (dTTP) pool. We hypothesized whether uptake of exogenous dThd analogues could be favoured through a feedback enhanced salvage pathway and studied the FdUrd effect on cellular uptake of 3'-deoxy-3'-18F-fluorothymidine (18F-FLT) and 5-125I-iodo-2'-deoxyuridine (125I-IdUrd)

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