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Merck
CN

57830

5-Iodo-2′-deoxyuridine

≥98.0% (NT)

Synonym(s):

1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil, 2′-Deoxy-5-iodouridine, 5-IUdR, IDU, IdUrd, Idoxuridine

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About This Item

Empirical Formula (Hill Notation):
C9H11IN2O5
CAS Number:
Molecular Weight:
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

Regulatory Information

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J. Balzarini et al.
Biochemical Pharmacology, 31, 3673-3673 (1971)
Natalina Salmaso et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(26), 8930-8939 (2012-06-30)
Premature children born with very low birth weight (VLBW) can suffer chronic hypoxic injury as a consequence of abnormal lung development and cardiovascular abnormalities, often leading to grave neurological and behavioral consequences. Emerging evidence suggests that environmental enrichment improves outcome
Jan Kajstura et al.
Circulation research, 107(2), 305-315 (2010-06-05)
The ability of the human heart to regenerate large quantities of myocytes remains controversial, and the extent of myocyte renewal claimed by different laboratories varies from none to nearly 20% per year. To address this issue, we examined the percentage
María Llorens-Martín et al.
PloS one, 5(8), e12188-e12188 (2010-09-03)
Adult hippocampal neurogenesis (AHN) augments after environmental enrichment (EE) and it has been related to some of the anxiolytic, antidepressant and neuroprotective effects of EE. Indeed, it has been suggested that EE specifically modulates hippocampal neurogenic cell populations over the
Qiuwei Pan et al.
Gastroenterology, 144(4), 761-770 (2012-12-26)
The existence of slowly cycling, adult stem cells has been challenged by the identification of actively cycling cells. We investigated the existence of uncommitted, slowly cycling cells by tracking 5-iodo-2'-deoxyuridine (IdU) label-retaining cells (LRCs) in normal esophagus, Barrett's esophagus (BE)

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