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I7125

Sigma-Aldrich

5-Iodo-2′-deoxyuridine

≥99% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C9H11IN2O5
Número de CAS:
54-42-2
Peso molecular:
354.10
Beilstein/REAXYS Number:
30397
EC Number:
200-207-8
MDL number:
MFCD00134656
UNSPSC Code:
41106305
PubChem Substance ID:
57654307
NACRES:
NA.51

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

powder or crystals

mp

194 °C (lit.)

solubility

1 N NH4OH: 50 mg/mL, clear to very slightly hazy, colorless to light yellow

storage temp.

2-8°C

SMILES string

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

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

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Application

5-Iodo-2′-deoxyuridine (5-IUdR; IdUrd) is a pyrimidine analog (halogenated thymidine) that has antiviral activity agains vaccinia virus (orthopoxviruses). IdUrd is used as a radiosensitizer in human cancer studies.
5-Iodo-2′-deoxyuridine has been used in molecular combing assay or DNA fiber assay.

Biochem/physiol Actions

5-Iodo-2′-deoxyuridine prevents in vitro DNA viral replication. This is observed in herpesviruses and poxviruses It might possess teratogenic, tumor-promoting, mutagenic, and immunosuppressive properties. 5-Iodo-2′-deoxyuridine, used in topical applications, is effective against epithelial infections.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Esther G C Troost et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 51(5), 713-719 (2010-04-17)
Accelerated tumor cell repopulation is an important mechanism adversely affecting therapeutic outcome in head and neck cancer. The noninvasive assessment of the proliferative state of a tumor by PET may provide a selection tool for customized treatment. 3'-deoxy-3'-(18)F-fluorothymidine ((18)F-FLT) is
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
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)
Antivirals against Herpes Viruses
Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases, 546-562 (2015)
Johan Neyts et al.
Antimicrobial agents and chemotherapy, 46(9), 2842-2847 (2002-08-17)
There is a concern that there may be unregistered stocks of smallpox that can be used for bioterrorism or biological warfare. According to the WHO Advisory Committee on Variola Research, there is a need to develop strategies to treat smallpox
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