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I7125

Sigma-Aldrich

5-Iodo-2′-deoxyuridine

≥99% (HPLC)

Sinônimo(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

Fórmula empírica (Notação de Hill):
C9H11IN2O5
Número CAS:
54-42-2
Peso molecular:
354.10
Beilstein:
30397
Número CE:
200-207-8
Número MDL:
MFCD00134656
Código UNSPSC:
41106305
ID de substância PubChem:
57654307
NACRES:
NA.51

fonte biológica

synthetic (organic)

Ensaio

≥99% (HPLC)

forma

powder or crystals

pf

194 °C (lit.)

solubilidade

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

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

XQFRJNBWHJMXHO-RRKCRQDMSA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335,H341,H361

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Sigma-Aldrich

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Sigma-Aldrich

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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
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)
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
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