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Merck

E9386

Sigma-Aldrich

5-Ethyl-2′-deoxyuridine

Sinónimos:

EUdR, Edoxudine

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About This Item

Fórmula empírica (notación de Hill):
C11H16N2O5
Número de CAS:
Peso molecular:
256.26
Número CE:
Número MDL:
Código UNSPSC:
41106305
ID de la sustancia en PubChem:
NACRES:
NA.51

origen biológico

synthetic (organic)

Nivel de calidad

Ensayo

≥95% (HPLC)

Formulario

powder

solubilidad

water: 50 mg/mL, clear, colorless to yellow

temp. de almacenamiento

−20°C

cadena SMILES

CCC1=CN(C2CC(O)C(CO)O2)C(=O)NC1=O

InChI

1S/C11H16N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)

Clave InChI

XACKNLSZYYIACO-UHFFFAOYSA-N

Acciones bioquímicas o fisiológicas

5-Ethyl-2′-deoxyuridine (EUdR) is used as a 5-fluorouracil (FU) modulator. EtdUrd may be used to enhance the therapeutic index of 5-FU by reducing the catabolism, prolonging the plasma and intratumoral concentrations of 5-FU, and offering protection to normal organs by increasing the endogenous uridine levels.
5-Ethyl-2′-deoxyuridine is an analog of pyrimidine, uridine. It is an effective antiviral agent and inhibits cell division in leukemic tumor cells. 5-Ethyl-2′-deoxyuridine interacts with 2′-deoxycytidine phosphate (dCTP) biosynthesis pathway to elicit antiproliferative effects.

Ligadura / enlace

Homolog of thymidine

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Csilla Katona et al.
Magyar onkologia, 48(3), 243-251 (2004-11-03)
Pharmacologic modulation of 5-fluorouracil (5-FU) metabolism provides a possibility for the enhancement of its clinical efficacy. The purpose of the present work was to study the effect of 5-ethyl-2'-deoxyuridine (EUdR), a potent 5-FU modulator, on different molecular mechanisms, influenced by
E De Clercq et al.
The Journal of biological chemistry, 262(31), 14905-14911 (1987-11-05)
5-Ethyl-2'-deoxyuridine (EDU) is a potent and selective inhibitor of the replication of herpes simplex virus type 1 (HSV-1) and 2 (HSV-2), which is currently being pursued for the topical treatment of HSV-1 and HSV-2 infections in humans. Using [4-14C]EDU as
P S Imperia et al.
Antiviral research, 9(4), 263-272 (1988-07-01)
Using an in vitro system we measured the corneal epithelial cytotoxicity and the antiviral activity of the antiviral agents idoxuridine (IDU), trifluridine (TFT), ethyldeoxyuridine (EDU), and (E)-5-(2-Bromovinyl)-2'-deoxyuridine (BVDU). Confluent rabbit corneal epithelial cell cultures were established, and the antiviral agents
A M Cheraghali et al.
Antiviral research, 25(3-4), 259-267 (1994-12-01)
Pharmacokinetic parameters for 5-ethyl-2'-deoxyuridine (EDU) were determined following intravenous (iv) and oral (po) dosing in male Balb-C mice and iv dosing in male Sprague-Dawley rats. The concentrations of EDU in blood after 100 mg/kg iv bolus injections into mice and
A M Cheraghali et al.
Drug design and discovery, 12(1), 53-61 (1994-07-01)
The radiochemical syntheses of the [4-14C]-(-)-trans-(5S,6S)-5-bromo-5- ethyl-6-methoxy-5,6-dihydro-2'-deoxyuridine [2,(5S,6S)-BMEDU] and (+)-trans-(5R,6R)-5-bromo-5-ethyl-6- methoxy-5,6-dihydro-2'-deoxyuridine [3,(5R,6R)-BMEDU] are reported. These BMEDU diastereomers were synthesized in 21 and 25% radiochemical yield, respectively, by direct addition of methyl hypobromite to the 5,6-olefinic bond of [4-14C]-5-ethyl-2'-deoxyuridine (EDU). The

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