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Key Documents

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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:
15176-29-1
Peso molecular:
256.26
EC Number:
239-226-1
MDL number:
MFCD00079191
UNSPSC Code:
41106305
PubChem Substance ID:
24894696
NACRES:
NA.51

biological source

synthetic (organic)

assay

≥95% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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)

InChI key

XACKNLSZYYIACO-UHFFFAOYSA-N

Biochem/physiol Actions

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.

Linkage

Homolog of thymidine

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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5-Iodo-2′-deoxyuridine ≥99% (HPLC)

Sigma-Aldrich

I7125

5-Iodo-2′-deoxyuridine

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
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
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
R Kaul et al.
Arzneimittel-Forschung, 39(3), 366-368 (1989-03-01)
The penetration of 5-ethyl-2'-deoxyuridine (edoxudine, Aedurid) from gel base with and without the addition of urea and other adjuvant has been studied in an in vitro model using guinea pig skin. The formulation of 3% edoxudine gel with 5% urea
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