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E9386

5-Ethyl-2′-deoxyuridine

Name: 5-Ethyl-2&#8242;-deoxyuridine
Brand: SIGMA

≥95% (HPLC), synthetic (organic), powder

Synonym(s):

EUdR, Edoxudine

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₆N₂O₅

CAS Number:

15176-29-1

Molecular Weight:

256.26

NACRES:

NA.51

PubChem Substance ID:

24894696

UNSPSC Code:

41106305

EC Number:

239-226-1

MDL number:

MFCD00079191

Assay:

≥95% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

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

Storage temp.:

−20°C

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Properties

Product Name

5-Ethyl-2′-deoxyuridine,

biological source

synthetic (organic)

Quality Level

200

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

Description

Biochem/physiol Actions

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.

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.

Other Notes

Homolog of thymidine

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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[Potentiation of 5-fluorouracil efficacy. Molecular mechanisms playing a role in the cytotoxic action of 5-fluorouracil and 5-ethyl-2'-deoxyuridine (EUdR) combination].

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

Bioavailability and pharmacokinetic parameters for 5-ethyl-2'-deoxyuridine.

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

Specific phosphorylation of 5-ethyl-2'-deoxyuridine by herpes simplex virus-infected cells and incorporation into viral DNA.

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

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Global Trade Item Number

SKU	GTIN
E9386-1G	04061826690840
E9386-250MG	04061833048115