E9386
5-Ethyl-2′-deoxyuridine
≥95% (HPLC), synthetic (organic), powder
Synonym(s):
EUdR, Edoxudine
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About This Item
Empirical Formula (Hill Notation):
C11H16N2O5
CAS Number:
Molecular Weight:
256.26
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
239-226-1
MDL number:
Assay:
≥95% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless to yellow
Storage temp.:
−20°C
Product Name
5-Ethyl-2′-deoxyuridine,
InChI key
XACKNLSZYYIACO-UHFFFAOYSA-N
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)
SMILES string
CCC1=CN(C2CC(O)C(CO)O2)C(=O)NC1=O
biological source
synthetic (organic)
assay
≥95% (HPLC)
form
powder
solubility
water: 50 mg/mL, clear, colorless to yellow
storage temp.
−20°C
Quality Level
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.
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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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
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
Synthesis and antiviral activity of acyclic derivatives of 5-ethyl-2'-deoxyuridine.
K Keppeler et al.
Archiv der Pharmazie, 319(4), 360-365 (1986-04-01)
5-Ethyl-2?-deoxyuridine, a modulator of both antitumour action and pharmacokinetics of 5-fluorouracil
Kralovanszky J, et al.
Journal of Cancer Research and Clinical Oncology, 125(12), 675-684 (1999)
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