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E9386

Sigma-Aldrich

5-Ethyl-2′-deoxyuridine

Sinônimo(s):

EUdR, Edoxudine

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About This Item

Fórmula empírica (Notação de Hill):
C11H16N2O5
Número CAS:
15176-29-1
Peso molecular:
256.26
Número CE:
239-226-1
Número MDL:
MFCD00079191
Código UNSPSC:
41106305
ID de substância PubChem:
24894696
NACRES:
NA.51

fonte biológica

synthetic (organic)

Nível de qualidade

200

Ensaio

≥95% (HPLC)

forma

powder

solubilidade

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

temperatura de armazenamento

−20°C

cadeia de caracteres 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)

chave InChI

XACKNLSZYYIACO-UHFFFAOYSA-N

Ações bioquímicas/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.

Ligação

Homolog of thymidine

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, Gloves, type N95 (US)

Certificados de análise (COA)

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5-Iodo-2′-deoxyuridine ≥99% (HPLC)

Sigma-Aldrich

I7125

5-Iodo-2′-deoxyuridine

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
Modulation of 5-fluorouracil by 5-ethyl-2'-deoxyuridine on cell lines expressing different dihydropyrimidine dehydrogenase activities.
Katona C, Timar F, Jeney A, et al.
Anti-Cancer Drug Design, 10, 561-567 (1999)
A M Cheraghali et al.
Drug metabolism and disposition: the biological fate of chemicals, 23(2), 223-226 (1995-02-01)
The pharmacokinetics and oral (po) bioavailability of 5-ethyl-2'-deoxyuridine (EDU) and its novel 5,6-dihydro prodrugs (+)-trans-(5R,6R)-5-bromo-5-ethyl-6-ethoxy-5,6-dihydro-2'-deoxyuridine (BEEDU) and (+)-trans-(5R,6R)-5-bromo-5-ethyl-6-ethoxy-5,6-dihydro-5'-O-valeryl-2'- deoxyuridine (VBEEDU) were determined in male Balb/C mice following intravenous and no administration of a 0.4 mmol/kg dose. EDU was eliminated from
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)
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