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MedKoo Cat#: 591249 | Name: Edoxudine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Edoxudine is an antiviral agent that has been found to have good efficacy in vivo experiments on hairless mice infected with herpes simplex virus 1.

Chemical Structure

Edoxudine
Edoxudine
CAS#15176-29-1

Theoretical Analysis

MedKoo Cat#: 591249

Name: Edoxudine

CAS#: 15176-29-1

Chemical Formula: C11H16N2O5

Exact Mass: 256.1059

Molecular Weight: 256.26

Elemental Analysis: C, 51.56; H, 6.29; N, 10.93; O, 31.22

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
15176-29-1 (hydrate) 15176-29-1
Synonym
Edoxudine; EUDR; Edoxudina; ORF-15817; ORF15817; ORF 15817; RWJ-15817; RWJ15817; RWJ 15817; NSC-758405; NSC758405; NSC 758405;
IUPAC/Chemical Name
5-ethyl-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
InChi Key
XACKNLSZYYIACO-DJLDLDEBSA-N
InChi Code
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)/t7-,8+,9+/m0/s1
SMILES Code
OC[C@@H]1[C@H](C[C@H](N2C(NC(C(CC)=C2)=O)=O)O1)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 256.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Modulation of 5-fluorouracil by 5-ethyl-2'-deoxyuridine on cell lines expressing different dihydropyrimidine dehydrogenase activities. Anticancer Drugs. 1999 Jul;10(6):561-7. PubMed PMID: 10885904. 7: Kralovánszky J, Katona C, Jeney A, Pandi E, Noordhuis P, Erdélyi-Tóth V, Otvös L, Kovács P, Van der Wilt CL, Peters GJ. 5-ethyl-2'-deoxyuridine, a modulator of both antitumour action and pharmacokinetics of 5-fluorouracil. J Cancer Res Clin Oncol. 1999 Dec;125(12):675-84. PubMed PMID: 10592100. 8: Bailey LE, García-Martín ML, Stender H, Ball G. Structural studies of 5-ethyl-2'-deoxyuridine by selective pulse 1H DPFGSE NOE spectroscopy and PM3 calculations. Nucleosides Nucleotides. 1999 Apr-May;18(4-5):1067-8. PubMed PMID: 10432740. 9: Kumar R, Wiebe LI, Knaus EE. Synthesis and antiviral activity of 5-ethyl-5-halo-6-alkoxy-(or azido)-5,6-dihydro-2'-deoxyuridine diastereomers as potential prodrugs to 5-ethyl-2'-deoxyuridine. Arch Pharm (Weinheim). 1997 Aug;330(8):259-63. PubMed PMID: 9361522. 10: Megyeri A, Benkö I, Jeney A, Kralovánszky J, Kovács P. Effect of ethyldeoxyuridine on 5-fluorouracil-induced neutropenia. Acta Physiol Hung. 1996;84(3):309-10. PubMed PMID: 9219619. 11: Cheraghali AM, Morin KW, Kumar R, Knaus EE, Wiebe LI. Accumulation of 5-ethyl-2'-deoxyuridine and its 5,6-dihydro prodrugs in murine lung and its potential clinical application. J Pharm Pharmacol. 1995 Jul;47(7):595-600. PubMed PMID: 8568628. 12: Cheraghali AM, Kumar R, Knaus EE, Wiebe LI. Pharmacokinetics and bioavailability of 5-ethyl-2'-deoxyuridine and its novel (5R,6R)-5-bromo-6-ethoxy-5,6-dihydro prodrugs in mice. Drug Metab Dispos. 1995 Feb;23(2):223-6. PubMed PMID: 7736915. 13: Cheraghali AM, Knaus EE, Wiebe LI. Bioavailability and pharmacokinetic parameters for 5-ethyl-2'-deoxyuridine. Antiviral Res. 1994 Dec;25(3-4):259-67. PubMed PMID: 7710272. 14: Cheraghali AM, Morin KW, Kumar R, Knaus EE, Wiebe LI. Synthesis and biodistribution of [4-14C]-5-bromo-6-methoxy-5,6-dihydro-prodrug derivatives of 5-ethyl-2'-deoxyuridine. Drug Des Discov. 1994 Jul;12(1):53-61. PubMed PMID: 7578807. 15: Cheraghali AM, Kumar R, Wang L, Knaus EE, Wiebe LI. Synthesis, biotransformation, pharmacokinetics, and antiviral properties of 5-ethyl-5-halo-6-methoxy-5,6-dihydro-2'-deoxyuridine diastereomers. Biochem Pharmacol. 1994 Apr 29;47(9):1615-25. PubMed PMID: 8185676. 16: Joly JM, Williams WM. Elimination of the antiviral drug 5-ethyl-2'-deoxyuridine by the isolated perfused rat liver. Drug Metab Dispos. 1991 Nov-Dec;19(6):1058-65. PubMed PMID: 1687011. 17: Sacks SL, Tyrrell LD, Lawee D, Schlech W 3rd, Gill MJ, Aoki FY, Martel AY, Singer J. Randomized, double-blind, placebo-controlled, clinic-initiated, Canadian multicenter trial of topical edoxudine 3.0% cream in the treatment of recurrent genital herpes. Canadian Cooperative Study Group. J Infect Dis. 1991 Oct;164(4):665-72. PubMed PMID: 1894930. 18: Joly JM, Williams WM. High-performance liquid chromatographic analysis of 5-ethylpyrimidines and 5-methylpyrimidines in plasma. J Chromatogr. 1991 Feb 15;563(2):392-9. Erratum in: J Chromatogr 1991 Apr 19;565(1-2):552. PubMed PMID: 1878072. 19: Cory JG, Halley MC, Jeney A, Lapis K. 5-Hexyl-2'-deoxyuridine blocks the cytotoxic effects of 5-fluorodeoxyuridine or deoxyadenosine in leukemia L1210 cells in culture. Cancer Res. 1990 Aug 1;50(15):4552-6. PubMed PMID: 2142444. 20: Kaul R, Hempel B, De Clercq E. [Penetration and action of edoxudine in vitro and in vivo]. Arzneimittelforschung. 1989 Mar;39(3):366-8. German. PubMed PMID: 2757660.