Title: Edoxudine
CAS Registry Number: 15176-29-1
CAS Name: 2¢-Deoxy-5-ethyluridine
Additional Names: 5-ethyl-2¢-deoxyuridine; 5-ethyl-3-(2¢-deoxyribosyl)uracil; EDU; EUDR
Manufacturers' Codes: ORF-15817
Trademarks: Aedurid (Robugen); Edurid (Robugen)
Molecular Formula: C11H16N2O5
Molecular Weight: 256.26
Percent Composition: C 51.56%, H 6.29%, N 10.93%, O 31.22%
Literature References: Substituted uracil with anti-herpes activity. Prepn and properties: K. K. Gauri, GB 1170565; eidem, US 3553192 (1968, 1971 both to Robugen). Synthesis via organopalladium intermediates: D. E. Bergstrom, J. L. Ruth, J. Am. Chem. Soc. 98, 1587 (1976); D. E. Bergstrom, M. K. Ogawa, ibid. 100, 8106 (1978). Physical properties: M. Swierkowski, D. Shugar, J. Med. Chem. 12, 533 (1969). Antiviral activity: E. De Clercq, D. Shugar, Biochem. Pharmacol. 24, 1073 (1975). Preferential inhibition of herpes simplex virus type 2: C.-Z. Teh, S. L. Sacks, Antimicrob. Agents Chemother. 23, 637 (1983). Synergistic effect with interferon-b, q.v., on herpes simplex virus: C. Janz, R. Wigand, Arch. Virol. 73, 135 (1982). Inhibitory effect on growth of murine leukemia cells: J. Balzarini et al., Invest. New Drugs 2, 35 (1984).
Properties: Long clear needles from acetone, mp 152-153°. uv max: 267 nm (e 9610) at pH 2, 267 nm (e 7280) at pH 1. pKa: 9.98.
Melting point: mp 152-153°
pKa: pKa: 9.98
Absorption maximum: uv max: 267 nm (e 9610) at pH 2, 267 nm (e 7280) at pH 1
Therap-Cat: Antiviral (herpes simplex).
Keywords: Antiviral; Purines/Pyrimidinones. |