Title: Sorivudine
CAS Registry Number: 77181-69-2
CAS Name: 1-b-D-Arabinofuranosyl-5-[(1E)-2-bromoethenyl]-2,4(1H,3H)-pyrimidinedione
Additional Names: 1-b-D-arabinofuranosyl-(E)-5-(2-bromovinyl)uracil; 5-bromovinyl-araU; brovavir; BV-araU; BVAU
Manufacturers' Codes: YN-72; SQ-32756
Trademarks: Usevir (Yamasa Shoyu)
Molecular Formula: C11H13BrN2O6
Molecular Weight: 349.13
Percent Composition: C 37.84%, H 3.75%, Br 22.89%, N 8.02%, O 27.50%
Literature References: Orally active antiviral agent; inhibits viral DNA synthesis. Prepn: H. Machida, S. Sakata, EP 31128; eidem, US 4386076 (1981, 1983 both to Yamassa Shoyu); S. Sakata et al., Nucleic Acids Symp. Ser. 8, s39 (1980); R. Busson et al., ibid. 9, 49 (1981). Antiviral activity and toxicity: H. Machida, S. Sakata, Antiviral Res. 4, 135 (1984). Mechanism of action studies: T. Yokota et al., Mol. Pharmacol. 36, 312 (1989); H. Machida, Adv. Exp. Med. Biol. 278, 255 (1990). Clinical trial in herpes zoster infection: M. Niimura, ibid. 267.
Properties: mp 182° (Sakata, 1980); also reported as white crystals from ethanol, mp 195-200° (dec) (Machida, Sakata, 1983). [a]D25 +0.5° (1N NaOH). LD50 in mice (mg/kg): ~3300 i.p.; >5000 s.c.; >10000 orally (Machida, Sakata, 1984).
Melting point: mp 182° (Sakata, 1980); mp 195-200° (dec) (Machida, Sakata, 1983)
Optical Rotation: [a]D25 +0.5° (1N NaOH)
Toxicity data: LD50 in mice (mg/kg): ~3300 i.p.; >5000 s.c.; >10000 orally (Machida, Sakata, 1984)
Therap-Cat: Antiviral.
Keywords: Antiviral; Purines/Pyrimidinones. |