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CAS No 69304-47-8 , Brivudine

  • Name: Brivudine
  • Synonyms: 5-[(E)-2-Bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;Brivudine;(E)-5-(2-bromovinyl)-2'-deoxyuridine;Bromovinyldeoxyuridine;
  • CAS Registry Number:
  • Density: 1.857 g/cm3
  • Refractive index: 1.708
  • Safety Statements: Human mutation data reported. When heated to decomposition it emits toxic fumes of Br− and NOx.
  • Molecular Weight: 333.14
  • InChI: InChI=1/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1
  • Molecular Formula: C11H13BrN2O5
  • Molecular Structure:CAS No:69304-47-8 Brivudine

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References of Brivudine
Title: Brivudine
CAS Registry Number: 69304-47-8
CAS Name: 5-[(1E)-2-Bromoethenyl]-2￠-deoxyuridine
Synonyms: (E)-5-(2-bromovinyl)-2￠-deoxyuridine; brivudin; BVDU
Trademarks: Brivex (Menarini); Brivirac (Menarini); Nervinex (Menarini); Zecovir (Guidotti); Zostex (Berlin-Chemie)
Molecular Formula: C11H13BrN2O5
Molecular Weight: 333.14
Percent Composition: C 39.66%, H 3.93%, Br 23.99%, N 8.41%, O 24.01%
Literature References: Analog of thymidine, q.v., with selective activity against herpes simplex virus type 1 and varicella-zoster virus. Prepn: A. S. Jones et al., DE 2915254; eidem, US 4424211 (1979, 1984 both to University of Birmingham and Rega Institut); and antiviral activity: E. De Clercq et al, Proc. Natl. Acad. Sci. USA 76, 2947 (1979). Mechanism of action studies: H. S. Allaudeen et al., ibid. 78, 2698 (1981); J. Balzarini, E. De Clercq, Methods Find. Exp. Clin. Pharmacol. 11, 379 (1989). Cytotoxic properties vs viral tumor cells: C. Grignet-Debrus et al., Cancer Gene Ther. 7, 215 (2000). CE determn in plasma and urine: J. Olgem?ller et al., J. Chromatogr. B 726, 261 (1999). Clinical evaluation in herpetic keratitis: P. C. Maudgal, E. De Clercq, Curr. Eye Res. 10, Suppl., 193 (1991). Clinical comparison with acyclovir, q.v., in herpes zoster: S. W. Wassilew et al., Antiviral Res. 59, 49, 57 (2003). Review of pharmacology and clinical efficacy in herpes zoster: S. J. Keam et al., Drugs 64, 2091-2097 (2004); of antiviral activity, mechanism of action, and clinical efficacy: E. De Clercq, Med. Res. Rev. 25, 1-20 (2005).
Properties: White needles from methanol-water, mp 123-125° (dec). uv max: 253, 295 nm (e 13100, 10300).
Melting point: mp 123-125°
Absorption maximum: uv max: 253, 295 nm (e 13100, 10300)
Therap-Cat: Antiviral.
Keywords: Antiviral; Purines/Pyrimidinones.