Ganciclovir
Title: Ganciclovir
CAS Registry Number: 82410-32-0
CAS Name: 2-Amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-6H-purin-6-one
Additional Names: 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine; 2¢-nor-2¢-deoxyguanosine; DHPG; 2¢NDG
Manufacturers' Codes: BIOLF-62; BW-B759U; BW-759; BW-759U; RS-21592
Molecular Formula: C9H13N5O4
Molecular Weight: 255.23
Percent Composition: C 42.35%, H 5.13%, N 27.44%, O 25.07%
Literature References: Nucleoside analog structurally related to acyclovir, q.v. Prepn: J. P. Verheyden, J. C. Martin, US 4355032 (1982 to Syntex); K. K. Ogilvie et al., Can. J. Chem. 60, 3005 (1982); W. T. Ashton et al., Biochem. Biophys. Res. Commun. 108, 1716 (1982); J. C. Martin et al., J. Med. Chem. 26, 759 (1983). Antiviral spectrum in vitro: K. O. Smith et al., Antimicrob. Agents Chemother. 22, 55 (1982). Mode of action study: Y.-C. Cheng et al., Proc. Natl. Acad. Sci. USA 80, 2767 (1983). Clinical treatment of cytomegalovirus infection in immunodeficient patients: S. H. Koretz et al., N. Engl. J. Med. 314, 801 (1986). Symposium on pharmacology and clinical efficacy vs cytomegalovirus: Rev. Infect. Dis. 10, Suppl. 3, S457-S572 (1988). Review: C. S. Crumpacker, N. Engl. J. Med. 335, 721-729 (1996).
Properties: Crystals from methanol, mp 250° (dec) (Verheyden, Martin); also reported as crystalline monohydrate from water, mp 248-249° (dec) (Ashton); crystals from water, mp >300° (Martin). uv max (methanol): 254 nm (e 12880). Soly in water (25°): 4.3 mg/ml at pH 7. LD50 i.p. in mice: 1-2 g/kg (Martin).
Melting point: mp 250° (dec) (Verheyden, Martin); mp 248-249° (dec) (Ashton); mp >300° (Martin)
Absorption maximum: uv max (methanol): 254 nm (e 12880)
Toxicity data: LD50 i.p. in mice: 1-2 g/kg (Martin)
 
Derivative Type: Sodium salt
CAS Registry Number: 107910-75-8
Trademarks: Cymevan (Syntex); Cymevene (Syntex); Cytovene (Syntex); Denosine (Syntex); Vitrasert (Chiron)
Molecular Formula: C9H12N5NaO4
Molecular Weight: 277.21
Percent Composition: C 38.99%, H 4.36%, N 25.26%, Na 8.29%, O 23.09%
 
Therap-Cat: Antiviral.
Keywords: Antiviral; Purines/Pyrimidinones.

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