Title: Rimantadine
CAS Registry Number: 13392-28-4
CAS Name: a-Methyltricyclo[3.3.1.13,7]decane-1-methanamine
Synonyms: a-methyl-1-adamantanemethylamine; remantadin(e)
Molecular Formula: C12H21N
Molecular Weight: 179.30
Percent Composition: C 80.38%, H 11.81%, N 7.81%
Literature References: Deriv of adamantane,
q.v. Prepn:
NL 6408505; W. W. Prichard,
US 3352912 (1965, 1967 both to du Pont). Antiviral activity: A. Tsunoda
et al., Antimicrob. Agents Chemother. 1965, 553. Effects on influenza in mice: J. W. McGahen
et al., Ann. N.Y. Acad. Sci. 173, 557 (1970). Mechanism of action study: A. Bukrinskaya
et al., Arch. Virol. 66, 275 (1980);
eidem, J. Gen. Virol. 60, 49 (1982). Pharmacokinetics in humans: R. J. Wills
et al., Antimicrob. Agents Chemother. 31, 826 (1987). Clinical trial in prophylaxis of influenza A infection: R. Dolin
et al., N. Engl. J. Med. 307, 580 (1982). Comparative toxicity of rimantadine and amantadine in healthy adults: F. G. Hayden
et al., Antimicrob. Agents Chemother. 19, 226 (1981). Controlled study of CNS effects: V. M. Millet
et al., ibid. 21, 1 (1982). Review of studies in the USSR on exptl and clinical pharmacology: D. M. Zlydnikov
et al., Rev. Infect. Dis. 3, 408-421 (1981).
Derivative Type: Hydrochloride
CAS Registry Number: 1501-84-4
Manufacturers' Codes: EXP-126
Trademarks: Flumadine (Roche); Meradan(e) (USSR); Roflual (Roche)
Molecular Formula: C12H21N.HCl
Molecular Weight: 215.76
Percent Composition: C 66.80%, H 10.28%, N 6.49%, Cl 16.43%
Properties: White crystals, mp 373-375° (sealed tube).
Melting point: mp 373-375° (sealed tube)
Therap-Cat: Antiviral.
Keywords: Antiviral.