Rimantadine (hydrochloride)

Rimantadine is a derivative of amantadine (Cay-21364) with antiviral activity. It inhibits recombinant influenza A matrix protein 2 (M2) expressed in X. laevis oocytes (IC50 = 10.8 µM) and recombinant hepatitis C virus (HCV) p7 protein expressed in HEK293 cells (IC50s = 0.7, 24, 1.6, and 3.0 nM for HCV genotypes 1a, 2a, 3a, and 4a, respectively). Rimantadine inhibits cytotoxicity induced by the influenza A strains A/PR/8/34 (H1N1) and A/HK/7/87 (H3N2), but not the influenza B strain B/HK/72, in MDCK cells (EC50s = 18, 0.62, and >500 µM, respectively). It increases the survival rate of mice infected with the influenza A strain A2/Jap/305 from 20 to 90% when administered at a dose of 24 mg/kg two hours post-infection, with the survival rate decreasing when rimantadine is administered at longer timepoints following infection. It also has trypanocidal activity against bloodstream forms of T. brucei in vitro (IC50 = 1.26 µg/ml). Formulations containing rimantadine have been used in the prophylaxis and treatment of influenza A.Formal Name: alpha-methyl-tricyclo[3.3.1.13,7]decane-1-methanamine, monohydrochloride. CAS Number: 1501-84-4. Synonyms: 1-(1-Adamantyl)ethylamine Hydrochloride, NSC 206764. Molecular Formula: C12H21N . HCl. Formula Weight: 215.8. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2 mg/ml, DMSO: 50 mg/ml, Ethanol: 5 mg/ml, PBS (pH 7.2): 5 mg/ml. lambdamax: 202 nm. SMILES: NC(C)C12C[C@@H]3C[C@@H](C[C@@H](C3)C2)C1.Cl. InChi Code: InChI=1S/C12H21N.ClH/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12,/h8-11H,2-7,13H2,1H3,1H/t8?,9-,10+,11-,12?,. InChi Key: OZBDFBJXRJWNAV-LHRDWUBSSA-N.