117821-36-0

Basic information

• Product Name: 4-(α,β)-Hydroxy Rimantadine
• Synonyms: 4-(α,β)-Hydroxy Rimantadine ;5-(1-AMinoethyl)tricyclo[3.3.1.13,7]decan-2-ol
• CAS NO: 117821-36-0
• Molecular Formula: C12H21NO
• Molecular Weight: 195.30124
• Product Categories: Amines;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Amines, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 117821-36-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(α,β)-Hydroxy Rimantadine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(α,β)-Hydroxy Rimantadine(117821-36-0)
• EPA Substance Registry System: 4-(α,β)-Hydroxy Rimantadine(117821-36-0)

Safety Data

• Hazardous Substances Data: 117821-36-0(Hazardous Substances Data)

Usage

Uses

A metabolite of Rimantadine.

Upstream product

• 81968-77-6 4-hydroxyadamantane-1-carboxylic acid 
• 38584-33-7 5-phenyladamantan-2-one 
• 127707-58-8 1-(4-hydroxyadamantan-1-yl)ethanone 
• 127619-48-1 1-acetyl-4-adamantanol oxime 
• 56674-87-4 4-oxoadamantane-1-carboxylic acid 

Relevant articles and documents

Synthesis and antiviral activity of metabolites of rimantadine

The hydroxy metabolites of rimantadine (3-5) were synthesized and compared to amantadine (1) and rimantadine (2) for their ability to inhibit the replication of influenza viruses in vitro. All three metabolites were inhibitory to wild-type influenza A viruses (H3N2 and H1N1). In particular, 2-hydroxyrimantadine (3) showed similar activity to amantadine, but the 3- and 4-hydroxy metabolites (4 and 5, respectively), both of which are found in rimantadine-treated patients, showed only modest inhibitory activity. A rimantadine-resistant isolate of influenza A virus exhibited cross-resistance to amantadine and to each of the metabolites 3-5. None of the compounds were effective against influenza B virus.