Rimantadine

CAS No:
13392-28-4 Category:
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Product Details:

  • CAS No: 13392-28-4
  • AHFC code:
  • Synonyms: Rimantadine Hydrochloride
  • ATC Code: J05AC02
  • Chemical Formula: C17H21NO3
  • Molecular Weight: 179.3018
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB00478 (APRD01219)
  • SMILES: CC(N)C12CC3CC(CC(C3)C1)C2
  • InChl: UBCHPRBFMUDMNC-UHFFFAOYSA-N
  • PubChem: 5071
  • IUPAC: 1-(adamantan-1-yl)ethan-1-amine

Additional Details

Indication:
For the prophylaxis and treatment of illness caused by various strains of influenza A virus in adults.
Pharmacodynamics:
Rimantadine, a cyclic amine, is a synthetic antiviral drug and a derivate of adamantane, like a similar drug amantadine. Rimantadine is inhibitory to the in vitro replication of influenza A virus isolates from each of the three antigenic subtypes (H1N1, H2H2 and H3N2) that have been isolated from man. Rimantadine has little or no activity against influenza B virus. Rimantadine does not appear to interfere with the immunogenicity of inactivated influenza A vaccine.
Mode of Action:
The mechanism of action of rimantadine is not fully understood. Rimantadine appears to exert its inhibitory effect early in the viral replicative cycle, possibly inhibiting the uncoating of the virus. Genetic studies suggest that a virus protein specified by the virion M2 gene plays an important role in the susceptibility of influenza A virus to inhibition by rimantadine.
Metabolism:
Following oral administration, rimantadine is extensively metabolized in the liver with less than 25% of the dose excreted in the urine as unchanged drug. Glucuronidation and hydroxylation are the major metabolic pathways.
Toxicity:
Oral LD50 in rats is 640 mg/kg. Overdoses of a related rug, amantadine, have been reported with adverse reactions consisting of agitation, hallucinations, cardiac arrhythmia and death.
General Reference:
Products currently covered by valid US Patents are offered for R&D use in accordance with 35 USC 271(e)+A13(1). Any patent infringement and resulting liability is solely at buyer risk.

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