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药品详细

Rimantadine(金刚乙胺)

化学结构式图
中文名
金刚乙胺
英文名
Rimantadine
分子式
C12H21N
化学名
1-(adamantan-1-yl)ethan-1-amine
分子量
Average: 179.3018
Monoisotopic: 179.167399677
CAS号
13392-28-4
ATC分类
J05A Direct acting antivirals
药物类型
small molecule
阶段
approved
商品名
Flumadine;
同义名
Rimantadine Hydrochloride;
基本介绍

An RNA synthesis inhibitor that is used as an antiviral agent in the prophylaxis and treatment of influenza. [PubChem]

生产厂家
  • Actavis totowa llc
  • Caraco pharmaceutical laboratories ltd
  • Corepharma llc
  • Forest laboratories inc
  • Impax laboratories inc
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes
  • Adamantanes
Substructures
  • Aliphatic and Aryl Amines
  • Adamantanes
  • Cyclooctane and Derivatives
适应症
ANTIVIRALS 抗病毒;
药理
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.
Mechanism 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.
Absorption Well absorbed, with the tablet and syrup formulations being equally absorbed after oral administration.
Volume of distribution Not Available
Protein binding Approximately 40% over typical plasma concentrations.
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.
Route of elimination Following oral administration, rimantadine is extensively metabolized in the liver with less than 25% of the dose excreted in the urine as unchanged drug.
Half life 25 to 30 hours in young adults (22 to 44 years old). Approximately 32 hours in elderly (71 to 79 years old) and in patients with chronic liver disease. Approximately 13 to 38 hours in children (4 to 8 years old).
Clearance Not Available
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.
Affected organisms
  • Human Influenza A Virus
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point >300 °C Not Available
water solubility Hydrochloride salt freely soluble (50 mg/ml at 20 °C) Not Available
logP 3.6 Not Available
Predicted Properties
Property Value Source
water solubility 9.15e-03 g/l ALOGPS
logP 3.28 ALOGPS
logP 2.22 ChemAxon
logS -4.3 ALOGPS
pKa (strongest basic) 10.14 ChemAxon
physiological charge 1 ChemAxon
hydrogen acceptor count 1 ChemAxon
hydrogen donor count 1 ChemAxon
polar surface area 26.02 ChemAxon
rotatable bond count 1 ChemAxon
refractivity 54.52 ChemAxon
polarizability 21.79 ChemAxon
药物相互作用
食物相互作用
Not Available

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