1-(adamantan-1-yl)ethan-1-amine

• ChemBase编号: 361
• 分子式: C12H21N
• 平均质量: 179.30184
• 单一同位素质量: 179.16739968
• SMILES: NC(C12CC3CC(C1)CC(C2)C3)C
• Canonical SMILES: CC(C12CC3CC(C2)CC(C1)C3)N
• InChI: InChI=1S/C12H21N/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12/h8-11H,2-7,13H2,1H3
• InChIKey: UBCHPRBFMUDMNC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(adamantan-1-yl)ethan-1-amine
• IUPAC传统名: rimantadine
• 商标名: Flumadine
• 别名: Rimantadine Hydrochloride; Rimantadine; Rimantadine (Flumadine)

登记号

• CAS号: 13392-28-4
• PubChem SID: 160963824; 46505973
• PubChem CID: 5071

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -0.8055685
• LogD (pH = 7.4): -0.34652156
• Log P: 2.2170057
• 摩尔折射率: 54.5221 cm^3
• 极化性: 22.19729 Å^3
• 极化表面积: 26.02 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.28
• LOG S: -4.29
• 溶解度: 9.15e-03 g/l

分子性质

理化性质

• 溶解度: Hydrochloride salt freely soluble (50 mg/ml at 20°C)
• 疏水性(logP): 3.6

药理学性质

• 作用靶点: Others

产品相关信息

• 成盐信息: Free Base

详细说明

DrugBank - DB00478

• Drug Groups: approved
• Description: An RNA synthesis inhibitor that is used as an antiviral agent in the prophylaxis and treatment of influenza. [PubChem]
• Indication: For the prophylaxis and treatment of illness caused by various strains of influenza A virus in adults.
• Pharmacology: 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.
• 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
• Biotransformation: 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.
• Absorption: Well absorbed, with the tablet and syrup formulations being equally absorbed after oral administration.
• 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).
• Protein Binding: Approximately 40% over typical plasma concentrations.
• 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.
• External Links: Wikipedia; RxList; Drugs.com