(1-アダマンチル)アミン

Amantadine

HCID 2130CAS 768-94-5

基本情報

標準SMILES
NC12CC3CC(CC(C3)C1)C2
InChIKey
DKNWSYNQZKUICI-UHFFFAOYSA-N
分子式
C10H17N
平均分子量
151.25 g/mol
単同位体質量
151.13609955

名称と識別子

優先名称
Amantadine
IUPAC
adamantan-1-amine
現地名
(1-アダマンチル)アミン
英語名
Amantadine
分子式
C10H17N
分子量
151.25

名称と別名

amantadine1-Adamantanamine768-94-5adamantan-1-amine1-Adamantylamine1-AminoadamantaneAdamantanamineAdamantylamineAmantidineAminoadamantaneAdamantaminePk-merz
名称をさらに表示
(1-アダマンチル)アミン1-アミノアダマンタントリシクロ[3.3.1.13,7]デカン-1-アミンアダマントアミン1-アダマンチルアミンアダマンチルアミンアマンタジンアダマンタン-1-アミン1-アダマントアミンアダマンタンアミンアマンチジン1-アダマンタンアミン1アミノアダマンタン1-アダマンタンアミン (昇華精製品)1-アダマンタナミンアダマンタンアミン, 1-1-アミノトリシクロ[3.3.1.13,7]デカン(3r)-アダマンタン-1-アミン1-アマンタジン(3s,5s,7s)-adaMantan-1-aMine
AmantadinaAmantadinumGocovriViregytNSC-341865DTXSID8022117Tricyclo[3.3.1.13,7]decan-1-amineTricyclo(3.3.1.1(sup 3.7))decan-1-amine

データベース識別子

CAS
768-94-5
PubChem CID
2130
DTXSID
DTXSID8022117
ChEMBL
CHEMBL660
ChEBI
CHEBI:2618
UNII
BF4C9Z1J53
EC Number
212-201-2
Nikkaji
J6.971J

物性

構造計算による物性

XLogP
2.4
極性表面積
26 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
0
重原子数
11

物理化学的性質

融点
206 · 206-208 °C(lit.)
沸点
263.29 °C · 263.29°C (rough estimate)
比重(密度)
0.951 · 0.9510 (rough estimate)
屈折率
1.522 · 1.5220 (estimate)
貯蔵温度
Keep in dark place,Inert atmosphere,Room temperature
溶解性
5 %、透明からかすんだ、無色からかすかな黄色または黄褐色 · M HCl: 可溶5%、透明からかすんだ、無色からかすかな黄色または黄褐色

化学的性質

化学的特性White to cream powder

安全と法規制

安全データ

F
10-34
wgk
3
tsca
TSCA listed
rtecs
YD1925000
毒性
LD50 oral in rat: 900mg/kg
hs_code
29213000

化学と産業

応用分野 · 4 件

用途アマンタジン (Amantadine) は、アダマンタンにアミノ基がついた構造をしているアミンの一種である。NMDA受容体を拮抗阻害作用がある。パーキンソン病やA型インフルエンザの治療に使われている。製品名はシンメトレル。

説明Amantadine is an agent that raises the concentration of dopamine in the synaptic cleft by releasing it from neurons and suppressing the process of reuptake.

使用Amantadine is a primary amine derivative of adamantane. It has an effect on mycoviruses, which are RNA-containing viruses. It has a very narrow spectrum of action and is used only for treating and preventing influenza A. It is also used for treating Parkinsonism. The exact mechanism of antiviral action of amantadine is not completely understood. It is believed that it is an ion channel blocker. It has also been suggested that amantadine inhibits absorption of viral particles into the host cell, which is expressed in the breakdown of diffusion of the virus into the cell, or inhibition of the “stripping process” of the virus. The main use is for the prevention of type A2 influenza. Synonyms of this drug are simmetrel, viregit, mantadan, and others.

一般的な説明Amantadine has been used for years as a treatment for Parkinson disease. The adamantanamines have twomechanisms in common:they inhibit an early step in viralreplication, most likely viral uncoating,and in somestrains, they affect a later step that probably involves viral assembly,possibly by interfering with hemagglutinin processing.The main biochemical locus of action is the influenzatype A virus M2 protein, which is an integral membrane proteinthat functions as an ion channel. The M2 channel is a protontransport system. By interfering with the function of theM2 protein, the adamantanamines inhibit acid-mediated dissociationof the ribonucleoprotein complex early in replication.They also interfere with transmembrane proton pumping,maintaining a high intracellular proton concentrationrelative to the extracellular concentration and enhancingacidic pH-induced conformational changes in the hemagglutininduring its intracellular transport at a later stage. The conformationalchanges in hemagglutinin prevent transfer of thenascent virus particles to the cell membrane for exocytosis.

調製方法

純化方法Dissolve the amine in Et2O, dry it over KOH, evaporate and sublime it in vacuo. [Stetter et al. Chem Ber 93 226 1960.]

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]

補足説明

定義ChEBI: A member of the class of adamantanes that is used as an antiviral and antiparkinson drug.

関連反応

161 件

関連ノート

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