Methylephedrine

HCID 64782CAS 1201-56-5

部分構造検索類似構造を探す

基本情報

標準SMILES: C[C@@H]([C@H](O)c1ccccc1)N(C)C
InChIKey: FMCGSUUBYTWNDP-ONGXEEELSA-N
分子式: C11H17NO
平均分子量: 179.26 g/mol
単同位体質量: 179.13101416

概要

(1R,2S)-2-(dimethylamino)-1-phenyl-1-propanol is an alkylbenzene.

名称と識別子

優先名称: Methylephedrine
IUPAC: (1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol

名称と別名

Methylephedrine552-79-4(1R,2S)-2-Dimethylamino-1-phenyl-1-propanol60VH42A1KJNSC-760389Benzenemethanol, alpha-((1S)-1-(dimethylamino)ethyl)-, (alphaR)-(1R)-2-(dimethylamino)-1-phenylpropan-1-olRefChem:1089689209-022-72-(dimethylamino)-1-phenylpropan-1-ol(1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol(-)-N-Methylephedrine

名称をさらに表示

(-)-methylephedrinedl-methylephedrineMethylephedrine, (+/-)-DTXSID7045992Methylephedrine, DL-SHS9PGQ2LS(+/-)-Methylephedrine(+/-)-n-methylephedrine

データベース識別子

CAS: 1201-56-5、552-79-4
PubChem CID: 64782
DTXSID: DTXSID7045992
ChEMBL: CHEMBL1589978、CHEMBL445001
ChEBI: CHEBI:113556
UNII: 60VH42A1KJ、SHS9PGQ2LS
EC Number: 209-022-7、214-859-6
Nikkaji: J21.604F

物性

構造計算による物性

XLogP: 1.7
極性表面積: 23.5 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 13
形式電荷: 0
複雑度: 141

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

LogP1.7

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

化学と産業

薬理情報

Pharmacodynamics · 1 件

This drugs acts as an antitussive, bronchodilator, and adrenergic receptor agonist. It stimulates the alpha and beta adrenergic receptors, relieving cough and congestion. As with other adrenomimetic amines, the drugs in this class are much less potent than norepinephrine itself. Members of this class of drugs increase both systolic and diastolic blood pressure, cardiac contractility, and cardiac output; in general, however, they do not increase heart rate. Bronchial smooth muscle relaxation of prolonged duration occurs, and pupils dilate.

Mechanism of Action · 1 件

The pharmacology of methylephedrine is similar to that of other members of the ephedra alkaloid class of drugs. These compounds are sympathomimetic amines because they mimic the effects of the catecholamines on the sympathetic nervous system. These alkaloids permeate the blood-brain barrier and have a direct central nervous system stimulant effect with peripheral effects; the peripheral effects are indirect and primarily mediated by norepinephrine release. Methylephedrine expands the bronchia by relaxing the bronchial muscles. The decrease in urination with sympathomimetic use is increased through activation of the alpha-adrenoceptors of the smooth muscles of the bladder.

Biological Half-Life3-6 hours (Ephedrine).

Metabolism/MetabolitesMethylephedrine is metabolized to give ephedrine and norephedrine.

Absorption, Distribution and Excretion · 3 件

Methylephedrine is rapidly absorbed following oral administration. Peak plasma concentrations of ephedrine (from which methylephedrine is derived) occur 2-3h after administration. Due to the fact that methylephedrine is a derivative of ephedrine, peak plasma concentrations are likely similar.

The primary compound excreted in urine is unchanged methylephedrine (33-40% of dose), followed by the metabolite _methylephedrine-N-oxide_ (15% of dose), and approximately 8% of the dose excreted as ephedrine after 24 hours. About 70% of the dose is excreted in the urine as metabolites over 72 hours. Alkaline urine reduces elimination to 20-35% of the dose.

Ephedrine: 2.5-3.0 L/kg. Methylephedrine is a derivative of ephedrine and quickly distributed throughout the body.