Methylephedrine

HCID 64782CAS 1201-56-5

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: C[C@@H]([C@H](O)c1ccccc1)N(C)C
InChIKey: FMCGSUUBYTWNDP-ONGXEEELSA-N
분자식: C11H17NO
평균 분자량: 179.26 g/mol
단동위원소 질량: 179.13101416

개요

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

이름 및 식별자

우선 이름: Methylephedrine
IUPAC: (1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 1.7
극성 표면적: 23.5 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 2
회전 가능 결합 수: 3
무거운 원자 수: 13
형식 전하: 0
복잡도: 141

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

LogP1.7

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

화학 및 산업

약리 정보

Pharmacodynamics · 1건

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 · 1건

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 · 3건

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.