メトキサミン

Methoxamine

HCID 6082

基本情報

CAS: 390-28-3
標準SMILES: COc1ccc(OC)c(C(O)C(C)N)c1
InChIKey: WJAJPNHVVFWKKL-UHFFFAOYSA-N
分子式: C11H17NO3
平均分子量: 211.26 g/mol
単同位体質量: 211.1208434

概要

Methoxamine is an amphetamine in which the parent 1-phenylpropan-2-amine skeleton is substituted at position 1 with an hydroxy group and the phenyl ring is 2- and 5-substituted with methoxy groups. It is an antihypotensive agent (pressor), an agonist acting directly at alpha-adrenoceptors with selectivity for the alpha-1 adrenoceptor subtype similar to phenylephrine. It has a role as an antihypotensive agent and an alpha-adrenergic agonist.

名称と識別子

優先名称: Methoxamine
IUPAC: 2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol
現地名: メトキサミン
英語名: methoxamine
分子式: C11H17NO3
分子量: 211.26

名称と別名

methoxamineMethoxamin390-28-32-amino-1-(2,5-dimethoxyphenyl)propan-1-olMethoxamedrinePseudomethoxamineMetossaminaCHEBI:6839Benzenemethanol, alpha-(1-aminoethyl)-2,5-dimethoxy-NRL001DTXSID0023290NRL-001

名称をさらに表示

α-(1-アミノエチル)-2,5-ジメトキシベンゼンメタノールα-(1-アミノエチル)-2,5-ジメトキシベンジルアルコールメトキサミン2-アミノ-1-(2,5-ジメトキシフェニル)プロパン-1-オールMethoxamine (6CI)methoxamine USP/EP/BP(2S)-Methoxamine oxalate salta-(1-Aminoethyl)-2,5-dimethoxybenzyl alcoholα-(1-Aminoethyl)-2,5-dimethoxybenzyl alcoholα-(1-Aminoethyl)-2,5-dimethoxybenzenemethanol

MethoxamedrinVasoxinWellcome, MetoxamineRefChem:811759DTXCID403290206-867-3HUQ1KC1YLI2,5-Dimethoxynorephedrine

データベース識別子

CAS: 390-28-3
PubChem CID: 6082
DTXSID: DTXSID0023290
ChEMBL: CHEMBL524
ChEBI: CHEBI:6839
EC Number: 206-867-3
Nikkaji: J5.717G

物性

構造計算による物性

XLogP: 0.5
極性表面積: 64.7 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 4
重原子数: 15
形式電荷: 0
複雑度: 189

実験および物理化学的性質

LogP0.8

Solubility · 2 件

Soluble (185 g/L)

9.21e+00 g/L

Human DrugsPharmaceuticals

Physical DescriptionSolid

Collision Cross Section148.43 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 85 · 85-86 °C
沸点: 368.4 · 368.4±42.0 °C(Predicted)
比重(密度): 1.117 · 1.117±0.06 g/cm3(Predicted)
酸解離定数(Pka): 11.87 · 11.87±0.45(Predicted)

安全と法規制

毒性情報

Drug Induced Liver Injury · 5 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

methoxamine

DILI Negative

Intramuscular; Intravenous

DOI:10.1016/j.drudis.2019.09.022

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system

QC - Cardiovascular system

Protein BindingLow

Pharmacodynamics · 1 件

Methoxamine is a potent sympathomimetic amine that increases both systolic and diastolic blood pressure. Methoxamine is indicated for prevention and treatment of the acute hypotensive state occurring with spinal anesthesia. It is also indicated as adjunctive treatment of hypotension due to hemorrhage, reactions to medications, surgical complications, and shock associated with brain damage due to trauma or tumor. Methoxamine acts on both α1-adrenergic receptors but appears to have no effect on β-adrenergic receptors. It acts by increasing the force of the heart's pumping action as well as constricting peripheral blood vessels.

Mechanism of ActionMethoxamine acts through peripheral vasoconstriction by acting as a pure alpha-1 adrenergic receptor agonist, consequently increasing systemic blood pressure (both systolic and diastolic).

MeSH Pharmacological Classification · 3 件

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

Drugs used to cause constriction of the blood vessels.

Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS.

Cellular LocationsMembrane

用途と製造

Use ClassificationPharmaceuticals

上流・下流製品情報

上流原料

2',5'-ジメトキシプロピオフェノン亜硝酸メチル水素

サプライヤー14 社

北京华美互利生物化工010-56205725 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]

化合物ノート

読み込み中…