オルシプレナリン

Metaproterenol

HCID 4086CAS 586-06-1

基本情報

標準SMILES
CC(C)NCC(O)c1cc(O)cc(O)c1
InChIKey
LMOINURANNBYCM-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

Metaproterenol is a member of phenylethanolamines.

名称と識別子

優先名称
Metaproterenol
IUPAC
5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol
現地名
オルシプレナリン
英語名
Orciprenaline
分子式
C11H17NO3
分子量
211.26

名称と別名

metaproterenolORCIPRENALINE586-06-1OrciprenalinaOrciprenalinum(RS)-1-(3,5-Dihydroxyphenyl)-2-isopropylaminoethanol5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol53QOG569E03,5-Dihydroxy-alpha-((isopropylamino)methyl)benzyl alcoholNSC-757089CHEBI:6792DTXSID8048529
名称をさらに表示
5-[1-ヒドロキシ-2-[(1-メチルエチル)アミノ]エチル]-1,3-ベンゼンジオール1-(3,5-ジヒドロキシフェニル)-2-(イソプロピルアミノ)エタノール3,5-ジヒドロキシ-α-[(イソプロピルアミノ)メチル]ベンジルアルコールメタプロテレノール5-[2-(イソプロピルアミノ)-1-ヒドロキシエチル]-1,3-ベンゼンジオールオルシプレナリン5-[1-ヒドロキシ-2-(イソプロピルアミノ)エチル]-1,3-ベンゼンジオール5-{1-ヒドロキシ-2-[(プロパン-2-イル)アミノ]エチル}ベンゼン-1,3-ジオールOrciprenaline USP/EP/BPEpinephrine Impurity 43Orciprenaline & Orciprenaline SulfateIsoprenaline Hydrochloride Impurity 28Metaproterenol (base and/or unspecified salts)1-(3,5-dihydroxyphenyl)-2-isopropylaminoethanol5-[1-hydroxy-2-(isopropylamino)ethyl]resorcinol5-[2-(Isopropylamino)-1-hydroxyethyl]-1,3-benzenediol3,5-Dihydroxy-a-[(isopropylamino)methyl]benzyl alcohol
5-(1-hydroxy-2-((propan-2-yl)amino)ethyl)benzene-1,3-diolRefChem:856847Polistirex, MetaproterenolDTXCID9027996CHEBI:82719R03AB03R03CB03209-569-1

データベース識別子

CAS
586-06-1
PubChem CID
4086
DTXSID
DTXSID8048529
ChEMBL
CHEMBL776
ChEBI
CHEBI:6792
UNII
53QOG569E0
EC Number
209-569-1
Nikkaji
J6.736I

物性

構造計算による物性

XLogP
0.7
極性表面積
72.7 Ų
水素結合供与体数
4
水素結合受容体数
4
回転可能結合数
4
重原子数
15

実験および物理化学的性質

DrugsPharmaceutical
LogP1
Solubility · 2 件

9.7mg/L

6.92e+00 g/L

Human Drugs · 2 件

Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists

Pharmaceuticals

Melting Point100 °C
Physical DescriptionSolid

物理化学的性質

融点
100 ° · 100°
沸点
350.94 °C · 350.94°C (rough estimate)
比重(密度)
1.124 · 1.1240 (rough estimate)
屈折率
1.5718 · 1.5718 (estimate)
酸解離定数(Pka)
9.11 · 9.11±0.10(Predicted)
CAS データベース
586 · 586-06-1(CAS DataBase Reference)

安全と法規制

GHS分類

GHS ClassificationNot Classified

危険有害性情報

Regulatory Information1,3-Benzenediol, 5-1-hydroxy-2-(1-methylethyl)aminoethyl-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1,3-Benzenediol, 5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]-: Environment tier I assessment
Hazard Classes and CategoriesNot Classified

毒性情報

Drug Induced Liver Injury · 6 件

Benchmark Dataset for the Liver Toxicity Knowledge Base (LTKB)

metaproterenol

Medihaler-Iso

Adrenergics

Not Applicable

no-DILI-concern

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

化学と産業

薬理情報

ATC Code · 4 件

R - Respiratory system

R - Respiratory system

QR - Respiratory system

QR - Respiratory system

Pharmacodynamics · 1 件

Orciprenaline (also known as metaproterenol), a synthetic amine, is structurally and pharmacologically similar to isoproterenol. Orciprenaline is used exclusively as a bronchodilator. The pharmacological effects of beta adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (ATP) to cyclic- 3',5'- adenosine monophosphate (c-AMP). Increased cAMP levels lead to relaxation of bronchial smooth muscles and inhibition of the release of inalammatory mediators from mast cells that are involved in promoting immediate hypersensitivity .

Mechanism of Action · 1 件

Orciprenaline stimulates the β2-adrenergic receptor expressed in the lungs, uterus, and vasculature supplying skeletal muscles by acting as a moderately selective agonist. It exerts minimal or no effect on alpha-adrenergic receptors. Intracellularly, the actions of orciprenaline are mediated by cAMP, the production of which is augmented by beta stimulation. The drug is believed to work by activating adenylate cyclase, the enzyme responsible for producing the cellular mediator cAMP.

Biological Half-Life6 hours
Metabolism/MetabolitesHepatic and gastric. The major metabolite, orciprenaline-3-0-sulfate, is produced in the gastrointestinal tract. Orciprenaline is not metabolized by catechol-0-methyltransferase nor have glucuronide conjugates been isolated to date.
FDA Pharmacological Classification · 5 件

53QOG569E0

METAPROTERENOL

Mechanisms of Action [MoA] - Adrenergic beta2-Agonists

Established Pharmacologic Class [EPC] - beta2-Adrenergic Agonist

Metaproterenol is a beta2-Adrenergic Agonist. The mechanism of action of metaproterenol is as an Adrenergic beta2-Agonist.

用途と製造

Use ClassificationPharmaceuticals

応用分野

使用Bronchodilator.

上流・下流製品情報

サプライヤー31 社

北京华美互利生物化工010-56205725 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
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湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
武汉布林科技有限公司3456065315 13260619011 · [email protected]

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