Orciprenalin

Metaproterenol

HCID 4086CAS 586-06-1

Grundinformationen

Standard-SMILES
CC(C)NCC(O)c1cc(O)cc(O)c1
InChIKey
LMOINURANNBYCM-UHFFFAOYSA-N
Summenformel
C11H17NO3
Durchschnittliche Molmasse
211,26 g/mol
Monoisotopische Masse
211,1208434

Überblick

Metaproterenol is a member of phenylethanolamines.

Namen und Bezeichner

Bevorzugter Name
Metaproterenol
IUPAC
5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol
Lokaler Name
Orciprenalin
Englischer Name
Orciprenaline
Summenformel
C11H17NO3
Molmasse
211.26

Namen und Synonyme

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
Weitere Namen anzeigen
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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,7
Polarare Oberfläche (TPSA)
72,7 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
4
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceutical
LogP1
Solubility · 2 Einträge

9.7mg/L

6.92e+00 g/L

Human Drugs · 2 Einträge

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

Pharmaceuticals

Melting Point100 °C
Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt
100 ° · 100°
Siedepunkt
350.94 °C · 350.94°C (rough estimate)
Dichte
1.124 · 1.1240 (rough estimate)
Brechungsindex
1.5718 · 1.5718 (estimate)
pka
9.11 · 9.11±0.10(Predicted)
CAS Datenbank
586 · 586-06-1(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS ClassificationNot Classified

Gefahrenhinweise

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

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

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

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 4 Einträge

R - Respiratory system

R - Respiratory system

QR - Respiratory system

QR - Respiratory system

Pharmacodynamics · 1 Eintrag

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 Eintrag

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 Einträge

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.

Verwendung und Herstellung

Use ClassificationPharmaceuticals

Anwendungen

VerwendenBronchodilator.

Vor- und nachgelagerte Produkte

Anbieter31 Anbieter

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]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
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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