Metergolina

Also known as FI-6337, liserdol, metergoline phenylmethyl ester, D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester, Metergolin, D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline, (+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester, 1-Methyl-N-carbobenzyloxydihydro-D-lysergamin

composto chimico

Chemical data

Formula: C25H29N3O2
Molecular weight: 403.5 g/mol
IUPAC name: benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate
SMILES: CN1C[C@@H](C[C@H]2[C@H]1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5
InChIKey: WZHJKEUHNJHDLS-QTGUNEKASA-N
XLogP: 3.8
Polar surface area: 46.5 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Research

1,099 papers

Metergoline Shares Properties with Atypical Antipsychotic Drugs Identified by Gene Expression Signature Screen.Neurotoxicity research · 2023
Metergoline-induced cell death in Candida krusei.Fungal biology · 2011
Metergoline inhibits the neuronal Nav1.2 voltage-dependent Na(+) channels expressed in Xenopus oocytes.Acta pharmacologica Sinica · 2014
Endocrine profile and therapeutic employment of a new prolactin-lowering drug, metergoline.Gynecologic and obstetric investigation · 1980
Molecular basis involved in the blocking effect of antidepressant metergoline on C-type inactivation of Kv1.4 channel.Neuropharmacology · 2019

via PubMed

Wikidata facts

Mass: 403.225977

Show 5 more facts

chemical formula: C₂₅H₂₉N₃O₂
subject has role: dopamine agonist
isomeric SMILES: CN1C[C@@H](C[C@H]2[C@H]1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5
canonical SMILES: CN1CC(CC2C1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5
World Health Organisation international non-proprietary name: metergoline

Sources (3)

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