Structure via PubChem · Public domain (PubChem)
metergoline
Sign in to saveAlso 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
Metergoline (, ), also known as methergoline and sold under the brand names Contralac (veterinary) and Liserdol (clinical), is a monoaminergic medication of the ergoline group which is used as a prolactin inhibitor in the treatment of hyperprolactinemia (high prolactin levels) and to suppress lactation.
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 Ų
- 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
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Pharmacology
- Pharmacodynamics
- References
- External links
Metergoline (, ), also known as methergoline and sold under the brand names Contralac (veterinary) and Liserdol (clinical), is a monoaminergic medication of the ergoline group which is used as a prolactin inhibitor in the treatment of hyperprolactinemia (high prolactin levels) and to suppress lactation.
==Pharmacology==
Excerpted from Wikipedia’s “metergoline” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0