This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Metergoline
Accession Number
DB13520
Type
Small Molecule
Groups
Experimental
Description

Metergoline is an ergot-derived psychoactive drug that acts as a ligand for serotonin and dopamine receptors. Metergoline is an antagonist at various 5-HT receptor subtypes at a relatively low concentration and agonist at dopamine receptors [A27181]. Its use has been studied in various clinical settings such as a treatment for seasonal affective disorder, prolactin hormone regulation due to its inhibitory effect on prolactin release [1], premenstrual dysphoric disorder in women and antianxiety treatment [2].

Structure
Thumb
Synonyms
Not Available
External IDs
FI 6337 / FI-6337
Categories
UNII
1501393LY5
CAS number
17692-51-2
Weight
Average: 403.526
Monoisotopic: 403.225977186
Chemical Formula
C25H29N3O2
InChI Key
WZHJKEUHNJHDLS-QTGUNEKASA-N
InChI
InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
IUPAC Name
N-{[(2R,4R,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl}(benzyloxy)carboximidic acid
SMILES
[H][[email protected]]1(CN=C(O)OCC2=CC=CC=C2)CN(C)[[email protected]]2([H])CC3=CN(C)C4=CC=CC(=C34)[[email protected]@]2([H])C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USodium channel protein type 2 subunit alpha
inhibitor
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AcetaminophenThe risk or severity of adverse effects can be increased when Metergoline is combined with Acetaminophen.Approved
AcetazolamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Acetazolamide.Approved, Vet Approved
AldesleukinThe risk or severity of adverse effects can be increased when Metergoline is combined with Aldesleukin.Approved
AlprazolamThe risk or severity of adverse effects can be increased when Metergoline is combined with Alprazolam.Approved, Illicit, Investigational
AmbroxolThe risk or severity of adverse effects can be increased when Metergoline is combined with Ambroxol.Approved, Investigational
AmlodipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Amlodipine.Approved
AmprenavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Amprenavir.Approved
AnastrozoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Anastrozole.Approved, Investigational
AntipyrineThe risk or severity of adverse effects can be increased when Metergoline is combined with Antipyrine.Approved
Arsenic trioxideThe risk or severity of adverse effects can be increased when Metergoline is combined with Arsenic trioxide.Approved, Investigational
AstemizoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Astemizole.Approved, Withdrawn
AtazanavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Atazanavir.Approved, Investigational
AtomoxetineThe risk or severity of adverse effects can be increased when Metergoline is combined with Atomoxetine.Approved
AtorvastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Atorvastatin.Approved
AzelastineThe risk or severity of adverse effects can be increased when Metergoline is combined with Azelastine.Approved
AzithromycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Azithromycin.Approved
BetamethasoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Betamethasone.Approved, Vet Approved
BicalutamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Bicalutamide.Approved
BifonazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Bifonazole.Approved, Investigational
BoceprevirThe risk or severity of adverse effects can be increased when Metergoline is combined with Boceprevir.Approved, Withdrawn
BortezomibThe risk or severity of adverse effects can be increased when Metergoline is combined with Bortezomib.Approved, Investigational
Brentuximab vedotinThe risk or severity of adverse effects can be increased when Metergoline is combined with Brentuximab vedotin.Approved
BromocriptineThe risk or severity of adverse effects can be increased when Metergoline is combined with Bromocriptine.Approved, Investigational
BuprenorphineThe risk or severity of adverse effects can be increased when Metergoline is combined with Buprenorphine.Approved, Illicit, Investigational, Vet Approved
CabergolineThe risk or severity of adverse effects can be increased when Metergoline is combined with Cabergoline.Approved
CaffeineThe risk or severity of adverse effects can be increased when Metergoline is combined with Caffeine.Approved
CapsaicinThe risk or severity of adverse effects can be increased when Metergoline is combined with Capsaicin.Approved
CaspofunginThe risk or severity of adverse effects can be increased when Metergoline is combined with Caspofungin.Approved
CeritinibThe risk or severity of adverse effects can be increased when Metergoline is combined with Ceritinib.Approved
CerivastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Cerivastatin.Withdrawn
ChloramphenicolThe risk or severity of adverse effects can be increased when Metergoline is combined with Chloramphenicol.Approved, Vet Approved
ChlorzoxazoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Chlorzoxazone.Approved
CilostazolThe risk or severity of adverse effects can be increased when Metergoline is combined with Cilostazol.Approved
CiprofloxacinThe risk or severity of adverse effects can be increased when Metergoline is combined with Ciprofloxacin.Approved, Investigational
CisaprideThe risk or severity of adverse effects can be increased when Metergoline is combined with Cisapride.Approved, Investigational, Withdrawn
ClarithromycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Clarithromycin.Approved
ClemastineThe risk or severity of adverse effects can be increased when Metergoline is combined with Clemastine.Approved
ClindamycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Clindamycin.Approved, Vet Approved
ClofazimineThe risk or severity of adverse effects can be increased when Metergoline is combined with Clofazimine.Approved, Investigational
ClomifeneThe risk or severity of adverse effects can be increased when Metergoline is combined with Clomifene.Approved, Investigational
ClotiazepamThe risk or severity of adverse effects can be increased when Metergoline is combined with Clotiazepam.Approved, Illicit
ClotrimazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Clotrimazole.Approved, Vet Approved
ClozapineThe risk or severity of adverse effects can be increased when Metergoline is combined with Clozapine.Approved
CobicistatThe risk or severity of adverse effects can be increased when Metergoline is combined with Cobicistat.Approved
CocaineThe risk or severity of adverse effects can be increased when Metergoline is combined with Cocaine.Approved, Illicit
ColchicineThe risk or severity of adverse effects can be increased when Metergoline is combined with Colchicine.Approved
ConivaptanThe risk or severity of adverse effects can be increased when Metergoline is combined with Conivaptan.Approved, Investigational
Cortisone acetateThe risk or severity of adverse effects can be increased when Metergoline is combined with Cortisone acetate.Approved
CrizotinibThe risk or severity of adverse effects can be increased when Metergoline is combined with Crizotinib.Approved
CyclophosphamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Cyclophosphamide.Approved, Investigational
CyclosporineThe risk or severity of adverse effects can be increased when Metergoline is combined with Cyclosporine.Approved, Investigational, Vet Approved
DalfopristinThe risk or severity of adverse effects can be increased when Metergoline is combined with Dalfopristin.Approved
DanazolThe risk or severity of adverse effects can be increased when Metergoline is combined with Danazol.Approved
DarunavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Darunavir.Approved
DasatinibThe risk or severity of adverse effects can be increased when Metergoline is combined with Dasatinib.Approved, Investigational
DaunorubicinThe risk or severity of adverse effects can be increased when Metergoline is combined with Daunorubicin.Approved
DelavirdineThe risk or severity of adverse effects can be increased when Metergoline is combined with Delavirdine.Approved
DesipramineThe risk or severity of adverse effects can be increased when Metergoline is combined with Desipramine.Approved
DexamethasoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Dexamethasone.Approved, Investigational, Vet Approved
DextropropoxypheneThe risk or severity of adverse effects can be increased when Metergoline is combined with Dextropropoxyphene.Approved, Illicit, Investigational, Withdrawn
DiazepamThe risk or severity of adverse effects can be increased when Metergoline is combined with Diazepam.Approved, Illicit, Vet Approved
DiethylstilbestrolThe risk or severity of adverse effects can be increased when Metergoline is combined with Diethylstilbestrol.Approved, Investigational
DihydroergotamineThe risk or severity of adverse effects can be increased when Metergoline is combined with Dihydroergotamine.Approved
Dimethyl sulfoxideThe risk or severity of adverse effects can be increased when Metergoline is combined with Dimethyl sulfoxide.Approved, Vet Approved
DocetaxelThe risk or severity of adverse effects can be increased when Metergoline is combined with Docetaxel.Approved, Investigational
DoxorubicinThe risk or severity of adverse effects can be increased when Metergoline is combined with Doxorubicin.Approved, Investigational
DoxycyclineThe risk or severity of adverse effects can be increased when Metergoline is combined with Doxycycline.Approved, Investigational, Vet Approved
DronedaroneThe risk or severity of adverse effects can be increased when Metergoline is combined with Dronedarone.Approved
EconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Econazole.Approved
EfavirenzThe risk or severity of adverse effects can be increased when Metergoline is combined with Efavirenz.Approved, Investigational
ElbasvirThe risk or severity of adverse effects can be increased when Metergoline is combined with Elbasvir.Approved
EnasidenibThe risk or severity of adverse effects can be increased when Metergoline is combined with Enasidenib.Approved
EpinephrineThe risk or severity of adverse effects can be increased when Metergoline is combined with Epinephrine.Approved, Vet Approved
Ergoloid mesylateThe risk or severity of adverse effects can be increased when Metergoline is combined with Ergoloid mesylate.Approved
ErgonovineThe risk or severity of adverse effects can be increased when Metergoline is combined with Ergonovine.Approved
ErgotamineThe risk or severity of adverse effects can be increased when Metergoline is combined with Ergotamine.Approved
ErythromycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Erythromycin.Approved, Vet Approved
EthanolThe risk or severity of adverse effects can be increased when Metergoline is combined with Ethanol.Approved
EtoposideThe risk or severity of adverse effects can be increased when Metergoline is combined with Etoposide.Approved
EtoricoxibThe risk or severity of adverse effects can be increased when Metergoline is combined with Etoricoxib.Approved, Investigational
EzetimibeThe risk or severity of adverse effects can be increased when Metergoline is combined with Ezetimibe.Approved
FelodipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Felodipine.Approved, Investigational
FentanylThe risk or severity of adverse effects can be increased when Metergoline is combined with Fentanyl.Approved, Illicit, Investigational, Vet Approved
FluoxetineThe risk or severity of adverse effects can be increased when Metergoline is combined with Fluoxetine.Approved, Vet Approved
Fluticasone propionateThe risk or severity of adverse effects can be increased when Metergoline is combined with Fluticasone propionate.Approved
FluvastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Fluvastatin.Approved
FluvoxamineThe risk or severity of adverse effects can be increased when Metergoline is combined with Fluvoxamine.Approved, Investigational
FosamprenavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Fosamprenavir.Approved
FosaprepitantThe risk or severity of adverse effects can be increased when Metergoline is combined with Fosaprepitant.Approved
GemfibrozilThe risk or severity of adverse effects can be increased when Metergoline is combined with Gemfibrozil.Approved
GlyburideThe risk or severity of adverse effects can be increased when Metergoline is combined with Glyburide.Approved
Glycerol PhenylbutyrateThe risk or severity of adverse effects can be increased when Metergoline is combined with Glycerol Phenylbutyrate.Approved
HaloperidolThe risk or severity of adverse effects can be increased when Metergoline is combined with Haloperidol.Approved
HistamineThe risk or severity of adverse effects can be increased when Metergoline is combined with Histamine.Approved, Investigational
HydralazineThe risk or severity of adverse effects can be increased when Metergoline is combined with Hydralazine.Approved
HydrocortisoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Hydrocortisone.Approved, Vet Approved
IdelalisibThe risk or severity of adverse effects can be increased when Metergoline is combined with Idelalisib.Approved
IfosfamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Ifosfamide.Approved
IloperidoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Iloperidone.Approved
ImatinibThe risk or severity of adverse effects can be increased when Metergoline is combined with Imatinib.Approved
IndinavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Indinavir.Approved
indisulamThe risk or severity of adverse effects can be increased when Metergoline is combined with indisulam.Investigational
IrbesartanThe risk or severity of adverse effects can be increased when Metergoline is combined with Irbesartan.Approved, Investigational
IrinotecanThe risk or severity of adverse effects can be increased when Metergoline is combined with Irinotecan.Approved, Investigational
IsavuconazoniumThe risk or severity of adverse effects can be increased when Metergoline is combined with Isavuconazonium.Approved, Investigational
IsoniazidThe risk or severity of adverse effects can be increased when Metergoline is combined with Isoniazid.Approved
IsradipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Isradipine.Approved
ItraconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Itraconazole.Approved, Investigational
IvacaftorThe risk or severity of adverse effects can be increased when Metergoline is combined with Ivacaftor.Approved
JosamycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Josamycin.Approved, Investigational
KetazolamThe risk or severity of adverse effects can be increased when Metergoline is combined with Ketazolam.Approved
KetoconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Ketoconazole.Approved, Investigational
LansoprazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Lansoprazole.Approved, Investigational
LapatinibThe risk or severity of adverse effects can be increased when Metergoline is combined with Lapatinib.Approved, Investigational
LercanidipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Lercanidipine.Approved, Investigational
LevofloxacinThe risk or severity of adverse effects can be increased when Metergoline is combined with Levofloxacin.Approved, Investigational
LevosalbutamolThe risk or severity of adverse effects can be increased when Metergoline is combined with Levosalbutamol.Approved
LidocaineThe risk or severity of adverse effects can be increased when Metergoline is combined with Lidocaine.Approved, Vet Approved
LinagliptinThe risk or severity of adverse effects can be increased when Metergoline is combined with Linagliptin.Approved
LomitapideThe risk or severity of adverse effects can be increased when Metergoline is combined with Lomitapide.Approved
LomustineThe risk or severity of adverse effects can be increased when Metergoline is combined with Lomustine.Approved
LopinavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Lopinavir.Approved
LoratadineThe risk or severity of adverse effects can be increased when Metergoline is combined with Loratadine.Approved
LosartanThe risk or severity of adverse effects can be increased when Metergoline is combined with Losartan.Approved
LovastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Lovastatin.Approved, Investigational
LuliconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Luliconazole.Approved
LurasidoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Lurasidone.Approved
ManidipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Manidipine.Approved, Investigational
MefloquineThe risk or severity of adverse effects can be increased when Metergoline is combined with Mefloquine.Approved
MequitazineThe risk or severity of adverse effects can be increased when Metergoline is combined with Mequitazine.Approved
MethadoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Methadone.Approved
MethazolamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Methazolamide.Approved
MethimazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Methimazole.Approved
MethylergometrineThe risk or severity of adverse effects can be increased when Metergoline is combined with Methylergometrine.Approved
MethylprednisoloneThe risk or severity of adverse effects can be increased when Metergoline is combined with Methylprednisolone.Approved, Vet Approved
MetronidazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Metronidazole.Approved
MetyraponeThe risk or severity of adverse effects can be increased when Metergoline is combined with Metyrapone.Approved
MibefradilThe risk or severity of adverse effects can be increased when Metergoline is combined with Mibefradil.Investigational, Withdrawn
MiconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Miconazole.Approved, Investigational, Vet Approved
MidazolamThe risk or severity of adverse effects can be increased when Metergoline is combined with Midazolam.Approved, Illicit
MifepristoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Mifepristone.Approved, Investigational
MirtazapineThe risk or severity of adverse effects can be increased when Metergoline is combined with Mirtazapine.Approved
MitoxantroneThe risk or severity of adverse effects can be increased when Metergoline is combined with Mitoxantrone.Approved, Investigational
ModafinilThe risk or severity of adverse effects can be increased when Metergoline is combined with Modafinil.Approved, Investigational
NelfinavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Nelfinavir.Approved
NetupitantThe risk or severity of adverse effects can be increased when Metergoline is combined with Netupitant.Approved
NevirapineThe risk or severity of adverse effects can be increased when Metergoline is combined with Nevirapine.Approved
NicardipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Nicardipine.Approved
NicotinamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Nicotinamide.Approved
NifedipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Nifedipine.Approved
NilotinibThe risk or severity of adverse effects can be increased when Metergoline is combined with Nilotinib.Approved, Investigational
NilvadipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Nilvadipine.Approved, Investigational
NisoldipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Nisoldipine.Approved
NitrendipineThe risk or severity of adverse effects can be increased when Metergoline is combined with Nitrendipine.Approved, Investigational
Nitric OxideThe risk or severity of adverse effects can be increased when Metergoline is combined with Nitric Oxide.Approved
NorfloxacinThe risk or severity of adverse effects can be increased when Metergoline is combined with Norfloxacin.Approved
NoscapineThe risk or severity of adverse effects can be increased when Metergoline is combined with Noscapine.Investigational
OlanzapineThe risk or severity of adverse effects can be increased when Metergoline is combined with Olanzapine.Approved, Investigational
OlaparibThe risk or severity of adverse effects can be increased when Metergoline is combined with Olaparib.Approved
OmeprazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Omeprazole.Approved, Investigational, Vet Approved
OxybutyninThe risk or severity of adverse effects can be increased when Metergoline is combined with Oxybutynin.Approved, Investigational
OxymetholoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Oxymetholone.Approved, Illicit
PaclitaxelThe risk or severity of adverse effects can be increased when Metergoline is combined with Paclitaxel.Approved, Vet Approved
PalbociclibThe risk or severity of adverse effects can be increased when Metergoline is combined with Palbociclib.Approved
ParamethasoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Paramethasone.Approved
PazopanibThe risk or severity of adverse effects can be increased when Metergoline is combined with Pazopanib.Approved
PergolideThe risk or severity of adverse effects can be increased when Metergoline is combined with Pergolide.Approved, Investigational, Vet Approved, Withdrawn
PhenelzineThe risk or severity of adverse effects can be increased when Metergoline is combined with Phenelzine.Approved
PilocarpineThe risk or severity of adverse effects can be increased when Metergoline is combined with Pilocarpine.Approved
PimozideThe risk or severity of adverse effects can be increased when Metergoline is combined with Pimozide.Approved
PosaconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Posaconazole.Approved, Investigational, Vet Approved
PravastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Pravastatin.Approved
PrednisoloneThe risk or severity of adverse effects can be increased when Metergoline is combined with Prednisolone.Approved, Vet Approved
PrednisoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Prednisone.Approved, Vet Approved
PrimaquineThe risk or severity of adverse effects can be increased when Metergoline is combined with Primaquine.Approved
ProgesteroneThe risk or severity of adverse effects can be increased when Metergoline is combined with Progesterone.Approved, Vet Approved
PropofolThe risk or severity of adverse effects can be increased when Metergoline is combined with Propofol.Approved, Investigational, Vet Approved
QuinidineThe risk or severity of adverse effects can be increased when Metergoline is combined with Quinidine.Approved
QuinineThe risk or severity of adverse effects can be increased when Metergoline is combined with Quinine.Approved
QuinupristinThe risk or severity of adverse effects can be increased when Metergoline is combined with Quinupristin.Approved
RabeprazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Rabeprazole.Approved, Investigational
RaloxifeneThe risk or severity of adverse effects can be increased when Metergoline is combined with Raloxifene.Approved, Investigational
RanitidineThe risk or severity of adverse effects can be increased when Metergoline is combined with Ranitidine.Approved
RanolazineThe risk or severity of adverse effects can be increased when Metergoline is combined with Ranolazine.Approved, Investigational
RegorafenibThe risk or severity of adverse effects can be increased when Metergoline is combined with Regorafenib.Approved
RepaglinideThe risk or severity of adverse effects can be increased when Metergoline is combined with Repaglinide.Approved, Investigational
ResveratrolThe risk or severity of adverse effects can be increased when Metergoline is combined with Resveratrol.Approved, Experimental, Investigational
RilpivirineThe risk or severity of adverse effects can be increased when Metergoline is combined with Rilpivirine.Approved
RisperidoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Risperidone.Approved, Investigational
RitonavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Ritonavir.Approved, Investigational
RivastigmineThe risk or severity of adverse effects can be increased when Metergoline is combined with Rivastigmine.Approved, Investigational
RolitetracyclineThe risk or severity of adverse effects can be increased when Metergoline is combined with Rolitetracycline.Approved
RosuvastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Rosuvastatin.Approved
RoxithromycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Roxithromycin.Approved, Investigational, Withdrawn
RucaparibThe risk or severity of adverse effects can be increased when Metergoline is combined with Rucaparib.Approved, Investigational
RutinThe risk or severity of adverse effects can be increased when Metergoline is combined with Rutin.Experimental, Investigational
SalbutamolThe risk or severity of adverse effects can be increased when Metergoline is combined with Salbutamol.Approved, Vet Approved
SaquinavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Saquinavir.Approved, Investigational
SarilumabThe risk or severity of adverse effects can be increased when Metergoline is combined with Sarilumab.Approved
SertralineThe risk or severity of adverse effects can be increased when Metergoline is combined with Sertraline.Approved
SildenafilThe risk or severity of adverse effects can be increased when Metergoline is combined with Sildenafil.Approved, Investigational
SimeprevirThe risk or severity of adverse effects can be increased when Metergoline is combined with Simeprevir.Approved
SimvastatinThe risk or severity of adverse effects can be increased when Metergoline is combined with Simvastatin.Approved
SirolimusThe risk or severity of adverse effects can be increased when Metergoline is combined with Sirolimus.Approved, Investigational
SitaxentanThe risk or severity of adverse effects can be increased when Metergoline is combined with Sitaxentan.Approved, Investigational, Withdrawn
SorafenibThe risk or severity of adverse effects can be increased when Metergoline is combined with Sorafenib.Approved, Investigational
StiripentolThe risk or severity of adverse effects can be increased when Metergoline is combined with Stiripentol.Approved
SulfamethoxazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Sulfamethoxazole.Approved
SulfanilamideThe risk or severity of adverse effects can be increased when Metergoline is combined with Sulfanilamide.Approved
SulfinpyrazoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Sulfinpyrazone.Approved
SulfisoxazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Sulfisoxazole.Approved, Vet Approved
TacrolimusThe risk or severity of adverse effects can be increased when Metergoline is combined with Tacrolimus.Approved, Investigational
TadalafilThe risk or severity of adverse effects can be increased when Metergoline is combined with Tadalafil.Approved, Investigational
TamoxifenThe risk or severity of adverse effects can be increased when Metergoline is combined with Tamoxifen.Approved
TelaprevirThe risk or severity of adverse effects can be increased when Metergoline is combined with Telaprevir.Approved, Withdrawn
TelithromycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Telithromycin.Approved
TemsirolimusThe risk or severity of adverse effects can be increased when Metergoline is combined with Temsirolimus.Approved
TeniposideThe risk or severity of adverse effects can be increased when Metergoline is combined with Teniposide.Approved
TerfenadineThe risk or severity of adverse effects can be increased when Metergoline is combined with Terfenadine.Withdrawn
TesmilifeneThe risk or severity of adverse effects can be increased when Metergoline is combined with Tesmilifene.Investigational
TestosteroneThe risk or severity of adverse effects can be increased when Metergoline is combined with Testosterone.Approved, Investigational
TetracyclineThe risk or severity of adverse effects can be increased when Metergoline is combined with Tetracycline.Approved, Vet Approved
ThiopentalThe risk or severity of adverse effects can be increased when Metergoline is combined with Thiopental.Approved, Vet Approved
TicagrelorThe risk or severity of adverse effects can be increased when Metergoline is combined with Ticagrelor.Approved
TiclopidineThe risk or severity of adverse effects can be increased when Metergoline is combined with Ticlopidine.Approved
TioconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Tioconazole.Approved
TipranavirThe risk or severity of adverse effects can be increased when Metergoline is combined with Tipranavir.Approved, Investigational
TofisopamThe risk or severity of adverse effects can be increased when Metergoline is combined with Tofisopam.Approved
TopiroxostatThe risk or severity of adverse effects can be increased when Metergoline is combined with Topiroxostat.Approved, Investigational
TopotecanThe risk or severity of adverse effects can be increased when Metergoline is combined with Topotecan.Approved, Investigational
TramadolThe risk or severity of adverse effects can be increased when Metergoline is combined with Tramadol.Approved, Investigational
TranylcypromineThe risk or severity of adverse effects can be increased when Metergoline is combined with Tranylcypromine.Approved
TroglitazoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Troglitazone.Investigational, Withdrawn
TroleandomycinThe risk or severity of adverse effects can be increased when Metergoline is combined with Troleandomycin.Approved
Valproic AcidThe risk or severity of adverse effects can be increased when Metergoline is combined with Valproic Acid.Approved, Investigational
VenlafaxineThe risk or severity of adverse effects can be increased when Metergoline is combined with Venlafaxine.Approved
VinblastineThe risk or severity of adverse effects can be increased when Metergoline is combined with Vinblastine.Approved
VincristineThe risk or severity of adverse effects can be increased when Metergoline is combined with Vincristine.Approved, Investigational
VinorelbineThe risk or severity of adverse effects can be increased when Metergoline is combined with Vinorelbine.Approved, Investigational
VoriconazoleThe risk or severity of adverse effects can be increased when Metergoline is combined with Voriconazole.Approved, Investigational
ZafirlukastThe risk or severity of adverse effects can be increased when Metergoline is combined with Zafirlukast.Approved, Investigational
ZiprasidoneThe risk or severity of adverse effects can be increased when Metergoline is combined with Ziprasidone.Approved
ZucapsaicinThe risk or severity of adverse effects can be increased when Metergoline is combined with Zucapsaicin.Approved
Food Interactions
Not Available

References

General References
  1. Delitala G: Stimulating action of sulpiride and pimozide on prolactin release. Effect on bromocriptine, L-dopa and metergoline administration. Acta Endocrinol (Copenh). 1977 Oct;86(2):251-6. [PubMed:578618]
  2. Graeff FG, Zuardi AW, Giglio JS, Lima Filho EC, Karniol IG: Effect of metergoline on human anxiety. Psychopharmacology (Berl). 1985;86(3):334-8. [PubMed:3929304]
External Links
PubChem Compound
28693
PubChem Substance
347829303
ChemSpider
26687
BindingDB
30704
ChEBI
64216
ChEMBL
CHEMBL19215
ATC Codes
G02CB05 — Metergoline

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0109 mg/mLALOGPS
logP3.99ALOGPS
logP2.04ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)4.35ChemAxon
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.99 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity120.09 m3·mol-1ChemAxon
Polarizability47.33 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0ir0-4794200000-d04091d908ab86f9807e

Taxonomy

Description
This compound belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Indoloquinolines
Direct Parent
Indoloquinolines
Alternative Parents
Ergoline and derivatives / Benzoquinolines / Pyrroloquinolines / 3-alkylindoles / Benzyloxycarbonyls / N-alkylindoles / Isoindoles and derivatives / Aralkylamines / Piperidines / N-methylpyrroles
show 9 more
Substituents
Ergoline skeleton / Indoloquinoline / Benzoquinoline / Pyrroloquinoline / Benzyloxycarbonyl / N-alkylindole / 3-alkylindole / Indole / Indole or derivatives / Isoindole or derivatives
show 24 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
carbamate ester, ergoline alkaloid (CHEBI:64216)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Voltage-gated sodium channel activity
Specific Function
Mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a...
Gene Name
SCN2A
Uniprot ID
Q99250
Uniprot Name
Sodium channel protein type 2 subunit alpha
Molecular Weight
227972.64 Da
References
  1. Lee JH, Liu J, Shin M, Hong M, Nah SY, Bae H: Metergoline inhibits the neuronal Nav1.2 voltage-dependent Na(+) channels expressed in Xenopus oocytes. Acta Pharmacol Sin. 2014 Jul;35(7):862-8. doi: 10.1038/aps.2014.30. Epub 2014 Jun 9. [PubMed:24909513]

Drug created on June 23, 2017 14:43 / Updated on December 01, 2017 16:42