Identification

Name
Nicergoline
Accession Number
DB00699  (APRD00617)
Type
Small Molecule
Groups
Approved, Investigational
Description

An ergot derivative that has been used as a cerebral vasodilator and in peripheral vascular disease. It has been suggested to ameliorate cognitive deficits in cerebrovascular disease. [PubChem]

Structure
Thumb
Synonyms
  • Nicergolin
  • Nicergolina
  • Nicergoline
  • Nicergolinum
  • Sermion
External IDs
FI-6714
International/Other Brands
Sermion
Categories
UNII
JCV8365FWN
CAS number
27848-84-6
Weight
Average: 484.386
Monoisotopic: 483.11575436
Chemical Formula
C24H26BrN3O3
InChI Key
YSEXMKHXIOCEJA-FVFQAYNVSA-N
InChI
InChI=1S/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/t15-,21-,24+/m1/s1
IUPAC Name
[(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate
SMILES
[H][[email protected]@]12CC3=CN(C)C4=CC=CC(=C34)[[email protected]]1(C[[email protected]@H](COC(=O)C1=CC(Br)=CN=C1)CN2C)OC

Pharmacology

Indication

For the treatment of senile dementia, migraines of vascular origin, transient ischemia, platelet hyper-aggregability, and macular degeneration.

Structured Indications
Not Available
Pharmacodynamics

Nicergoline is a potent vasodilator (improves brain blood flow). On the cerebral level it prompts a lowering of vascular resistance, an increase in arterial flow and stimulates the use of oxygen and glucose. Nicergoline also improves blood circulation in the lungs and limbs and has been shown to inhibit blood platelet aggregation.

Mechanism of action

Nicergoline acts by inhibiting the postsynaptic alpha(1)-adrenoceptors on vascular smooth muscle. This inhibits the vasoconstrictor effect of circulating and locally released catecholamines (epinephrine and norepinephrine), resulting in peripheral vasodilation. Therefore the mechanism of Nicergoline is to increase vascular circulation in the brain, thereby enhancing the transmission of nerve signals across the nerve fibres, which secrete acetylcholine as a neural transmitter.

TargetActionsOrganism
AAlpha-1A adrenergic receptor
antagonist
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
  • Humans and other mammals
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AbirateroneThe serum concentration of Nicergoline can be increased when it is combined with Abiraterone.Approved
AcetaminophenThe risk or severity of adverse effects can be increased when Nicergoline is combined with Acetaminophen.Approved
AcetazolamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Acetazolamide.Approved, Vet Approved
AldesleukinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Aldesleukin.Approved
AlprazolamThe risk or severity of adverse effects can be increased when Nicergoline is combined with Alprazolam.Approved, Illicit, Investigational
AmbroxolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ambroxol.Approved, Investigational
AmiodaroneThe metabolism of Nicergoline can be decreased when combined with Amiodarone.Approved, Investigational
AmlodipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Amlodipine.Approved
AmprenavirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Amprenavir.Approved
AnastrozoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Anastrozole.Approved, Investigational
AntipyrineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Antipyrine.Approved
Arsenic trioxideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Arsenic trioxide.Approved, Investigational
ArtemetherThe metabolism of Nicergoline can be decreased when combined with Artemether.Approved
AstemizoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Astemizole.Approved, Withdrawn
AtazanavirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Atazanavir.Approved, Investigational
AtomoxetineThe metabolism of Nicergoline can be decreased when combined with Atomoxetine.Approved
AtorvastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Atorvastatin.Approved
AzelastineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Azelastine.Approved
AzithromycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Azithromycin.Approved
BetamethasoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Betamethasone.Approved, Vet Approved
BetaxololThe metabolism of Nicergoline can be decreased when combined with Betaxolol.Approved
BicalutamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Bicalutamide.Approved
BifonazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Bifonazole.Approved, Investigational
BoceprevirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Boceprevir.Approved, Withdrawn
BortezomibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Bortezomib.Approved, Investigational
Brentuximab vedotinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Brentuximab vedotin.Approved
BromocriptineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Bromocriptine.Approved, Investigational
BuprenorphineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Buprenorphine.Approved, Illicit, Investigational, Vet Approved
BupropionThe metabolism of Nicergoline can be decreased when combined with Bupropion.Approved
CabergolineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cabergoline.Approved
CaffeineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Caffeine.Approved
CapsaicinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Capsaicin.Approved
CaspofunginThe risk or severity of adverse effects can be increased when Nicergoline is combined with Caspofungin.Approved
CelecoxibThe metabolism of Nicergoline can be decreased when combined with Celecoxib.Approved, Investigational
CeritinibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ceritinib.Approved
CerivastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cerivastatin.Withdrawn
ChloramphenicolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Chloramphenicol.Approved, Vet Approved
ChloroquineThe metabolism of Nicergoline can be decreased when combined with Chloroquine.Approved, Vet Approved
ChlorpromazineThe metabolism of Nicergoline can be decreased when combined with Chlorpromazine.Approved, Vet Approved
ChlorzoxazoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Chlorzoxazone.Approved
CholecalciferolThe metabolism of Nicergoline can be decreased when combined with Cholecalciferol.Approved, Nutraceutical
CilostazolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cilostazol.Approved
CimetidineThe metabolism of Nicergoline can be decreased when combined with Cimetidine.Approved
CinacalcetThe metabolism of Nicergoline can be decreased when combined with Cinacalcet.Approved
CiprofloxacinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ciprofloxacin.Approved, Investigational
CisaprideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cisapride.Approved, Investigational, Withdrawn
CitalopramThe metabolism of Nicergoline can be decreased when combined with Citalopram.Approved
ClarithromycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Clarithromycin.Approved
ClemastineThe metabolism of Nicergoline can be decreased when combined with Clemastine.Approved
ClindamycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Clindamycin.Approved, Vet Approved
ClobazamThe metabolism of Nicergoline can be decreased when combined with Clobazam.Approved, Illicit
ClofazimineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Clofazimine.Approved, Investigational
ClomifeneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Clomifene.Approved, Investigational
ClomipramineThe metabolism of Nicergoline can be decreased when combined with Clomipramine.Approved, Vet Approved
ClotiazepamThe risk or severity of adverse effects can be increased when Nicergoline is combined with Clotiazepam.Approved, Illicit
ClotrimazoleThe metabolism of Nicergoline can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineThe metabolism of Nicergoline can be decreased when combined with Clozapine.Approved
CobicistatThe serum concentration of Nicergoline can be increased when it is combined with Cobicistat.Approved
CocaineThe metabolism of Nicergoline can be decreased when combined with Cocaine.Approved, Illicit
ColchicineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Colchicine.Approved
ConivaptanThe risk or severity of adverse effects can be increased when Nicergoline is combined with Conivaptan.Approved, Investigational
Cortisone acetateThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cortisone acetate.Approved
CrizotinibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Crizotinib.Approved
CyclophosphamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cyclophosphamide.Approved, Investigational
CyclosporineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Cyclosporine.Approved, Investigational, Vet Approved
DalfopristinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Dalfopristin.Approved
DanazolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Danazol.Approved
DarifenacinThe metabolism of Nicergoline can be decreased when combined with Darifenacin.Approved, Investigational
DarunavirThe serum concentration of Nicergoline can be increased when it is combined with Darunavir.Approved
DasatinibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Dasatinib.Approved, Investigational
DaunorubicinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Daunorubicin.Approved
DelavirdineThe metabolism of Nicergoline can be decreased when combined with Delavirdine.Approved
DesipramineThe metabolism of Nicergoline can be decreased when combined with Desipramine.Approved
DexamethasoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Dexamethasone.Approved, Investigational, Vet Approved
DextropropoxypheneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Dextropropoxyphene.Approved, Illicit, Investigational, Withdrawn
DiazepamThe risk or severity of adverse effects can be increased when Nicergoline is combined with Diazepam.Approved, Illicit, Vet Approved
DiethylstilbestrolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Diethylstilbestrol.Approved, Investigational
DihydroergotamineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Dihydroergotamine.Approved
Dimethyl sulfoxideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Dimethyl sulfoxide.Approved, Vet Approved
DiphenhydramineThe metabolism of Nicergoline can be decreased when combined with Diphenhydramine.Approved
DocetaxelThe risk or severity of adverse effects can be increased when Nicergoline is combined with Docetaxel.Approved, Investigational
DosulepinThe metabolism of Nicergoline can be decreased when combined with Dosulepin.Approved
DoxorubicinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Doxorubicin.Approved, Investigational
DoxycyclineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Doxycycline.Approved, Investigational, Vet Approved
DronedaroneThe metabolism of Nicergoline can be decreased when combined with Dronedarone.Approved
DuloxetineThe metabolism of Nicergoline can be decreased when combined with Duloxetine.Approved
EconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Econazole.Approved
EfavirenzThe risk or severity of adverse effects can be increased when Nicergoline is combined with Efavirenz.Approved, Investigational
ElbasvirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Elbasvir.Approved
EliglustatThe metabolism of Nicergoline can be decreased when combined with Eliglustat.Approved
EnasidenibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Enasidenib.Approved
EpinephrineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Epinephrine.Approved, Vet Approved
Ergoloid mesylateThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ergoloid mesylate.Approved
ErgonovineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ergonovine.Approved
ErgotamineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ergotamine.Approved
ErythromycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Erythromycin.Approved, Vet Approved
EthanolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ethanol.Approved
EtoposideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Etoposide.Approved
EtoricoxibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Etoricoxib.Approved, Investigational
EzetimibeThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ezetimibe.Approved
FelodipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Felodipine.Approved, Investigational
FentanylThe risk or severity of adverse effects can be increased when Nicergoline is combined with Fentanyl.Approved, Illicit, Investigational, Vet Approved
FluoxetineThe metabolism of Nicergoline can be decreased when combined with Fluoxetine.Approved, Vet Approved
Fluticasone propionateThe risk or severity of adverse effects can be increased when Nicergoline is combined with Fluticasone propionate.Approved
FluvastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Fluvastatin.Approved
FluvoxamineThe metabolism of Nicergoline can be decreased when combined with Fluvoxamine.Approved, Investigational
FosamprenavirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Fosamprenavir.Approved
FosaprepitantThe risk or severity of adverse effects can be increased when Nicergoline is combined with Fosaprepitant.Approved
GemfibrozilThe risk or severity of adverse effects can be increased when Nicergoline is combined with Gemfibrozil.Approved
GlyburideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Glyburide.Approved
Glycerol PhenylbutyrateThe risk or severity of adverse effects can be increased when Nicergoline is combined with Glycerol Phenylbutyrate.Approved
HaloperidolThe metabolism of Nicergoline can be decreased when combined with Haloperidol.Approved
HistamineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Histamine.Approved, Investigational
HydralazineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Hydralazine.Approved
HydrocortisoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Hydrocortisone.Approved, Vet Approved
IdelalisibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Idelalisib.Approved
IfosfamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ifosfamide.Approved
IloperidoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Iloperidone.Approved
ImatinibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Imatinib.Approved
ImipramineThe metabolism of Nicergoline can be decreased when combined with Imipramine.Approved
IndinavirThe metabolism of Nicergoline can be decreased when combined with Indinavir.Approved
indisulamThe risk or severity of adverse effects can be increased when Nicergoline is combined with indisulam.Investigational
IrbesartanThe risk or severity of adverse effects can be increased when Nicergoline is combined with Irbesartan.Approved, Investigational
IrinotecanThe risk or severity of adverse effects can be increased when Nicergoline is combined with Irinotecan.Approved, Investigational
IsavuconazoniumThe risk or severity of adverse effects can be increased when Nicergoline is combined with Isavuconazonium.Approved, Investigational
IsoniazidThe metabolism of Nicergoline can be decreased when combined with Isoniazid.Approved
IsradipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Isradipine.Approved
ItraconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Itraconazole.Approved, Investigational
IvacaftorThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ivacaftor.Approved
JosamycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Josamycin.Approved, Investigational
KetazolamThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ketazolam.Approved
KetoconazoleThe metabolism of Nicergoline can be decreased when combined with Ketoconazole.Approved, Investigational
LansoprazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lansoprazole.Approved, Investigational
LapatinibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lapatinib.Approved, Investigational
LercanidipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lercanidipine.Approved, Investigational
LevofloxacinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Levofloxacin.Approved, Investigational
LevosalbutamolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Levosalbutamol.Approved
LidocaineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lidocaine.Approved, Vet Approved
LinagliptinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Linagliptin.Approved
LomitapideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lomitapide.Approved
LomustineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lomustine.Approved
LopinavirThe metabolism of Nicergoline can be decreased when combined with Lopinavir.Approved
LoratadineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Loratadine.Approved
LorcaserinThe metabolism of Nicergoline can be decreased when combined with Lorcaserin.Approved
LosartanThe risk or severity of adverse effects can be increased when Nicergoline is combined with Losartan.Approved
LovastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lovastatin.Approved, Investigational
LuliconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Luliconazole.Approved
LumefantrineThe metabolism of Nicergoline can be decreased when combined with Lumefantrine.Approved
LurasidoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Lurasidone.Approved
ManidipineThe metabolism of Nicergoline can be decreased when combined with Manidipine.Approved, Investigational
MefloquineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Mefloquine.Approved
MequitazineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Mequitazine.Approved
MethadoneThe metabolism of Nicergoline can be decreased when combined with Methadone.Approved
MethazolamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Methazolamide.Approved
MethimazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Methimazole.Approved
MethotrimeprazineThe metabolism of Nicergoline can be decreased when combined with Methotrimeprazine.Approved
MethylergometrineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Methylergometrine.Approved
MethylprednisoloneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Methylprednisolone.Approved, Vet Approved
MetoprololThe metabolism of Nicergoline can be decreased when combined with Metoprolol.Approved, Investigational
MetronidazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Metronidazole.Approved
MetyraponeThe risk or severity of adverse effects can be increased when Nicergoline is combined with Metyrapone.Approved
MibefradilThe risk or severity of adverse effects can be increased when Nicergoline is combined with Mibefradil.Investigational, Withdrawn
MiconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Miconazole.Approved, Investigational, Vet Approved
MidazolamThe risk or severity of adverse effects can be increased when Nicergoline is combined with Midazolam.Approved, Illicit
MidostaurinThe metabolism of Nicergoline can be decreased when combined with Midostaurin.Approved
MifepristoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Mifepristone.Approved, Investigational
MirabegronThe metabolism of Nicergoline can be decreased when combined with Mirabegron.Approved
MirtazapineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Mirtazapine.Approved
MitoxantroneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Mitoxantrone.Approved, Investigational
ModafinilThe risk or severity of adverse effects can be increased when Nicergoline is combined with Modafinil.Approved, Investigational
NelfinavirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nelfinavir.Approved
NetupitantThe risk or severity of adverse effects can be increased when Nicergoline is combined with Netupitant.Approved
NevirapineThe metabolism of Nicergoline can be decreased when combined with Nevirapine.Approved
NicardipineThe metabolism of Nicergoline can be decreased when combined with Nicardipine.Approved
NicotinamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nicotinamide.Approved
NifedipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nifedipine.Approved
NilotinibThe metabolism of Nicergoline can be decreased when combined with Nilotinib.Approved, Investigational
NilvadipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nilvadipine.Approved, Investigational
NisoldipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nisoldipine.Approved
NitrendipineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nitrendipine.Approved, Investigational
Nitric OxideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Nitric Oxide.Approved
NorfloxacinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Norfloxacin.Approved
NoscapineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Noscapine.Investigational
OlanzapineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Olanzapine.Approved, Investigational
OlaparibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Olaparib.Approved
OmeprazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Omeprazole.Approved, Investigational, Vet Approved
OxybutyninThe risk or severity of adverse effects can be increased when Nicergoline is combined with Oxybutynin.Approved, Investigational
OxymetholoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Oxymetholone.Approved, Illicit
PaclitaxelThe risk or severity of adverse effects can be increased when Nicergoline is combined with Paclitaxel.Approved, Vet Approved
PalbociclibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Palbociclib.Approved
PanobinostatThe serum concentration of Nicergoline can be increased when it is combined with Panobinostat.Approved, Investigational
ParamethasoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Paramethasone.Approved
ParoxetineThe metabolism of Nicergoline can be decreased when combined with Paroxetine.Approved, Investigational
PazopanibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Pazopanib.Approved
Peginterferon alfa-2bThe serum concentration of Nicergoline can be decreased when it is combined with Peginterferon alfa-2b.Approved
PergolideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Pergolide.Approved, Investigational, Vet Approved, Withdrawn
PhenelzineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Phenelzine.Approved
PilocarpineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Pilocarpine.Approved
PimozideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Pimozide.Approved
PosaconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Posaconazole.Approved, Investigational, Vet Approved
PravastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Pravastatin.Approved
PrednisoloneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Prednisolone.Approved, Vet Approved
PrednisoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Prednisone.Approved, Vet Approved
PrimaquineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Primaquine.Approved
ProgesteroneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Progesterone.Approved, Vet Approved
PromazineThe metabolism of Nicergoline can be decreased when combined with Promazine.Approved, Vet Approved
PropofolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Propofol.Approved, Investigational, Vet Approved
QuinidineThe metabolism of Nicergoline can be decreased when combined with Quinidine.Approved
QuinineThe metabolism of Nicergoline can be decreased when combined with Quinine.Approved
QuinupristinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Quinupristin.Approved
RabeprazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Rabeprazole.Approved, Investigational
RaloxifeneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Raloxifene.Approved, Investigational
RanitidineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ranitidine.Approved
RanolazineThe metabolism of Nicergoline can be decreased when combined with Ranolazine.Approved, Investigational
RegorafenibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Regorafenib.Approved
RepaglinideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Repaglinide.Approved, Investigational
ResveratrolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Resveratrol.Approved, Experimental, Investigational
RilpivirineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Rilpivirine.Approved
RisperidoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Risperidone.Approved, Investigational
RitonavirThe metabolism of Nicergoline can be decreased when combined with Ritonavir.Approved, Investigational
RivastigmineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Rivastigmine.Approved, Investigational
RolapitantThe metabolism of Nicergoline can be decreased when combined with Rolapitant.Approved
RolitetracyclineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Rolitetracycline.Approved
RopiniroleThe metabolism of Nicergoline can be decreased when combined with Ropinirole.Approved, Investigational
RosuvastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Rosuvastatin.Approved
RoxithromycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Roxithromycin.Approved, Investigational, Withdrawn
RutinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Rutin.Experimental, Investigational
SalbutamolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Salbutamol.Approved, Vet Approved
SaquinavirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Saquinavir.Approved, Investigational
SarilumabThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sarilumab.Approved
SertralineThe metabolism of Nicergoline can be decreased when combined with Sertraline.Approved
SildenafilThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sildenafil.Approved, Investigational
SimeprevirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Simeprevir.Approved
SimvastatinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Simvastatin.Approved
SirolimusThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sirolimus.Approved, Investigational
SitaxentanThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sitaxentan.Approved, Investigational, Withdrawn
SorafenibThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sorafenib.Approved, Investigational
StiripentolThe metabolism of Nicergoline can be decreased when combined with Stiripentol.Approved
SulfamethoxazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sulfamethoxazole.Approved
SulfanilamideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sulfanilamide.Approved
SulfinpyrazoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sulfinpyrazone.Approved
SulfisoxazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Sulfisoxazole.Approved, Vet Approved
TacrolimusThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tacrolimus.Approved, Investigational
TadalafilThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tadalafil.Approved, Investigational
TamoxifenThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tamoxifen.Approved
TelaprevirThe risk or severity of adverse effects can be increased when Nicergoline is combined with Telaprevir.Approved, Withdrawn
TelithromycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Telithromycin.Approved
TemsirolimusThe risk or severity of adverse effects can be increased when Nicergoline is combined with Temsirolimus.Approved
TeniposideThe risk or severity of adverse effects can be increased when Nicergoline is combined with Teniposide.Approved
TerbinafineThe metabolism of Nicergoline can be decreased when combined with Terbinafine.Approved, Investigational, Vet Approved
TerfenadineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Terfenadine.Withdrawn
TesmilifeneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tesmilifene.Investigational
TestosteroneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Testosterone.Approved, Investigational
TetracyclineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tetracycline.Approved, Vet Approved
ThiopentalThe risk or severity of adverse effects can be increased when Nicergoline is combined with Thiopental.Approved, Vet Approved
ThioridazineThe metabolism of Nicergoline can be decreased when combined with Thioridazine.Approved, Withdrawn
TicagrelorThe risk or severity of adverse effects can be increased when Nicergoline is combined with Ticagrelor.Approved
TiclopidineThe metabolism of Nicergoline can be decreased when combined with Ticlopidine.Approved
TioconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tioconazole.Approved
TipranavirThe metabolism of Nicergoline can be decreased when combined with Tipranavir.Approved, Investigational
TofisopamThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tofisopam.Approved
TopiroxostatThe risk or severity of adverse effects can be increased when Nicergoline is combined with Topiroxostat.Approved, Investigational
TopotecanThe risk or severity of adverse effects can be increased when Nicergoline is combined with Topotecan.Approved, Investigational
TramadolThe risk or severity of adverse effects can be increased when Nicergoline is combined with Tramadol.Approved, Investigational
TranylcypromineThe metabolism of Nicergoline can be decreased when combined with Tranylcypromine.Approved
TroglitazoneThe risk or severity of adverse effects can be increased when Nicergoline is combined with Troglitazone.Investigational, Withdrawn
TroleandomycinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Troleandomycin.Approved
Valproic AcidThe risk or severity of adverse effects can be increased when Nicergoline is combined with Valproic Acid.Approved, Investigational
VenlafaxineThe metabolism of Nicergoline can be decreased when combined with Venlafaxine.Approved
VinblastineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Vinblastine.Approved
VincristineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Vincristine.Approved, Investigational
VinorelbineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Vinorelbine.Approved, Investigational
VoriconazoleThe risk or severity of adverse effects can be increased when Nicergoline is combined with Voriconazole.Approved, Investigational
ZafirlukastThe risk or severity of adverse effects can be increased when Nicergoline is combined with Zafirlukast.Approved, Investigational
ZiprasidoneThe metabolism of Nicergoline can be decreased when combined with Ziprasidone.Approved
ZucapsaicinThe risk or severity of adverse effects can be increased when Nicergoline is combined with Zucapsaicin.Approved
Food Interactions
Not Available

References

General References
  1. Winblad B, Fioravanti M, Dolezal T, Logina I, Milanov IG, Popescu DC, Solomon A: Therapeutic use of nicergoline. Clin Drug Investig. 2008;28(9):533-52. [PubMed:18666801]
External Links
Human Metabolome Database
HMDB14837
KEGG Drug
D01290
PubChem Compound
34040
PubChem Substance
46508741
ChemSpider
31373
ChEBI
31902
ChEMBL
CHEMBL1372950
Therapeutic Targets Database
DAP000902
PharmGKB
PA164743014
Wikipedia
Nicergoline
ATC Codes
C04AE02 — Nicergoline

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3TerminatedTreatmentAnxiety Disorders / Dementias / Depression / Psychosomatic Disorders / Schizophrenic Disorders1
4CompletedNot AvailableAlzheimer's Disease (AD) / Dementia, Vascular / Dementias1

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
PropertyValueSource
logP3.3Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0127 mg/mLALOGPS
logP3.99ALOGPS
logP3.7ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)8.14ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area56.59 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity123.3 m3·mol-1ChemAxon
Polarizability48.08 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9908
Blood Brain Barrier+0.9396
Caco-2 permeable+0.5782
P-glycoprotein substrateSubstrate0.7569
P-glycoprotein inhibitor IInhibitor0.8563
P-glycoprotein inhibitor IIInhibitor0.9233
Renal organic cation transporterInhibitor0.5733
CYP450 2C9 substrateNon-substrate0.8512
CYP450 2D6 substrateNon-substrate0.7141
CYP450 3A4 substrateSubstrate0.6869
CYP450 1A2 substrateInhibitor0.9107
CYP450 2C9 inhibitorNon-inhibitor0.9072
CYP450 2D6 inhibitorInhibitor0.8932
CYP450 2C19 inhibitorInhibitor0.8994
CYP450 3A4 inhibitorNon-inhibitor0.8126
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5988
Ames testNon AMES toxic0.7004
CarcinogenicityNon-carcinogens0.9091
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6401 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.914
hERG inhibition (predictor II)Inhibitor0.5933
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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

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 / N-alkylindoles / Pyridinecarboxylic acids / Isoindoles and derivatives / Aralkylamines / Piperidines / N-methylpyrroles
show 13 more
Substituents
Ergoline skeleton / Indoloquinoline / Benzoquinoline / Pyrroloquinoline / N-alkylindole / 3-alkylindole / Indole / Indole or derivatives / Isoindole or derivatives / Pyridine carboxylic acid
show 32 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Antagonist
General Function
Protein heterodimerization activity
Specific Function
This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. Its effect is mediated by G(q) and G(11) prot...
Gene Name
ADRA1A
Uniprot ID
P35348
Uniprot Name
Alpha-1A adrenergic receptor
Molecular Weight
51486.005 Da
References
  1. Alvarez-Guerra M, Bertholom N, Garay RP: Selective blockade by nicergoline of vascular responses elicited by stimulation of alpha 1A-adrenoceptor subtype in the rat. Fundam Clin Pharmacol. 1999;13(1):50-8. [PubMed:10027088]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic...
Gene Name
CYP2D6
Uniprot ID
P10635
Uniprot Name
Cytochrome P450 2D6
Molecular Weight
55768.94 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]

Drug created on June 13, 2005 07:24 / Updated on November 07, 2017 01:41