pipamperone Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
tranquillizers, neuroleptics, 4'-fluoro-4-piperidinobutyrophenone derivatives 2181 1893-33-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • pipamperone dihydrochloride
  • pipamperone
  • dipiperon
  • dipiperone
  • floropipamide
  • dipiperal
  • pipamperone hydrochloride
  • pipamperone HCl
  • Molecular weight: 375.49
  • Formula: C21H30FN3O2
  • CLOGP: 2.24
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 66.64
  • ALOGS: -3.31
  • ROTB: 7

Drug dosage:

DoseUnitRoute
0.20 g O

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug interaction 120.55 38.65 107 3302 202987 46479666
Suicide attempt 95.94 38.65 56 3353 54980 46627673
Hypothermia 83.68 38.65 32 3377 12151 46670502
Fall 82.46 38.65 110 3299 328987 46353666
General physical health deterioration 78.58 38.65 66 3343 115703 46566950
Restlessness 75.61 38.65 37 3372 25487 46657166
Product prescribing error 74.56 38.65 34 3375 20013 46662640
Somnolence 70.64 38.65 71 3338 156450 46526203
Wound 67.87 38.65 41 3368 42761 46639892
Intentional overdose 65.81 38.65 47 3362 64897 46617756
Tachycardia 63.87 38.65 55 3354 99567 46583086
Facial nerve disorder 61.72 38.65 13 3396 558 46682095
Electrocardiogram ST-T segment abnormal 59.23 38.65 11 3398 244 46682409
Coma 49.58 38.65 38 3371 58311 46624342
Cerebrospinal fluid retention 48.68 38.65 8 3401 84 46682569
Vascular encephalopathy 47.78 38.65 10 3399 416 46682237
Hypotension 46.54 38.65 70 3339 232519 46450134
Labelled drug-drug interaction medication error 45.50 38.65 19 3390 9042 46673611
Brain contusion 45.12 38.65 10 3399 546 46682107
Subileus 44.44 38.65 14 3395 2989 46679664
Pallor 44.10 38.65 25 3384 23141 46659512
Generalised tonic-clonic seizure 43.01 38.65 26 3383 27096 46655557
Cerebral ventricular rupture 42.51 38.65 8 3401 191 46682462
Rhonchi 39.86 38.65 12 3397 2203 46680450
Thyroiditis 38.81 38.65 11 3398 1637 46681016

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Bradyarrhythmia 98.86 31.56 25 2712 1927 29947814
Pleurothotonus 71.60 31.56 17 2720 1006 29948735
Cerebral artery thrombosis 71.38 31.56 15 2722 506 29949235
Fall 63.08 31.56 80 2657 181792 29767949
Product monitoring error 62.63 31.56 17 2720 1724 29948017
Brain scan abnormal 62.51 31.56 14 2723 639 29949102
Neuroleptic malignant syndrome 61.73 31.56 30 2707 16265 29933476
Restlessness 52.49 31.56 30 2707 22569 29927172
Areflexia 50.94 31.56 16 2721 2703 29947038
Wound 50.50 31.56 24 2713 12378 29937363
Congenital cystic kidney disease 47.53 31.56 10 2727 339 29949402
Aggression 45.80 31.56 33 2704 36874 29912867
Drug withdrawal convulsions 44.89 31.56 12 2725 1147 29948594
Drug interaction 41.53 31.56 69 2668 199499 29750242
Renal aplasia 40.92 31.56 10 2727 668 29949073
Heart disease congenital 39.31 31.56 11 2726 1247 29948494
Conduction disorder 38.72 31.56 12 2725 1939 29947802
Hangover 36.32 31.56 10 2727 1068 29948673
Wrong product administered 35.48 31.56 14 2723 4604 29945137
Withdrawal syndrome 34.61 31.56 18 2719 11232 29938509
Depressed level of consciousness 31.81 31.56 27 2710 38195 29911546

Pharmacologic Action:

SourceCodeDescription
ATC N05AD05 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Butyrophenone derivatives
MeSH PA D014150 Antipsychotic Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D018490 Serotonin Agents
MeSH PA D012702 Serotonin Antagonists
MeSH PA D014149 Tranquilizing Agents
CHEBI has role CHEBI:48279 serotonin antagonists
CHEBI has role CHEBI:48561 dopamine blocker
CHEBI has role CHEBI:65190 typical antipsychotic drug

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.93 Basic
pKa2 6.19 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Alpha-2B adrenergic receptor GPCR Ki 7.46 PDSP
D(2) dopamine receptor GPCR Ki 6.94 PDSP
Alpha-2A adrenergic receptor GPCR Ki 6.07 PDSP
5-hydroxytryptamine receptor 2B GPCR Ki 7.32 PDSP
D(3) dopamine receptor GPCR Ki 6.60 PDSP
5-hydroxytryptamine receptor 2C GPCR Ki 6.64 PDSP
Alpha-2C adrenergic receptor GPCR Ki 6.54 PDSP
5-hydroxytryptamine receptor 2A GPCR ANTAGONIST Ki 8.30 IUPHAR
5-hydroxytryptamine receptor 1D GPCR ANTAGONIST Ki 6.80 IUPHAR
5-hydroxytryptamine receptor 1B GPCR ANTAGONIST Ki 6.20 IUPHAR
5-hydroxytryptamine receptor 1A GPCR ANTAGONIST Ki 5.60 IUPHAR
Histamine H1 receptor GPCR ANTAGONIST Ki 5.60 IUPHAR
5-hydroxytryptamine receptor 1E GPCR Ki 5.30 PDSP
5-hydroxytryptamine receptor 1F GPCR Ki 5.30 PDSP
Beta-2 adrenergic receptor GPCR Ki 5.30 PDSP
Beta-1 adrenergic receptor GPCR Ki 5.30 PDSP

External reference:

IDSource
D01482 KEGG_DRUG
2448-68-2 SECONDARY_CAS_RN
C0114284 UMLSCUI
CHEBI:32004 CHEBI
CHEMBL440294 ChEMBL_ID
DB09286 DRUGBANK_ID
C005569 MESH_SUPPLEMENTAL_RECORD_UI
4830 PUBCHEM_CID
92 IUPHAR_LIGAND_ID
1588 INN_ID
5402501F0W UNII
289159 RXNORM
005709 NDDF
005710 NDDF
703362007 SNOMEDCT_US
703363002 SNOMEDCT_US
703364008 SNOMEDCT_US

Pharmaceutical products:

None