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

Stem definitionDrug idCAS RN
2113 58-39-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • perphenazine
  • perfenazine
  • perfenil
  • perphenan
  • perphenazin
  • thilatazin
  • tranquisan
  • perphanzine
An antipsychotic phenothiazine derivative with actions and uses similar to those of CHLORPROMAZINE.
  • Molecular weight: 403.97
  • Formula: C21H26ClN3OS
  • CLOGP: 4.01
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 29.95
  • ALOGS: -4.23
  • ROTB: 6

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
30 mg O
7 mg P
10 mg P
16 mg R

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.99 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 40 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 18 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 27 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.07 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 9.40 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Feb. 27, 1957 FDA

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
Ileus paralytic 84.68 49.20 13 146 783 2357143
Completed suicide 74.04 49.20 20 139 21014 2336912

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

Pharmacologic Action:

SourceCodeDescription
ATC N05AB03 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Phenothiazines with piperazine structure
FDA EPC N0000175746 Phenothiazine
FDA CS M0016525 Phenothiazines
MeSH PA D014150 Antipsychotic Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D015259 Dopamine Agents
MeSH PA D018492 Dopamine Antagonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
CHEBI has role CHEBI:48561 dopaminergic antagonist
CHEBI has role CHEBI:50919 antiemetic
CHEBI has role CHEBI:37930 phenothiazine antipsychotic drug
MeSH PA D014149 Tranquilizing Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Nausea and vomiting indication 16932000
Schizophrenia indication 58214004 DOID:5419
Mixed anxiety and depressive disorder indication 231504006
Suicidal thoughts contraindication 6471006
Alcoholism contraindication 7200002
Organophosphate poisoning contraindication 8260003
Weight gain finding contraindication 8943002
Sinus tachycardia contraindication 11092001
Neuroleptic malignant syndrome contraindication 15244003 DOID:14464
Senile dementia contraindication 15662003
Chronic disease of respiratory system contraindication 17097001
Myocardial infarction contraindication 22298006 DOID:5844
Glaucoma contraindication 23986001 DOID:1686
Orthostatic hypotension contraindication 28651003
Torsades de pointes contraindication 31722008
Parkinsonism contraindication 32798002
Hyperthyroidism contraindication 34486009 DOID:7998
Conduction disorder of the heart contraindication 44808001
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Paralytic ileus contraindication 55525008 DOID:8442
Extrapyramidal disease contraindication 76349003
Hyperglycemia contraindication 80394007 DOID:4195
Chronic idiopathic constipation contraindication 82934008
Open-angle glaucoma contraindication 84494001 DOID:1067
Epilepsy contraindication 84757009 DOID:1826
Leukopenia contraindication 84828003 DOID:615
Stupor contraindication 89458003
Tardive dyskinesia contraindication 102449007
Prolonged QT interval contraindication 111975006
Acute disease of cardiovascular system contraindication 128487001
Bipolar affective disorder, current episode manic contraindication 191618007
Angina pectoris contraindication 194828000
Disease of liver contraindication 235856003 DOID:409
Metabolic syndrome X contraindication 237602007 DOID:14221
Hyperprolactinemia contraindication 237662005 DOID:12700
Benign prostatic hyperplasia contraindication 266569009
Retention of urine contraindication 267064002
Syncope contraindication 271594007
Anemia contraindication 271737000 DOID:2355
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Coma contraindication 371632003
At risk for aspiration contraindication 371736008
Angle-closure glaucoma contraindication 392291006 DOID:13550
Visual impairment contraindication 397540003
Breastfeeding (mother) contraindication 413712001
Myocardial ischemia contraindication 414795007 DOID:3393
Obesity contraindication 414916001 DOID:9970
Myocardial infarction in recovery phase contraindication 418044006
Congenital long QT syndrome contraindication 442917000
Carcinoma of female breast contraindication 447782002

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.21 Basic
pKa2 4.21 Basic
pKa3 2.21 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
D(2) dopamine receptor GPCR ANTAGONIST Ki 9.32 WOMBAT-PK CHEMBL
Potassium voltage-gated channel subfamily H member 2 Ion channel Ki 5.46 DRUG MATRIX
D(4) dopamine receptor GPCR Ki 7.59 WOMBAT-PK
Alpha-2C adrenergic receptor GPCR Ki 7.07 WOMBAT-PK
Aldehyde oxidase Enzyme IC50 7.48 WOMBAT-PK
Histamine H1 receptor GPCR Ki 8.09 WOMBAT-PK
D(3) dopamine receptor GPCR Ki 9.52 WOMBAT-PK
Alpha-2B adrenergic receptor GPCR Ki 6.98 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR Ki 8 WOMBAT-PK
5-hydroxytryptamine receptor 7 GPCR Ki 7.64 WOMBAT-PK
5-hydroxytryptamine receptor 6 GPCR Ki 7.55 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR Ki 6.88 WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 8.25 WOMBAT-PK
5-hydroxytryptamine receptor 1A GPCR Ki 6.07 WOMBAT-PK
Alpha-2A adrenergic receptor GPCR Ki 6.19 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR Ki 5.73 PDSP
Pleiotropic ABC efflux transporter of multiple drugs Transporter IC50 5.85 CHEMBL
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 7.80 IUPHAR
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 7.60 IUPHAR

External reference:

IDSource
4017939 VUID
N0000146289 NUI
C0031184 UMLSCUI
D00503 KEGG_DRUG
41147003 SNOMEDCT_US
4017939 VANDF
2271 MMSL
8076 RXNORM
387229007 SNOMEDCT_US
5261 MMSL
d00855 MMSL
001477 NDDF
CHEMBL567 ChEMBL_ID
DB00850 DRUGBANK_ID
FTA7XXY4EZ UNII
637 INN_ID
CHEBI:8028 CHEBI
D010546 MESH_DESCRIPTOR_UI
4748 PUBCHEM_CID
209 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0042 TABLET, FILM COATED 4 mg ORAL ANDA 13 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0073 TABLET, FILM COATED 4 mg ORAL ANDA 13 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0330 TABLET, FILM COATED 2 mg ORAL ANDA 13 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0442 TABLET, FILM COATED 2 mg ORAL ANDA 13 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0574 TABLET, FILM COATED 4 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5350 TABLET, FILM COATED 2 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5351 TABLET, FILM COATED 4 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5352 TABLET, FILM COATED 8 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5353 TABLET, FILM COATED 16 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4101 TABLET, FILM COATED 2 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4102 TABLET, FILM COATED 4 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4103 TABLET, FILM COATED 8 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4104 TABLET, FILM COATED 16 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5060 TABLET, FILM COATED 2 mg ORAL ANDA 14 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5061 TABLET, FILM COATED 4 mg ORAL ANDA 14 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5062 TABLET, FILM COATED 8 mg ORAL ANDA 14 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5063 TABLET, FILM COATED 16 mg ORAL ANDA 14 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0615-3584 TABLET, FILM COATED 2 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0615-3585 TABLET, FILM COATED 4 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0615-4511 TABLET, FILM COATED 8 mg ORAL ANDA 12 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-1046 TABLET, FILM COATED 2 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-1047 TABLET, FILM COATED 4 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-1048 TABLET, FILM COATED 8 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-1049 TABLET, FILM COATED 16 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8046 TABLET, FILM COATED 2 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8047 TABLET, FILM COATED 4 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8048 TABLET, FILM COATED 8 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8049 TABLET, FILM COATED 16 mg ORAL ANDA 13 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0904-6599 TABLET, FILM COATED 2 mg ORAL ANDA 14 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0904-6600 TABLET, FILM COATED 4 mg ORAL ANDA 14 sections