perphenazine ๐Ÿถ Veterinary Use | 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 ยตM/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
Blood magnesium increased 78.99 26.26 20 2713 2931 56286403
Pleural fibrosis 75.84 26.26 20 2713 3439 56285895
Pleural thickening 75.59 26.26 19 2714 2704 56286630
Presbyacusis 74.81 26.26 19 2714 2819 56286515
Tardive dyskinesia 71.26 26.26 23 2710 8008 56281326
Deafness neurosensory 65.32 26.26 19 2714 4679 56284655
Sopor 62.71 26.26 27 2706 20895 56268439
Epigastric discomfort 59.98 26.26 19 2714 6229 56283105
Drug abuse 56.12 26.26 37 2696 67573 56221761
Mitochondrial encephalomyopathy 52.59 26.26 7 2726 22 56289312
Cyst 50.15 26.26 20 2713 12758 56276576
Ileus paralytic 45.46 26.26 14 2719 4181 56285153
Blood potassium increased 44.35 26.26 20 2713 17241 56272093
Osteopenia 43.40 26.26 20 2713 18121 56271213
Neuroleptic malignant syndrome 38.32 26.26 16 2717 11462 56277872
Deformity 36.62 26.26 15 2718 10240 56279094
Bone cyst 35.93 26.26 10 2723 2100 56287234
Skin lesion 35.11 26.26 20 2713 28115 56261219
Moaning 34.68 26.26 8 2725 791 56288543
Hyperprolactinaemia 34.58 26.26 11 2722 3650 56285684
Osteosclerosis 34.57 26.26 11 2722 3652 56285682
Onychophagia 31.93 26.26 5 2728 59 56289275
Intentional self-injury 31.81 26.26 18 2715 24974 56264360
Extrapyramidal disorder 30.73 26.26 14 2719 12342 56276992
Dry eye 30.70 26.26 20 2713 35696 56253638
Metabolic syndrome 30.26 26.26 8 2725 1385 56287949
Muscle rigidity 29.44 26.26 13 2720 10658 56278676
Bradykinesia 27.73 26.26 10 2723 4844 56284490
Sports injury 27.30 26.26 4 2729 29 56289305
Blood glucose 26.84 26.26 4 2729 33 56289301

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
Akathisia 350.38 47.21 85 2186 7168 31687905
Therapeutic product effect variable 335.74 47.21 65 2206 1873 31693200
Antipsychotic drug level below therapeutic 333.22 47.21 65 2206 1950 31693123
Obsessive-compulsive disorder 317.60 47.21 73 2198 4864 31690209
Disinhibition 314.41 47.21 65 2206 2628 31692445
Euphoric mood 285.92 47.21 67 2204 4853 31690220
Increased appetite 258.97 47.21 65 2206 6279 31688794
Suicide attempt 152.54 47.21 67 2204 37181 31657892
Therapeutic product effect incomplete 139.21 47.21 66 2205 43630 31651443
Dyslipidaemia 126.17 47.21 37 2234 6369 31688704
Leukopenia 124.50 47.21 67 2204 57761 31637312
Toxicity to various agents 122.88 47.21 102 2169 181385 31513688
Leukaemia 114.50 47.21 31 2240 3994 31691079
Weight increased 112.00 47.21 71 2200 82876 31612197
Obesity 102.32 47.21 36 2235 11064 31684009
Prescribed overdose 89.26 47.21 31 2240 9161 31685912
Neuroleptic malignant syndrome 74.26 47.21 32 2239 16837 31678236
Drug ineffective 53.02 47.21 98 2173 395475 31299598
Schizoaffective disorder 51.58 47.21 13 2258 1262 31693811

FDA Adverse Event Reporting System (Geriatric)

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
Akathisia 120.05 28.47 39 3858 12254 70912293
Neuroleptic malignant syndrome 88.27 28.47 38 3859 25969 70898578
Blood magnesium increased 74.11 28.47 20 3877 3311 70921236
Presbyacusis 73.84 28.47 19 3878 2618 70921929
Pleural thickening 72.50 28.47 19 3878 2813 70921734
Antipsychotic drug level below therapeutic 69.45 28.47 15 3882 970 70923577
Tardive dyskinesia 67.43 28.47 24 3873 9905 70914642
Therapeutic product effect variable 66.33 28.47 16 3881 1694 70922853
Completed suicide 65.36 28.47 71 3826 227064 70697483
Pleural fibrosis 65.36 28.47 19 3878 4120 70920427
Toxicity to various agents 56.80 28.47 86 3811 382086 70542461
Disinhibition 56.80 28.47 15 3882 2286 70922261
Deafness neurosensory 56.54 28.47 19 3878 6613 70917934
Hyperprolactinaemia 55.53 28.47 17 3880 4396 70920151
Ileus paralytic 55.07 28.47 20 3877 8741 70915806
Epigastric discomfort 54.92 28.47 19 3878 7214 70917333
Obsessive-compulsive disorder 52.25 28.47 17 3880 5353 70919194
Sopor 51.96 28.47 28 3869 31239 70893308
Mitochondrial encephalomyopathy 50.61 28.47 7 3890 27 70924520
Euphoric mood 48.10 28.47 17 3880 6872 70917675
Cyst 47.83 28.47 20 3877 12699 70911848
Intentional self-injury 46.14 28.47 26 3871 31624 70892923
Drug abuse 42.22 28.47 46 3851 147210 70777337
Dyslipidaemia 42.16 28.47 17 3880 9843 70914704
Osteopenia 39.54 28.47 19 3878 16678 70907869
Muscle rigidity 37.55 28.47 19 3878 18631 70905916
Schizoaffective disorder 35.12 28.47 10 3887 2013 70922534
Deformity 34.42 28.47 14 3883 8283 70916264
Increased appetite 34.32 28.47 15 3882 10598 70913949
Blood potassium increased 33.33 28.47 20 3877 27306 70897241
Bradyphrenia 31.98 28.47 14 3883 9932 70914615
Bone cyst 31.65 28.47 10 3887 2864 70921683
Moaning 31.46 28.47 8 3889 1051 70923496
Obesity 31.12 28.47 19 3878 26752 70897795
Dry eye 30.27 28.47 20 3877 32262 70892285
Osteosclerosis 29.16 28.47 10 3887 3695 70920852
Onychophagia 28.88 28.47 5 3892 99 70924448

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05AB03 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Phenothiazines with piperazine structure
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
MeSH PA D014149 Tranquilizing Agents
CHEBI has role CHEBI:37930 phenothiazine antipsychotic drugs
CHEBI has role CHEBI:48561 dopaminergic antagonists
CHEBI has role CHEBI:50919 antiemetico
FDA EPC N0000175746 Phenothiazine

Drug Use | Suggest Off label Use Form| |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




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

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
5-hydroxytryptamine receptor 1A GPCR Ki 6.07 WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 8.25 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR Ki 6.88 WOMBAT-PK
5-hydroxytryptamine receptor 6 GPCR Ki 7.55 WOMBAT-PK
5-hydroxytryptamine receptor 7 GPCR Ki 7.64 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR Ki 8 WOMBAT-PK
Alpha-2B adrenergic receptor GPCR Ki 6.98 WOMBAT-PK
D(3) dopamine receptor GPCR Ki 9.52 WOMBAT-PK
Histamine H1 receptor GPCR Ki 8.09 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR Ki 5.73 PDSP
Aldehyde oxidase Enzyme IC50 7.48 WOMBAT-PK
Alpha-2C adrenergic receptor GPCR Ki 7.07 WOMBAT-PK
D(4) dopamine receptor GPCR Ki 7.59 WOMBAT-PK
Alpha-2A adrenergic receptor GPCR Ki 6.19 WOMBAT-PK
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 7.60 IUPHAR
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 7.80 IUPHAR
Pleiotropic ABC efflux transporter of multiple drugs Transporter IC50 5.85 CHEMBL

External reference:

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

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0042 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0042 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0073 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0073 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0330 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0330 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0442 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0442 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0574 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine and Amitriptyline Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 2 0378-0574 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5350 TABLET, FILM COATED 2 mg ORAL ANDA 18 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5351 TABLET, FILM COATED 4 mg ORAL ANDA 18 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5352 TABLET, FILM COATED 8 mg ORAL ANDA 18 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0378-5353 TABLET, FILM COATED 16 mg ORAL ANDA 18 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4101 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4102 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4103 TABLET, FILM COATED 8 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0591-4104 TABLET, FILM COATED 16 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5060 TABLET, FILM COATED 2 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5060 TABLET, FILM COATED 2 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5061 TABLET, FILM COATED 4 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5061 TABLET, FILM COATED 4 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5062 TABLET, FILM COATED 8 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5062 TABLET, FILM COATED 8 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5063 TABLET, FILM COATED 16 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0603-5063 TABLET, FILM COATED 16 mg ORAL ANDA 19 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8046 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8046 TABLET, FILM COATED 2 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8047 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections
Perphenazine HUMAN PRESCRIPTION DRUG LABEL 1 0781-8047 TABLET, FILM COATED 4 mg ORAL ANDA 20 sections