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

Stem definitionDrug idCAS RN
2742 146-54-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • triflupromazine
  • fluopromazine
  • psyquil
  • trifluopromazine
  • triflupromazine hydrochloride
  • triflupromazine HCl
A phenothiazine used as an antipsychotic agent and as an antiemetic.
  • Molecular weight: 352.42
  • Formula: C18H19F3N2S
  • CLOGP: 5.81
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 0
  • TPSA: 6.48
  • ALOGS: -5.29
  • ROTB: 5

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
0.10 g O
0.10 g P

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Sept. 16, 1957 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05AA05 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Phenothiazines with aliphatic side-chain
MeSH PA D000932 Antiemetics
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 D005765 Gastrointestinal Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D011619 Psychotropic Drugs
CHEBI has role CHEBI:48561 dopaminergic antagonist
CHEBI has role CHEBI:50919 antiemetic
CHEBI has role CHEBI:65190 first generation antipsychotic
MeSH PA D014149 Tranquilizing Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Nausea and vomiting indication 16932000
Psychotic disorder indication 69322001
Vomiting indication 422400008
Nausea indication 422587007
Alcoholism contraindication 7200002
Organophosphate poisoning contraindication 8260003
Weight gain finding contraindication 8943002
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
Conduction disorder of the heart contraindication 44808001
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Extrapyramidal disease contraindication 76349003
Hyperglycemia contraindication 80394007 DOID:4195
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
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
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
Visual impairment contraindication 397540003
Breastfeeding (mother) contraindication 413712001
Myocardial ischemia contraindication 414795007 DOID:3393
Obesity contraindication 414916001 DOID:9970
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 9.04 Basic
pKa2 2.72 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 8.55 PDSP CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 8.40 PDSP
Multidrug resistance protein 1 Transporter Ki 4.80 CHEMBL
Trypanothione reductase Enzyme Ki 4.52 CHEMBL
Pleiotropic ABC efflux transporter of multiple drugs Transporter IC50 5.31 CHEMBL
Cholinesterase Enzyme IC50 5.13 CHEMBL

External reference:

IDSource
4019958 VUID
N0000148043 NUI
C0040989 UMLSCUI
D00390 KEGG_DRUG
398816002 SNOMEDCT_US
4019958 VANDF
10805 RXNORM
30329006 SNOMEDCT_US
d03152 MMSL
004589 NDDF
9E75N4A5HM UNII
1098-60-8 SECONDARY_CAS_RN
CHEMBL570 ChEMBL_ID
DB00508 DRUGBANK_ID
725 INN_ID
CHEBI:9711 CHEBI
CHEMBL1201102 ChEMBL_ID
D014273 MESH_DESCRIPTOR_UI
5568 PUBCHEM_CID
4330 IUPHAR_LIGAND_ID

Pharmaceutical products:

None