| gptkbp:instanceOf | gptkb:antidepressant 
 | 
                        
                            
                                | gptkbp:approvedBy | gptkb:FDA 
 | 
                        
                            
                                | gptkbp:ATCCode | N06AA02 
 | 
                        
                            
                                | gptkbp:brand | gptkb:Tofranil 
 | 
                        
                            
                                | gptkbp:CASNumber | 50-49-7 
 | 
                        
                            
                                | gptkbp:category | gptkb:antidepressant gptkb:norepinephrine_reuptake_inhibitor
 gptkb:dibenzazepine
 gptkb:tertiary_amine
 tricyclic compound
 
 | 
                        
                            
                                | gptkbp:chemicalFormula | C19H24N2 
 | 
                        
                            
                                | gptkbp:contraindication | recent myocardial infarction concurrent MAOI use
 
 | 
                        
                            
                                | gptkbp:discoveredBy | gptkb:Geigy 
 | 
                        
                            
                                | gptkbp:eliminationHalfLife | 11–25 hours 
 | 
                        
                            
                                | gptkbp:firstSynthesized | 1948 
 | 
                        
                            
                                | gptkbp:has_metabolite | gptkb:desipramine 
 | 
                        
                            
                                | gptkbp:introduced | 1957 
 | 
                        
                            
                                | gptkbp:IUPACName | 3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine 
 | 
                        
                            
                                | gptkbp:KEGGID | D00177 
 | 
                        
                            
                                | gptkbp:legalStatus | prescription only 
 | 
                        
                            
                                | gptkbp:mechanismOfAction | gptkb:norepinephrine_reuptake_inhibitor 
 | 
                        
                            
                                | gptkbp:meltingPoint | 167–168 °C 
 | 
                        
                            
                                | gptkbp:MeSH_ID | D007090 
 | 
                        
                            
                                | gptkbp:metabolism | liver 
 | 
                        
                            
                                | gptkbp:molecularWeight | 280.41 g/mol 
 | 
                        
                            
                                | gptkbp:pregnancyCategory | C (US) 
 | 
                        
                            
                                | gptkbp:proteinBinding | 60–96% 
 | 
                        
                            
                                | gptkbp:PubChem_CID | 3696 DB00458
 CHEMBL48
 
 | 
                        
                            
                                | gptkbp:riskFactor | gptkb:orthostatic_hypotension seizures
 QT prolongation
 anticholinergic effects
 overdose toxicity
 
 | 
                        
                            
                                | gptkbp:routeOfAdministration | oral intramuscular
 
 | 
                        
                            
                                | gptkbp:sideEffect | gptkb:sexual_dysfunction constipation
 weight gain
 drowsiness
 dry mouth
 
 | 
                        
                            
                                | gptkbp:solubility | slightly soluble in water 
 | 
                        
                            
                                | gptkbp:UNII | 7BB9YJ8U49 
 | 
                        
                            
                                | gptkbp:usedFor | gptkb:depression anxiety disorders
 enuresis
 
 | 
                        
                            
                                | gptkbp:bfsParent | gptkb:SLC6A4_protein gptkb:CYP3A4
 gptkb:Lofepramine
 gptkb:Opipramol
 gptkb:Roland_Kuhn_(imipramine)
 
 | 
                        
                            
                                | gptkbp:bfsLayer | 7 
 | 
                        
                            
                                | https://www.w3.org/2000/01/rdf-schema#label | imipramine 
 |