| gptkbp:instanceOf | gptkb:chemical_compound gptkb:drug
 
 | 
                        
                            
                                | gptkbp:approvedBy | FDA (for specific uses) 
 | 
                        
                            
                                | gptkbp:ATCCode | L04AX02 
 | 
                        
                            
                                | gptkbp:CASNumber | 50-35-1 
 | 
                        
                            
                                | gptkbp:category | orphan drugs immunosuppressants
 sedatives
 glutarimides
 phthalimides
 teratogens
 
 | 
                        
                            
                                | gptkbp:chemicalFormula | C13H10N2O4 
 | 
                        
                            
                                | gptkbp:contraindication | pregnancy 
 | 
                        
                            
                                | gptkbp:developedBy | gptkb:Chemie_Grünenthal 
 | 
                        
                            
                                | gptkbp:discoveredBy | gptkb:Heinrich_Mückter 
 | 
                        
                            
                                | gptkbp:eliminationHalfLife | 5-7 hours 
 | 
                        
                            
                                | gptkbp:hasEnantiomer | gptkb:(R)-thalidomide gptkb:(S)-thalidomide
 
 | 
                        
                            
                                | gptkbp:introducedIn | 1957 
 | 
                        
                            
                                | gptkbp:IUPACName | 2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 
 | 
                        
                            
                                | gptkbp:legalStatus | prescription only restricted distribution
 
 | 
                        
                            
                                | gptkbp:mechanismOfAction | anti-inflammatory anti-angiogenic
 immunomodulatory
 
 | 
                        
                            
                                | gptkbp:meltingPoint | 270–272 °C 
 | 
                        
                            
                                | gptkbp:metabolism | liver 
 | 
                        
                            
                                | gptkbp:molecularWeight | 258.23 g/mol 
 | 
                        
                            
                                | gptkbp:notableFor | gptkb:thalidomide_tragedy causing birth defects in the 1950s and 1960s
 
 | 
                        
                            
                                | gptkbp:pregnancyCategory | X (contraindicated) 
 | 
                        
                            
                                | gptkbp:PubChem_CID | CHEMBL651 5426
 DB01041
 
 | 
                        
                            
                                | gptkbp:relatedTo | gptkb:lenalidomide gptkb:pomalidomide
 
 | 
                        
                            
                                | gptkbp:routeOfAdministration | oral 
 | 
                        
                            
                                | gptkbp:sideEffect | gptkb:peripheral_neuropathy birth defects
 constipation
 rash
 drowsiness
 
 | 
                        
                            
                                | gptkbp:solubility | slightly soluble in water 
 | 
                        
                            
                                | gptkbp:UNII | 4Z8R6ORS6L 
 | 
                        
                            
                                | gptkbp:usedFor | gptkb:erythema_nodosum_leprosum multiple myeloma
 leprosy
 HIV-associated wasting
 
 | 
                        
                            
                                | gptkbp:withdrawn | many countries 
 | 
                        
                            
                                | gptkbp:bfsParent | gptkb:Celgene 
 | 
                        
                            
                                | gptkbp:bfsLayer | 6 
 | 
                        
                            
                                | https://www.w3.org/2000/01/rdf-schema#label | thalidomide 
 |