terfenadine
E850017
Terfenadine is a withdrawn second-generation antihistamine formerly used to treat allergy symptoms but discontinued due to its risk of causing serious cardiac arrhythmias.
Observed surface forms (1)
| Surface form | Occurrences |
|---|---|
| Terfenadine | 0 |
Statements (50)
| Predicate | Object |
|---|---|
| instanceOf |
H1 receptor antagonist
ⓘ
piperidine derivative ⓘ second-generation antihistamine ⓘ withdrawn drug ⓘ |
| actsOn | histamine H1 receptor ⓘ |
| affectsIonChannel | hERG potassium channel NERFINISHED ⓘ |
| belongsToATCClass | R06AX12 ⓘ |
| contraindicatedWith |
CYP3A4 inhibitors
ⓘ
clarithromycin NERFINISHED ⓘ erythromycin ⓘ grapefruit juice ⓘ itraconazole ⓘ ketoconazole NERFINISHED ⓘ |
| crossesBloodBrainBarrier | minimally ⓘ |
| developedBy | Marion Merrell Dow NERFINISHED ⓘ |
| hasActiveMetabolite | fexofenadine ⓘ |
| hasAdverseEffect |
cardiac arrhythmia
ⓘ
dizziness ⓘ dry mouth ⓘ headache ⓘ palpitations ⓘ sedation (low incidence) ⓘ syncope ⓘ |
| hasBioavailability | low due to first-pass metabolism ⓘ |
| hasCASNumber | 50679-08-8 ⓘ |
| hasDrugBankID | DB00342 NERFINISHED ⓘ |
| hasIUPACName | (±)-4-[1-(4-tert-butylphenyl)-4-(hydroxydiphenylmethyl)piperidin-4-ylidene]butanoic acid NERFINISHED ⓘ |
| hasLogP | high lipophilicity ⓘ |
| hasMeltingPoint | 150-153 °C (approximate) ⓘ |
| hasMolecularFormula | C32H41NO2 ⓘ |
| hasPharmacologicalEffect |
anti-allergic effect
ⓘ
antihistamine effect ⓘ |
| hasProteinBinding | high ⓘ |
| hasPubChemCID | 5405 ⓘ |
| hasRisk |
QT interval prolongation
ⓘ
sudden cardiac death ⓘ torsades de pointes ⓘ ventricular arrhythmia ⓘ |
| hasUNIIs | 0H73WJJ391 ⓘ |
| introducedIn | 1980s ⓘ |
| isProdrugOf | fexofenadine ⓘ |
| metabolizedBy | CYP3A4 NERFINISHED ⓘ |
| routeOfAdministration | oral ⓘ |
| usedFor |
allergic rhinitis
ⓘ
chronic idiopathic urticaria ⓘ seasonal allergic rhinitis ⓘ |
| withdrawnFromMarketIn |
European Union
NERFINISHED
ⓘ
United States NERFINISHED ⓘ |
| withdrawnIn | 1990s ⓘ |
| withdrawnReason | risk of serious cardiac arrhythmias ⓘ |
Referenced by (1)
Full triples — surface form annotated when it differs from this entity's canonical label.