Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C32H41NO2 |
| Molecular Weight | 471.6734 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)C1=CC=C(C=C1)C(O)CCCN2CCC(CC2)C(O)(C3=CC=CC=C3)C4=CC=CC=C4
InChI
InChIKey=GUGOEEXESWIERI-UHFFFAOYSA-N
InChI=1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3
| Molecular Formula | C32H41NO2 |
| Molecular Weight | 471.6734 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19660947 |
40.0 nM [Ki] |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
406.9 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1576325/ |
120 mg single, oral dose: 120 mg route of administration: Oral experiment type: SINGLE co-administered: |
FEXOFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
458.1 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1576325/ |
120 mg single, oral dose: 120 mg route of administration: Oral experiment type: SINGLE co-administered: |
FEXOFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: HIGH-FAT |
|
1.544 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6113858/ |
60 mg single, oral dose: 60 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
4.519 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6113858/ |
180 mg single, oral dose: 180 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2720.1 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1576325/ |
120 mg single, oral dose: 120 mg route of administration: Oral experiment type: SINGLE co-administered: |
FEXOFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
2712.1 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1576325/ |
120 mg single, oral dose: 120 mg route of administration: Oral experiment type: SINGLE co-administered: |
FEXOFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: HIGH-FAT |
|
11.864 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6113858/ |
60 mg single, oral dose: 60 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
44.341 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6113858/ |
180 mg single, oral dose: 180 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
12.6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1576325/ |
120 mg single, oral dose: 120 mg route of administration: Oral experiment type: SINGLE co-administered: |
FEXOFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
11.6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1576325/ |
120 mg single, oral dose: 120 mg route of administration: Oral experiment type: SINGLE co-administered: |
FEXOFENADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: HIGH-FAT |
Doses
| Dose | Population | Adverse events |
|---|---|---|
180 mg 2 times / day multiple, oral Highest studied dose Dose: 180 mg, 2 times / day Route: oral Route: multiple Dose: 180 mg, 2 times / day Sources: |
healthy, 18-40 |
Other AEs: Electrocardiogram QTc interval prolonged... Other AEs: Electrocardiogram QTc interval prolonged (12.5%) Sources: |
60 mg 2 times / day multiple, oral Recommended Dose: 60 mg, 2 times / day Route: oral Route: multiple Dose: 60 mg, 2 times / day Sources: |
unhealthy, 18-45 |
Disc. AE: Headache... Other AEs: Somnolence... AEs leading to discontinuation/dose reduction: Headache (grade 2-3, 8.3%) Other AEs:Somnolence (grade 1, 4.15%) Sources: |
120 mg 1 times / day multiple, oral Recommended Dose: 120 mg, 1 times / day Route: oral Route: multiple Dose: 120 mg, 1 times / day Sources: |
unhealthy, 19-66 |
Disc. AE: Nausea, Headache... AEs leading to discontinuation/dose reduction: Nausea (2.4%) Sources: Headache (2.4%) |
60 mg single, oral Recommended |
healthy, 23-40 |
|
240 mg single, oral Highest studied dose |
healthy, 23-47 |
Other AEs: Driving ability disturbed... |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Electrocardiogram QTc interval prolonged | 12.5% | 180 mg 2 times / day multiple, oral Highest studied dose Dose: 180 mg, 2 times / day Route: oral Route: multiple Dose: 180 mg, 2 times / day Sources: |
healthy, 18-40 |
| Somnolence | grade 1, 4.15% | 60 mg 2 times / day multiple, oral Recommended Dose: 60 mg, 2 times / day Route: oral Route: multiple Dose: 60 mg, 2 times / day Sources: |
unhealthy, 18-45 |
| Headache | grade 2-3, 8.3% Disc. AE |
60 mg 2 times / day multiple, oral Recommended Dose: 60 mg, 2 times / day Route: oral Route: multiple Dose: 60 mg, 2 times / day Sources: |
unhealthy, 18-45 |
| Headache | 2.4% Disc. AE |
120 mg 1 times / day multiple, oral Recommended Dose: 120 mg, 1 times / day Route: oral Route: multiple Dose: 120 mg, 1 times / day Sources: |
unhealthy, 19-66 |
| Nausea | 2.4% Disc. AE |
120 mg 1 times / day multiple, oral Recommended Dose: 120 mg, 1 times / day Route: oral Route: multiple Dose: 120 mg, 1 times / day Sources: |
unhealthy, 19-66 |
| Driving ability disturbed | 240 mg single, oral Highest studied dose |
healthy, 23-47 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| The relationship of clinical QT prolongation to outcome in the conscious dog using a beat-to-beat QT-RR interval assessment. | 2002-08 |
|
| Simultaneous determination of fexofenadine and its related compounds by HPLC. | 2002-07-20 |
|
| Chronic urticaria and angioedema. | 2002-07-18 |
|
| Drug eruption and liver injury caused by terfenadine and oxatomide. | 2002-07-04 |
|
| Fexofenadine modulates T-cell function, preventing allergen-induced airway inflammation and hyperresponsiveness. | 2002-07 |
|
| Role of lung inflammatory mediators as a cause of exercise-induced arterial hypoxemia in young athletes. | 2002-07 |
|
| Pharmacological rescue of human K(+) channel long-QT2 mutations: human ether-a-go-go-related gene rescue without block. | 2002-06-18 |
|
| Antihistamines and the torsade de point in children with allergic rhinitis. | 2002-06-18 |
|
| Effect of St John's wort on the pharmacokinetics of fexofenadine. | 2002-06 |
|
| Are herbal products dietary supplements or drugs? An important question for public safety. | 2002-06 |
|
| Next generation antihistamines: therapeutic rationale, accomplishments and advances. | 2002-06 |
|
| Delineation of the protective action of zinc sulfate on ulcerative colitis in rats. | 2002-05-17 |
|
| Evaluation of cytokines in nasal secretions after nasal antigen challenge: lack of influence of antihistamines. | 2002-05 |
|
| MDR1 gene polymorphisms and disposition of the P-glycoprotein substrate fexofenadine. | 2002-05 |
|
| Three-dimensional quantitative structure-activity relationship for inhibition of human ether-a-go-go-related gene potassium channel. | 2002-05 |
|
| [Hay fever and asthma. Many of your patients have both]. | 2002-04-25 |
|
| [Chronic idiopathic urticaria: effectiveness of fexofenadine. A double-blind, placebo controlled study with 21 patients]. | 2002-04-10 |
|
| Intradermal cholinergic agonists induce itch-associated response via M3 muscarinic acetylcholine receptors in mice. | 2002-03 |
|
| Cardiotoxicity of new antihistamines and cisapride. | 2002-02-28 |
|
| Are antihistamines useful in managing asthma? | 2002-02 |
|
| A double-blind, randomized, single-dose, crossover comparison of levocetirizine with ebastine, fexofenadine, loratadine, mizolastine, and placebo: suppression of histamine-induced wheal-and-flare response during 24 hours in healthy male subjects. | 2002-02 |
|
| Proarrhythmic potential of halofantrine, terfenadine and clofilium in a modified in vivo model of torsade de pointes. | 2002-02 |
|
| Antihistamines in late-phase clinical development for allergic disease. | 2002-02 |
|
| Determination of fexofenadine in human plasma and urine by liquid chromatography-mass spectrometry. | 2002-01-25 |
|
| [Efficacy and safety of fexofenadine and cetirizine in the treatment of allergic rhinitis]. | 2002-01-23 |
|
| An evaluation of the effects of high-dose fexofenadine on the central nervous system: a double-blind, placebo-controlled study in healthy volunteers. | 2002-01 |
|
| A comparison of once daily fexofenadine versus the combination of montelukast plus loratadine on domiciliary nasal peak flow and symptoms in seasonal allergic rhinitis. | 2002-01 |
|
| Fruit juices inhibit organic anion transporting polypeptide-mediated drug uptake to decrease the oral availability of fexofenadine. | 2002-01 |
|
| Induction of multidrug resistance-1 and cytochrome P450 mRNAs in human mononuclear cells by rifampin. | 2002-01 |
|
| Potential cardiac toxicity of H1-antihistamines. | 2002 |
|
| Do standard doses of frequently prescribed drugs cause preventable adverse effects in women? | 2002 |
|
| [Comparative antihistamine and anti-allergic effects of various antihistamine preparations]. | 2002 |
|
| Grapefruit juice reduces the oral bioavailability of fexofenadine but not desloratadine. | 2002 |
|
| Pharmacokinetic profile of zafirlukast. | 2002 |
|
| Effects of antihistamines on leukotriene and cytokine release from dispersed nasal polyp cells. | 2002 |
|
| Second generation antihistamines in the treatment of seasonal allergic rhinitis due to Parietaria and cypress pollen. | 2001-12 |
|
| pH-metric solubility. 3. Dissolution titration template method for solubility determination. | 2001-12 |
|
| Dissociable effects of histamine H1 antagonists on reaction-time performance in rats. | 2001-11-10 |
|
| Inhibition of depolarization-induced [3H]noradrenaline release from SH-SY5Y human neuroblastoma cells by some second-generation H(1) receptor antagonists through blockade of store-operated Ca(2+) channels (SOCs). | 2001-11-01 |
|
| Fexofenadine reduces nasal congestion in perennial allergic rhinitis. | 2001-11 |
|
| [3H]dofetilide binding to HERG transfected membranes: a potential high throughput preclinical screen. | 2001-10-26 |
|
| An amino acid residue whose change by mutation affects drug binding to the HERG channel. | 2001-10-12 |
|
| Development and evaluation of high throughput functional assay methods for HERG potassium channel. | 2001-10 |
|
| The costs of nonsedating antihistamine therapy for allergic rhinitis in managed care: an updated analysis. | 2001-10 |
|
| Effects of a new antiallergic drug, VUF-K-8788, on infiltration of lung parenchyma by eosinophils in guinea pigs and eosinophil-adhesion to human umbilical vein endothelial cells (HUVEC). | 2001-10 |
|
| Terfenadine-beta-Cyclodextrin inclusion complex with antihistaminic activity enhancement. | 2001-09 |
|
| Pharmacological characterization of the leukocyte kinetics after intranasal antigen challenge in a guinea pig model of allergic rhinitis. | 2001-09 |
|
| Involvement of thromboxane A2 and peptide leukotrienes in early and late phase nasal blockage in a guinea pig model of allergic rhinitis. | 2001-09 |
|
| Effect of oxatomide, an antiallergic agent, on QT interval in dogs. | 2001 |
|
| Impact of rhinitis on airway inflammation: biological and therapeutic implications. | 2001 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6129869
Terfenadine 20 mg 3 times a day
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:25:30 GMT 2025
by
admin
on
Mon Mar 31 18:25:30 GMT 2025
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| Record UNII |
7BA5G9Y06Q
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| Record Status |
Validated (UNII)
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NCI_THESAURUS |
C29578
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WHO-ATC |
R06AX12
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WHO-VATC |
QR06AX12
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LIVERTOX |
939
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CFR |
21 CFR 216.24
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D016593
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256-710-8
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758627
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Terfenadine
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SUB10920MIG
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C29494
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3674
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42330
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2600
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CHEMBL17157
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665802
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m10576
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100000082708
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2608
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5405
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DTXSID2023642
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DB00342
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6508
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| Related Record | Type | Details | ||
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> INHIBITOR |
IC50
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BINDER->LIGAND |
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
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TARGET -> INHIBITOR |
BINDING
IC50
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TRANSPORTER -> INHIBITOR |
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METABOLITE ACTIVE -> PARENT |
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METABOLITE -> PARENT |
URINE
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METABOLITE INACTIVE -> PARENT |
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METABOLITE -> PARENT |
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
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EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
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ACTIVE MOIETY |
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