Fexofenadine

Fexofenadine
Clinical data
Trade names	Allegra, others
AHFS/Drugs.com	Monograph
MedlinePlus	a697035
License data	US DailyMed: Fexofenadine;
Pregnancy; category	AU: B2;
Routes of; administration	By mouth
Drug class	Antihistamine; H1 receptor antagonist
ATC code	R06AX26 (WHO) ;
Legal status
Legal status	AU: S2 (Pharmacy medicine) / S4; BR: OTC (Over the counter); CA: OTC; UK: P (Pharmacy medicines) / P/ GSL; US: OTC / Rx-only;
Pharmacokinetic data
Bioavailability	30–41%
Protein binding	60–70%
Metabolism	Hepatic (≤5% of dose)
Elimination half-life	14.4 hours
Excretion	Feces (~80%) and urine (~10%) as unchanged drug
Identifiers
	IUPAC name (±)-4-[1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl]-α, α-dimethyl benzeneacetic acid;
CAS Number	83799-24-0 ;
PubChem CID	3348;
IUPHAR/BPS	4819;
DrugBank	DB00950 ;
ChemSpider	3231 ;
UNII	E6582LOH6V;
KEGG	D07958 ; as HCl: D00671 ;
ChEBI	CHEBI:5050 ;
ChEMBL	ChEMBL914 ;
CompTox Dashboard (EPA)	DTXSID00861411 ;
ECHA InfoCard	100.228.648
Chemical and physical data
Formula	C32H39NO4
Molar mass	501.667 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES O=C(O)C(c1ccc(cc1)C(O)CCCN2CCC(CC2)C(O)(c3ccccc3)c4ccccc4)(C)C;
	InChI InChI=1S/C32H39NO4/c1-31(2,30(35)36)25-17-15-24(16-18-25) 29(34)14-9-21-33-22-19-28(20-23-33)32(37, 26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8, 10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36) ; Key:RWTNPBWLLIMQHL-UHFFFAOYSA-N ;
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Fexofenadine, sold under the brand name Allegra among others, is an antihistamine pharmaceutical drug used in the treatment of allergy symptoms, such as hay fever and urticaria.

Therapeutically, fexofenadine is a selective peripheral H₁ blocker. It is classified as a second-generation antihistamine because it is less able to pass the blood–brain barrier and cause sedation, compared to first-generation antihistamines.

It was patented in 1979 and came into medical use in 1996. It is on the World Health Organization's List of Essential Medicines. Fexofenadine has been manufactured in generic form since 2011. In 2021, it was the 262nd most commonly prescribed medication in the United States, with more than 1 million prescriptions.

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