Compound: fexofenadine
SMILES: O=C(O)C(c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c4ccccc4)CC2)cc1)(C)C
InChIKey: RWTNPBWLLIMQHL-UHFFFAOYSA-N
Synonyms: fexofenadine, 83799-24-0, Carboxyterfenadine, Terfenadine carboxylate, Terfenadine-COOH, Terfenadine acid metabolite, Telfast, MDL 16455, Fexofenadina, 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethylbenzeneacetic acid, E6582LOH6V, 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid, 2-(4-{1-HYDROXY-4-[4-(HYDROXYDIPHENYLMETHYL)PIPERIDIN-1-YL]BUTYL}PHENYL)-2-METHYLPROPANOIC ACID, 2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butyl]phenyl]-2-methylpropanoic acid, MDL-16455, CHEBI:5050, DTXSID00861411, 2-[4-(1-hydroxy-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}butyl)phenyl]-2-methylpropanoic acid, Benzeneacetic acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethyl-, 4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-alpha,alpha-dimethylbenzeneacetic acid, fexofenadinum, 2-(4-(1-hydroxy-4-(4-(hydroxy(diphenyl)methyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid, Benzeneacetic acid, 4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-alpha,alpha-dimethyl-, RefChem:5830, DTXCID50197277, R06AX26, alpha-(4-(1-carboxy-1-methylethyl)phenyl)-4-hydroxydiphenylmethyl-1-piperidinebutanol, 2-(4-(1-hydroxy-4-(4-(hydroxy(diphenyl)methyl)piperidin-1-ium-1-yl)butyl)phenyl)-2-methylpropanoate, 801-893-7, Allegra, Fexofenadine (INN), MFCD00871892, CHEMBL914, Benzeneacetic acid,4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-a,a-dimethyl-, MDL-16455; Terfenadine carboxylate, Fexofendine, FEXOFENADINE [INN], Fexofenadine [INN:BAN], 2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid, Telfast (TN), HSDB 7486, NCGC00015453-05, UNII-E6582LOH6V, SR-01000075889, 83799-24-0 (free base), Terfenidine carboxylate, MDL 16455, Spectrum_001914, Fexofenidine hydrochloride, 2-(4-[1-Hydroxy-4-[4-(hydroxy-diphenyl-methyl)-piperidin-1-yl]-butyl]-phenyl)-2-methyl-propionic acid, Spectrum2_001179, Spectrum3_001921, Spectrum4_000204, Spectrum5_001474, FEXOFENADINE [MI], MDL-16455 free base, EC 801-893-7, F 9427, FEXOFENADINE [HSDB], SCHEMBL4900, FEXOFENADINE [VANDF], Lopac0_000488, BSPBio_003521, KBioGR_000807, KBioSS_002456, FEXOFENADINE [USP-RS], FEXOFENADINE [WHO-DD], SPBio_001197, GTPL4819, orb1306379, BDBM22874, KBio2_002449, KBio2_005017, KBio2_007585, KBio3_002742, GLXC-07959, HMS3261B17, HMS3370C16, HY-B0801, Tox21_500488, BBL029080, EBC-27245, STK624102, AKOS005557315, CCG-204579, DB00950, FF23281, LP00488, SDCCGSBI-0050472.P003, NCGC00015453-03, NCGC00015453-04, NCGC00015453-06, NCGC00015453-10, NCGC00015453-19, NCGC00092389-02, NCGC00092389-03, NCGC00092389-04, NCGC00261173-01, (+/-)-4-(1-Hydroxy-4-(4-(hydroxydiphenyl-methyl)-1- piperidinyl)butyl)-alpha-dimethylbenzeneacetic acid, 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid, AC-37658, AS-35188, SBI-0050472.P002, DB-016658, DB-226998, CS-0012429, EU-0100488, NS00010515, EN300-58439, C06999, D07958, AB00876239_06, AB00876239_07, L000869, Q415122, SR-01000075889-1, BRD-A73368467-003-02-8, BRD-A73368467-003-07-7, BRD-A73368467-003-16-8, BRD-A73368467-003-17-6, BRD-A73368467-003-18-4, (+)-4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic-acid, 1319714-86-7, 2-[4-(1-Hydroxy-4-{4-[hydroxy(diphenyl)methyl]-1-piperidinyl}butyl)phenyl]-2-methylpropanoic acid, 2-[4-(1-Hydroxy-4-{4-[hydroxydi(phenyl)methyl]piperidin-1-yl}butyl)phenyl]-2-methylpropanoic acid, 2-[4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid, 4-[1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-alpha,alpha-dimethyl-benzene-acetic Acid, 4-[4-(4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha, alpha-dimethylbenzeneacetic acid, 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl] -alpha,alpha-dimethylbenzeneacetic acid, 4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic acid, 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylphenylacetic acid, 4-[4[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic acid, racemic 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic acid
Theoretical properties:
molecular_formula: C32H39NO4
molecular_weight: 501.7 g/mol
exact_mass: 501.28790873 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 10
heavy_atom_count: 37
topological_polar_surface_area: 81 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from methanol-butanone
color: Crystals from methanol-butanone
solubility: Slightly soluble
Descriptions:
pubchem: Fexofenadine is a piperidine-based anti-histamine compound. It has a role as a H1-receptor antagonist and an anti-allergic agent. It is a member of piperidines and a tertiary amine. It is functionally related to an isobutyric acid.
chebi: A piperidine-based anti-histamine compound.
chembl: FEXOFENADINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Fexofenadine, sold under the brand name Allegra among others, is an antihistamine medication used in the treatment of allergy symptoms such as allergic rhinitis 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. Fexofenadine is a therapeutic alternative on the World Health Organization's List of Essential Medicines. Fexofenadine has been manufactured in generic form since 2011. In 2023, it was the 219th most commonly prescribed medication in the United States, with more than 1 million prescriptions.