1.0 2011-09-21 00:32:10 UTC 2015-07-21 06:57:47 UTC FDB023597 Fexofenadine Fexofenadine is an antihistamine drug used in the treatment of hayfever and similar allergy symptoms. It was developed as a successor of and alternative to terfenadine, an antihistamine with potentially fatal contraindications. Fexofenadine, like other second-generation antihistamines, does not readily enter the brain from the blood, and so causes less drowsiness than first generation histamine receptor antagonists; Fexofenadine hydrochloride (brand names include Allegra and Telfast) is an antihistamine drug used in the treatment of hayfever and similar allergy symptoms. It was developed as a successor of and alternative to terfenadine, an antihistamine with potentially fatal contraindications. Fexofenadine, like other second generation antihistamines, does not readily enter the brain from the blood, and so causes less drowsiness than first-generation histamine-receptor antagonists. [HMDB] 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-a,a-dimethylbenzeneacetate 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-a,a-dimethylbenzeneacetic acid 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethylbenzeneacetate 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethylbenzeneacetic acid 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-α,α-dimethylbenzeneacetate 4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-α,α-dimethylbenzeneacetic acid Allegra Carboxyterfenadine Fexofenadine hydrochloride Telfast Terfenadine acid metabolite Terfenadine carboxylate Terfenadine carboxylic acid Terfenadine-COOH C32H39NO4 501.6564 501.287908741 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoic acid fexofenadine 83799-24-0 CC(C)(C(O)=O)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1 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) RWTNPBWLLIMQHL-UHFFFAOYSA-N belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Diphenylmethanes Organic compounds Benzenoids Benzene and substituted derivatives Diphenylmethanes Aromatic heteromonocyclic compounds Amino acids Aralkylamines Aromatic alcohols Azacyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Phenylbutylamines Phenylpropanes Piperidines Secondary alcohols Tertiary alcohols Trialkylamines Alcohol Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Carboxylic acid derivative Diphenylmethane Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenylbutylamine Phenylpropane Piperidine Secondary alcohol Tertiary alcohol Tertiary aliphatic amine Tertiary amine piperidines tertiary amine Solid logp 5.02 ALOGPS logs -5.28 ALOGPS solubility 2.66e-03 g/l ALOGPS logp 2.94 ChemAxon pka_strongest_acidic 4.04 ChemAxon pka_strongest_basic 9.01 ChemAxon iupac 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoic acid ChemAxon average_mass 501.6564 ChemAxon mono_mass 501.287908741 ChemAxon smiles CC(C)(C(O)=O)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1 ChemAxon formula C32H39NO4 ChemAxon 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) ChemAxon inchikey RWTNPBWLLIMQHL-UHFFFAOYSA-N ChemAxon polar_surface_area 81 ChemAxon refractivity 147.98 ChemAxon polarizability 57.42 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17512 Specdb::CMs 38839 Specdb::CMs 806874 Specdb::CMs 806875 Specdb::CMs 806876 Specdb::CMs 806877 Specdb::CMs 806878 Specdb::CMs 806879 Specdb::CMs 806880 Specdb::CMs 806881 Specdb::CMs 806882 Specdb::CMs 806883 Specdb::CMs 806884 Specdb::CMs 806885 Specdb::CMs 806886 Specdb::MsMs 99789 Specdb::MsMs 99790 Specdb::MsMs 99791 Specdb::MsMs 164976 Specdb::MsMs 164977 Specdb::MsMs 164978 Specdb::MsMs 436269 Specdb::MsMs 436270 Specdb::MsMs 436271 Specdb::MsMs 436272 Specdb::MsMs 436273 Specdb::MsMs 436274 Specdb::MsMs 443489 Specdb::MsMs 443490 Specdb::MsMs 443491 Specdb::MsMs 443492 Specdb::MsMs 443493 Specdb::MsMs 443494 Specdb::MsMs 2244724 Specdb::MsMs 2245374 Specdb::MsMs 2246868 Specdb::MsMs 2247439 Specdb::MsMs 2250834 Specdb::MsMs 2251588 Specdb::MsMs 2385929 HMDB05030 #<Reference:0x000055ce32a83170> #<Reference:0x000055ce32a82f18> #<Reference:0x000055ce32a82ce8> #<Reference:0x000055ce32a829a0> #<Reference:0x000055ce32a826f8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Histamine H1 receptor P35367 HRH1