10-Hydroxyketotifen

April 2024 May 2024 vanc 6 10-hydroxyketotifen.svg skin-invert-image 4-(1-Methylpiperidin-4-ylidene)-9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-ol 10-hydroxy-ketotifen, WR621365, NSC282481https://comptox.epa.gov/dashboard/chemical/details/DTXSID20314398 NSC282481 23 January 2025July 2025 medicmedic 43076-12-6 286324 323312 1S/C19H21NOS/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-22-19/h2-5,8,11,17,21H,6-7,9-10,12H2,1H3 TZHJFZBFWVCFAA-UHFFFAOYSA-N OC1c2c(/C(c3ccccc3C1)=C4CCN(CC\4)C)ccs2 10-Hydroxyketotifen (WR621365) is a biologically inactive metabolite of ketotifen. Gunnar AK, Wright GE, Chen JL, Maioli, AT July 3, 2002 https://data.epo.org/publication-server/rest/v1.0/publication-dates/20110720/patents/EP1218007NWB1/document.html European Patent: optically active isomers of ketotifen and therapeutically active metabolites thereof May 2, 2024 May 2, 2024 https://web.archive.org/web/20240502064104/https://data.epo.org/publication-server/rest/v1.0/publication-dates/20110720/patents/EP1218007NWB1/document.html live 10.1002/bms.1200100307 Quantification of ketotifen and its metabolites in human plasma by gas chromatography mass spectrometry 1983 Biological Mass Spectrometry 10 3 136–142 6850066 Julien-Larose C, Guerret M, Lavene D, Kiechel JR 10.1002/ardp.19923250502 Direct Differential Pulse Polarographic and Adsorptive Stripping Voltammetric Assay of Ketotifen in Tablets 1992 Archiv der Pharmazie 325 5 253–259 Bersier PM, Szczepaniak W, Ren M Despite the mainstream scientific consensus that 10-hydroxyketotifen is a biologically inactive compound, its pharmacological properties are not very well studied outside the context of ketotifen, therefore, 10-hydroxyketotifen may still possess biological activity similarly to norketotifen, another metabolite of ketotifen.10.1007/s13318-012-0080-2 Ketotifen is an antimalarial prodrug of norketotifen with blood schizonticidal and liver-stage efficacy 2012 European Journal of Drug Metabolism and Pharmacokinetics 37 1 17–22 22314893 Milner E, Sousa J, Pybus B, Auschwitz J, Caridha D, Gardner S, Grauer K, Harris E, Hickman M, Kozar MP, Lee P, Leed S, Li Q, Melendez V, Moon J, Ngundam F, o'Neil M, Parriott S, Potter B, Sciotti R, Tangteung A, Dow GS Metabolic role Ketotifen Ketotifen is an antihistamine medication which metabolizes to several compounds, including 10-hydroxyketotifen. Ketotifen, like other antihistamines,Li L, Liu R, Peng C, Chen X, Li J Pharmacogenomics for the efficacy and side effects of antihistamines Exp Dermatol 31 7 993–1004 July 2022 35538735 10.1111/exd.14602Merk HF Standard treatment: the role of antihistamines J Investig Dermatol Symp Proc 6 2 153–6 November 2001 11764306 10.1046/j.0022-202x.2001.00032.x free doi is mainly metabolized by the cytochrome P450 (CYP) enzymes, especially CYP3A410.1016/j.ancr.2014.11.003 Analysis for commonly prescribed non-sedating antihistamines 2015 Analytical Chemistry Research 3 1–12 El-Kommos ME, El-Gizawy SM, Atia NN, Hosny NM free Jáuregui I, Mullol J, Bartra J, del Cuvillo A, Dávila I, Montoro J, Sastre J, Valero AL H1 antihistamines: psychomotor performance and driving J Investig Allergol Clin Immunol 16 Suppl 1 37–44 2006 17357376 in the liver. The CYP enzymes are responsible for the oxidation and demethylation of ketotifen, producing the major metabolites norketotifen and 10-hydroxyketotifen. Norketotifen is pharmacologically active and has a similar potency as ketotifen, while 10-hydroxyketotifen is inactive. The metabolites are then conjugated with glucuronic acid or sulfate and excreted in the urine and feces.https://doi.org/10.1016/B978-0-323-04404-2.10089-2 10.1016/B978-0-323-04404-2.10089-2 Antihistamines Clinical Immunology 2008 1317–1329 978-0-323-04404-2 Lieberman P, Hernandez-Trujillo V, Lieberman J, Frew AJ February 14, 2024 February 24, 2024 https://web.archive.org/web/20240224233628/https://www.sciencedirect.com/science/article/abs/pii/B9780323044042100892?via%3Dihub live https://www.accessdata.fda.gov/drugsatfda_docs/nda/99/21-066_ZADITOR%200.025%25_pharmr_P1.pdf Center for drug evaluation and research. Application no. 21-066 February 14, 2024 February 14, 2024 https://web.archive.org/web/20240214190040/https://www.accessdata.fda.gov/drugsatfda_docs/nda/99/21-066_ZADITOR%200.025%25_pharmr_P1.pdf dead The definition and measurement of biological activity of drugs can be complex: biological activity is often defined in terms of the ability of a molecule to effect a change in a biological process, which can be quantified and measured in various ways; as such, even if 10-hydroxyketotifen is currently deemed inactive, it is possible that under certain conditions or within specific biological assays, some level of activity might be observed.16 March 2007 10.1007/s00769-006-0254-1 Defining and measuring biological activity: Applying the principles of metrology Accreditation and Quality Assurance 12 6 283–294 Jackson CM, Esnouf MP, Winzor DJ, Duewer DL free References Medicine Category:Benzocycloheptathiophenes Category:Tricyclic compounds Category:Metabolic intermediates Category:Piperidines Category:Secondary alcohols