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14-September-2008 18:38:41 - Bexarotene Bexarotene Systematic IUPAC name 4-1-3,5,5,8,8-pentamethyltetralin-2-ylethenyl benzoic acid Identifiers CAS number 153559-49-0 ATC code L01XX25 PubChem 82146 DrugBank APRD00114 Chemical data Formula C24H28O2 Mol. mass 348.478 g/mol Pharmacokinetic data Bioavailability ? Protein binding 99% Metabolism Bexarotene undergoes oxidative metabolism via CYP450 3A4 and its metabolites are then glucuronidated. Four bexrotene metabolites have been identified in the plasma: 6- and 7- hydroxy-bexarotene and 6-and 7-oxo-bexarotene. All of the metabolites are active in vitro, but their clinical significance is not known. Half life 7 hours Excretion Parent drug and metabolites are eliminated primarily through the hepatobiliary system. Less than 1% is excreted in the urine unchanged. Therapeutic considerations Pregnancy cat. X Legal status Routes Oral and Topical Bexarotene Targretin is an oral antineoplastic agent indicated by the FDA for cutaneous T cell lymphoma.1 It has been used off-label for lung cancer,2 breast cancer, and Kaposi's sarcoma. Contents 1 Mechanism 2 Clinical uses 3 External links 4 References Mechanism Bexarotene is a rexinoid specifically selective for retinoid X receptors, as opposed to the retinoic acid receptors. RXRs are located primarily in visceral organs such as the liver and kidney. Activated RXRs form homodimers or heterodimers with RAR retinoic acid receptors, vitamin D receptors, thyroid receptors or peroxisome proliferator activator receptors. Once activated, these retinoid receptor dimers bind to DNA at retinoic acid response elements and act as transcription factors that regulate the expression of genes which control cellular differentiation and proliferation. Retinoid agonists can activate the expression of retinoid regulated genes by removing negative transcription control or by facilitating positive transcriptional activity. They exert anticancer action by interfering with the growth of cells of the tumor. Clinical uses Bexarotene is indicated for the treatment of cutaneous manifestations of cutaneous T-cell lymphoma in patients who are refractory to at least one prior systemic therapy oral and for the topical treatment of cutaneous lesions in patients with CTCL Stage IA and IB who have refractory or persistent disease after other therapies or who have not tolerated other therapies topical. External links Targretin prescribing information capsules Targretin prescribing information topical gel References ^ Gniadecki R, Assaf C, Bagot M, et al 2007. The optimal use of bexarotene in cutaneous T-cell lymphoma. Br. J. Dermatol. 157 3: 433-40. doi:10.1111/j.1365-2133.2007.07975.x. PMID 17553039. ^ Dragnev KH, Petty WJ, Shah SJ, et al 2007. A proof-of-principle clinical trial of bexarotene in patients with non-small cell lung cancer. Clin. Cancer Res. 13 6: 1794-800. doi:10.1158/1078-0432.CCR-06-1836. PMID 17363535. v d e Chemotherapeutic agents/Antineoplastic agents L01 Purine+pyrimidine/ Ribonucleotides/ Deoxyribonucleotides Antimetabolites Folic acid Aminopterin, Methotrexate, Pemetrexed, Raltitrexed Purine Cladribine, Clofarabine, Fludarabine, Mercaptopurine, Pentostatin, Thioguanine Pyrimidine Cytarabine, Decitabine, Fluorouracil/Capecitabine, Floxuridine, Gemcitabine, Enocitabine, Sapacitabine DNA Alkylating/alkylating-like Nitrogen mustards Chlorambucil, Chlormethine, Cyclophosphamide, Ifosfamide, Melphalan, Bendamustine, Trofosfamide, Uramustine Nitrosoureas Carmustine, Fotemustine, Lomustine, Nimustine, Prednimustine, Ranimustine, Semustine, Streptozocin Platinum alkylating-like Carboplatin, Cisplatin, Nedaplatin, Oxaliplatin, Triplatin tetranitrate, Satraplatin Alkyl sulfonates Busulfan, Mannosulfan, Treosulfan Hydrazines Procarbazine Triazenes Dacarbazine, Temozolomide Aziridines Carboquone, ThioTEPA, Triaziquone, Triethylenemelamine Spindle poisons/mitotic inhibitors Taxanes Docetaxel, Larotaxel, Ortataxel, Paclitaxel, Tesetaxel · Vinca alkaloids Vinblastine, Vincristine, Vinflunine, Vindesine, Vinorelbine · Ixabepilone Cytotoxic/antitumor antibiotics Anthracyclines Aclarubicin, Daunorubicin, Doxorubicin, Epirubicin, Idarubicin, Amrubicin, Pirarubicin, Valrubicin, Zorubicin Anthracenediones Mitoxantrone, Pixantrone Streptomyces Actinomycin, Bleomycin, Mitomycin, Plicamycin · Hydroxyurea Topoisomerase inhibitors Camptotheca Camptothecin, Topotecan, Irinotecan, Rubitecan, Belotecan · Podophyllum Etoposide, Teniposide Other Altretamine · Amsacrine · Bexarotene · Estramustine · Irofulven · Trabectedin Cellular CI monoclonal antibodies Receptor tyrosine kinase Cetuximab, Panitumumab, Trastuzumab · CD20 Rituximab, Tositumomab · other Alemtuzumab, Bevacizumab, Edrecolomab, Gemtuzumab Tyrosine kinase inhibitors Axitinib · Bosutinib · Cediranib · Dasatinib · Erlotinib · Gefitinib · Imatinib · Lapatinib · Lestaurtinib · Nilotinib · Semaxanib · Sorafenib · Sunitinib · Vandetanib Cyclin-dependent kinase inhibitors Alvocidib · Seliciclib Other Fusion protein Aflibercept · Denileukin diftitox Other/ungrouped Photosensitizers Aminolevulinic acid/Methyl aminolevulinate · Efaproxiral · Porphyrin derivatives Porfimer sodium, Talaporfin, Temoporfin, Verteporfin Other Retinoids Alitretinoin, Tretinoin · Anagrelide · Arsenic trioxide · Asparaginase/Pegaspargase · Atrasentan · Bortezomib · Carmofur · Celecoxib · Demecolcine · Elesclomol · Elsamitrucin · Etoglucid · Lonidamine · Lucanthone · Masoprocol · Mitobronitol · Mitoguazone · Mitotane · Oblimersen · Omacetaxine · Sitimagene ceradenovec · Tegafur · Testolactone · Tiazofurine · Tipifarnib · Vorinostat v d e Carotenoids Carotenes: Carotene Alpha-carotene · Beta-carotene · Lycopene · Phytoene Phytofluene · Neurosporene Retinoids: Acitretin · Alitretinoin · Apocarotenal · Bexarotene · Etretinate · Fenretinide · Isotretinoin · Retinaldehyde · Tazarotene · Vitamin A Retinol, Tretinoin Xanthophylls: Antheraxanthin · Astaxanthin · Canthaxanthin · Citranaxanthin · Cryptoxanthin · Diadinoxanthin · Diatoxanthin · Dinoxanthin · Flavoxanthin · Fucoxanthin · Lutein · Neoxanthin · Rhodoxanthin · Rubixanthin · Violaxanthin · Zeaxanthin Other: Crocin · Crocetin · Peridinin · Food orange 7 Retrieved from http://en..org/wiki/Bexarotene Categories: Rexinoids Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page This page was last modified on 31 May 2008, at 18:03
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