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- Ethamoxytriphetol abstract "Ethamoxytriphetol (developmental code name MER-25) is a synthetic, non-steroidal antiestrogen that was studied clinically in the late 1950s and early 1960s but was never marketed. MER-25 was first reported in 1958, and was the first antiestrogen to be discovered. It has been described as \"essentially devoid of estrogenic activity\" and as having \"very low estrogenic activity in all species tested\". However, some estrogenic effects in the uterus have been observed, so it is not a pure antiestrogen (that is, a silent antagonist of the estrogen receptor (ER)) but is, instead, technically a selective estrogen receptor modulator (SERM). For all intents and purposes, it is a nearly pure antiestrogen, however.MER-25 produces antifertility effects in animals, and garnered interest as a potential hormonal contraceptive. However, clinical development was discontinued due to its low potency and the incidence of unacceptable central nervous system side effects, including hallucinations and psychotic episodes, with higher doses. Prior to being discontinued, the drug was also administered by Roy Hertz to three patients with metastatic breast cancer and was found to provide relief from bone pain, presumably due to dissolution of bone metastases. This was the first such study of its kind of antiestrogen therapy for the treatment of breast cancer, and it led to the development of the highly successful tamoxifen for this indication a decade later. The drug was also evaluated for the purpose of ovulation induction and as a treatment of chronic mastitis and endometrial cancer before clinical development was stopped.MER-25, a simple triphenylethanol derivative, is closely related structurally to the triphenylethylene (TPE) group of SERMs, which includes clomifene and tamoxifen. The drug, a derivative of the cholesterol-lowering agent triparanol, was originally being studied in animals at Merrell Dow as a treatment for coronary artery disease. Its antiestrogen properties were discovered serendipitously when a young research endocrinologist at the company named Leonard Lerner, who was employed to study non-steroidal estrogen pharmacology, noted the structural similarity of MER-25 to estrogenic TPE derivatives and decided to test it for estrogenicity, only to find that it blocked the effects of estrogen instead. Lerner subsequently went on to be involved in the discovery of clomifene, the first considerably antiestrogenic TPE derivative to be characterized. The structure of clomifene is similar to that of its predecessor, MER-25.".
- Ethamoxytriphetol casNumber "67-98-1".
- Ethamoxytriphetol iupacName "1-[4-[2-(Diethylamino)ethoxy]phenyl]-2-(4-methoxyphenyl)-1-phenylethanol".
- Ethamoxytriphetol pubchem "6222".
- Ethamoxytriphetol thumbnail Ethamoxytriphetol.svg?width=300.
- Ethamoxytriphetol wikiPageID "48941660".
- Ethamoxytriphetol wikiPageLength "7620".
- Ethamoxytriphetol wikiPageOutDegree "48".
- Ethamoxytriphetol wikiPageRevisionID "698851178".
- Ethamoxytriphetol wikiPageWikiLink Antiestrogen.
- Ethamoxytriphetol wikiPageWikiLink Bone_metastasis.
- Ethamoxytriphetol wikiPageWikiLink Bone_pain.
- Ethamoxytriphetol wikiPageWikiLink Breast_cancer.
- Ethamoxytriphetol wikiPageWikiLink Broparestrol.
- Ethamoxytriphetol wikiPageWikiLink Category:Abandoned_drugs.
- Ethamoxytriphetol wikiPageWikiLink Category:Alcohols.
- Ethamoxytriphetol wikiPageWikiLink Category:Amines.
- Ethamoxytriphetol wikiPageWikiLink Category:Antiestrogens.
- Ethamoxytriphetol wikiPageWikiLink Category:Hormonal_antineoplastic_drugs.
- Ethamoxytriphetol wikiPageWikiLink Category:Selective_estrogen_receptor_modulators.
- Ethamoxytriphetol wikiPageWikiLink Central_nervous_system.
- Ethamoxytriphetol wikiPageWikiLink Chlorotrianisene.
- Ethamoxytriphetol wikiPageWikiLink Cholesterol.
- Ethamoxytriphetol wikiPageWikiLink Clomifene.
- Ethamoxytriphetol wikiPageWikiLink Combined_oral_contraceptive_pill.
- Ethamoxytriphetol wikiPageWikiLink Coronary_artery_disease.
- Ethamoxytriphetol wikiPageWikiLink Diethylstilbestrol.
- Ethamoxytriphetol wikiPageWikiLink Endocrinology.
- Ethamoxytriphetol wikiPageWikiLink Endometrial_cancer.
- Ethamoxytriphetol wikiPageWikiLink Estrobin.
- Ethamoxytriphetol wikiPageWikiLink Estrogen.
- Ethamoxytriphetol wikiPageWikiLink Estrogen_receptor.
- Ethamoxytriphetol wikiPageWikiLink Fulvestrant.
- Ethamoxytriphetol wikiPageWikiLink Hallucination.
- Ethamoxytriphetol wikiPageWikiLink Hormonal_contraception.
- Ethamoxytriphetol wikiPageWikiLink Leonard_Lerner.
- Ethamoxytriphetol wikiPageWikiLink Marion_Merrell_Dow.
- Ethamoxytriphetol wikiPageWikiLink Mastitis.
- Ethamoxytriphetol wikiPageWikiLink Metastasis.
- Ethamoxytriphetol wikiPageWikiLink Nafoxidine.
- Ethamoxytriphetol wikiPageWikiLink Nonsteroidal.
- Ethamoxytriphetol wikiPageWikiLink Organic_compound.
- Ethamoxytriphetol wikiPageWikiLink Ovulation_induction.
- Ethamoxytriphetol wikiPageWikiLink Potency_(pharmacology).
- Ethamoxytriphetol wikiPageWikiLink Psychosis.
- Ethamoxytriphetol wikiPageWikiLink Raloxifene.
- Ethamoxytriphetol wikiPageWikiLink Receptor_antagonist.
- Ethamoxytriphetol wikiPageWikiLink Roy_Hertz.
- Ethamoxytriphetol wikiPageWikiLink Scientific_method.
- Ethamoxytriphetol wikiPageWikiLink Selective_estrogen_receptor_modulator.
- Ethamoxytriphetol wikiPageWikiLink Side_effect.
- Ethamoxytriphetol wikiPageWikiLink Stilbestrol.
- Ethamoxytriphetol wikiPageWikiLink Tamoxifen.
- Ethamoxytriphetol wikiPageWikiLink Triparanol.
- Ethamoxytriphetol wikiPageWikiLink Triphenylethanol.
- Ethamoxytriphetol wikiPageWikiLink Triphenylethylene.
- Ethamoxytriphetol wikiPageWikiLink Uterus.
- Ethamoxytriphetol wikiPageWikiLinkText "Ethamoxytriphetol".
- Ethamoxytriphetol wikiPageWikiLinkText "ethamoxytriphetol".
- Ethamoxytriphetol c "27".
- Ethamoxytriphetol casNumber "67".
- Ethamoxytriphetol chemspiderid "5987".
- Ethamoxytriphetol h "33".
- Ethamoxytriphetol inchi "InChI=1S/C27H33NO3/c1-4-2819-20-31-26-17-13-242721-22-11-15-2516-12-22/h6-18,29H,4-5,19-21H2,1-3H3".
- Ethamoxytriphetol inchikey "KDYQVUUCWUPJGE-UHFFFAOYSA-N".
- Ethamoxytriphetol iupacName "1".
- Ethamoxytriphetol molecularWeight "419.55582".
- Ethamoxytriphetol n "1".
- Ethamoxytriphetol o "3".
- Ethamoxytriphetol pubchem "6222".
- Ethamoxytriphetol smiles "CCNCCOC1=CC=CCO".
- Ethamoxytriphetol synonyms "NSC-19857".
- Ethamoxytriphetol wikiPageUsesTemplate Template:Antineoplastic-drug-stub.
- Ethamoxytriphetol wikiPageUsesTemplate Template:Drugbox.
- Ethamoxytriphetol wikiPageUsesTemplate Template:Estrogenics.
- Ethamoxytriphetol wikiPageUsesTemplate Template:Genito-urinary-drug-stub.
- Ethamoxytriphetol wikiPageUsesTemplate Template:Reflist.
- Ethamoxytriphetol wikiPageUsesTemplate Template:Systemic-hormonal-drug-stub.
- Ethamoxytriphetol subject Category:Abandoned_drugs.
- Ethamoxytriphetol subject Category:Alcohols.
- Ethamoxytriphetol subject Category:Amines.
- Ethamoxytriphetol subject Category:Antiestrogens.
- Ethamoxytriphetol subject Category:Hormonal_antineoplastic_drugs.
- Ethamoxytriphetol subject Category:Selective_estrogen_receptor_modulators.
- Ethamoxytriphetol hypernym Antiestrogen.
- Ethamoxytriphetol type ChemicalSubstance.
- Ethamoxytriphetol type Drug.
- Ethamoxytriphetol type ChemicalObject.
- Ethamoxytriphetol type Thing.
- Ethamoxytriphetol type Q8386.
- Ethamoxytriphetol comment "Ethamoxytriphetol (developmental code name MER-25) is a synthetic, non-steroidal antiestrogen that was studied clinically in the late 1950s and early 1960s but was never marketed. MER-25 was first reported in 1958, and was the first antiestrogen to be discovered. It has been described as \"essentially devoid of estrogenic activity\" and as having \"very low estrogenic activity in all species tested\".".
- Ethamoxytriphetol label "Ethamoxytriphetol".
- Ethamoxytriphetol wasDerivedFrom Ethamoxytriphetol?oldid=698851178.
- Ethamoxytriphetol depiction Ethamoxytriphetol.svg.
- Ethamoxytriphetol isPrimaryTopicOf Ethamoxytriphetol.