| 词条 | Estradiol 3-tetrahydropyranyl ether |
| 释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = (8R,9S,13S,14S,17S)-13-Methyl-3-(oxan-2-yloxy)-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol | image = Estradiol 3-tetrahydropyranyl ether.svg | width = 250px | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = By mouth[1][2][3][4] | class = Estrogen; Estrogen ether | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 41781-86-6 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 257864 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 226239 | UNII = | KEGG = | ChEBI = | ChEMBL = 472508 | synonyms = NSC-86473; Estra-1,3,5(10)-triene-17β-diol 3-(tetrahydropyran-2-yl) ether; 3-(Tetrahydro-2H-pyran-2-yloxy)estra-1,3,5(10)-trien-3-ol | C=23 | H=32 | O=3 | molecular_weight = 356.506 g/mol | SMILES = C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC5CCCCO5 | StdInChI_Ref = | StdInChI = 1S/C23H32O3/c1-23-12-11-18-17-8-6-16(26-22-4-2-3-13-25-22)14-15(17)5-7-19(18)20(23)9-10-21(23)24/h6,8,14,18-22,24H,2-5,7,9-13H2,1H3/t18-,19-,20+,21+,22?,23+/m1/s1 | StdInChIKey_Ref = | StdInChIKey = BOLMNLJKDBCJIB-CUFSGNDSSA-N }}Estradiol 3-tetrahydropyranyl ether is a synthetic estrogen and estrogen ether which was never marketed.[1][2][3][4][5][6][7] It has been reported to possess improved oral activity relative to estradiol.[1][2][3] One study in animals found that it had 15 times the oral activity of estradiol.[1][2] See also
References1. ^1 2 3 {{cite book|author1=Thomas L. Lemke|author2=David A. Williams|title=Foye's Principles of Medicinal Chemistry|url=https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA1395|date=24 January 2012|publisher=Lippincott Williams & Wilkins|isbn=978-1-60913-345-0|pages=1395–}} {{Estrogen receptor modulators}}{{Steroid-stub}}{{Genito-urinary-drug-stub}}2. ^1 2 3 {{cite journal|last1=Cross|first1=A.D.|last2=Harrison|first2=I.T.|last3=Kincl|first3=F.A.|last4=Farkas|first4=E.|last5=Kraay|first5=R.|last6=Dorfman|first6=R.I.|title=Steroids CCLXX. Biologically-active labile ethers II. A new group of potent orally-active estrogens|journal=Steroids|volume=4|issue=3|year=1964|pages=423–432|issn=0039128X|doi=10.1016/0039-128X(64)90155-2}} 3. ^1 2 {{cite journal | vauthors = Kincl FA, Dorfman RI | title = Antifertility activity of various steroids in the female rat | journal = J. Reprod. Fertil. | volume = 10 | issue = | pages = 105–13 | date = August 1965 | pmid = 14337800 | doi = 10.1530/jrf.0.0100105 | url = http://www.reproduction-online.org/content/10/1/105.full.pdf}} 4. ^1 {{cite journal | vauthors = Locardi G | title = [Clinical pharmacology and biological characteristics of 3-tetrahydropyranyl ether of 17-beta-estradiol] | language = Italian | journal = Minerva Ginecol | volume = 24 | issue = 2 | pages = 70–81 | date = February 1972 | pmid = 4603402 | doi = | url = https://www.popline.org/node/486526}} 5. ^{{cite journal | vauthors = Plancher G | title = [On some pharmacobiological characteristics of a new estrogen derivative (3-tetrahydropyranyl ether of 17-beta-estradiol)] | language = Italian | journal = Minerva Ginecol | volume = 23 | issue = 17 | pages = 671–8 | date = September 1971 | pmid = 5131894 | doi = | url = }} 6. ^{{cite journal | vauthors = Andreoli C, Lenzi G | title = [Clinical pharmacological aspects of a new hormone derivative (3-tetrahydropyranyl ether of 17-beta-estradiol)] | language = Italian | journal = Minerva Ginecol | volume = 23 | issue = 18 | pages = 711–24 | date = September 1971 | pmid = 5131179 | doi = | url = }} 7. ^{{cite journal | vauthors = Boucheau V, Renaud M, Rolland de Ravel M, Mappus E, Cuilleron CY | title = Proton and carbon-13 nuclear magnetic resonance spectroscopy of diastereoisomeric 3- and 17 beta-tetrahydropyranyl ether derivatives of estrone and estradiol | journal = Steroids | volume = 55 | issue = 5 | pages = 209–21 | date = May 1990 | pmid = 2163125 | doi = 10.1016/0039-128X(90)90018-7 | url = }} 8 : Abandoned drugs|Diols|Estranes|Estrogen ethers|Phenols|Prodrugs|Synthetic estrogens|Tetrahydropyrans |
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