词条 | Norvinisterone |
释义 |
| IUPAC_name = (8R,9S,10R,13S,14S,17R)-17-ethenyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one | image = Norvinisterone.svg | width = 225px | tradename = Neoprogestin, Nor-Progestelea | Drugs.com = | MedlinePlus = | pregnancy_AU = | pregnancy_US = | pregnancy_category= | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = By mouth | class = Progestin; Progestogen; Androgen; Anabolic steroid | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number = 6795-60-4 | ATC_prefix = None | ATC_suffix = | PubChem = 65588 | ChemSpiderID = 59030 | DrugBank = | synonyms = Vinylnortestosterone; SC-4641; 17α-Vinyl-19-nortestosterone; 17α-Vinylestr-4-en-17β-ol-3-one | C=20 | H=28 | O=2 | molecular_weight = 300.435 g/mol | SMILES = O=C4\\C=C2/[C@@H]([C@H]1CC[C@@]3([C@](O)(\\C=C)CC[C@H]3[C@@H]1CC2)C)CC4 | StdInChI = 1S/C20H28O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h3,12,15-18,22H,1,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1 | StdInChIKey = VOJYZDFYEHKHAP-XGXHKTLJSA-N | melting_point = 169 | melting_high = 171 | melting_notes = [1] }} Norvinisterone, sold under the brand names Neoprogestin and Nor-Progestelea, is a progestin and androgen/anabolic steroid (AAS) medication which was used in Europe but is now no longer marketed.[1][2][3][4][5] It is taken by mouth. Norvinisterone is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[2] It has androgenic activity.[8] Norvinisterone was synthesized in 1953.[2] It is no longer available.[10] Medical usesNorvinisterone was used in hormonal contraception to prevent pregnancy.[1][3] PharmacologyPharmacodynamicsNorvinisterone is a progestogen.[2][14][5] It appears to be quite androgenic, with about one-third and one-fifth of the androgenic and anabolic activity, respectively, of nandrolone in animal bioassays.[6] Chemistry{{See also|List of progestogens|List of androgens/anabolic steroids}}Norvinisterone, also known as 17α-vinyl-19-nortestosterone or as 17α-vinylestr-4-en-17β-ol-3-one, is a synthetic estrane steroid and a derivative of testosterone and 19-nortestosterone.[2] Analogues of norvinisterone include the progestin norgesterone and the AAS vinyltestosterone.[2] HistoryNorvinisterone was synthesized in 1953[2] and was studied in humans by 1960.[7] Society and cultureGeneric namesNorvinisterone is the generic name of the drug and its {{abbrlink|INN|International Nonproprietary Name}}.[2] It is also known as vinylnortestosterone and is known by its developmental code name SC-4641.[2][1]Brand namesNorvinisterone was marketed under the brand names Neoprogestin and Nor-Progestelea by Syntex.[2][1] AvailabilityNorgesterone is no longer marketed and hence is no longer available in any country.[8] References1. ^1 2 3 4 Merck Index, 11th edition, 6637 {{Progestogens and antiprogestogens}}{{Androgens and antiandrogens}}{{Progesterone receptor modulators}}{{Androgen receptor modulators}}2. ^1 2 3 4 5 6 7 8 9 {{cite book|author=J. Elks|title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA889|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=889–}} 3. ^1 {{cite book|author=Pei-Show Juo|title=Concise Dictionary of Biomedicine and Molecular Biology|url=https://books.google.com/books?id=Y4DLBQAAQBAJ&pg=PA774|date=21 December 2001|publisher=CRC Press|isbn=978-1-4200-4130-9|pages=774–}} 4. ^{{cite book|author1=P. H. List|author2=L. Hörhammer|title=Chemikalien und Drogen Teil A: N-Q|url=https://books.google.com/books?id=4TWnBgAAQBAJ&pg=PA274|date=12 March 2013|publisher=Springer Berlin Heidelberg|isbn=978-3-642-65035-2|pages=274–}} 5. ^1 {{cite journal|last1=Meyerson|first1=Bengt J.|title=Relationship Between the Anesthetic and Gestagenic Action and Estrous Behavior-Inducing Activity of Different Progestins|journal=Endocrinology|volume=81|issue=2|year=1967|pages=369–374|issn=0013-7227|doi=10.1210/endo-81-2-369|pmid=4952012}} 6. ^1 {{cite journal|last1=Saunders|first1=Francis J.|last2=Drill|first2=Victor A.|title=The Myotrophic and Androgenic Effects of 17-Ethyl-19-nortestosterone and Related Compounds|journal=Endocrinology|volume=58|issue=5|year=1956|pages=567–572|issn=0013-7227|doi=10.1210/endo-58-5-567|pmid=13317831}} 7. ^1 {{cite journal | vauthors = Martinez Montes EA, Bagnati EP, Zapata AC, Bur GE | title = [Clinical trial of a new luteoid: norvinisterone] | language = Spanish| journal = Dia Med | volume = 32 | issue = | pages = 194–7 | year = 1960 | pmid = 14421807 | doi = | url = }} 8. ^1 http://www.micromedexsolutions.com/micromedex2/ 7 : Alkenes|Androgens and anabolic steroids|Estranes|Hepatotoxins|Hormonal contraception|Progestogens|Vinyl compounds |
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