| 词条 | Methandriol |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 444312123 | IUPAC_name = (3S,8S,9R,10R,13S,14R,17S)-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol | image = Methandriol.svg | width = 225px | tradename = Crestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = By mouth | class = Androgen; Anabolic steroid | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 521-10-8 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 229021 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 199375 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 5730Z864KG | KEGG = | ChEBI = | ChEMBL = | synonyms = Metandriol; Methylandrostenediol; Methylandrostenediole; 17α-Methylandrost-5-ene-3β,17β-diol | C=20 | H=32 | O=2 | SMILES = C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)O | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C20H32O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h4,14-17,21-22H,5-12H2,1-3H3/t14-,15+,16-,17-,18-,19-,20-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = WRWBCPJQPDHXTJ-DTMQFJJTSA-N }}Methandriol ({{abbrlink|INN|International Nonproprietary Name}}) (brand names Crestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol), also known as methylandrostenediol, as well as 17α-methylandrost-5-ene-3β,17β-diol, is a synthetic, orally active androgen and anabolic steroid (AAS) which was developed by Organon and is used in both oral and injectable (as methandriol dipropionate, methandriol propionate, or methandriol bisenanthoyl acetate) formulations.[1][2] It is a 17α-alkylated AAS and the 17α-methylated derivative of the endogenous androgen prohormone androstenediol.[1][2] Methandriol has been reported to be almost as virilizing as comparable doses of testosterone propionate and methyltestosterone when used to treat breast cancer in women.[3] HistoryMethandriol was first synthesized in 1935 along with methyltestosterone and mestanolone.[4][5] References1. ^1 {{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=PA794|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=794–}} 2. ^1 {{cite book|author1=I.K. Morton|author2=Judith M. Hall|title=Concise Dictionary of Pharmacological Agents: Properties and Synonyms|url=https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA177|date=6 December 2012|publisher=Springer Science & Business Media|isbn=978-94-011-4439-1|pages=177–}} 3. ^{{cite book|author=Harold Gardiner-Hill|title=Modern Trends in Endocrinology|url=https://books.google.com/books?id=bDNBAAAAYAAJ|year=1958|publisher=Butterworth|page=235|quote=Foss (1956), using methylandrostenediol in doses of 100 milligrams daily in the treatment of patients with inoperable carcinoma of the breast, found it almost as virilizing as testosterone propionate or methyltestosterone in comparable doses.}} 4. ^{{cite journal | vauthors = Schänzer W | title = Metabolism of anabolic androgenic steroids | journal = Clin. Chem. | volume = 42 | issue = 7 | pages = 1001–20 | year = 1996 | pmid = 8674183 | doi = | url = }} 5. ^{{cite journal|last1=Ruzicka|first1=L.|last2=Goldberg|first2=M. W.|last3=Rosenberg|first3=H. R.|title=Sexualhormone X. Herstellung des 17-Methyl-testosterons und anderer Androsten- und Androstanderivate. Zusammenhänge zwischen chemischer Konstitution und männlicher Hormonwirkung|journal=Helvetica Chimica Acta|volume=18|issue=1|year=1935|pages=1487–1498|issn=0018019X|doi=10.1002/hlca.193501801203}} External links
5 : Androgens and anabolic steroids|Androstanes|Diols|Hepatotoxins|World Anti-Doping Agency prohibited substances |
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