词条 | Furazabol |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 447577307 | IUPAC_name = (1S,2S,10S,13R,14S,17S,18S)-2,17,18-Trimethyl-6-oxa-5,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4,7-dien-17-ol | image = Furazabol.png | alt = Skeletal formula of furazabol | width = 225 | image2 = Furazabol 3D spacefill.png | alt2 = Space-filling model of the furazabol molecule | tradename = Frazalon, Miotalon, Qu Zhi Shu | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = Schedule IV | legal_UK = | legal_US = Schedule III | legal_status = | routes_of_administration = By mouth | class = Androgen; Anabolic steroid | bioavailability = | protein_bound = | metabolism = | elimination_half-life = 4 hours{{Citation needed|date=July 2017}} | excretion = Urine | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 1239-29-8 | ATC_prefix = B | ATC_suffix = | PubChem = 14708 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 1893554 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = DB01514 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 14032 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 2W07HSP5PX | synonyms = Androfurazanol; DH-245; Furazalon; Frazalon; Pirzalon; 17α-Methyl-5α-androsta[2,3-c]furazan-17β-ol; 17β-Hydroxy-17α-methyl-5α-androstano[2,3-c]-1',2',5'-oxadiazole; 17α-Methyl-5α-androstano[2,3-c][1,2,5]oxadiazol-17β-ol | C=20 | H=30 | N=2 | O=2 | smiles = O[C@@]5([C@@]4([C@H]([C@H]3[C@@H]([C@]2(Cc1nonc1C[C@@H]2CC3)C)CC4)CC5)C)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C20H30N2O2/c1-18-11-17-16(21-24-22-17)10-12(18)4-5-13-14(18)6-8-19(2)15(13)7-9-20(19,3)23/h12-15,23H,4-11H2,1-3H3/t12-,13+,14-,15-,18-,19-,20-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = RGLLOUBXMOGLDQ-IVEVATEUSA-N }}Furazabol ({{abbrlink|INN|International Nonproprietary Name}}, {{abbrlink|JAN|Japanese Accepted Name}}) (brand names Frazalon, Miotalon, Qu Zhi Shu), also known as androfurazanol, is a synthetic, orally active anabolic-androgenic steroid which has been marketed in Japan since 1969.[1][2][3][4] It is a 17α-alkylated derivative of dihydrotestosterone (DHT) and is closely related structurally to stanozolol, differing from it only by having a furazan ring system instead of pyrazole.[5] Furazabol has a relatively high ratio of anabolic to androgenic activity.[4] As with other 17α-alkylated AAS, it may have a risk of hepatotoxicity.[6] The drug has been described as an antihyperlipidemic and is claimed to be useful in the treatment of atherosclerosis and hypercholesterolemia,[5] but according to William Llewellyn, such properties of furazabol are a myth.[7] References1. ^{{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=PA585|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=585–}} {{Androgens and antiandrogens}}{{Androgen receptor modulators}}{{Steroid-stub}}{{Genito-urinary-drug-stub}}2. ^{{cite book|title=Index Nominum 2000: International Drug Directory|url=https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA475|year=2000|publisher=Taylor & Francis|isbn=978-3-88763-075-1|pages=475–}} 3. ^{{cite book|author=William Andrew Publishing|title=Pharmaceutical Manufacturing Encyclopedia, 3rd Edition|url=https://books.google.com/books?id=_J2ti4EkYpkC&pg=PA1725|date=22 October 2013|publisher=Elsevier|isbn=978-0-8155-1856-3|pages=1725–}} 4. ^1 {{cite book|title=Progress in Medicinal Chemistry|url=https://books.google.com/books?id=wesIAirSEDkC&pg=PA62|date=1 January 1979|publisher=Elsevier|isbn=978-0-08-086264-4|pages=62–63}} 5. ^1 {{cite journal | vauthors = Fragkaki AG, Angelis YS, Koupparis M, Tsantili-Kakoulidou A, Kokotos G, Georgakopoulos C | title = Structural characteristics of anabolic androgenic steroids contributing to binding to the androgen receptor and to their anabolic and androgenic activities. Applied modifications in the steroidal structure | journal = Steroids | volume = 74 | issue = 2 | pages = 172–97 | year = 2009 | pmid = 19028512 | doi = 10.1016/j.steroids.2008.10.016 | url = }} 6. ^{{cite journal | vauthors = Abbate V, Kicman AT, Evans-Brown M, McVeigh J, Cowan DA, Wilson C, Coles SJ, Walker CJ | title = Anabolic steroids detected in bodybuilding dietary supplements - a significant risk to public health | journal = Drug Test Anal | volume = 7 | issue = 7 | pages = 609–18 | year = 2015 | pmid = 25284752 | doi = 10.1002/dta.1728 | url = }} 7. ^{{cite book | title = Anabolics 2007: Anabolic Steroids Reference Manual | date = 2007 | author = William Llewellyn | publisher = Body of Science | isbn = 978-0967930466}} 6 : Alcohols|Androgens and anabolic steroids|Androstanes|Hepatotoxins|Oxadiazoles|World Anti-Doping Agency prohibited substances |
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