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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/08/04 23:39:24」(JST)
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This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. (December 2009) |
Furazabol
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| Systematic (IUPAC) name |
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(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
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| Clinical data |
Routes of
administration |
Oral |
| Pharmacokinetic data |
| Biological half-life |
4 hours |
| Excretion |
Urinary |
| Identifiers |
| CAS Registry Number |
1239-29-8 Y |
| ATC code |
B |
| PubChem |
CID: 14708 |
| DrugBank |
DB01514 Y |
| ChemSpider |
14032 Y |
| UNII |
2W07HSP5PX Y |
| Synonyms |
17α-methyl-5α-androsta-2,3-furazan-17β-ol |
| Chemical data |
| Formula |
C20H30N2O2 |
| Molecular mass |
330.4694 |
SMILES
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O[C@@]5([C@@]4([C@H]([C@H]3[C@@H]([C@]2(Cc1nonc1C[C@@H]2CC3)C)CC4)CC5)C)C
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InChI
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InChI=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 Y
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Key:RGLLOUBXMOGLDQ-IVEVATEUSA-N Y
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| Y (what is this?) (verify) |
Furazabol (Miotolan) is a derivative of the anabolic steroid stanozolol. It differs from stanozolol by having a furazan ring system in place of the pyrazole. It has a c-17alpha methyl group, which allows it to be taken orally and causes hepatotoxicity in some individuals.[citation needed]
According to William Llewellyn, author of Anabolics 2007, the cholesterol-lowering effects of furazabol are a myth. In the 1970s, research studies showed that furazabol along with many other orally-active AAS like Anavar (oxandrolone) lowered total serum cholesterol.[citation needed] It was subsequently established that the cholesterol reduction from oral AAS was the result of suppressed HDL levels. As such, it would be expected that furazabol, like other oral anabolic steroids, while reducing total cholesterol levels would still adversely affect the HDL/LDL ratio and increase the risk of cardiovascular disease.[citation needed]
The Canadian sprinter Ben Johnson tested positive for stanozolol after winning the gold medal in the 100 meter sprint at the 1988 Summer Olympics.[citation needed] His doctor, Dr. Jamie Astaphan, maintains that his urine sample was sabotaged because Johnson was administered furazabol, which was not an IOC banned substance at the time.[citation needed] Subsequently, training partner and fellow Charlie Francis athlete Angela Issajenko (Taylor), in her book "Running Risks" outlined a theory stating Ben Johnson actually was using stanozolol. She substantiated this by stating that her supply of what she thought was furazabol was retested following the Dubin Inquiry and was found to be stanozolol, explaining the positive test.[citation needed]
References
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This article does not cite any references or sources. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. (December 2009) |
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Anabolic steroids (A14)
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| Androstane (carbon 19 present) |
- Adrenosterone
- Androisoxazole
- Bolasterone (Myagen)
- Bolazine
- Boldione
- Boldenone undecylenate (Equipoise)
- 4-Chlordehydromethyltestosterone (Turinabol)
- 4-Hydroxytestosterone
- Calusterone
- Clostebol
- Danazol
- Desoxymethyltestosterone (Madol)
- DHT
- Drostanolone (Masteron)
- Enestebol
- Epitiostanol
- Fluoxymesterone (Halotestin)
- Formebolone
- Furazabol (Miotolan)
- Hydroxystenozole
- Mebolazine
- Mesabolone
- Mestanolone
- Mesterolone (Proviron)
- Methandriol
- Methandrostenolone (Dianabol)
- Metenolone
- Methenolone enanthate (Primobolan)
- Methasterone (Superdrol)
- Methyltestosterone
- Methyldiazirinol
- Oxandrolone (Anavar)
- Oxymetholone (Anadrol)
- Oxymesterone
- Prostanozol
- Quinbolone (Anabolicum Vister)
- Roxibolone
- Silandrone
- Stanozolol (Strombafort
- Winstrol)
- Stenbolone
- Testosterone`s (Sustamed
- Sustanon)
- 1-Testosterone
- Thiomesterone
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| Estrene (carbon 19 absent) |
- Bolenol
- Ethyldienolone
- Ethylestrenol
- Mibolerone (Cheque Drops)
- Methylnortestosterone
- Metribolone (R1881)
- Nandrolone (Deca Durabolin)
- Norboletone (Genabol)
- Norclostebol
- Norethandrolone
- Normethandrone
- Oxabolone cipionate
- Propetandrol
- Tetrahydrogestrinone (The Clear)
- Trenbolone (Fina)
- Trestolone
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| Prohormones |
- 1-Androstenediol
- 1,4-Androstadienedione
- 4-Androstenediol
- 4-Androstenedione
- 19-Norandrostenediol
- 19-Norandrostenedione
- DHEA
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Index of digestion
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| Description |
- Anatomy
- Physiology
- Development
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| Disease |
- Congenital
- Neoplasms and cancer
- Inflammatory bowel disease
- Gluten sensitivity
- Other
- Symptoms and signs
- Blood tests
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| Treatment |
- Procedures
- Drugs
- anabolic steroids
- antacids
- diarrhoea and infection
- bile and liver
- functional gastrointestinal disorders
- laxatives
- peptic ulcer and reflux
- nausea and vomiting
- other
- Surgery
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Androgenics
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Receptor
(ligands) |
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AR
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Agonists
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Mixed (SARMs)
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- AC-262,356
- Andarine
- BMS-564,929
- Enobosarm
- LGD-2226
- LGD-3303
- LGD-4033
- S-23
- S-40503
- TFM-4AS-1
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Antagonists
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- 3α-Hydroxytibolone
- 3β-Hydroxytibolone
- Abiraterone
- Abiraterone acetate
- ARN-509
- Benorterone
- Bicalutamide
- BMS-641,988
- BOMT
- Canrenoic acid
- Canrenone
- Chlormadinone acetate
- Cimetidine
- Cioteronel
- Cyproterone
- Cyproterone acetate
- Delanterone
- Dienogest
- Drospirenone
- Enzalutamide
- Epitestosterone
- Flutamide
- Galeterone
- Hydroxyflutamide
- Inocoterone
- Ketoconazole
- Megestrol acetate
- Metogest
- Mifepristone
- Nilutamide
- Nomegestrol
- Nordinone
- Norgestimate
- Osaterone
- Oxendolone
- PF-998425
- Potassium canrenoate
- R2956
- Rosterolone
- RU-58642
- RU-58841
- Spironolactone
- Topilutamide (fluridil)
- Topterone
- Zanoterone
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| Enzyme |
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Modulators
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- 20,22-desmolase, 17α-hydroxylase/17,20-lyase, 3β-HSD, 17β-HSD, 5α-reductase, and aromatase) (see also Steroid hormone metabolism modulator)
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| Others |
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Precursors/prohormones
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- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- Pregnenolone sulfate
- 17-Hydroxypregnenolone
- Progesterone
- 17-Hydroxyprogesterone
- 11-Deoxycortisol (cortodoxone)
- DHEA
- DHEA sulfate
- 5-Androstenediol
- 4-Androstenedione
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Indirect
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- Antigonadotropins (e.g., estrogens, progestogens, prolactin)
- GnRH agonists (e,g, GnRH, leuprorelin)
- GnRH antagonists (e.g., cetrorelix)
- Gonadotropins (e.g., FSH, hCG, LH)
- Kisspeptin
- Plasma proteins (ABP, albumin, SHBG)
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See also: Estrogenics • Glucocorticoids • Mineralocorticoids • Progestogenics
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English Journal
- Simultaneous doping analysis of main urinary metabolites of anabolic steroids in horse by ion-trap gas chromatography-tandem mass spectrometry.
- Yamada M, Aramaki S, Kurosawa M, Kijima-Suda I, Saito K, Nakazawa H.SourceLaboratory of Racing Chemistry, Utsunomiya, Tochigi 320-0851, Japan. m-yamada@lrc.or.jp
- Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.Anal Sci.2008 Sep;24(9):1199-204.
- The use of anabolic steroids in racehorses is strictly regulated. We have developed a method for the simultaneous analysis of 11 anabolic steroids: fluoxymesterone, 17alpha-methyltestosterone, mestanolone, methandienone, methandriol, oxymetholone, boldenone, furazabol, methenolone, nandrolone, and s
- PMID 18781036
- Improvement in steroid screening for doping control with special emphasis on stanozolol.
- Huenerbein A, Sipoli Marques MA, Pereira Ados S, de Aquino Neto FR.SourceLABDOP-LADETEC, Instituto de Química, Ilha do Fundão, Centro de Tecnologia, Bloco A. sala 512, Universidade Federal do Rio de Janeiro, Rio de Janeiro 21949-900, RJ, Brazil. andreashuenerbein@student.uni-halle.de
- Journal of chromatography. A.J Chromatogr A.2003 Jan 24;985(1-2):375-86.
- The Medical Commission of the International Olympic Committee forbids the use of anabolic androgenic steroids and beta2-agonists to improve athletic performance. In this work we have selected examples of anabolic androgenic compounds and their metabolites to evaluate the GC-MS analysis of some trime
- PMID 12580506
Japanese Journal
- Simultaneous Doping Analysis of Main Urinary Metabolites of Anabolic Steroids in Horse by Ion-trap Gas Chromatography-Tandem Mass Spectrometry
- Excretion study of furazabol, an anabolic steroid, in human urine
- Journal of chromatography. B, Biomedical applications 687(1), 79-83, 1996-12-06
- NAID 10012418157
- Inhibitory Effect and Interaction of Stanozolol with Pig Testicular Cytochrome P-450 (17α-Hydroxylase/C_<17,20>-Lyase)
Related Links
- Furazabol (Miotolan) is a derivative of the anabolic steroid stanozolol. It differs from stanozolol by having a furazan ring system in place of the pyrazole. It has a c-17alpha methyl group, which allows it to be taken orally and causes ...
- 13 Jun 2009 ... Furazabol is a DHT derivative with an additional ring, similar in structure to stanozolol. This steroid cannot convert to estrogen and is already 5-alpha reduced so it cannot be reduced further. Furazabol is reported to have ...
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