Stanozolol

Stanozolol
Clinical data
Trade names	Winstrol, Stromba, others
Other names	Androstanazol; Androstanazole; Stanazol; WIN-14833; NSC-43193; NSC-233046; 17α-Methyl-2'H-5α-androst-2-eno[3,2-c]pyrazol-17β-ol; 17α-Methylpyrazolo[4',3':2,3]-5α-androstan-17β-ol
AHFS/Drugs.com	Multum Consumer Information
Pregnancy; category	X;
Routes of; administration	By mouth, intramuscular injection (veterinary)
Drug class	Androgen; Anabolic steroid
ATC code	A14AA02 (WHO) ;
Legal status
Legal status	BR: Class C5 (Anabolic steroids); CA: Schedule IV; US: Schedule III; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	High
Metabolism	Liver
Elimination half-life	Oral: 9 hours; IMTooltip Intramuscular injection: 24 hours (aq. susp.)
Duration of action	IM: >1 week
Excretion	Urine: 84%
Identifiers
	IUPAC name (1S,3aS,3bR,5aS,10aS,10bS,12aS)-1,10a,12a-trimethyl-1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-ol;
CAS Number	10418-03-8 ;
PubChem CID	25249;
IUPHAR/BPS	10369;
DrugBank	DB06718 ;
ChemSpider	23582 ;
UNII	4R1VB9P8V3;
KEGG	D00444 ;
ChEBI	CHEBI:9249 ;
ChEMBL	ChEMBL2079587 ;
CompTox Dashboard (EPA)	DTXSID3044128 ;
ECHA InfoCard	100.030.801
Chemical and physical data
Formula	C21H32N2O
Molar mass	328.500 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [H][C@@]35CC[C@@]2([H])[C@]1([H])CC[C@](C)(O)[C@@]1(C)CC[C@]2([H])[C@@]3(C)Cc4c[nH]nc4C5;
	InChI InChI=1S/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1 ; Key:LKAJKIOFIWVMDJ-IYRCEVNGSA-N ;
	(verify)

Stanozolol (abbrev. Stz), sold under many brand names, is a synthetic androgen and anabolic steroid (AAS) medication derived from dihydrotestosterone (DHT). It is used to treat hereditary angioedema. It was developed by American pharmaceutical company Winthrop Laboratories (Sterling Drug) in 1962, and has been approved by the U.S. Food and Drug Administration for human use, though it is no longer marketed in the USA. It is also used in veterinary medicine. Stanozolol has mostly been discontinued, and remains available in only a few countries. It is given by mouth in humans or by injection into muscle in animals.

Unlike most injectable AAS, stanozolol is not esterified and is sold as an aqueous suspension, or in oral tablet form. The drug has a high oral bioavailability, due to a C17α alkylation which allows the hormone to survive first-pass liver metabolism when ingested. It is because of this that stanozolol is also sold in tablet form.

Stanozolol is one of the AAS commonly used as performance-enhancing drugs and is banned from use in sports competition under the auspices of the International Association of Athletics Federations (IAAF) and many other sporting bodies. It is an anabolic steroid that is known to have a diuretic effect. Additionally, stanozolol has been highly restricted in US horse racing.

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