Acetoxolutamide

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Acetoxolutamide

Clinical data
Drug class	Nonsteroidal androgen; Selective androgen receptor modulator
Identifiers
IUPAC name (2R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
CAS Number	885324-25-4
PubChem CID	10181786
ChemSpider	8357288
ChEMBL	ChEMBL511130
CompTox Dashboard (EPA)	DTXSID10436497
Chemical and physical data
Formula	C19H18F3N3O6
Molar mass	441.363 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(=O)NC1=CC=C(C=C1)OC[C@](C)(C(=O)NC2=CC(=C(C=C2)[N+](=O)[O-])C(F)(F)F)O
InChI InChI=1S/C19H18F3N3O6/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m1/s1 Key:YVXVTLGIDOACBJ-GOSISDBHSA-N

Acetoxolutamide is a nonsteroidal androgen and selective androgen receptor modulator (SARM) which was described in 2000 and was never developed or marketed for medical use.^[1] It was derived from structural modification of the nonsteroidal antiandrogen bicalutamide and the nonsteroidal SARM acetothiolutamide.^[1] Acetoxolutamide shows greatly improved pharmacokinetic properties and anabolic and androgenic potency relative to acetothiolutamide in animals.^[1] It is the (2R) enantiomer of andarine (also known as acetamidoxolutamide or androxolutamide).^[1]

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