Amadinone

Amadinone (INN), also known as 19-norchlormadinone, is a steroidal progestin of the 19-norprogesterone and 17α-hydroxyprogesterone groups that was synthesized and characterized in 1968 but was never marketed.^[1][2] It has antigonadotropic properties, and for this reason, is a functional antiandrogen.^[3][4] An acetate ester, amadinone acetate, also exists, but similarly was never marketed.^[1]

Other names6-Chloro-17α-hydroxy-19-norpregna-4,6-dione

CAS Number

• 30781-27-2

PubChem CID

• 10315768

ChemSpider

• 8491233

Quick facts Clinical data, Other names ...

Amadinone

Clinical data
Other names	6-Chloro-17α-hydroxy-19-norpregna-4,6-dione
Identifiers
IUPAC name (1S,2R,10R,11S,14R,15S)-14-acetyl-8-chloro-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-5-one
CAS Number	30781-27-2
PubChem CID	10315768
ChemSpider	8491233
UNII	6MB06022N0
CompTox Dashboard (EPA)	DTXSID40865559
Chemical and physical data
Formula	C20H25ClO3
Molar mass	348.87 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)CC[C@H]34)Cl)C)O
InChI InChI=1S/C20H25ClO3/c1-11(22)20(24)8-6-17-15-10-18(21)16-9-12(23)3-4-13(16)14(15)5-7-19(17,20)2/h9-10,13-15,17,24H,3-8H2,1-2H3/t13-,14-,15-,17+,19+,20+/m1/s1 Key:ANJGIFXUFSBZPX-WLCXVKOPSA-N

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