Megestrol

Megestrol (INN, BAN) is a progestin of the 17α-hydroxyprogesterone group which was never marketed and is not currently used clinically.[1][2] Its acylated derivative megestrol acetate is also a progestogen, which, in contrast to megestrol itself, has been extensively used as a pharmaceutical drug.[1][2]

Megestrol

Clinical data
ATC code	G03AC05
Identifiers
IUPAC name 17-hydroxy-6-methylpregna-4,6-diene-3,20-dione
CAS Number	3562-63-8
PubChem CID	1909019090
ChemSpider	18023
UNII	EA6LD1M70M
ChEBI	CHEBI:6722
CompTox Dashboard (EPA)	DTXSID001009330
ECHA InfoCard	100.020.571
Chemical and physical data
Formula	C22H30O3
Molar mass	342.479 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C4\C=C3\C(=C/[C@@H]1[C@H](CC[C@@]2([C@@](O)(C(=O)C)CC[C@@H]12)C)[C@@]3(C)CC4)C
InChI InChI=1S/C22H30O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h11-12,16-18,25H,5-10H2,1-4H3/t16-,17+,18+,20-,21+,22+/m1/s1 Key:VXIMPSPISRVBPZ-NWUMPJBXSA-N
(what is this?)  (verify)

Synthesis

Megestrol synthesis:[3] U.S. Patent 2,891,079

See also

• Megestrol acetate
• Medroxyprogesterone
• Medroxyprogesterone acetate

References

1. Macdonald F (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1267. ISBN 978-0-412-46630-4. Retrieved 12 May 2012.
2. Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 641. ISBN 978-3-88763-075-1. Retrieved 28 May 2012.
3. Ringold HJ, Ruelas JP, Batres E, Djerassi C (1959). "Steroids. CXVIII.16-Methyl Derivatives of 17α-Hydroxyprogesterone and of Reichstein's Substance "S"". Journal of the American Chemical Society. 81 (14): 3712–3716. doi:10.1021/ja01523a055.