Megestrol

Chemical compound From Wikipedia, the free encyclopedia

Megestrol (INNTooltip International Nonproprietary Name, BANTooltip British Approved Name) is a progestin of the 17α-hydroxyprogesterone group which was, until recently, never marketed or used clinically.[1][2] It is now used for treatments of disease-related weight loss, endometrial cancer, and breast cancer.[3] 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]

ATC code
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Megestrol
Clinical data
ATC code
Identifiers
  • 17-hydroxy-6-methylpregna-4,6-diene-3,20-dione
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.020.571 Edit this at Wikidata
Chemical and physical data
FormulaC22H30O3
Molar mass342.479 g·mol−1
3D model (JSmol)
  • 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=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 checkY
  • Key:VXIMPSPISRVBPZ-NWUMPJBXSA-N checkY
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Medical Use

As of June 2023, megestrol is being used to treat significant weight loss in HIV/AIDS patients, and as a palliative treatment of endometrial and breast cancers. It can be administered in both tablet and oral suspension forms, with dosages ranging from 100 mg/day to 1600 mg/day depending on the condition being treated.[3]

Synthesis

Megestrol synthesis:[4] U.S. patent 2,891,079

See also

References

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