Penmesterol

Penmesterol (INN) (brand names Pandrocine, Testopan; former developmental code name RP-12222), or penmestrol, also known as 17α-methyltestosterone 3-cyclopentyl enol ether,[1] is a synthetic, orally active anabolic-androgenic steroid (AAS) that was developed in the early 1960s.[2][3][4][5] It is the 3-cyclopentyl enol ether of methyltestosterone.[6][7]

Penmesterol
Clinical data
Trade namesPandocrine; Testopan
Other namesRP-12222; 17α-Methyltestosterone 3-cyclopentyl enol ether
Routes of
administration		By mouth
Identifiers
IUPAC name
  • (8R,9S,10R,13S,14S,17S)-3-Cyclopentyloxy-10,13,17-trimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
ECHA InfoCard100.000.609
Chemical and physical data
FormulaC25H38O2
Molar mass370.577 g·mol−1
3D model (JSmol)
SMILES
  • C[C@]12CCC(=CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)OC5CCCC5
InChI
  • InChI=1S/C25H38O2/c1-23-13-10-19(27-18-6-4-5-7-18)16-17(23)8-9-20-21(23)11-14-24(2)22(20)12-15-25(24,3)26/h8,16,18,20-22,26H,4-7,9-15H2,1-3H3/t20-,21+,22+,23+,24+,25+/m1/s1
  • Key:ZUBDXGHKAAMAAA-RFXJPFPRSA-N

See also

References
  1. Negwer M, Scharnow HG (4 October 2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. p. 2653. ISBN 978-3-527-30247-5.
  2. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 942–. ISBN 978-1-4757-2085-3.
  3. Azziz R (8 November 2007). Androgen Excess Disorders in Women. Springer Science & Business Media. pp. 122–. ISBN 978-1-59745-179-6.
  4. Sittig M, William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 2935–. ISBN 978-0-8155-1856-3.
  5. List PH, Hörhammer L (12 March 2013). Chemikalien und Drogen Teil A: N-Q. Springer-Verlag. pp. 504–. ISBN 978-3-642-65035-2.
  6. Ercoli A, Gardi R (1960). "Δ4-3-Keto Steroidal Enol Ethers. Paradoxical Dependency of Their Effectiveness on the Administration Route". Journal of the American Chemical Society. 82 (3): 746–748. doi:10.1021/ja01488a062.
  7. Wermuth CG (2 May 2011). The Practice of Medicinal Chemistry. Academic Press. pp. 731–. ISBN 978-0-08-056877-5.



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