Levonorgestrel cyclobutylcarboxylate

Levonorgestrel cyclobutylcarboxylate
Clinical data
Other namesHRP-001; HRP001; Levonorgestrel cyclobutyl-carboxylate; Levonorgestrel cyclobutanecarboxylate; Levonorgestrel 17β-cyclobutylcarboxylate; 17α-Ethynyl-18-methyl-19-nortestosterone 17β-cyclobutylcarboxylate; 17α-Ethynyl-18-methylestr-4-en-17β-ol-3-one 17β-cyclobutylcarboxylate; 13-Ethyl-17α-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one cyclobutanecarboxylate
Routes of
administration
Intramuscular injection
Drug classProgestogen; Progestin; Progestogen ester
Identifiers
  • [(8R,9S,10R,13S,14S,17R)-13-Ethyl-17-ethynyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] cyclobutanecarboxylate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.081.126
Chemical and physical data
FormulaC26H34O3
Molar mass394.555 g·mol−1
3D model (JSmol)
  • CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OC(=O)C4CCC4)CCC5=CC(=O)CC[C@H]35
  • InChI=1S/C26H34O3/c1-3-25-14-12-21-20-11-9-19(27)16-18(20)8-10-22(21)23(25)13-15-26(25,4-2)29-24(28)17-6-5-7-17/h2,16-17,20-23H,3,5-15H2,1H3/t20-,21+,22+,23-,25-,26-/m0/s1
  • Key:WWGTWFPUIPEHNX-UKNJCJGYSA-N

Levonorgestrel cyclobutylcarboxylate (or levonorgestrel 17β-cyclobutylcarboxylate; developmental code name HRP-001) is a progestin and a progestogen ester which was studied for potential use as an injectable hormonal contraceptive but was never marketed. It was developed by the World Health Organization's Special Programme on Human Reproduction in the 1980s. Analogues of levonorgestrel cyclobutylcarboxylate include levonorgestrel butanoate (HRP-002) and levonorgestrel cyclopropylcarboxylate (HRP-003).