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SC-17599

SC-17599 is a steroid derivative drug discovered in 1968 which acts as a selective μ-opioid receptor agonist, with little or no affinity for the δ-opioid or κ-opioid receptors. It is an active analgesic in vivo, more potent than codeine or pethidine but slightly less potent than morphine, and produces similar effects to morphine in animals but with less sedation

Last revised
Jul 28, 2026
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SC-17599
Clinical data
Other namesSC-17599; 17α-Acetoxy-6-dimethylaminomethyl-21-fluoro-3-ethoxypregna-3,5-dien-20-one; [(8R,9S,10R,13S,14S,17R)-6-(dimethylaminomethyl)-3-ethoxy-17-(2-fluoroacetyl)-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
Legal status
Legal status
  • In general: legal
Identifiers
  • 6-[(dimethylamino)methyl]-3-ethoxy-21-fluoro-20-oxopregna-3,5-dien-17-yl acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC28H42FNO4
Molar mass475.645 g·mol−1
3D model (JSmol)
  • FCC(=O)[C@@]1(OC(=O)C)CC[C@H]2[C@H]4[C@H](CC[C@]12C)[C@@]3(C(\C=C(\OCC)CC3)=C(\CN(C)C)C4)C
  • InChI=1S/C28H42FNO4/c1-7-33-20-8-11-26(3)22-9-12-27(4)23(10-13-28(27,25(32)16-29)34-18(2)31)21(22)14-19(17-30(5)6)24(26)15-20/h15,21-23H,7-14,16-17H2,1-6H3/t21-,22+,23+,26-,27+,28+/m1/s1 ☒N
  • Key:ZPVGJKVIJYUOCI-ORZTVLAMSA-N ☒N
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SC-17599 is a steroid derivative drug discovered in 1968 which acts as a selective μ-opioid receptor agonist, with little or no affinity for the δ-opioid or κ-opioid receptors. It is an active analgesic in vivo, more potent than codeine or pethidine but slightly less potent than morphine,1 and produces similar effects to morphine in animals but with less sedation23

See also

See also

References

References

  1. Craig CR (1968). "Analgetic Activity and Other Pharmacological Properties of a Steroid; 17α-acetoxy-6-dimethylaminomethyl-21-fluoro-3-ethoxypregna-3,5-dien-20-one Hydrochloride (SC17599)". Journal of Pharmacology and Experimental Therapeutics. 164 (2): 371–379. PMID 5699098.
  2. McFadyen IJ, Houshyar H, Liu-Chen LY, Woods JH, Traynor JR (October 2000). "The steroid 17alpha-acetoxy-6-dimethylaminomethyl-21-fluoro-3-ethoxy-pregna-3, 5-dien-20-one (SC17599) is a selective mu-opioid agonist: implications for the mu-opioid pharmacophore". Molecular Pharmacology. 58 (4): 669–76. doi:10.1124/mol.58.4.669. PMID 10999935.
  3. Houshyar H, Mc Fadyen IJ, Woods JH, Traynor JR (April 2000). "Antinociceptive and other behavioral effects of the steroid SC17599 are mediated by the mu-opioid receptor". European Journal of Pharmacology. 395 (2): 121–8. doi:10.1016/s0014-2999(00)00176-x. PMID 10794817.