ORG-21465

Summary

ORG-21465 is a synthetic neuroactive steroid, with sedative effects resulting from its action as a GABAA receptor positive allosteric modulator. It is similar to related drugs such as ORG-20599, and was similarly developed as an improved alternative to other sedative steroids such as althesin and allopregnanolone, which despite its superior properties in some respects has not proved to offer enough advantages to be accepted into clinical use.[1][2]

ORG-21465
Clinical data
Other names2β-(2,2-Dimethyl-4-morpholinyl)-3α-hydroxy-11,20-dioxo-5α-pregnan-21-yl methanesulfonate
Identifiers
  • [2-[(2S,3S,5S,8S,9S,10S,13S,14S,17S)-2-(2,2-dimethylmorpholin-4-yl)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl]methanesulfonate
PubChem CID
  • 10697702
ChemSpider
  • 8873045
Chemical and physical data
FormulaC27H43NO7S
Molar mass525.70 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=S(=O)(OCC(=O)[C@H]5CC[C@@H]1[C@]5(C)CC(=O)[C@H]3[C@H]1CC[C@H]4C[C@H](O)[C@@H](N2CC(OCC2)(C)C)C[C@]34C)C
  • InChI=1S/C28H45NO7S/c1-26(2)16-29(10-11-35-26)21-13-27(3)17(12-22(21)30)6-7-18-19-8-9-20(24(32)15-36-37(5,33)34)28(19,4)14-23(31)25(18)27/h17-22,25,30H,6-16H2,1-5H3/t17-,18-,19-,20+,21-,22-,25+,27-,28-/m0/s1
  • Key:SUCBEQDWLIEMEH-JDOQEMNXSA-N
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Chemistry edit

See also edit

References edit

  1. ^ Sear JW (October 1997). "ORG 21465, a new water-soluble steroid hypnotic: more of the same or something different?". British Journal of Anaesthesia. 79 (4): 417–9. doi:10.1093/bja/79.4.417. PMID 9389254.
  2. ^ Vanlersberghe C, Camu F (2008). "Etomidate and other non-barbiturates". Modern Anesthetics. Handbook of Experimental Pharmacology. Vol. 182. pp. 267–82. doi:10.1007/978-3-540-74806-9_13. ISBN 978-3-540-72813-9. PMID 18175096.