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ORG-21465

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
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
CAS Number
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC27H43NO7S
Molar mass525.70 g·mol−1
3D model (JSmol)
  • 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
  (verify)

ORG-21465 is a syntheticneuroactive steroid, withsedative effects resulting from its action as aGABAA receptorpositive allosteric modulator. It is similar to related drugs such asORG-20599, and was similarly developed as an improved alternative to other sedative steroids such asalthesin andallopregnanolone, which despite its superior properties in some respects has not proved to offer enough advantages to be accepted into clinical use.[1][2]

Chemistry

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See also:List of neurosteroids

See also

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References

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  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.
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