ORG-21465

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Chemical compound

ORG-21465

Clinical data
Other names	2β-(2,2-Dimethyl-4-morpholinyl)-3α-hydroxy-11,20-dioxo-5α-pregnan-21-yl methanesulfonate
Identifiers
IUPAC name [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
CompTox Dashboard (EPA)	DTXSID801029267
Chemical and physical data
Formula	C27H43NO7S
Molar mass	525.70 g·mol−1
3D model (JSmol)	Interactive image
SMILES 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 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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ORG-21465 is a synthetic neuroactive steroid, with sedative effects resulting from its action as a GABA_A 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]

Chemistry

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See also: List of neurosteroids

See also

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• ORG-25435

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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