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Hydroxydione

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Hydroxydione
Clinical data
Trade namesViadril, Predion, Presuren
Other names21-Hydroxy-5β-pregnane-3,20-dione
ATC code
  • None
Legal status
Legal status
Identifiers
  • (5R,8R,9S,10S,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H32O3
Molar mass332.484 g·mol−1
3D model (JSmol)
  • C[C@]12CCC(=O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C
  • InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13,15-18,22H,3-12H2,1-2H3/t13-,15+,16+,17+,18-,20+,21+/m1/s1
  • Key:USPYDUPOCUYHQL-VEVMSBRDSA-N

Hydroxydione, ashydroxydione sodium succinate (INNTooltip International Nonproprietary Name,USANTooltip United States Adopted Name,BANTooltip British Approved Name) (brand namesViadril,Predion, andPresuren),[2][3][4] also known as21-Hydroxy-5β-pregnane-3,20-dione, is aneuroactive steroid which was formerly used as ageneral anesthetic, but was discontinued due to incidence ofthrombophlebitis in patients.[5] It was introduced in 1957,[4] and was the first neuroactive steroid general anesthetic to be introduced for clinical use, an event which was shortly preceded by the observation in 1954 of thesedative properties ofprogesterone in mice.[6]

Chemistry

[edit]
See also:List of neurosteroids

Related compounds includealfadolone,alfaxolone,dihydrodeoxycorticosterone,ganaxolone,minaxolone,pregnanolone, andrenanolone.

References

[edit]
  1. ^Anvisa (2023-03-31)."RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).Diário Oficial da União (published 2023-04-04).Archived from the original on 2023-08-03. Retrieved2023-08-16.
  2. ^Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 531–.ISBN 978-3-88763-075-1.
  3. ^Kar A (1 January 2005).Medicinal Chemistry. New Age International. pp. 63–.ISBN 978-81-224-1565-0.
  4. ^abWilliam Andrew Publishing (22 October 2013).Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1863–.ISBN 978-0-8155-1856-3.
  5. ^Edmond II IE, Saidman L, Westhorpe R (14 September 2013).The Wondrous Story of Anesthesia. Springer Science & Business Media. pp. 632–.ISBN 978-1-4614-8441-7.
  6. ^Dorfman RI (22 October 2013).Steroidal Activity in Experimental Animals and Man. Elsevier Science. pp. 447–.ISBN 978-1-4832-7299-3.


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