Diacetylnalorphine

Diacetylnalorphine (BAN), also known as O3,O6-diacetyl-N-allyl-normorphine, is an opioid drug described as an analgesic and antidote which was never marketed.[1] It is the 3,6-diacetyl ester of nalorphine, and therefore the heroin analogue of nalorphine. Diacetylnalorphine may behave as a prodrug to nalorphine, similarly to the cases of heroin (diacetylmorphine) to morphine and diacetyldihydromorphine to dihydromorphine.

Diacetylnalorphine
Names
IUPAC name
17-(Prop-2-en-1-yl)-7,8-didehydro-4,5α-epoxymorphinan-3,6α-diyl diacetate
Systematic IUPAC name
(4R,4aR,7S,7aR,12bS)-3-(Prop-2-en-1-yl)-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinoline-7,9-diyl diacetate
Other names
O3,O6-Diacetyl-N-allyl-normorphine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • CC(=O)O[C@H]1C=C[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)OC(=O)C)CCN3CC=C
Properties
C23H25NO5
Molar mass 395.4 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1395–. ISBN 978-0-412-46630-4.



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