Dihydroetorphine

Dihydroetorphine
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • (5R,6R,7R,9R,13S,14R)-7-[(R)-2-Hydroxypentan-2-yl] -6-methoxy-17-methyl-4,5-epoxy-6,14-ethanomorphinan-3-ol
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.214.784 Edit this at Wikidata
Chemical and physical data
FormulaC25H35NO4
Molar mass413.558 g·mol−1
3D model (JSmol)
  • Oc6ccc4c1c6O[C@H]3[C@]5(OC)[C@H](C[C@@]2([C@H](N(CC[C@@]123)C)C4)CC5)[C@@](O)(C)CCC
  • InChI=1S/C25H35NO4/c1-5-8-22(2,28)17-14-23-9-10-25(17,29-4)21-24(23)11-12-26(3)18(23)13-15-6-7-16(27)20(30-21)19(15)24/h6-7,17-18,21,27-28H,5,8-14H2,1-4H3/t17-,18-,21-,22-,23-,24+,25-/m1/s1 checkY
  • Key:BRTSNYPDACNMIP-FAWZKKEFSA-N checkY
  (verify)

Dihydroetorphine was developed by K. W. Bentley at McFarlan-Smith in the 1960s and is a potent opioid analgesic used mainly in China. It is a derivative of the better-known opioid etorphine, a very potent veterinary painkiller and anesthetic medication used primarily for the sedation of large animals such as elephants, giraffes, and rhinos.

Dihydroetorphine is a semi-synthetic opioid used mainly as a strong painkiller for humans. It is several thousand times stronger than morphine (between 1000x and 12000x more potent depending what method is used for comparison), although it is poorly absorbed when taken orally. Sublingual forms of dihydroetorphine are used in China at doses ranging from 20 to 40μg repeated every 3-4 hours, and are reported to cause strong analgesia and relatively mild side effects compared to other opioids, although all the usual opioid side effects such as dizziness, sedation, nausea, constipation, and respiratory depression can occur. Transdermal patches of dihydroetorphine have also been developed.

Dihydroetorphine is considered to be somewhat less addictive than many other opioids, and it is also sometimes used in China as a substitute maintenance drug for opioid addicts, in a similar fashion to how the related drug buprenorphine is used in western nations. It is presumably controlled as an "ester, ether, salt ..." of etorphine in the United States under the Controlled Substances Act 1970 and/or its pieces of the morphine carbon skeleton put it under the "morphine rule" thereof and/or the 1986 analogues act; it does not have its own ACSCN. Regulation elsewhere may vary but would likely be similar to that for other strong opioid agonists.

Dihydroetorphine is illegal in Italy, as are its parent compounds etorphine and acetorphine (April 2022 data).

See also


This page was last updated at 2023-10-28 16:05 UTC. Update now. View original page.

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