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Acetorphine information


Acetorphine
Clinical data
ATC code
  • none
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • BR: Class F1 (Prohibited narcotics)
  • CA: Schedule I
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class A
  • US: Schedule I
  • UN: Narcotic Schedules I and IV
Identifiers
IUPAC name
  • 4,5α-epoxy-7α-(1-hydroxy-1-methylbutyl)-6-methoxy-17-methyl-6,14-endo-ethenomorphinan-3-yl acetate
CAS Number
  • 25333-77-1 ☒N
PubChem CID
  • 62795
ChemSpider
  • 16736130 checkY
UNII
  • 2OGQ81529L
KEGG
  • D12700
CompTox Dashboard (EPA)
  • DTXSID60905123 Edit this at Wikidata
ECHA InfoCard100.291.523 Edit this at Wikidata
Chemical and physical data
FormulaC27H35NO5
Molar mass453.579 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • C[C@@](O)(CCC)[C@H]6C[C@]43/C=C/[C@]6(OC)[C@@H]1Oc5c2c(C[C@H]4N(C)CC[C@@]123)ccc5OC(C)=O
InChI
  • InChI=1S/C27H35NO5/c1-6-9-24(3,30)19-15-25-10-11-27(19,31-5)23-26(25)12-13-28(4)20(25)14-17-7-8-18(32-16(2)29)22(33-23)21(17)26/h7-8,10-11,19-20,23,30H,6,9,12-15H2,1-5H3/t19-,20-,23-,24-,25-,26+,27-/m1/s1 checkY
  • Key:LFYBMMHFJIAKFE-PMEKXCSPSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Acetorphine is a potent opioid analgesic, up to 8700 times stronger than morphine by weight.[1] It is a derivative of the more well-known opioid etorphine, which is used as a very potent veterinary painkiller and anesthetic medication, primarily for the sedation of large animals such as elephants, giraffes and rhinos.

Acetorphine was developed in 1966 by the Reckitt research group that developed etorphine. Acetorphine was developed for the same purpose as etorphine itself, namely as a strong tranquilizer for use in immobilizing large animals in veterinary medicine. Despite showing some advantages over etorphine, for instance producing less toxic side effects in giraffes,[2] acetorphine was never widely adopted for veterinary use, and etorphine (along with other tranquilizers such as carfentanil and azaperone) remains the drug of choice in this application.

  1. ^ Bentley KW, Hardy DG (June 1967). "Novel analgesics and molecular rearrangements in the morphine-thebaine group. 3. Alcohols of the 6,14-endo-ethenotetrahydrooripavine series and derived analogs of N-allylnormorphine and -norcodeine". Journal of the American Chemical Society. 89 (13): 3281–92. doi:10.1021/ja00989a032. PMID 6042764.
  2. ^ "The case of etorphine and acetorphine". Bulletin on Narcotics. 1968 (2). UNODC: 51–52. 1968.

and 14 Related for: Acetorphine information

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Acetorphine

Last Update:

Acetorphine is a potent opioid analgesic, up to 8700 times stronger than morphine by weight. It is a derivative of the more well-known opioid etorphine...

Word Count : 470

Opioid

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Orvinols & Oripavine derivatives 6,14-Endoethenotetrahydrooripavine 7-PET Acetorphine BU-48 Buprenorphine Cyprenorphine Dihydroetorphine Etorphine Norbuprenorphine...

Word Count : 19665

Brazilian Controlled Drugs and Substances Act

Last Update:

7-Hydroxymitragynine Acetyl-alpha-methylfentanyl Acetylfentanyl Acetorphine Acryloylfentanyl AH-7921 Alpha-methylfentanyl Alpha-methylthiofentanyl...

Word Count : 1685

Etorphine

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Etorphine is illegal, as are the parent compounds Dihydroetorphine and Acetorphine. (Datas from 2022) 6,14-Endoethenotetrahydrooripavine - the central nucleus...

Word Count : 1028

Drug policy of India

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or orders and conditions of licences that may be issued, is illegal. Acetorphine Acetyl-alpha-methylfentanyl Acetyldihydrocodeine Acetylmethadol Alfentanil...

Word Count : 1454

Dihydroetorphine

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Dihydroetorphine is illegal in Italy, as are its parent compounds etorphine and acetorphine. Thienorphine Carfentanil List of fentanyl analogues Opioid potency comparison...

Word Count : 637

Equianalgesic

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1000-2000 5-10 µg Etorphine 1,000-3,000 3.3–10 µg Ohmefentanyl 6300 Acetorphine 8700 1.33 µg Dihydroetorphine 1,000–12,000 0.83–10 µg (20–40 µg SL) Carfentanil...

Word Count : 1799

Drugs controlled by the UK Misuse of Drugs Act

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the Act Brand or street name Drug type Year added Notes and comments Acetorphine opioid 1971 primarily used to sedate elephants, giraffes and rhinos Alfentanil...

Word Count : 3955

List of opioids

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Sufentanil Thenylfentanyl [42] Thiofentanyl Trefentanil Structures 7-PET Acetorphine Alletorphine (N-allyl-noretorphine) BU-48 Buprenorphine Buprenorphine-3-glucuronide...

Word Count : 1268

Single Convention on Narcotic Drugs

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effects to the substances already controlled. For instance, etorphine and acetorphine were considered sufficiently morphine-like to fall under the treaty's...

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Oripavine

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morphine) and acetylation of the 3-hydroxy group of etorphine resulting in acetorphine (8700× morphine)—although while the isopentyl homologue of etorphine...

Word Count : 974

Controlled Drugs and Substances Act

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derivatives of the substances set out in subitems (1) to (4), including: Acetorphine (acetyletorphine) Acetyldihydrocodeine (4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol...

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Opium Law

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drugs and intermediates are classified as List I drugs of the Opium Law: acetorphine acetyl-alpha-methylfentanyl acetyldihydrocodeine acetylmethadol alphacetylmethadol...

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Misuse of Drugs Act 1977

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doctors, pharmacists, vets etc. and in other specified circumstances. Acetorphine Acetylmethadol Alfentanil Allylprodine Alphacetylmethadol (i.e. levacetylmethadol)...

Word Count : 1183

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