ohmefentanyl
Sign in to saveAlso known as beta-hydroxy-3-methylfentanyl, β-hydroxy-3-methylfentanyl
Ohmefentanyl (also known as β-hydroxy-3-methylfentanyl, OMF and RTI-4614-4) is an extremely potent opioid analgesic drug which selectively binds to the μ-opioid receptor.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 447755463
- Drug.IUPAC_name
- N-[1-(2-hydroxy-2-phenylethyl)-3-methylpiperidin-4-yl]-N-phenylpropanamide
- Drug.image
- Ohmefentanyl.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 220px
- Drug.image2
- Ohmyfentanyl 3D Ball and Stick.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 220px
- Drug.legal_BR
- F1
- Drug.legal_CA
- Schedule I
- Drug.legal_US
- Schedule I
- Drug.legal_UK
- Class A
- Drug.legal_DE
- Anlage I
- Drug.legal_UN
- P I
- Drug.CAS_number
- 78995-14-9
- Drug.ATC_prefix
- none
- Drug.PubChem
- 62279
via Wikipedia infobox
Research
91 papers- [Pharmacokinetics of [3H]ohmefentanyl in rats].Zhongguo yao li xue bao = Acta pharmacologica Sinica · 1990
- Ohmefentanyl--a new agonist for mu-opiate receptor.Scientia Sinica. Series B, Chemical, biological, agricultural, medical & earth sciences · 1985
- Quantitative comparison of ohmefentanyl isomers induced conditioning place preference in mice.Life sciences · 2001
- [3H]ohmefentanyl preferentially binds to mu-opioid receptors but also labels sigma-sites in rat brain sections.European journal of pharmacology · 1991
- Ohmefentanyl stereoisomers induce changes of CREB phosphorylation in hippocampus of mice in conditioned place preference paradigm.Cell research · 2003
via PubMed
Wikidata facts
- Mass
- 366.2307282
Show 3 more facts
- chemical formula
- C₂₃H₃₀N₂O₂
- canonical SMILES
- CCC(=O)N(C1CCN(CC1C)CC(C2=CC=CC=C2)O)C3=CC=CC=C3
- Commons category
- Ohmefentanyl
Sources (2)
via Wikidata · CC0
~3 min read
Article
4 sectionsContents
- Synthesis
- See also
- References
- External links
Ohmefentanyl (also known as β-hydroxy-3-methylfentanyl, OMF and RTI-4614-4) is an extremely potent opioid analgesic drug which selectively binds to the μ-opioid receptor.
There are eight possible stereoisomers of ohmefentanyl. These stereoisomers are among the most potent μ-opioid receptor agonists known, comparable to super-potent opioids such as carfentanil and etorphine which are only legally used for tranquilizing large animals such as elephants in veterinary medicine. In mouse studies, the most active stereoisomer, 3R,4S,βS-ohmefentanyl, was 28 times more powerful as a painkiller than fentanyl, the chemical from which it is derived, and 6300 times more powerful than morphine. Ohmefentanyl has three stereogenic centers and eight stereoisomers, which are named F9201–F9208. Researchers are studying the different pharmaceutical properties of these isomers.