Ohmefentanyl

Ohmefentanyl

File:Ohmefentanyl active enantiomer.png
Identifiers
IUPAC name N-[(3R,4S)-1-[(2S)-2-hydroxy-2-phenyl-ethyl] -3-methyl-4-piperidyl]-N-phenyl-propanamide
CAS Number	78995-14-9
PubChem CID	62279
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C23H30N2O2
Molar mass	366.497 g/mol
3D model (JSmol)	Interactive image
SMILES CCC(=O)N([C@H]1CCN(C[C@H]1C)C[C@H](C2=CC=CC=C2)O)C3=CC=CC=C3

Ohmefentanyl (β-hydroxy-3-methylfentanyl) is an extremely potent analgesic drug which selectively binds to the µ-opioid receptor.

Ohmefentanyl is one of the most potent μ-receptor agonists known, comparable to super-potent opioids such as carfentanil and etorphine which are used for tranquilizing large animals such as elephants in veterinary medicine. In mouse studies, the most active isomer 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 effective than morphine.. Ohmefentanyl has three stereogenic centers and so has eight stereoisomers, which are named F9201-F9208. Researchers are studying the different pharmaceutical properties of these isomers..

The 4"-fluoro analogue of the 3R,4S,βS isomer of ohmefentanyl is the most powerful opioid yet discovered, possessing an analgesic potency approximately 18,000-fold greater than morphine.

File:OMF.png

Molecular structure of four ohmefentanyl isomers

See also

• Opioid
• Fentanyl
• Signal transduction
• Regulation of gene expression
• Protein kinase

External links

• Ohmefentanyl at the US National Library of Medicine Medical Subject Headings (MeSH)