Ohmefentanyl
| 200px | |
| Systematic (IUPAC) name | |
|---|---|
|
N-[(3R,4S)-1-[(2S)-2-hydroxy-2-phenyl-ethyl] -3-methyl-4-piperidyl]-N-phenyl-propanamide | |
| Identifiers | |
| CAS Number | 78995-14-9 |
| ATC code | none |
| PubChem | CID 62279 |
| Chemical data | |
| Formula | C23H30N2O2 |
| Molar mass | 366.497 g/mol[[Script error: No such module "String".]] |
| Script error: No such module "collapsible list". | |
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.[1]. 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.[2].
The 4"-fluoro analogue of the 3R,4S,βS isomer of ohmefentanyl is the most potent opioid yet discovered, possessing an analgesic potency approximately 18,000-fold greater than morphine.[3]
See also
References
- ↑ Guo, GW; He, Y; Jin, WQ; Zou, Y; Zhu, YC; Chi, ZQ (2000). "Comparison of physical dependence of ohmefentanyl stereoisomers in mice". Life sciences. 67 (2): 113–20. doi:10.1016/S0024-3205(00)00617-2. PMID 10901279.
- ↑ Liu, Z.; He, Y.; Jin, W.; Chen, X.; Shen, Q.; Chi, Z. (2004). "Effect of chronic treatment of ohmefentanyl stereoisomers on cyclic AMP formation in Sf9 insect cells expressing human mu-opioid receptors". Life sciences. 74 (24): 3001–3008. doi:10.1016/j.lfs.2003.10.027. PMID 15051423.
- ↑ Yong, Z; Hao, W; Weifang, Y; Qiyuan, D; Xinjian, C; Wenqiao, J; Youcheng, Z (2003). "Synthesis and analgesic activity of stereoisomers of cis-fluoro-ohmefentanyl". Die Pharmazie. 58 (5): 300–2. PMID 12779044.
External links
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