Picenadol
Template:Short description Template:Drugbox
Picenadol (LY-97435) is a 4-phenylpiperidine derivative that is an opioid analgesic drug developed by Eli Lilly in the 1970s.[1]
Picenadol is an effective analgesic with similar efficacy to pethidine (meperidine). It has been investigated for some applications such as obstetrics[2] and dentistry,[3] but never commercialised.
It is unusual in that one enantiomer is a pure μ-opioid agonist, while the other is an antagonist.[4] The (3R,4R) isomer is the agonist, while (3S,4S) is antagonist.[5] This means that the racemic mix of the two enantiomers is a mixed agonist-antagonist, with relatively low abuse potential, and little of the κ-opioid activity that tends to cause problems with other opioid mixed agonist-antagonists such as pentazocine.[6]
Synthesis
See also
References
<templatestyles src="Reflist/styles.css" />
- ↑ <templatestyles src="Citation/styles.css"/>Template:Citation/make link, Zimmerman DM, "1,3,4-Trisubstituted-4-arylpiperidines and their preparation", issued Script error: No such module "auto date formatter"., assigned to Eli Lilly & CompanyScript error: No such module "Check for unknown parameters".
- ↑ Script error: No such module "Citation/CS1".
- ↑ Script error: No such module "Citation/CS1".
- ↑ Script error: No such module "Citation/CS1".
- ↑ Froimowitz M, Cody V. Absolute configurations and conformations of the opioid agonist and antagonist enantiomers of picenadol. Chirality. 1995;7(7):518-25.
- ↑ Script error: No such module "Citation/CS1".
- ↑ <templatestyles src="Citation/styles.css"/>Template:Citation/make link, Feth G, Mills JE, "Process for preparation of substituted formamidine and substituted N-iminomethyl piperidine", published Script error: No such module "auto date formatter"., assigned to McNeil Lab Inc.Script error: No such module "Check for unknown parameters".
- ↑ Script error: No such module "Citation/CS1".
Script error: No such module "Check for unknown parameters".
Script error: No such module "Article stub box".