The Vespiary

The Hive => Novel Discourse => Topic started by: pHarmacist on June 05, 2003, 10:21:00 AM

Title: Substituted N-Phenylpropanamides
Post by: pHarmacist on June 05, 2003, 10:21:00 AM
Synthetic analgesics. Synthesis and pharmacology of the diastereoisomers of N-[3-methyl-1-(2-phenylethyl)-4-piperidyl]-N-phenylpropanamide and N-[3-methyl-1-(1-methyl-2-phenylethyl)-4-piperidyl]-N-phenylpropanamide
Willem F. M. Van Bever, Carlos J. E. Niemegeers, Paul A. J. Janssen;

None (https://www.thevespiary.org/rhodium/Rhodium/pdf/fentanyl/3-methylfentanyl.diastereomers.pdf)

(https://www.thevespiary.org/rhodium/Rhodium/pdf/fentanyl/3-methylfentanyl.diastereomers.pdf)

Abstract: The synthesis of the respective diastereoisomers and enantiomers of N-[3-methyl-1-(2-phenylethyl)-4-piperidylj-N-phenylpropanamide and N-[3-methyl-l-(l-methyl-2-phenylethyl)-4-piperidyl]-N-phenylpropanamide is reported. Analgesic activity is evaluated in the tail withdrawal test in rats. cis-(+)-N-[3-Methyl-l-(2-phenylethyl)-4-piper-idyll-N-phenylpropanamide (23) is found to be an extremely potent analgesic, up to 6684 times morphine. Compound 23 has a fast onset of action, a shorter duration of action than morphine, and an unusually high safety margin.

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Janssen is the ultimate authority when it comes to synthing far-out potent opioids...

Title: Janssen
Post by: murmur on June 09, 2003, 01:57:00 AM
There are some related patents:

Patent US3907811 (http://l2.espacenet.com/dips/viewer?PN=US3907811&CY=gb&LG=en&DB=EPD)

and

Patent US3907813 (http://l2.espacenet.com/dips/viewer?PN=US3907813&CY=gb&LG=en&DB=EPD)