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1: Bioorg Med Chem. 2005 Oct 1;13(19):5623-34.Click here to read Links

Structure-activity studies of 3'-4'-dichloro-meperidine analogues at dopamine and serotonin transporters.

Rhoden JB, Bouvet M, Izenwasser S, Wade D, Lomenzo SA, Trudell ML.

Department of Chemistry, University of New Orleans, New Orleans, LA 70148, USA.

The structure-activity relationships of 3',4'-dichloro-meperidine were investigated at dopamine (DAT) and serotonin transporters (SERT). Large ester substituents and lipophilic groups at the 4-position favored molecular recognition at the SERT. The benzyl ester of 3',4'-dichloro-meperidine exhibited high potency and high selectivity for the SERT (DAT/SERT=760). Chemical modification of the ester group and N-substitution generally led to compounds with decreased DAT affinity. Only small esters and alkyl groups were tolerated at the 4-position of the meperidine ring system by the DAT. Overall, the meperidine analogues were generally more selective for the SERT than for the DAT.

PMID: 15993612 [PubMed - indexed for MEDLINE]

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  • Meperidine (Demerol® Hydrochloride, Demerol® Hydrochloride Syrup)

    Meperidine is used to relieve moderate to severe pain. Meperidine is in a class of medications called narcotic analgesics, a group of pain medications similar to morphine. It works by changing the way the body senses pai...

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