The influence of esters and carboxylic acids as the N-substituent of opioids. 1. Benzomorphans

The influence of esters and carboxylic acids as the N-substituent of opioids. 1. Benzomorphans

To investigate the effects of carboxylic ester and acid moieties as the N -substituent of opioids, a short series of racemic N -substituted normetazocines was prepared. The introduction of both groups as the normetazocine N -substituent produced compounds which displayed low potency in vitro and in...

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Veröffentlicht in:Bioorganic & medicinal chemistry 2007-10, Vol.16 (2), p.869-873
Hauptverfasser: Metcalf, Matthew D., Aceto, Mario D., Harris, Louis S., Woods, James H., Traynor, John R, Coop, Andrew, May, Everette L.
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container_end_page 873
container_issue 2
container_start_page 869
container_title Bioorganic & medicinal chemistry
container_volume 16
creator Metcalf, Matthew D.
Aceto, Mario D.
Harris, Louis S.
Woods, James H.
Traynor, John R
Coop, Andrew
May, Everette L.
description To investigate the effects of carboxylic ester and acid moieties as the N -substituent of opioids, a short series of racemic N -substituted normetazocines was prepared. The introduction of both groups as the normetazocine N -substituent produced compounds which displayed low potency in vitro and in vivo , with the esters displaying the greater activity. The pharmacology of the compounds is discussed with implications resulting from potential in vivo metabolic hydrolysis.
doi_str_mv 10.1016/j.bmc.2007.10.030
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title The influence of esters and carboxylic acids as the N-substituent of opioids. 1. Benzomorphans
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