The synthesis and analgesic activities of some spiro[indan-1,3'-pyrrolidine] derivatives designed as rigid analogs of profadol.
Aromatic hydroxylated derivatives of spiro[indan-1,3'-pyrrolidine], designed as conformationally restricted analogs of profadol, were synthesized and pharmacologically evaluated in mice for analgesia and other central nervous system activities. None of the compounds synthesized were as potent as profadol in writhing and hot plate tests, but the 4-hydroxy derivative exhibited codeine-level analgesia in the tests.
D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis; D001831:Body Temperature / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D051379:Mice; D008968:Molecular Conformation; D009043:Motor Activity / Q000187:drug effects; D004856:Postural Balance / Q000187:drug effects; D011759:Pyrrolidines / Q000031:analogs & derivatives / Q000494:pharmacology*
D000700:Analgesics; D000927:Anticonvulsants; D011759:Pyrrolidines