Patent ID: 6784186
Filing Date: 2004-08-31
Classification: A61K,A61P,C07D

Abstract:
A compound having the formula:(YN)-(spacer)-(amidine or guanidine group) or wherein(YN) is an organic residue obtained by the removal of R, from an opioid of the formula YNâ€”R, said opioid selected from the group consisting of morphine, codeine, heroin, ethylmorphine, O-carboxymethylmorphine, O-acetylmorphine, hydrocodone, hydromorphone, oxymorphone, oxycodone, dihydrocodcine, thebaine, metopon, ethorphine, acetorphine, diprenorphine (M5050), buprenorphine, phenomorphan, levorphanol, ethoheptazine, ketobemidone, dihydroetorphine and dihydroacetorphine R of YNâ€”R is H, phenethyl, cyclopropylmethyl, or an alkyl of 1-6 carbon atoms; (spacer) is a group linking YN to an amidine or guanidine group, wherein YN and said amidine or guanidine group are separated by 1 to 6 carbon atoms; and (amidine or guanidine group) is a group of the formula in whichR1 is H, alkyl or aryloxyalkyl, wherein the aryl group is optionally substituted by alkyl, alkoxy, halogen, or alkyl substituted by halogen, and alkyl, alkoxy and the alkyl moiety of aryloxy alkyl have 1 to 6 carbon atoms; R2 is H or an alkyl group having 1 to 6 carbon atoms; R3 is H, alkyl, hydroxy, amino, cyano or acyl, wherein alkyl and acyl have 1 to 6 carbon atoms; or R1 and R3 together complete a heterocyclic ring having two nitrogen atoms, or a pharmaceutically acceptable salt thereof,wherein said compound acts as an analgesic that has reduced sedative or addictive effect in comparison to any opioid of formula YNâ€”R wherein YN of YNâ€”R is identical to YN of said compound.