• Journal Article

Discovery of the first N-substituted 4 beta-methyl-5-(3-hydroxyphenyl) morphan to possess highly potent and selective opioid delta receptor antagonist activity

Citation

Carroll, F., Zhang, L. I., Mascarella, S., Navarro, H., Rothman, R. B., Cantrell, B. E., ... Thomas, J. (2004). Discovery of the first N-substituted 4 beta-methyl-5-(3-hydroxyphenyl) morphan to possess highly potent and selective opioid delta receptor antagonist activity. Journal of Medicinal Chemistry, 47(2), 281-284. DOI: 10.1021/jm030419a

Abstract

A structurally novel opioid 6 receptor selective antagonist has been identified. This compound, (+)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicyclo[3.3.1]- non-7-yl-(1- phenyl-1-cyclopentane)carboxamide [(+)-KF4, (+)4], showed a K-e value of 0.15 nM in the [S-35]GTPgammaS functional assay. (+)-KF4 is also a 6 inverse agonist with an IC50 value of 1.8 nM. To our knowledge, this is the first potent and selective 6 opioid receptor antagonist from the 5-phenylmorphan class of opioids