14-Methoxydihydromorphinone

14-methoxydihydromorphinone.svg skin-invert-image 200px 3-Hydroxy-14-methoxy-17-methyl-4,5α-epoxymorphinan-6-one (4R,4aS,7aR,12bS)-9-Hydroxy-4a-methoxy-3-methyl-2,3,4,4a,5,6-hexahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinolin-7(7aH)-one 13559325 607405 CO[C@]12CCC(=O)[C@@H]3OC4=C5C(C[C@H]1N(C)CC[C@@]235)=CC=C4O 1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-11(20)15(14)23-16(17)12(21)5-6-18(17,22-2)13(19)9-10/h3-4,13,16,20H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1 FCIDDJPMOSRHJG-XFKAJCMBSA-N 24675846 18 21 1 4 14-Methoxydihydromorphinone is a semi-synthetic opioid related to 14-methoxymetopon (14-MM), an opioid with a Ki of 0.15 nM, and 14-O-methyloxymorphone (14-OMO) with a Ki of 0.10 nM. By contrast, oxymorphone has a Ki of 0.97 nM and morphine one of 6.55 nM (all at mu receptors). This suggests that both 14-OMO and 14-MM have a higher mu/kappa selectivity than oxymorphone.20600882 In vitro and in vivo pharmacological profile of the 5-benzyl analogue of 14-methoxymetopon, a novel mu opioid analgesic with reduced propensity to alter motor function Eur J Pharm Sci 2010 41 1 125–135 10.1016/j.ejps.2010.05.018 2954314 Spetea M Bohotin CR Asim MF Stübegger K Schmidhammer H21630508 Synthesis of 14-alkoxymorphinan derivatives and their pharmacological actions 2011 299 63–91 Schmidhammer H Spetea M Topics in Current Chemistry 10.1007/128_2010_77 2011chop.book...63S 978-3-642-18106-1 See also Metopon References Category:4,5-Epoxymorphinans Category:Mu-opioid receptor agonists Category:Semisynthetic opioids