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. 2020 Mar 27;10:5653. doi: 10.1038/s41598-020-62530-w

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© The Author(s) 2020

Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.

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Comparison of dose-dependent antinociceptive effects of 14-methoxy-N-methylmorphinan-6-ones 14-OMO (3) and 14-MM (4) and their respective N-phenethyl analogues 3a and 4a in the tail-flick assay in mice at 30 min after s.c. administration. Data are shown as mean %Maximum Possible Effect (%MPE) ± SEM (n = 5–6 mice per group). P > 0.05 for 3 vs. 3a, and 4 vs. 4a (two-way ANOVA).