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Communication | Special issue | Vol 97, No. 2, 2018, pp.687-695
Published online, 2nd April, 2018
DOI: 10.3987/COM-18-S(T)40
Synthesis of Novel 1,3-Dioxa-5-thiazatriquinane and 1-Oxa-3,5-dithiazatriquinane Derivatives and Their Pharmacologies

Ryuichiro Ohshita, Noriki Kutsumura, Yasuyuki Nagumo, Naoshi Yamamoto, Tsuyoshi Saitoh, Shigeto Hirayama, Hideaki Fujii, and Hiroshi Nagase*

*International Institute for Integrative Sleep Medicine (WPI-IIIS), University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8575, Japan


Novel triplet compounds with the 1,3-dioxa-5-thiazatriquinane and 1-oxa-3,5-dithiazatriquinane skeletons have been synthesized via the enantiomerically pure oxazoline intermediates. Their assay results showed that the substitution of sulfur atoms for the oxygen atoms increased the affinities for the opioid receptors and affected to the expression of the agonistic/antagonistic activities.