2-Arylimino-5,6-dihydro-4H-1,3-thiazines as a new class of cannabinoid receptor agonists. Part 1: Discovery of CB2 receptor selective compounds

Hiroyuki Kai; Yasuhide Morioka; Takami Murashi; Koichi Morita; Satomi Shinonome; Hitoshi Nakazato; Keiko Kawamoto; Kohji Hanasaki; Fumiyo Takahashi; Shin ichi Mihara; Tohko Arai; Kohji Abe; Hiroshi Okabe; Takahiko Baba; Takayoshi Yoshikawa; Hideyuki Takenaka

doi:10.1016/j.bmcl.2007.04.093

2-Arylimino-5,6-dihydro-4H-1,3-thiazines as a new class of cannabinoid receptor agonists. Part 1: Discovery of CB₂ receptor selective compounds

Hiroyuki Kai, Yasuhide Morioka, Takami Murashi, Koichi Morita, Satomi Shinonome, Hitoshi Nakazato, Keiko Kawamoto, Kohji Hanasaki, Fumiyo Takahashi, Shin ichi Mihara, Tohko Arai, Kohji Abe, Hiroshi Okabe, Takahiko Baba, Takayoshi Yoshikawa, Hideyuki Takenaka

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

2-Arylimino-5,6-dihydro-4H-1,3-thiazines have been identified as a novel class of cannabinoid agonists. A lead structure with moderate activity was discovered through a high throughput screening assay. Structure-activity relationships led to the discovery of potent agonists of CB₂ receptor. The most potent compound 13 displays K_i values of >5000 and 9 nM to CB₁ and CB₂ receptors, respectively.

Original language	English
Pages (from-to)	4030-4034
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	17
Issue number	14
DOIs	https://doi.org/10.1016/j.bmcl.2007.04.093
Publication status	Published - Jul 15 2007
Externally published	Yes

Keywords

1,3-Thiazine
CB
CB
CB receptor selective
Cannabinoid receptor agonist
Pain
Structure-activity relationship

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmcl.2007.04.093

Cite this

Kai, H., Morioka, Y., Murashi, T., Morita, K., Shinonome, S., Nakazato, H., Kawamoto, K., Hanasaki, K., Takahashi, F., Mihara, S. I., Arai, T., Abe, K., Okabe, H., Baba, T., Yoshikawa, T., & Takenaka, H. (2007). 2-Arylimino-5,6-dihydro-4H-1,3-thiazines as a new class of cannabinoid receptor agonists. Part 1: Discovery of CB₂ receptor selective compounds. Bioorganic and Medicinal Chemistry Letters, 17(14), 4030-4034. https://doi.org/10.1016/j.bmcl.2007.04.093

Kai, H, Morioka, Y, Murashi, T, Morita, K, Shinonome, S, Nakazato, H, Kawamoto, K, Hanasaki, K, Takahashi, F, Mihara, SI, Arai, T, Abe, K, Okabe, H, Baba, T, Yoshikawa, T & Takenaka, H 2007, '2-Arylimino-5,6-dihydro-4H-1,3-thiazines as a new class of cannabinoid receptor agonists. Part 1: Discovery of CB₂ receptor selective compounds', Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 14, pp. 4030-4034. https://doi.org/10.1016/j.bmcl.2007.04.093

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abstract = "2-Arylimino-5,6-dihydro-4H-1,3-thiazines have been identified as a novel class of cannabinoid agonists. A lead structure with moderate activity was discovered through a high throughput screening assay. Structure-activity relationships led to the discovery of potent agonists of CB2 receptor. The most potent compound 13 displays Ki values of >5000 and 9 nM to CB1 and CB2 receptors, respectively.",

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AU - Morita, Koichi

AU - Shinonome, Satomi

AU - Nakazato, Hitoshi

AU - Kawamoto, Keiko

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