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

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 14, 2007, Pages 3925-3929

  Kai, Hiroyuki ^a   Morioka, Yasuhide ^a   Tomida, Minoru ^a   Takahashi, Tadashi ^a   Hattori, Maki ^a   Hanasaki, Kohji ^a   Koike, Katsumi ^a   Chiba, Hiroki ^a   Shinohara, Shunji ^a   Kanemasa, Toshiyuki ^a   Iwamoto, Yuka ^a   Takahashi, Kohji ^a   Yamaguchi, Yoshitaka ^a   Baba, Takahiko ^a   Yoshikawa, Takayoshi ^a   Takenaka, Hideyuki ^a  

^a SHIONOGI AND CO LTD   (Japan)

Author keywords

1,3 Thiazine; Cannabinoid receptor agonist; CB1; CB2; Oral bioavailability; Pain; Pharmacokinetic profile

Indexed keywords

1,3 THIAZINE DERIVATIVE; 5,6 DIHYDRO 4H 1,3 THIAZINE DERIVATIVE; CANNABINOID 1 RECEPTOR; CANNABINOID 2 RECEPTOR; CANNABINOID RECEPTOR AGONIST; UNCLASSIFIED DRUG;

ANALGESIC ACTIVITY; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG CLEARANCE; DRUG POTENCY; DRUG RECEPTOR BINDING; INFLAMMATION; NONHUMAN; PAIN; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

ADMINISTRATION, ORAL; BIOLOGICAL AVAILABILITY; RECEPTORS, CANNABINOID; THIAZINES;

EID: 34250304618     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.04.099     Document Type: Article

References (4)

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2. Kai, H.; Morioka, Y.; Murashi, T.; Morita, K.; Shinonome, S.; Nakazato, H.; Kawamoto, K.; Hanasaki, K.; Takahashi, F.; Mihara, S.; Arai, T.; Abe, K.; Okabe, H.; Baba, T.; Yoshikawa, T.; Takenaka, H. Bioorg. Med. Chem. Lett, in press, doi:10.1016/j.bmd.2007.04.093.
3. Formalin test: 20 μl formalin solution (2% in saline) was injected subcutaneously into the dorsal surface of the right hindpaw of mice (ICR). The total time the mouse spent licking in the early phase (acute pain, 0-5 min) or the late phase (inflammatory pain, 10-30 min) was measured.
4. 3 270 MHz) 1.36-1.61 (10H, m), 2.58 (3H, s), 2.93 (2H, s), 3.61 (2H, s), 7.25-7.29 (2H, m), 7.47-7.52 (2H, m).