Chemical and Pharmaceutical Bulletin p. 2724 - 2728 (1991)
Update date:2022-07-30
Topics:
Ohshima
Kumazawa
Takizawa
Harakawa
Sato
Obase
Oiji
Ishii
Ishii
Ohmori
A new series of 11-substituted 6,11-dihydrodibenz[b,e]oxepin derivatives was synthesized and evaluated for antiallergic activity. Convenient methods for the preparation of sulfides from alcohols were developed. Structure-activity relationships are described. Compound 7, 11-[2-(dimethylamino)ethyl]thio-6,11-dihydrodibenz[b,e]oxepin-2-carboxy lic acid hydrochloride, was the most potent in the rat passive cutaneous anaphylaxis test (ED50 = 0.92 mg/kg p.o.). It had a potent inhibitory effect on anaphylactic bronchoconstriction in guinea pigs (ED50 = 0.029 mg/kg p.o.) and H1 receptor antagonistic effect (K(i) = 14 nM) with few central nervous system side effects. Additionally, an antagonistic effect against prostagrandin D2-induced contraction of isolated guinea pig trachea (pA2 = 5.73) was an attractive mechanism of action of the new antiallergic agent. Compound 7 was selected for further evaluation as KW-4994.
View MoreTaizhou YOJOY Chemical Co., Ltd.
Contact:13857143241
Address:Yangfu Industrial Park, Xianju, Zhejiang, P. R. China
Nanjing Legend Pharmaceutical & Chemical Co., Ltd.
Contact:+86-25-83767696
Address:14-7 Zhongshan Lu Guluo District, Nanjing
Synchem Pharma Co.,Ltd(expird)
Contact:+0086-21-61984905-1
Address:Building 60,Zimian Park, LongYang industrial Area, 1515Nong,Yuandong Road Fengxian District, Shanghai ,China
shanghai hekang chemical co.ltd
Contact:021-54173790
Address:328 WuHe Road, Building #A, 2nd Floor, Minhang, Shanghai 201109, China
Huangshi Shennong Chemical Technology Co., Ltd
Contact:+86-714-3072290
Address:Eastern industrial park , Tieshan district , Huangshi city ,Hubei province , China
Doi:10.1021/jacs.9b10217
(2019)Doi:10.1021/jo00835a057
(1970)Doi:10.1002/1521-3765(20020703)8:13<2946::AID-CHEM2946>3.0.CO;2-M
(2002)Doi:10.1016/S0960-894X(99)00605-8
(1999)Doi:10.1016/S0040-4020(03)00820-2
(2003)Doi:10.1248/cpb.47.1790
(1999)