Synthesis and biological activity of furanyl anti-juvenile hormonal compounds
摘要:
AbstractTwenty‐one synthetic compounds, containing one or more furan rings, were demonstrated to possess anti‐juvenile hormone (AJH) activity as evidenced by their induction of premature metamorphosis in the milkweed bug, Oncopeltus fasciatus (Dallas) by contact, topical application or fumigation. The ED50 of the four most active analogs required to induce precocious metamorphosis from 3rd‐instar nymphs by residue contact in a Petri dish compared favorably with that of precocene II (6,7‐dimethoxy‐2,2‐dimethyl 2H‐chromene) a naturally occurring phytochemical AJH. Precocious metamorphosis was fully reversible by co‐treatment with juvenile hormone (JH III) or JH analogs, demonstrating that the observed AJH activity resulted from an induced deficiency of juvenile hormone.
The present invention relates to novel N-methyl-N-(4-(4-(1H-benzimidazol-2-yl)\x9b1,4!diazepan-1-yl)-2-(aryl)butyl)b enzamide derivatives of the formula: ##STR1## stereoisomers thereof, and pharmaceutically acceptable salts thereof which are useful as histamine receptor antagonists and tachykinin receptor antagonists. Such antagonists are useful in the treatment of allergic rhinitis, including seasonal rhinitis and sinusitis; inflammatory bowel diseases, including Crohn's disease and ulcerative colitis; asthma; bronchitis; and emesis.
Compounds of formula (I)
1
may be useful in treating diseases prevented by or ameliorated with potassium channel openers. Also disclosed are potassium channel opening compositions and a method of opening potassium channels in a mammal.
Tandem Achmatowicz Rearrangement and Acetalization of 1-[5-(Hydroxyalkyl)-furan-2-yl]-cyclobutanols Leading to Dispiroacetals and Subsequent Ring-Expansion to Form 6,7-Dihydrobenzofuran-4(5<i>H</i>)-ones
作者:Hui Peng、Wenkun Luo、Huanfeng Jiang、Biaolin Yin
DOI:10.1021/acs.joc.8b01765
日期:2018.10.19
dispiroacetals 4 bearing a cyclobutane motif via tandem Achmatowiczrearrangement and acetalization of 1-[5-(hydroxyalkyl)-furan-2-yl]-cyclobutanols 3 with m-CPBA as the oxidant and AgSbF6 as an additive to promote the cyclization step in an aqueous medium. Dispiroacetals 4 could subsequently undergo Lewis acid-catalyzed ring expansion and skeletal rearrangement to afford 6,7-dihydro-5H-benzofuran-4-ones 5.
在此,我们报告dispiroacetals合成的单罐协议4经由串联Achmatowicz重排和1- [5-(羟烷基) -呋喃-2-基]的缩醛轴承环丁烷基序-cyclobutanols 3与米-CPBA作为氧化剂和AgSbF 6作为添加剂,以促进在水性介质中的环化步骤。二螺缩醛4随后可以进行路易斯酸催化的环扩展和骨架重排,以提供6,7-dihydro-5 H -benzofuran-4-ones 5。
Substituted piperidines useful for the treatment of allergic diseases
申请人:Aventis Pharmaceuticals, Inc.
公开号:US06329392B1
公开(公告)日:2001-12-11
The present invention relates to novel substituted piperidine derivatives of the formula
stereoisomers thereof, and pharmaceutically acceptable salts thereof which are useful as histamine receptor antagonists and tachykinin receptor antagonist. Such antagonists are useful in the treatment of allergic diseases including: seasonal rhinitis, allergic rhinitis, and sinusitis.
The present invention relates to novel substituted N-methyl-N-(4-(4-(1H-benzimidazol-2-yl-amino)piperidin-1-yl)-2-(aryl)butyl )benzamide derivatives of the formula: ##STR1## stereoisomers thereof, and pharmaceutically acceptable salts thereof which are useful as histamine receptor antagonists and tachykinin receptor antagonists. Such antagonists are useful in the treatment of allergic rhinitis, including seasonal rhinitis and sinusitis; inflammatory bowel diseases, including Crohn's disease and ulcerative colitis; asthma; bronchitis; and emesis.