
Chemical and Pharmaceutical Bulletin p. 1760 - 1768 (1993)
Update date:2022-08-03
Topics:
Hasegawa
Nigo
Kakita
Toyoda
Toya
Ueda
The synthesis and antiulcer activity of highly strained cage compounds such as pentacyclo[4.2.0.02,5.03,8.04,7]-octane (cubane), pentacyclo[4.3.0.02,5.03,8.04,7]nonane (homocubane) and pentacyclo[5.3.0.02,4.03,6.05,8]decane are described. Of the compounds obtained, N-[3-(3-piperidinomethylphenoxy)propyl]-4- piperidinocarbonylpentacyclo[4.2.0.02,5.03,8.04,7]octane carboxamide (26a) and N-[3'-(3'-piperidinomethylphenoxy)propyl]-1-bromo-9,9- ethylenedioxypentacyclo[4.3.0.02,5.03,8.04,7]nonane]-4-carboxamide (26q) showed more potent antiulcer activity with very good cytoprotective ability in the HCl·ethanol-treated rat model. Compounds 26a and 26q exhibited H2-receptor antagonist potency (in vitro) comparable to that of ranitidine, but did not inhibit histamine-stimulated acid secretion (in vivo) in the gastric fistula rat model, when orally administered in the dose range at which antiulcer and cytoprotective activities were seen. The structure- activity relationships are discussed.
View MoreShangHai BMG Chemical Co., Ltd
Contact:+86-13524845543
Address:Room 602, no 291 sikai road shanghai
Shenyang Xingzhenghe Chemical Co., Ltd.
Contact:024-23509232
Address:No. 33, Naner Road, Heping Dist.
Shanghai Massive Chemical Technology Co., Ltd.
website:http://www.massivechem.com/
Contact:+86 21 34943721
Address:Room 435, 4th floor, Building 9, No. 2568 Gudai Road,Minhang District, Shanghai,
Contact:+86-21-6856-1349 523-87676172
Address:No16 . BinJiang Road . Taixing Economy Developing Area .JiangSu Province . China
SHIFANG SUHONG CHEMICAL CO.,LTD
Contact:+86-838-2224563
Address:Room 1207 Zongchen Sunshine No.128 Taishan South Road,Deyang City,Sichuan China
Doi:10.1021/jo00084a025
(1994)Doi:10.1021/jo5000048
(2014)Doi:10.1021/jm00034a015
(1994)Doi:10.1016/S0040-4039(01)01454-X
(2001)Doi:10.1016/j.tetasy.2013.12.008
(2014)Doi:10.1021/acs.organomet.9b00119
(2019)