Journal of Medicinal Chemistry p. 1142 - 1149 (1984)
Update date:2022-07-29
Topics: Synthesis Imidazoles Experimental Phenyl Vinyl Antiarrhythmic activity 1-[1-[2-[3-(alkylamino)-2-hydroxypropoxy]phenyl]vinyl]-1H-imidazoles
Ogata
Matsumoto
Takahashi
Shimizu
Kida
Ueda
Kimoto
Haruna
Various 1-[1-[2-[3-(alkylamino)-2-hydroxypropoxy]phenyl]vinyl]-1H-azoles were synthesized and investigated for β-adrenoceptor-blocking and antiarrhythmic activities. Although no compounds showed more potent β-blocking effects than propranolol in the isolated guinea pig right atria, many compounds exhibited significant antiarrhythmic effects against aconitine or ischemic arrhythmia in mice or dogs. 1-[2,5-Dichloro-6-[1-(1H-imidazol-1-yl)ethenyl]phenoxy]-3-[(1-methylethyl) amino]-2-propanol hydrochloride (48) (711389-S) was selected as a candidate for clinical evaluation in man, since its antiarrhythmic effects were superior to those of quinidine, disopyramide, or propranolol. Asymmetric synthesis of (R)-(+)- and (S)-(-)-48 is described, and it is proven that there is no stereospecificity in the antiarrhythmic effect of 48.
View MoreWudi Reaction Pharma&Chemical Co.,Ltd.
website:http://www.ruixinchem.com/
Contact:86-543-2257986
Address:Xinhai Industrial Zone, Wudi County,Shandong Province,China.
Nanjing Legend Pharmaceutical & Chemical Co., Ltd.
Contact:+86-25-83767696
Address:14-7 Zhongshan Lu Guluo District, Nanjing
Arshine Pharmaceutical Co., Limited
website:http://www.cnarshine.com
Contact:0731-88503671
Address:Room 1109.Block C3, Lugu Enterprise Plaza,No.27 Wenxuan Road,Changsha National Hi-Tech Industrial Development Zone,Hunan ,P.R.China
Contact:86-0510-85133006
Address:hubin road NO157
Contact:+86-22-83718541
Address:32th Floor, Rongqiao Center Intersection of Changjiang Road and Nankai Six Road Nankai District Tianjin 300102, China
Doi:10.1016/j.ica.2013.06.040
(2013)Doi:10.1039/d1gc00463h
(2021)Doi:10.1016/j.tet.2006.06.055
(2006)Doi:10.1016/S0022-1139(00)80535-7
(1986)Doi:10.1016/j.tetlet.2010.07.095
(2010)Doi:10.1139/v82-012
(1982)