Patent · US Expired

Bicyclo [3.1.0] hexyl-substituted ethylamino carbonyl phenoxy cardiovascular agents

US4151297A · kind A · utility

0Cited by
5References
57Claims
0Family size

Assignee

Inventors

Key dates

Filing dateOct 31, 1977
Grant dateApr 24, 1979
Priority date
Expiry dateOct 31, 1997

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D303/22
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

1-Alkylamino-3-(3- or 4-[2-(endobicyclo[3.1.0]-hex-6-yl)ethylaminocarbonyl]-1-phenoxy)-2-propano l and substituted derivatives thereof and methods for preparing such compounds are disclosed. 5-(3- Or 4-[2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl]-phenoxy)methyl 3-alkyl-2-optionally substituted oxazolidine and derivatives thereof, and methods for preparing such compounds are also disclosed. These compounds exhibit cardiovascular acitivity and are useful in the treatment of abnormal heart condition as well as hypertension in mammals. The former compounds are prepared by treatment of the corresponding 1,2-epoxy-3-(3- or 4-[2-(endobicyclo[3.1.0]hex-6-yl)-ethylaminocarbonyl]phenoxy)propane with the desired alkylamine or by base or acid hydrolysis of the corresponding 5-(3- or 4-[2-(endobicyclo[3.1.0]hex-6-yl)-ethylaminocarbonyl)-3-alkyl oxazolidine. The latter compounds are prepared from the corresponding 1-alkylamino-3-(3- or 4-[2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl]-1-phenoxy)-2-propanol by treatment with an aldehyde having the desired optional substituent or by treating a 3- or 4-(2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl)-optionally substituted phenol with a …

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.