Patent · US Expired

Bicyclo[3.1.0]hexylethylaminocarbonyl-substituted heteroaryl cardiovascular agents

US4123550A · kind A · utility

14Cited by
1References
15Claims
0Family size

Assignee

Inventors

Key dates

Filing dateOct 31, 1977
Grant dateOct 31, 1978
Priority date
Expiry dateOct 31, 1997

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C29/172
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

1-Alkylamino-3-([2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl]thienylox y)-2-propanols and methods for preparing these compounds are disclosed. The compounds are useful in the treatment of hypertension and abnormal heart conditions in mammals. These compounds are prepared by the treatment of the corresponding 1,2-epoxy-3-[2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl]heterocyclic aryloxy)propane with an alkylamine having the desired alkyl substituent or by base or acid hydrolysis of the corresponding 2-optionally substituted-3-alkyl-5-([2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl]h eterocyclic aryloxymethyl)oxazolidine. These latter compounds can be prepared by condensing a halo-substituted thiophene with a 3-alkyl-5-hydroxymethyloxazolidine such substituted or unsubstituted at the 2-position or alternatively, by treating the former aminopropanol compounds of the present invention with an aldehyde having the desired substituent. These latter oxazolidine compounds are also active for treatment of hypertension and abnormal heart conditions.

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