Bicyclo[3.1.0]hexyl-substituted carbonylaminophenoxy cardiovascu

Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Parasitic organism or component thereof or substance...

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260553A, 260557B, 260465D, 424300, 424322, 424324, 424304, 560 29, 548215, 548232, C07C10319, C07C12715, A61K 3142, A61K 3117

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active

041772806

ABSTRACT:
1-Alkylamino-3-(4-[(endobicyclo[3.1.0]hex-6-yl)alkylure ido]-1-phenoxy)-2-propanol and substituted derivatives thereof; 1-alkylamino-3-(4-[(endobicyclo[3.1.0]hex-6-yl)-alkylcarbonylamino]-1-phen oxy)-2-propanol and substituted derivatives thereof; and 1-alkylamino-3-(4-[(endobicyclo-[3.1.0]hex-6-yl)alkoxycarbonylamino]-1-phe noxy)-2-propanol and substituted derivatives thereof as well as methods for preparing such compounds are disclosed. 5-(4-[(Endobicyclo[3.1.0]hex-6-yl)alkylureido]-1-phenoxy) methyl-3-alkyl-2-optionally substituted oxazolidine and derivatives thereof; 5-(4-[(endobicyclo[3.1.0]hex-6-yl alkylcarbonylamino]-1-phenoxy)methyl-3-alkyl-2-optionally substituted oxazolidine and derivatives thereof; and 5-(4-[(endobicyclo[3.1.0]hex-6-yl)alkoxycarbonylamino]-1-phenoxy)methyl-3- alkyl-2-optionally substituted oxazolidine and derivatives thereof and methods for preparing these compounds are also disclosed. These compounds exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions as well as hypertension in mammals. The bicyclo-2-propanols are prepared by treatment of the corresponding 1,2-epoxy-3-(4-[(endobicyclo[3.1.0]hex-6-yl)alkylureido, alkylcarbonylamino or alkoxycarbonylamino-1-phenoxypropane, with the desired alkylamine or by base or acid hydrolysis of the corresponding 5-(4-[(endobicyclo[3.1.0]-hex-6-yl)alkylureido, alkylcarbonylamino or alkoxycarbonylamino]-1-phenoxy)-methyloxazolidine. The lattercompounds are prepared from the corresponding 1-alkylamino-3-(4-[(endobicyclo[3.1.0]-hex-6-yl)alkylureido, alkylcarbonylamino or alkoxycarbonylamino]-1-phenoxy)-2-propanol by treatment with an aldehyde having the desired optional substituent.

REFERENCES:
patent: 4034009 (1977-07-01), Zolss et al.
patent: 4035420 (1977-07-01), Berntsson et al.
patent: 4038313 (1977-07-01), Wilhelm
patent: 4038414 (1977-07-01), Jaeggi et al.
patent: 4063025 (1977-12-01), Murakami et al.

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