1-[1-(2-HYDROXY-3-ARYLOXYPROPYL)-4-PIPERIDYL]-2-BENZIMIDAZOLINONES AND RELATED COMPOUNDS

• US 3,818,017 A
• Filed: 01/04/1973
• Issued: 06/18/1974
• Est. Priority Date: 01/04/1973
• Status: Expired due to Term

• Current Assignee: Paul Adriaan Jan Janssen, Van Ineke Wijngaarden, Willem Soudijn
• Original Assignee: Paul Adriaan Jan Janssen, Van Ineke Wijngaarden, Willem Soudijn
• Inventors: Janssen, Paul Adriaan Jan, Soudijn, Willem, Wijngaarden, van Ineke
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US05/321,059
• Time in Patent Office: 530 Days
• Field of Search: 260/293.6,295K
• US Class Current: 546/199
• CPC Class Codes: C07D 303/24 with polyhydroxy compounds
• CPC Class Codes: C07D 401/04 directly linked by a ring-member-to-ring-member bond

Abstract

Compounds of the class of 1-(1-(2-hydroxy-3-aryloxypropyl)-4piperidyl)- and 1-(1,2,3,6-tetrahydro-1-(2-hydroxy-3aryloxypropyl)-4-pyridyl)-2 -benzimidazolinones, useful as antihypertensive agents.

Claims

2. A chemical compound selected from the group consisting of a benzimidazoline derivative having the formula:

3. A chemical compound selected from the group consisting of a benzimidazoline derivative having the formula:

4. A compound selected from the group consisting of 1-(1-(2-hydroxy-3-phenoxypropyl)-4-piperidyl)-2-benzimidazolinone and the therapeutically active acid addition salts thereof.

5. A compound selected from the group consisting of 1-(1-(3-(o-acetylphenoxy)-2-hydroxypropyl)-4-piperidyl) 2-benzimidazolinone -2-benzimidazolinone the therapeutically active acid addition salts thereof.

6. A compound selected from the group consisting of 1-(1-(2-hydroxy-3-(o-methoxyphenoxy)propyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

7. A compound selected from the group consisting of 1-(1-(3-(o-allyloxyphenoxy)-2-hydroxypropyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

8. A compound selected from the group consisting of 1-(1-(2-hydroxy-3-(o-(2-propynyloxy)phenoxy)propyl)-4-piperidyl)-2 -benzimidazolinone and the therapeutically active acid addition salts thereof.

9. A compound selected from the group consisting of 1-(1-(2-hydroxy-3-(o-phenoxyphenoxy)propyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

10. A compound selected from the group consisting of 1-(1-(3-(4-allyl-2-methoxyphenoxy)-2-hydroxypropyl)-4-piperidyl)-2 -benzimidazolinone and the therapeutically active acid addition salts thereof.

11. A compound selected from the group consisting of 1-(1-(3-(o-ethoxyphenoxy)-2-hydroxypropyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

12. A compound selected from the group consisting of 1-(1-(3-(p-chlorophenoxy)-2-hydroxypropyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

13. A compound selected from the group consisting of 1-(1-(3-(o-chlorophenoxy)-2-hydroxypropyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

14. A compound selected from the group consisting of 1-(1-(3-(o-butoxyphenoxy)-2-hydroxypropyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

15. A compound selected from the group consisting of 1-(1-(3-(o-butyrylphenoxy)-2-hydroxypropyl)-4-piperidyl) -2-benzimidazolinone and the therapeutically active acid addition salts thereof.

16. A compound selected from the group consisting of 1-(1,2,3,6-tetrahydro-1-(2-hydroxy-3-phenoxypropyl)-4-pyridyl)-2 -benzimidazolinone and the therapeutically active acid addition salts thereof.

17. A compound selected from the group consisting of 1-(1-(3-(o-acetylphenoxy)-2-hydroxypropyl)-1,2,3,6-tetrahydro-4-pyridyl)-2 -benzimidazolinone and the therapeutically active acid addition salts thereof.

18. A compound selected from the group consisting of 1-(1,2,3,6-tetrahydro-1-(2-hydroxy-3-(o-methoxyphenoxy)-propyl)-4-pyridyl)-2-benzimidazolinone and the therapeutically active acid addition salts thereof.