8-[2-3-Indolyl)ethyl]-1-oxa-3-,8-diazaspiro[4.5]decan-2-ones, pharmaceutical compositions thereof and methods of use thereof

• US 4,255,432 A
• Filed: 09/06/1979
• Issued: 03/10/1981
• Est. Priority Date: 09/06/1979
• Status: Expired due to Term

• Current Assignee: Syntec Incorporated (Atos SE)
• Original Assignee: Syntec Incorporated (Atos SE)
• Inventors: Kluge, Arthur F., Unger, Stefan H., Strosberg, Arthur M.
• Primary Examiner(s): Bond, Robert T.
• Application Number:
  US06/072,867
• Time in Patent Office: 551 Days
• Field of Search: 546/19, 424/267
• US Class Current: 514/278
• CPC Class Codes: C07D 211/48 having an acyclic carbon atom attached in position 4

Abstract

Compounds of the formula ##STR1## wherein R¹, R² and R³ are the same or different and are hydrogen, C₁ to C₆ alkyl, C₆ to C₁₂ carbocyclic aryl or aralkyl of 1 to 6 carbon atoms in the alkyl moiety and 6 to 12 carbon atoms in the carbocyclic aryl moiety;

R⁴ and R⁵ are the same or different and are hydrogen or C₁ to C₆ alkyl; and

R⁶ and R⁷ are the same or different and are hydrogen, C₁ to C₆ alkyl or C₁ to C₆ alkoxy. Methods for preparing these compounds are also disclosed. The compounds are useful as antihypertensives and as diuretics. They also function as antihistamines and as bronchodilating agents and are therefore effective in inhibiting the effects of allergic reactions. They are also of use in the treatment of migraine and in the treatment of vasospastic disorders.

Claims

1. A compound chosen from those represented by the formula ##STR6## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

2. The compound of claim 1 wherein R¹ is hydrogen, methyl, ethyl, i-propyl, n-propyl, or n-butyl and R⁶ and R⁷ are hydrogen.

3. The compound in accordance with claim 2 wherein R¹ is methyl.

4. A method for relieving the symptoms of hypertension which comprises administering to an individual afflicted with such, an anti-hypertensive effective amount of a compound of the formula:

##STR7## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

5. A pharmaceutical composition useful for relieving the symptoms of hypertension which comprises a pharmaceutically acceptable carrier and an anti-hypertensive effective amount of the compound of the formula:

##STR8## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

6. A method useful for inhibiting the effects of allergic reaction which comprises administering an anti-allergic effective amount of a compound of the formula:

##STR9## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

7. A pharmaceutical composition useful for inhibiting the effects of allergic reactions which comprises a pharmaceutically acceptable carrier and an anti-allergic effective amount of a compound of the formula:

##STR10## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

8. A method for the treatment of vasospastic disorders which comprises administering an anti-vasospastic effective amount of the compound of the formula:

##STR11## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

9. A pharmaceutical composition useful for treating vaso spastic disorders which comprises a pharmaceutically acceptable carrier and an anti-vasospastic effective amount of the compound of the formula:

##STR12## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

10. A method for treatment of migraine which comprises administering an anti-migraine effective amount of the compound of the formula:

##STR13## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.

11. A pharmaceutical composition useful for treating migraine which comprises a pharmaceutically acceptable carrier and an anti-migraine effective amount of a compound of the formula:

##STR14## wherein R¹ is C₁ to C₆ alkyl and R⁶ and R⁷ are the same or different and are hydrogen or C₁ to C₆ alkoxy and the pharmaceutically acceptable, non-toxic salts thereof.