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Home Vasodialators Substituted-derivatives-of-2-azabicyclo-3-3-0-octanes

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 Substituted derivatives of 2-azabicyclo-[3.3.0]octanes

Details
Inventors: Henning, Rainer; Urbach, Hansjorg; Geiger, Rolf; Teetz, Volker; Scholkens, Bernward;
Assignee: Hoechst Aktiengesellschaft (Frankfurt am Main, DE)
Primary Examiner: Raymond; Richard L.
Assistant Examiner: Turnipseed; James H.
Attorney, Agent or Firm: Curtis, Morris & Safford

Compounds of the formula I ##STR1## in which n denotes 0-3, R.sup.1 and R.sup.1' are the same or different and denote hydrogen, alkyl or alkenyl, phenyl or benzyl, each substituted as desired; R.sup.2 denotes hydrogen, alkyl or alkenyl; R.sup.3 denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl or aminoalkyl, alkanoylaminoalkyl, guanidinoalkyl, imidazolylalkyl, indolylalkyl, mercaptoalkyl or alkylthioalkyl, phenylalkyl, hydroxphenylalkyl, phenoxyalkyl or phenylthioalkyl, or R.sup.2 and R.sup.3, together with the C and N atoms carrying them, denote a saturated or unsaturated 4- to 8-membered monocyclic or 8- to 10-membered bicyclic isocycle or heterocycle, optionally monosubstituted or disubstituted by hydroxyl, alkoxy having 1 to 3 C atoms or alkyl, R.sup.4 denotes hydrogen, alkyl, alkenyl, alkadienyl, alkinyl, alkeninyl or alkadiinyl, cycloalkyl, phenyl, benzyl, phenethyl or phenylpropyl, each of which can be optionally monosubstituted or disubstituted; R.sup.5 denotes hydrogen or alkyl, hydroxyl or alkoxy and R.sup.6 denotes hydrogen, optionally substituted alkyl, cycloalkyl, alkenyl, optionally monosubstituted or disubstituted phenyl or naphthyl, their salts, a process for their preparation and their use as medicaments.

DETAILED DESCRIPTION We claim: 1.
A compound of the formula I ##STR140## in which n is a whole number between 0 and 3 inclusive; R.
sup.
1 and R.
sup.
1', being the same or different, are hydrogen; alkyl or alkenyl having 1-8 C atoms; phenyl or benzyl, each unsubstituted or monosubstituted by methyl, halogen, methoxy or nitro; R.
sup.
2 and R.
sup.
3 together with the C and N atoms carrying them form a 2-azabicyclo[3.
3.
0]octane ring system, which is unsubstituted, monosubstituted or distubstituted by hydroxyl, alkoxy having 1-3 C atoms, alkyl having 1-3 C atoms or phenyl; R.
sup.
4 is hydrogen; alkyl, alkenyl, alkadienyl, alkynyl, alkeninyl or alkadiynyl having 1-8 C atoms; cycloalkyl having 3-6 C atoms; phenyl, benzyl, phenethyl or phenylpropyl, each of which is unsubstituted, monosubstituted or disubstituted by halogen, hydroxyl, acetoxy, carboxy, carboxamido, sulfonamido, nitro, methyl ethyl, methoxy, ethoxy or methylenedioxy; R.
sup.
5 is hydrogen; alkyl having 1-5 C atoms; hydroxyl or alkoxy having 1-3 C atoms; R.
sup.
6 is hydrogen; alkyl having 1-12 C atoms; cycloalkyl having 3-12 C atoms; alkenyl having 2-12 C atoms; phenyl or naphthyl, each of which is unsubstituted, monosubstituted or disubstituted by halogen, hydroxyl, acetoxy, carboxy, carboxamido, sulfonamido, nitro, methyl, ethyl, methoxy, ethoxy or methylenedioxy; alkyl having 1-6 C atoms, which is monosubstituted by halogen, hydroxyl, alkoxy having 1-3 C atoms, phenoxy, amino, dialkylamino having 1-6 C atoms, alkanoylamino having 1-3 C atoms, mercapto, alkylthio having 1-3 C atoms, phenylthio, phenylsulfinyl, phenylsulfonyl, phenyl biphenylyl, or naphthyl, the phenyl or naphthyl each being unsubstituted, monosubstituted or disubstituted by halogen, methyl, ethyl, methoxy, ethoxy, nitro, amino, methylamino, dimethylamino, acetylamino, cyano, methylenedioxy or sulfonamido; heteroaryl selected from the group consisting of pyridyl, thienyl, indolyl, benzothienyl, imidazolyl, pyrazolyl and thiazolyl, said heteroaryl being unsubstituted mono-substituted or disubstituted by halogen, methyl, ethyl, methoxy, ethoxy, nitro, amino, methylamino dimethylamino, acetylamino, cyano, methylenedioxy, sulfonamido or phenyl; or physiologically tolerable salts thereof



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