Spiro nitrogen-bridged heterocyclic compounds

US5053412A · kind A · utility

Assignee

• ISRAEL INSTITUTE FOR BIOLOGICAL RESEARCH · IL

Inventors

• Abraham Fisher · Haifa, IL
• Ishai Karton · Nes Ziona, IL

Key dates

• Filing date: Apr 10, 1990
• Grant date: Oct 1, 1991
• Expiry date: Apr 10, 2010

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D513/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to novel compounds (I) for treating diseases of the central and peripheral nervous system: ##STR1## including enantiomers, racemates and acid addition and quaternary salts thereof, wherein one of X and Y is O and the other of X and Y is N; Q is (CH.sub.2).sub.n or C(CH.sub.3).sub.2 where n is 1, 2 or 3 and the bridge --Q-- is attached at one end to position 1 and at the other end to position 4 or 5, and R.degree. is hydrogen, methyl or hydroxyl; in the moiety ##STR2## the line connecting Z and Y signifies a double bond when X--Z is O--C--R and Y is N, and a single bond when X--Z is N.dbd.C--R and Y is O; Z is C--R wherein R is selected from hydrogen, NH.sub.2, NH-R" (R"=C.sub.1-6 -alkyl), N(R").sub.2, R", C.sub.2-6 -alkenyl, C.sub.2-6 -alkynyl, C.sub.3-7 -cycloalkyl, R" substituted by hydroxy or by 1-6 halogen atoms, R"O-C.sub.1-6 -alkyl, carboxy-C.sub.1-6 -alkyl, R"OCO-C.sub.1-6 -alkyl, amino-C.sub.1-6 -alkyl, R""NH-C.sub.1-6 -alkyl, (R").sub.2 N-C.sub.1-6 -alkyl, 2-oxo-pyrrolidin-1-ylmethyl, aryl, diarylmethylol, and R" substituted by one or two aryl groups, wherein aryl denotes phenyl optionally substituted by 1-3 halogens, R", R"O and(or) CF.sub.3. Also cl…