Geminally disubstituted indene derivatives

US4218472A · kind A · utility

Assignee

• AB Kabi · SE

Inventors

• Aake N. Joensson · Solna, SE
• Tomas Kempe · Washington, US
• Lembit Mikiver
• Bengt Sparf

Key dates

• Filing date: Aug 1, 1978
• Grant date: Aug 19, 1980
• Expiry date: Aug 1, 1998

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2603/94
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

New geminally disubstituted indenes are of general formula I ##STR1## wherein each of R.sup.1 and R.sup.2 is hydrogen or R.sup.1 and R.sup.2 together form a direct bond or an alkylene group --(CH.sub.2).sub.n --, in which n is an integer from 1 to 4, R.sup.3 is hydrogen, C.sub.1-3 -alkoxy or halogen, and each of R.sup.4 and R.sup.5 is hydrogen or C.sub.1-4 -lower alkyl, or R.sup.4 and R.sup.5 together form an alkylene group --(CH.sub.2).sub.m --, in which m is an integer from 3 to 6; and the corresponding amine oxides, quaternary ammonium compounds and salts with physiologically acceptable acids. The indenes find use in treating incontinence, as a mucous membrane decongestant, as a blood pressure reducing agent, as vasocostrictor or as an anti-reserpine agent. The indenes may be prepared by processes known per se involving PA1 (a) synthesing the side chain --CH(OH)CH.sub.2 NR.sup.4 R.sup.5 by a method known per se in an indenyl precursor of a formula I compound in which the side chain is incomplete or PA1 (b) introducing the double bond into an indanyl precursor of a formula I compound in which the double bond is absent or PA1 (c) releasing the terminal amino group in a precursor o…