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US4172093A Expired / Lapsed US ⏱️ 0.0 years remaining

Pharmacodynamically active indan derivatives

Assignee: Phadia AB
•
Filing: 1973-03-20
•
Granted: 1979-10-23
•
Expires: 1993-03-20
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Abstract

Abstract The present invention relates to new pharmacodynamically active compounds of the general structure ##STR1## as well as the corresponding amine oxides, quarternary ammonium compounds and salts with physiologically acceptable acids. In formula I R 1 signifies hydrogen, halogen or alkoxy radicals having 1-3 carbon atoms, R 2 and R 3 signify alkyl radicals having 1-3 carbon atoms, which togetner with the carbon atom, to which they are connected, may form a ring, A either signifies a possibly lower alkyl substituted ethylene, trimethylene or tetramethylene group, in which case D is a group ##STR2## wherein R 4 and R 5 individually signify hydrogen or alkyl groups having 1-4 carbon atoms, or together with the nitrogen atom form a heterocyclic ring, which in addition to said nitrogen atom may contain an oxygen atom or possibly lower alkylated amino group, or A and B taken together signify a piperidino- or N-lower alkylpiperidino group, which is connected to an indene residue in 4-position, and the broken lines signify a double bond in either endo- or exo position.

Inventors

  • 👤 Barbro K. Goransson-Dahlander
  • 👤 Nils A. Jonsson
  • 👤 Ferenc Merenyi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 06:42
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/02; C07D295/027; C07D295/03; A; A61; A61P; A61P25/00; A61P25/02; A61P25/20; A61P25/26; C07C; C07C205/00; C07C205/45; C07C49/00; C07C49/587; C07C49/657; C07C49/665; C07C49/675; C07C49/687; C07C49/697; C07C49/703; C07C49/747; C07C49/753; C07C57/00; C07C57/46; C07C57/50; C07C57/52; C07C57/62

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 171 words
A novel indan derivative of the general structure ##STR12## wherein: R 1 is selected from the group consisting of hydrogen, fluorine, chlorine, and alkoxy radicals having 1 to 3 carbon atoms; R 2 and R 3 are selected from the group consisting of alkyl radicals having 1 to 3 carbon atoms which, together with the carbon atom by which they are connected to the indan ring, may form a ring; A is an alkyl or alkylidene group having from 2 to 4 carbon atoms or an alkyl or alkylidene group of from 2 to 4 carbon atoms having an alkyl side branch thereon; B is an amino group of the formula ##STR13## wherein R 4 and R 5 each signify hydrogen or alkyl groups of from 1 to 4 carbon atoms; the broken line extending between the 2 and 3 positions of the indan nucleus and substituent A signifies a double bond in either the endo- or exo-position; or the amine oxide or a pharmaceutically acceptable salt of said indan derivative.
Claim 2
Dependent Claim 171 words
A novel indan derivative of the general structure ##STR12## wherein: R 1 is selected from the group consisting of hydrogen, fluorine, chlorine, and alkoxy radicals having 1 to 3 carbon atoms; R 2 and R 3 are selected from the group consisting of alkyl radicals having 1 to 3 carbon atoms which, together with the carbon atom by which they are connected to the indan ring, may form a ring; A is an alkyl or alkylidene group having from 2 to 4 carbon atoms or an alkyl or alkylidene group of from 2 to 4 carbon atoms having an alkyl side branch thereon; B is an amino group of the formula ##STR13## wherein R 4 and R 5 each signify hydrogen or alkyl groups of from 1 to 4 carbon atoms; the broken line extending between the 2 and 3 positions of the indan nucleus and substituent A signifies a double bond in either the endo- or exo-position; or the amine oxide or a pharmaceutically acceptable salt of said indan derivative.
Claim 3
Dependent Claim 17 words
A compound according to claim 1 wherein R 2 and R 3 each signify a methyl group.
Claim 4
Dependent Claim 31 words
A compound according to claim 1 wherein R 2 and R 3 , together with the carbon atoms by which they are bonded to the indan ring, form a cyclopentane ring.
Claim 5
Dependent Claim 14 words
A compound according to claim 1 wherein R 1 is a, fluorine or chlorine.
Claim 6
Dependent Claim 7 words
The compound according to claim 1 3'-β-aminoethyl-spiro(cyclopentane-1,1'-indene).
Claim 7
Dependent Claim 7 words
The compound according to claim 1 3'-β-methylaminoethyl-5'-chloro-spiro(cyclopentane-1,1'-indene).
Claim 8
Dependent Claim 7 words
The compound according to claim 1 3'-β-methylaminoethyl-5'-fluoro-spiro(cyclopentane-1,1'-indene).
Claim 9
Dependent Claim 7 words
The compound according to claim 1 3'-β-dimethylaminoethyliden-5'-chloro-spiro(cyclopentane-1,1'-indan).
Claim 10
Dependent Claim 7 words
The compound according to claim 1 3'-β-dimethylaminoethyl-5'-fluoro-spiro(cyclopentane-1,1'-indene).
Claim 11
Dependent Claim 7 words
The compound according to claim 1 1,1-dimethyl-3-γ-dimethylaminopropylindene.
Claim 12
Dependent Claim 7 words
The compound according to claim 1 3'-γ-dimethylaminopropyl-spiro(cyclohexane-1,1'-indene).
Claim 13
Dependent Claim 1 words
3'-β-methylaminoethyl-spiro(cyclopentane-1,1'-indene).
Claim 14
Dependent Claim 1 words
3'-β-methylaminoethyl-spiro(cyclopentane-1,1'-indene).
Claim 15
Dependent Claim 7 words
The compound according to claim 1 3'-β-dimethylaminoethyl-spiro(cyclopentane-1,1'-indene).
Claim 16
Dependent Claim 7 words
The compound according to claim 1 3'-γ-dimethylaminopropyl-spiro(cyclopentane-1,1'-indene)N-oxid.
Claim 17
Dependent Claim 7 words
The compound according to claim 1 3'-γ-dimethylaminopropyl-spiro(cyclohexane-1,1'-indene)N-oxid.
Claim 18
Dependent Claim 7 words
The compound according to claim 1 3'-γ-methylaminopropyl-spiro(cyclopentane-1,1'-indene).
Claim 19
Dependent Claim 7 words
The compound according to claim 1 3'-γ-dimethylaminopropyl-5'-fluoro-spiro(cyclopentane-1,1'-indene).
Claim 20
Dependent Claim 7 words
The compound according to claim 1 3'-α-methyl-β-dimethylaminoethyl-spiro(cyclopentane-1,1'-indene).
Claim 21
Dependent Claim 7 words
The compound according to claim 1 3'-β-aminoethylidene-spiro(cyclopentane-1,1'-indan).
Claim 22
Dependent Claim 7 words
The compound according to claim 1 3'-β-methylaminoethylidene-spiro(cyclopentane-1,1'-indan).
Claim 23
Dependent Claim 7 words
The compound according to claim 1 3'-β-dimethylaminoethylidene-spiro(cyclopentane-1,1'-indan).

References Cited (Backward Citations)

US3308157A Cited
US3419560A Cited
US3505404A Cited
US3657440A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-10-22 1983-04-23 1983-10-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-10-22 1987-04-23 1987-10-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-10-22 1991-04-23 1991-10-23 $7700.00 Window Closed / Lapsed

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