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US3953442A Expired / Lapsed US ⏱️ 0.0 years remaining

3-(Aminopropyl)indoles

Assignee: Clin Midy
•
Filing: 1973-02-16
•
Granted: 1976-04-27
•
Expires: 1993-02-16
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Abstract

Abstract Pharmacologically valuable 3-(aminopropyl)-indoles have the general formula IN WHICH R1 is phenyl, halophenyl, nitrophenyl, aminophenyl, loweralkoxyphenyl or pyridyl, R2 is hydrogen or methyl, R3 and R4 are each hydrogen or lower alkyl or taken together form a polymethylene group which may be interrupted by oxygen so that -NR3R4 is a heteromonocycle having 5 or 6 nuclear atoms and R5 is hydrogen, fluorine, chlorine or methoxy. Especially interesting are those compounds in which at least one of R1 and R5 comprises a flourine atom and -NR3R4 is pyrrolidino. The compounds are made by condensation of correspondingly substituted indolylacetones with amines HNR3R4 in a reducing medium or, in certain cases, by reduction of correspondingly substituted indolylacetoximes with or without subsequent lower alkylation.

Inventors

  • 👤 Henri Demarne

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 06:40
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/12; C07D209/14; C07D209/16

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 75 words
A 3-(aminopropyl)indole having the general formula ##SPC5## in which R 1 is selected from the group consisting of phenyl, halophenyl, nitrophenyl, aminophenyl, lower alkoxyphenyl and pyridyl, R 2 is selected from the group consisting of hydrogen and methyl, --NR 3 R 4 is pyrrolidino, piperidino or morpholino and R 5 is selected from the group consisting of hydrogen, fluorine, chlorine and methoxy, together with salts of said amines with pharmacologically acceptable mineral and organic acids.
Claim 2
Dependent Claim 75 words
A 3-(aminopropyl)indole having the general formula ##SPC5## in which R 1 is selected from the group consisting of phenyl, halophenyl, nitrophenyl, aminophenyl, lower alkoxyphenyl and pyridyl, R 2 is selected from the group consisting of hydrogen and methyl, --NR 3 R 4 is pyrrolidino, piperidino or morpholino and R 5 is selected from the group consisting of hydrogen, fluorine, chlorine and methoxy, together with salts of said amines with pharmacologically acceptable mineral and organic acids.
Claim 3
Dependent Claim 17 words
The 3-(aminopropyl)indole of claim 1 in which said group --NR 3 R 4 is a pyrrolidino group.
Claim 4
Dependent Claim 17 words
The 3-(aminopropyl)indole of claim 1 in which said group --NR 3 R 4 is a piperidino group.
Claim 5
Dependent Claim 17 words
The 3-(aminopropyl)indole of claim 1 in which said group --NR 3 R 4 is a morpholino group.
Claim 6
Dependent Claim 32 words
The compound of claim 1 in which R 1 is 4-fluorophenyl, R 2 is hydrogen, said group --NR 3 R 4 is pyrrolidino and R 5 is hydrogen, and the hydrochloride thereof.
Claim 7
Dependent Claim 33 words
The compound of claim 1 in which R 1 is 4-fluorophenyl, R 2 is hydrogen, said group --NR 3 R 4 is pyrrolidino and R 5 is chlorine, and the acid fumarate thereof.
Claim 8
Dependent Claim 33 words
The compound of claim 1 in which R 1 is 4-fluorophenyl, R 2 is hydrogen, said group --NR 3 R 4 is pyrrolidine and R 5 is fluorine, and the acid fumarate thereof.
Claim 9
Dependent Claim 33 words
The compound of claim 1 in which R 1 is phenyl, R 2 is hydrogen, said group --NR 3 R 4 is pyrrolidino and R 5 is fluorine, and the acid fumarate thereof.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-04-27 1979-10-27 1980-04-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-04-27 1983-10-27 1984-04-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-04-27 1987-10-27 1988-04-27 $7700.00 Window Closed / Lapsed

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