US3963729A
Expired / Lapsed
US
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Pharmacologically active pyridine derivatives
Assignee: Aspro Nicholas Ltd
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Filing: 1973-12-18
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Granted: 1976-06-15
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Expires: 1993-12-18
Abstract
Abstract 3-Phenyl-3-aminoalkyl-2,6-dioxo-tetra and hexahydropyridines which are substituted in at least one of the 4 and 5 positions of the hydrogenated pyridine ring by a C1-C4 alkyl group or by a divalent radical which together with at least one of the carbon atoms at said 4 and 5 positions forms a carbocyclic ring of 3 to 8 carbon atoms are novel compounds having pharmacological, in particular central nervous system, especially anti-depressant activity. Alkyl esters, dialkylamides and heterocyclic amides of 4-amino-alkyl-4-cyano-4-phenyl-butanoic and but-2-enoic acids substituted in at least one of the 2 and 3 positions by a C1-C4 alkyl group or by a divalent alkylene radical which together with at least one of the carbon atoms at said 2 and 3 positions forms a carbocyclic ring of 3 to 8 carbon atoms are novel intermediates involved in the preparation of the said pharmacologically active compounds. Several methods are disclosed for preparing the pharmacologically active compounds.
Inventors
- 👤 Maurice Ward Gittos
- 👤 David Anthony Amey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 19:26
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/79; C07D213/80; A; A61; A61P; A61P25/00; A61P25/24; A61P25/26; A61P9/00; C07C; C07C255/00; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/86; C07D211/88; C07D211/90; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/14; C07D295/145; C07D295/16; C07D295/18; C07D295/182; C07D295/185
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
210 words
Compounds having the formula ##SPC12## wherein R represents hydrogen or C 1 -C 4 alkyl, R 1 , R 2 and R 3 independently represent hydrogen or C 1 -C 4 alkyl, R 4 represents hydrogen, or C 1 -C 4 alkyl, provided that at least one of R 1 , R 2 , R 3 , and R 4 represents alkyl, or R 1 together with R 3 represents a second valency bond joining their immediately adjacent ring carbon atoms, and R 2 and R 4 independently represent hydrogen or C 1 -C 4 alkyl; Y represents C 1 -C 4 alkyl optionally substituted by hydroxy, or C 1 -C 4 alkoxy, halogen or trifluoromethyl; m represents zero or an integer up to 5; A represents C 1 -C 6 alkylene; R 5 represents C 1 -C 4 alkyl, optionally substituted by C 3 -C 6 cycloalkyl, or C 3 -C 6 cycloalkyl and R 6 represents hydrogen or C 1 -C 4 alkyl or R 5 together with R 6 represents an alkylene radical optionally interupted by oxygen or nitrogen and which together with the amino nitrogen atom constitute a saturated five or six membered heterocyclic ring, and pharmaceutically acceptable acid addition salts and quaternary amine salts thereof.
Claim 2
Dependent Claim
210 words
Compounds having the formula ##SPC12## wherein R represents hydrogen or C 1 -C 4 alkyl, R 1 , R 2 and R 3 independently represent hydrogen or C 1 -C 4 alkyl, R 4 represents hydrogen, or C 1 -C 4 alkyl, provided that at least one of R 1 , R 2 , R 3 , and R 4 represents alkyl, or R 1 together with R 3 represents a second valency bond joining their immediately adjacent ring carbon atoms, and R 2 and R 4 independently represent hydrogen or C 1 -C 4 alkyl; Y represents C 1 -C 4 alkyl optionally substituted by hydroxy, or C 1 -C 4 alkoxy, halogen or trifluoromethyl; m represents zero or an integer up to 5; A represents C 1 -C 6 alkylene; R 5 represents C 1 -C 4 alkyl, optionally substituted by C 3 -C 6 cycloalkyl, or C 3 -C 6 cycloalkyl and R 6 represents hydrogen or C 1 -C 4 alkyl or R 5 together with R 6 represents an alkylene radical optionally interupted by oxygen or nitrogen and which together with the amino nitrogen atom constitute a saturated five or six membered heterocyclic ring, and pharmaceutically acceptable acid addition salts and quaternary amine salts thereof.
Claim 3
Dependent Claim
9 words
The compound of claim 1 which is 3-(m-methoxy phenyl)-3-(γ-N,N-dimethylamino-dimethylaminopropyl)-4,4-dimethyl-dioxo-piperdine.
Claim 4
Dependent Claim
46 words
Compounds of the formula: ##SPC13## wherein n' represents 2 or 3; R 2 ', r 3 ', and R 4 ' independently represent hydrogen or methyl, and R 5 ' and R 6 ' independently represent methyl or ehtyl, and pharmaceutically acceptable acid addition salts thereof.
Claim 5
Dependent Claim
46 words
Compounds of the formula: ##SPC13## wherein n' represents 2 or 3; R 2 ', r 3 ', and R 4 ' independently represent hydrogen or methyl, and R 5 ' and R 6 ' independently represent methyl or ehtyl, and pharmaceutically acceptable acid addition salts thereof.
References Cited (Backward Citations)
DE927330C
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-15 | 1979-12-15 | 1980-06-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-15 | 1983-12-15 | 1984-06-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-15 | 1987-12-15 | 1988-06-15 | $7700.00 | Window Closed / Lapsed |