US4001252A
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2-amino-3,4-dihydropyridines
Assignee: Bayer AG
•
Filing: 1974-02-25
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Granted: 1977-01-04
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Expires: 1994-02-25
Abstract
Abstract 2-Amino-3,4-dihydropyridine-3-carboxylic acid ester derivatives are produced by reacting 2-amino-1,4-dihydropyridine-3-carboxylic acid ester derivatives with an alkylating agent in the presence of an inert organic solvent at a temperature of from 20° to 200° C. and exhibit antihypertensive and coronary dilating properties.
Inventors
- 👤 Horst Meyer
- 👤 Friedrich Bossert
- 👤 Wulf Vater
- 👤 Kurt Stoepel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 15:19
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
242 words
A compound of the formula: ##SPC19## wherein R 1 is hydrogen, straight or branched chain lower alkyl, or amino; R 2 is straight or branched chain lower alkyl or OR' wherein R' is straight or branched chain lower alkyl, lower alkenyl, lower alkynyl or alkoxyalkyl of 2 to 4 carbon atoms; R 3 is straight or branched chain alkyl of 1 to 6 carbon atoms; straight or branched chain alkenyl of 2 to 6 carbon atoms; straight or branched chain alkynyl of 2 to 6 carbon atoms; or unsubstituted or substituted phenyl or naphthyl which when substituted bears 1, 2 or 3 of the same or different substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, azido, cyano, phenyl, nitro, trifluoromethyl, carbalkoxy of 1 to 4 carbon atoms in the alkoxy moiety and SO n -alkyl of 1 to 4 carbon atoms in the alkyl moiety wherein n is 0, 1 or 2; R 4 is straight or branched chain alkyl of 1 to 6 carbon atoms, straight or branched chain alkenyl of 2 to 6 carbon atoms, or straight or branched chain alkynyl of 2 to 6 carbon atoms; and R 5 is straight or branched chain alkyl of 1 to 6 carbon atoms, straight or branched chain alkenyl of 2 to 6 carbon atoms, straight or branched chain alkynyl of 2 to 6 carbon atoms, or benzyl.
Claim 2
Dependent Claim
242 words
A compound of the formula: ##SPC19## wherein R 1 is hydrogen, straight or branched chain lower alkyl, or amino; R 2 is straight or branched chain lower alkyl or OR' wherein R' is straight or branched chain lower alkyl, lower alkenyl, lower alkynyl or alkoxyalkyl of 2 to 4 carbon atoms; R 3 is straight or branched chain alkyl of 1 to 6 carbon atoms; straight or branched chain alkenyl of 2 to 6 carbon atoms; straight or branched chain alkynyl of 2 to 6 carbon atoms; or unsubstituted or substituted phenyl or naphthyl which when substituted bears 1, 2 or 3 of the same or different substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, azido, cyano, phenyl, nitro, trifluoromethyl, carbalkoxy of 1 to 4 carbon atoms in the alkoxy moiety and SO n -alkyl of 1 to 4 carbon atoms in the alkyl moiety wherein n is 0, 1 or 2; R 4 is straight or branched chain alkyl of 1 to 6 carbon atoms, straight or branched chain alkenyl of 2 to 6 carbon atoms, or straight or branched chain alkynyl of 2 to 6 carbon atoms; and R 5 is straight or branched chain alkyl of 1 to 6 carbon atoms, straight or branched chain alkenyl of 2 to 6 carbon atoms, straight or branched chain alkynyl of 2 to 6 carbon atoms, or benzyl.
Claim 3
Dependent Claim
268 words
A compound according to claim 1 wherein R 1 is straight or branched chain alkyl of 1 to 4 carbon atoms, or amino; R 2 is straight or branched chain alkyl of 1 to 4 carbon atoms, or OR' wherein R' is straight or branched chain alkyl of 1 to 4 carbon atoms, straight or branched chain alkenyl of 2 to 4 carbon atoms, straight or branched chain alkynyl of 2 to 4 carbon atoms, or alkoxyalkyl of 2 to 4 carbon atoms; R 3 is straight or branched chain alkyl of 1 to 6 carbon atoms; straight or branched chain alkenyl of 2 to 6 carbon atoms; straight or branched chain alkynyl of 2 to 6 carbon atoms; phenyl unsubstituted or substituted by 1 or 2 of the same or different substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, azido, cyano, nitro, trifluoromethyl, carbalkoxy of 1 to 4 carbon atoms in the alkoxy moiety and SO n -alkyl of 1 to 4 carbon atoms in the alkyl moiety wherein n is 0, 1 or 2; or naphthyl; R 4 is straight or branched chain alkyl of 1 to 4 carbon atoms, straight or branched chain alkenyl of 2 to 4 carbon atoms or straight or branched chain alkynyl of 2 to 4 carbon atoms; and R 5 is straight or branched chain alkyl of 1 to 4 carbon atoms, straight or branched chain alkenyl of 2 to 4 carbon atoms, straight or branched chain alkynyl of 2 to 4 carbon atoms, or benzyl.
Claim 4
Dependent Claim
151 words
A compound according to claim 1 wherein R 1 is straight or branched chain alkyl of 1 to 4 carbon atoms, or amino; R 2 is straight or branched chain alkyl of 1 to 4 carbon atoms, or OR' wherein R' is straight or branched chain alkyl of 1 to 4 carbon atoms, straight or branched chain alkenyl of 2 to 4 carbon atoms, or alkoxyalkyl of 2 to 4 carbon atoms; R 3 is straight or branched chain alkyl of 1 to 6 carbon atoms, or phenyl unsubstituted or substituted by alkyl of 1 or 2 carbon atoms, alkoxy of 1 or 2 carbon atoms, fluorine, chlorine, bromine, cyano, nitro, trifluoromethyl, or thioalkyl of 1 to 4 carbon atoms; R 4 is straight or branched chain alkyl of 1 to 4 carbon atoms; and R 5 is straight or branched chain alkyl of 1 to 4 carbon atoms, or benzyl.
Claim 5
Dependent Claim
95 words
A compound according to claim 1 wherein R 1 is alkyl of 1 or 2 carbon atoms, or amino; R 2 is alkoxy of 1 to 4 carbon atoms; R 3 is alkyl of 1 or 2 carbon atoms, or phenyl unsubstituted or substituted by alkyl of 1 or 2 carbon atoms, chlorine, bromine, cyano, nitro, or thioalkyl of 1 or 2 carbon atoms; R 4 is straight or branched chain alkyl of 1 to 4 carbon atoms; and R 5 is straight or branched chain alkyl of 1 to 4 carbon atoms, or benzyl.
Claim 6
Dependent Claim
42 words
A compound according to claim 1 wherein R 1 is methyl, or amino; R 2 is ethoxy, or propoxy; R 3 is methyl, phenyl, nitrophenyl, thiomethylphenyl, or cyanophenyl; R 4 is ethyl, or isopropyl; and R 5 is methyl, ethyl, or benzyl.
Claim 7
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC20##
Claim 8
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC21##
Claim 9
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC22##
Claim 10
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC23##
Claim 11
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC24##
Claim 12
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC25##
Claim 13
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC26##
Claim 14
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC27##
Claim 15
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC28##
Claim 16
Dependent Claim
9 words
The compound according to claim 1 which is ##SPC29##
References Cited (Backward Citations)
US3855231A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-01-04 | 1980-07-05 | 1981-01-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-04 | 1984-07-05 | 1985-01-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-04 | 1988-07-05 | 1989-01-04 | $7700.00 | Window Closed / Lapsed |