US4186200A
Expired / Lapsed
US
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Novel fused derivatives of 2-pyridones
Assignee: Astellas Pharma Inc
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Filing: 1978-02-09
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Granted: 1980-01-29
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Expires: 1998-02-09
Abstract
Abstract Novel nitrogen-containing heterocyclic compounds shown by the formula <IMAGE> wherein one of R1 and R2 represents a lower alkyl group, a phenyl group, a halophenyl group, or a lower alkoxyphenyl group and the other of them represents a hydrogen atom, a lower alkyl group, or a phenyl lower alkyl group; said R1 and R2 may combine with each other to form a trimethylene group or a tetramethylene group; R3 represents a hydrogen atom, a lower alkyl group, a phenyl group, or a phenyl lower alkyl group; X represents an oxygen atom, a sulfur atom, an imino group, or a group shown by <IMAGE> wherein m represents 1 or 2 and R4 represents a lower alkyl group, a hydroxy lower alkyl group, a cycloalkyl group or a phenyl lower alkyl group; and Y represents an ethylene group which may be substituted by lower alkyl group, a trimethylene group, a tetramethylene group, a vinylene group which may be substituted by a lower alkyl group, or <IMAGE> wherein R5 represents a hydrogen atom, a lower alkyl group, a trifluoromethyl group, or a phenyl group; said X is the group shown by <IMAGE>
Inventors
- 👤 Kazuo Kubo
- 👤 Noriki Ito
- 👤 Isao Souzu
- 👤 Yasuo Isomura
- 👤 Hiroshige Homma
- 👤 Masuo Murakami
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 20:51
CPC Classifications
C; C07; C07C; C07C255/00; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D213/89; C07D471/00; C07D471/02; C07D471/04; C07D513/00; C07D513/02; C07D513/04
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
181 words
A nitrogen-containing compound represented by the formula ##STR158## wherein one of R 1 and R 2 represents a lower alkyl group, a phenyl group, a halophenyl group, or a lower alkoxyphenyl group and the other of them represents a hydrogen atom, a lower alkyl group or a phenyl lower alkyl group; R 3 represents a hydrogen atom, a lower alkyl group, a phenyl group, or a phenyl lower alkyl group; X represents an imino group, or the group shown by ##STR159## wherein R 4 represents a lower alkyl group, a hydroxy lower alkyl group, a hydroxy lower alkyl group, a cycloalkyl group, or a phenyl lower alkyl group; and Y represents an ethylene group which may be substituted by a lower alkyl group, or a vinylene group which may be substituted by a lower alkyl group; said X represents the group shown by ##STR160## when one of said R 1 and R 2 is a lower alkyl group and the other of them is a hydrogen atom, and said Y is an ethylene group, and the pharmaceutically acceptable non-toxic salts thereof.
Claim 2
Dependent Claim
181 words
A nitrogen-containing compound represented by the formula ##STR158## wherein one of R 1 and R 2 represents a lower alkyl group, a phenyl group, a halophenyl group, or a lower alkoxyphenyl group and the other of them represents a hydrogen atom, a lower alkyl group or a phenyl lower alkyl group; R 3 represents a hydrogen atom, a lower alkyl group, a phenyl group, or a phenyl lower alkyl group; X represents an imino group, or the group shown by ##STR159## wherein R 4 represents a lower alkyl group, a hydroxy lower alkyl group, a hydroxy lower alkyl group, a cycloalkyl group, or a phenyl lower alkyl group; and Y represents an ethylene group which may be substituted by a lower alkyl group, or a vinylene group which may be substituted by a lower alkyl group; said X represents the group shown by ##STR160## when one of said R 1 and R 2 is a lower alkyl group and the other of them is a hydrogen atom, and said Y is an ethylene group, and the pharmaceutically acceptable non-toxic salts thereof.
Claim 3
Dependent Claim
154 words
A nitrogen-containing heterocyclic compound as claimed in claim 1 wherein one of R 1 and R 2 represents a lower alkyl group, a phenyl group, a halophenyl group, or a lower alkoxyphenyl group and the other of them represents a hydrogen atom or a lower alkyl group; R 3 represents a hydrogen atom; X represents an imino group, or the group shown by ##STR161## wherein R 4 ' represents a lower alkyl group, a cycloalkyl group, or a phenyl lower alkyl group; Y represents an ethylene group which may be substituted by a lower alkyl group, or a vinylene group which may be substituted by a lower alkyl group; said X represents a group shown by ##STR162## when one of said R 1 and R 2 is a lower alkyl group and the other of them is a hydrogen atom, and said Y is an ethylene group, and the pharmaceutically acceptable non-toxic salts thereof.
Claim 4
Dependent Claim
65 words
A nitrogen-containing heterocyclic compound as claimed in claim 2 wherein R 1 is a hydrogen atom; R 2 is a phenyl group, a halophenyl group, or a lower alkoxyphenyl group; R 3 is a hydrogen atom; X is an imino group or the group shown by ##STR163## wherein R 4 ' has the same meaning as in claim 2; and Y is an ethylene group.
Claim 5
Dependent Claim
6 words
1-methyl-5-oxo-7-phenyl-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine as claimed in claim 3.
Claim 6
Dependent Claim
6 words
5-oxo-7-phenyl-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine as claimed in claim 3.
Claim 7
Dependent Claim
6 words
1-ethyl-5-oxo-7-phenyl-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine as claimed in claim 3.
Claim 8
Dependent Claim
79 words
A nitrogen containing heterocyclic compound as claimed in claim 2 wherein one of R 1 and R 2 is a phenyl group and the other is a hydrogen atom; R 3 is a hydrogen atom; X is the group shown by ##STR164## wherein R 4 ' is a lower alkyl group; and Y is an ethylene group; said X is the group shown by ##STR165## when R 1 is a phenyl group and R 2 is a hydrogen atom.
Claim 9
Dependent Claim
6 words
1-methyl-5-oxo-6-phenyl-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine as claimed in claim 7.
Claim 10
Dependent Claim
52 words
A nitrogen containing heterocyclic compound as claimed in claim 2 wherein R 1 is a hydrogen atom; R 2 is a lower alkyl group; R 3 is a hydrogen atom; X is the group shown by ##STR166## wherein R R ' is a lower alkyl group; and Y is an ethylene group.
Claim 11
Dependent Claim
6 words
1,7-dimethyl-5-oxo-1,2,3,5-tetrahydroimidazo-[1,2-a]pyridine as claimed in claim 9.
Claim 12
Dependent Claim
61 words
A nitrogen containing heterocyclic compounds as claimed in claim 2 wherein one of R 1 and R 2 is a phenyl group and the other is a lower alkyl group; R 3 is a hydrogen atom; X is the group shown by ##STR167## wherein (R 4 ' has the same meaning as in claim 2); and Y is an ethylene group.
Claim 13
Dependent Claim
6 words
1,6-dimethyl-5-oxo-7-phenyl-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine as claimed in claim 11.
Claim 14
Dependent Claim
6 words
1,7-dimethyl-5-oxo-6-phenyl-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine as claimed in claim 11.
Claim 15
Dependent Claim
104 words
A nitrogen containing heterocyclic compound as claimed in claim 2 wherein one of R 1 and R 2 is a lower alkyl group, a phenyl group, a halophenyl group or a lower alkoxyphenyl group and the other of them is hydrogen atom or a lower alkyl group, R 3 is a hydrogen atom, X is an imino group or the group shown by ##STR168## wherein R 4 ' is a lower alkyl group, a cycloalkyl group or a phenyl lower alkyl group, Y is an ethylene group substituted by lower alkyl group or a vinylene group which may be substituted by lower alkyl group.
Claim 16
Dependent Claim
6 words
3-methyl-5-oxo-7-phenyl-1,2,3,5-tetrahydroimidazo-[1,2-a]pyridine as claimed in claim 14.
Claim 17
Dependent Claim
6 words
1,3-dimethyl-5-oxo-7-phenyl-1,2,3,5-tetrahydroimidazo-[1,2-a]pyridine as claimed in claim 14.
Claim 18
Dependent Claim
20 words
Analgesic anti-inflammatory composition comprising an effective amount of a compound of claim 1 and a pharmaceutically acceptable carrier or excipient.
Claim 19
Dependent Claim
42 words
A composition as claimed in claim 17 wherein said excipient is selected from the group consisting of calcium carbonate, calcium phosphate, starch, sucrose, lactose, talc, magnesium stearate, gelatin, polyvinyl pyrrolidone, gum arabic, sorbitol, microcrystalline cellulose, polyethylene glycol, silica, and sodium lauryl sulfate.
Claim 20
Dependent Claim
21 words
A composition as claimed in claim 17, in the form of an aqueous or oily suspension, a syrup, or an elixir.
Claim 21
Dependent Claim
13 words
A composition as claimed in claim 17, in the form of a suppository.
Claim 22
Dependent Claim
20 words
A method of inducing an analgesic or anti-inflammatory effect comprising administering an effective amount of the composition of claim 17.
References Cited (Backward Citations)
US3334099A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-01-28 | 1983-07-30 | 1984-01-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-28 | 1987-07-30 | 1988-01-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-28 | 1991-07-30 | 1992-01-29 | $7700.00 | Window Closed / Lapsed |