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US4288438A Expired / Lapsed US ⏱️ 0.0 years remaining

Nitrogen-containing heterocyclic ring derivatives and analgesic and anti-inflammatory compositions and methods employing them

Assignee: Astellas Pharma Inc
•
Filing: 1979-08-20
•
Granted: 1981-09-08
•
Expires: 1999-08-20
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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> when one of said R1 and R2 is a lower alkyl group and the other is a hydrogen atom, and said Y is an ethylene group, and the pharmacologically acceptable non-toxic salts thereof. The compounds described above are strong analgesic anti-inflammatory agents.

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 2026-11-03 10:19
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: 16
Claim 1
Independent Claim 150 words
A nitrogen-containing heterocyclic compound of the formula ##STR158## wherein one of R 1 and R 2 is a member selected from the group consisting of a lower alkyl group, a phenyl group, a halophenyl group, and a lower alkoxyphenyl group and the other of them is a member selected from the group consisting of a hydrogen atom, a lower alkyl group and a phenyl lower alkyl group; R 3 is a member selected from the group consisting of a hydrogen atom, a lower alkyl group, a phenyl group, and a phenyl lower alkyl group; X is an imino group, or an ##STR159## wherein R 4 ' is a member selected from the group consisting of a lower alkyl group, a hydroxy lower alkyl group, a cycloalkyl group having 5-7 carbon atoms, and a phenyl lower alkyl group; and Y is a trimethylene group, and the pharmaceutically acceptable non-toxic salts thereof.
Claim 2
Dependent Claim 150 words
A nitrogen-containing heterocyclic compound of the formula ##STR158## wherein one of R 1 and R 2 is a member selected from the group consisting of a lower alkyl group, a phenyl group, a halophenyl group, and a lower alkoxyphenyl group and the other of them is a member selected from the group consisting of a hydrogen atom, a lower alkyl group and a phenyl lower alkyl group; R 3 is a member selected from the group consisting of a hydrogen atom, a lower alkyl group, a phenyl group, and a phenyl lower alkyl group; X is an imino group, or an ##STR159## wherein R 4 ' is a member selected from the group consisting of a lower alkyl group, a hydroxy lower alkyl group, a cycloalkyl group having 5-7 carbon atoms, and a phenyl lower alkyl group; and Y is a trimethylene group, and the pharmaceutically acceptable non-toxic salts thereof.
Claim 3
Dependent Claim 110 words
A nitrogen containing heterocyclic compound as claimed in claim 1 wherein one of R 1 and R 2 is a member selected from the group consisting of a lower alkyl group, a phenyl group, a halophenyl group, and a lower alkoxyphenyl group and the other of them is a hydrogen atom or a lower alkyl group; R 3 is a hydrogen atom; X is an imino group, or ##STR160## wherein R 4' is a member selected from the group consisting of a lower alkyl group, a cycloalkyl group having 5-7 carbon atoms, and a phenyl lower alkyl group; Y represents a trimethylene group, and the pharmaceutically acceptable non-toxic salts thereof.
Claim 4
Dependent Claim 69 words
A nitrogen-containing heterocylic compound as claimed in claim 2 wherein R 1 is a hydrogen atom; R 2 is a member selected from the group consisting of a phenyl group, a halophenyl group, and a lower alkoxyphenyl group; R 3 is a hydrogen atom; X is an imino group or an ##STR161## wherein R 4' has the same meaning as in claim 2, and Y is a trimethylene group.
Claim 5
Dependent Claim 6 words
6-oxo-8-phenyl-1,2,3,4,6-pentahydropyrido[1,2-a]-pyrimidine as claimed in claim 3.
Claim 6
Dependent Claim 6 words
1-methyl-6-oxo-8-phenyl-1,2,3,4,6-pentahydropyrido[1,2-a]pyrimidine as claimed in claim 3.
Claim 7
Dependent Claim 50 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 an imino group or ##STR162## wherein R 4' is a lower alkyl group; and Y is a trimethylene group.
Claim 8
Dependent Claim 6 words
8-methyl-6-oxo-1,2,3,4,6-pentahydropyrido[1,2-a]pyrimidine as claimed in claim 6.
Claim 9
Dependent Claim 6 words
1,8-dimethyl-6-oxo-1,2,3,4,6-pentahydropyrido[1,2-a]pyrimidine as claimed in claim 6.
Claim 10
Dependent Claim 54 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 lower alkyl group; R 3 is a hydrogen atom; X is an ##STR163## wherein R 4' is as defined in claim 2; and Y is a trimethylene group.
Claim 11
Dependent Claim 6 words
1,7-dimethyl-6-oxo-8-phenyl-1,2,3,4,6-pentahydropyrido[1,2-a]-pyrimidine as claimed in claim 9.
Claim 12
Dependent Claim 21 words
An analgesic anti-inflammatory composition comprising an effective amount of a compound of claim 1 and a pharmaceutically acceptable carrier or excipient.
Claim 13
Dependent Claim 42 words
A composition as claimed in claim 11 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 14
Dependent Claim 23 words
A composition as claimed in claim 11 which is in the form of an aqueous or oily suspension, a syrup, or an elixir.
Claim 15
Dependent Claim 15 words
A composition as claimed in claim 11 which is in the form of a suppository.
Claim 16
Dependent Claim 20 words
A method of inducing an analgesic or anti-inflammatory effect comprising administering an effective amount of the composition of claim 11.

References Cited (Backward Citations)

US4058529A Cited
US3334099A Cited
US3585198A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-09-07 1985-03-09 1985-09-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-09-07 1989-03-09 1989-09-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-09-07 1993-03-09 1993-09-08 $7700.00 Window Closed / Lapsed

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