US3859289A
Expired / Lapsed
US
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Tricyclic pyrimidinones
Assignee: Individual
•
Filing: 1973-01-26
•
Granted: 1975-01-07
•
Expires: 1993-01-26
Abstract
Abstract The compounds are biologically active tricyclic pyrimidines of the class of imidazo(1,2-a)pyrido(2,3-d)pyrimidine-5(10H)-ones, pyrido(2,3-d)pyrimido(1,2-a)pyrimidine-6-ones and (1,3)diazepino(1,2-a)pyrido(2,3-d)pyrimidine-7(12H)-ones, e.g., 10-(4''-fluorobenzyl)-2,3-dihydro imidazo(2,1-a)pyrido(2,3d)pyrimidine-5(10H)-one, and useful, for example, as bronchodilator agents. Processes for preparation of said compounds include the reaction of a 3,4-dihydro-1,3-dioxo-1H-pyrido(2,3d)(1,3)oxazine (a 3-azaisatoic anhydride) with a cyclic pseudothiourea such as 2-organomercapto-4,5-dihydroimidazole or 2-organomercapto-3,4,5,6-tetrahydropyrimidine.
Inventors
- 👤 Goetz E Hardtmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:04
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/12; C07D471/14
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
5 words
A COMPOUND OF THE FORMULA:
Claim 2
Dependent Claim
5 words
A COMPOUND OF THE FORMULA:
Claim 3
Dependent Claim
9 words
A compound of claim 1 in which R is
Claim 4
Dependent Claim
10 words
A compound of claim 2 in which m is 1.
Claim 5
Dependent Claim
10 words
A compound of claim 2 in which n is 0.
Claim 6
Dependent Claim
8 words
The compound of claim 4 which is 10-benzyl-2,3-dihydroimidazo(1,2-a)pyrido(2,3-d)pyrimidine-5(10H)-one.
Claim 7
Dependent Claim
10 words
A compound of claim 1 in which n is 1.
Claim 8
Dependent Claim
9 words
The compound of claim 4 which is 10-(4''-fluorobenzyl)-2,3-dihydro-imidazo(1,2-a)pyrido(2,3-d)pyrimidine -5(10H)-one.
Claim 9
Dependent Claim
9 words
The compound of claim 4 which is 2,3-dihydro-10-benzyl-imidazo( 1,2-a)pyrido(2,3-d)pyrimidine-5(10H)-one.
Claim 10
Dependent Claim
16 words
A compound of claim 2 in which Y is hydrogen or 4-halo and Y'' is hydrogen.
Claim 11
Dependent Claim
20 words
A compound of claim 2 in which Y and Y'' are selected from the group consisting of hydrogen and fluoro.
Claim 12
Dependent Claim
10 words
A compound of claim 9 in which Y is halo.
Claim 13
Dependent Claim
14 words
A compound of claim 10 in which Y is hydrogen and Y'' is fluoro.
Claim 14
Dependent Claim
13 words
A compound of claim 1 in which R is phenyl or substituted phenyl.
Claim 15
Dependent Claim
9 words
A Compound of claim 1 in which R is
Claim 16
Dependent Claim
12 words
A compound of claim 14 in which m is 1 or 2.
Claim 17
Dependent Claim
10 words
A compound of claim 15 in which R1 is hydrogen.
Claim 18
Dependent Claim
14 words
A compound of claim 15 in which m is 1 and n is 0.
Claim 19
Dependent Claim
10 words
A compound of claim 17 in which R is cyclopropylmethyl.
Claim 20
Dependent Claim
10 words
A compound of claim 18 in which R1 is hydrogen.
Claim 21
Dependent Claim
13 words
A compound of claim 1 in which R3'' and R4'' are each hydrogen.
Claim 22
Dependent Claim
10 words
A compound of claim 14 in which n is 0.
Claim 23
Dependent Claim
21 words
A compound of claim 1 in which either both R3 and R3'' are alkyl or both R4 and R4'' are alkyl.
Claim 24
Dependent Claim
9 words
A compound of claim 22 in which R is
Claim 25
Dependent Claim
10 words
A compound of claim 23 in which m is 1.
Claim 26
Dependent Claim
10 words
A compound of claim 24 in which n is 0.
Claim 27
Dependent Claim
16 words
A compound of claim 22 in which Y is hydrogen or 4-halo and Y'' is hydrogen.
Claim 28
Dependent Claim
10 words
A compound of claim 26 in which Y is halo.
Claim 29
Dependent Claim
20 words
A compound of claim 23 in which Y and Y'' are selected from the group consisting of hydrogen and fluoro.
Claim 30
Dependent Claim
14 words
A compound of claim 28 in which Y is hydrogen and Y'' is fluoro.
Claim 31
Dependent Claim
9 words
The compound of claim 29 which is 10-(4''-fluorobenzyl)-2,2-dimethyl-2,3-dihydro-imidazo(1,2-a)pyrido(2,3 -d)pyrimidine-5(10H)-one.
Claim 32
Dependent Claim
12 words
A compound of claim 22 in which R is cycloalkyl or cycloalkylalkyl.
Claim 33
Dependent Claim
10 words
A compound of claim 31 in which R is cycloalkylalkyl.
Claim 34
Dependent Claim
10 words
A compound of claim 32 in which R is cyclopropylmethyl.
Claim 35
Dependent Claim
13 words
A compound of claim 22 in which R is phenyl or substituted phenyl.
Claim 36
Dependent Claim
8 words
The compound of 19 which is 10-cyclopropylmethyl-2,3-dihydro-imidazo(1,2-a)pyrido(2,3-d)pyrimidine -5(10H)-one.
Claim 37
Dependent Claim
8 words
The compound of 19 which is 10-cyclopropylmethyl-2,3-dihydro-imidazo(1,2-a)pyrido(2,3-d)pyrimidine -5(10H)-one.
References Cited (Backward Citations)
US3598823A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-01-06 | 1978-07-08 | 1979-01-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-01-06 | 1982-07-08 | 1983-01-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-01-06 | 1986-07-08 | 1987-01-07 | $7700.00 | Window Closed / Lapsed |