US4007189A
Expired / Lapsed
US
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Pyrrolotriazolopyrimidine derivatives and process for the preparation thereof
Assignee: Sankyo Co Ltd
•
Filing: 1976-05-04
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Granted: 1977-02-08
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Expires: 1996-05-04
Abstract
Abstract Pyrrolotriazolopyrimidine derivatives having the formula ##STR1## wherein R 1 represents hydrogen atom or an alkyl group having from 1 to 4 carbon atoms and R 2 represents an alkyl group having from 1 to 4 carbon atoms, a cycloalkyl group having from 5 to 8 carbon atoms, a phenyl group optionally substituted with one or more halogen atoms or a phenylalkyl group having the formula ##STR2## IN WHICH R 3 represents hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, R 4 represents halogen atom, an alkyl group having from 1 to 4 carbon atoms or an alkoxy group having from 1 to 4 carbon atoms, m represents an integer from 0 to 2 and n represents an integer from 0 to 3, and pharmacologically acceptable salts thereof. The compounds are useful as vasodilating or hypotensive agents and may be prepared by reacting triazolopyrimidine derivatives having the formula ##STR3## wherein X 1 and X 2 may be the same or different and each represents a halogen atom and R 1 has the same meaning as defined above with an amine having the formula R.sup.2 - NH.sub.2 wherein R 2 has the same meaning as defined above.
Inventors
- 👤 Yasunobu Sato
- 👤 Hiromu Takagi
- 👤 Yasuo Shimoji
- 👤 Seiji Kumakura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 02:29
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/12; C07D487/14; A; A61; A61P; A61P29/00; A61P9/00; A61P9/08; A61P9/12
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
130 words
A pyrrolotriazolopyrimidine having the formula ##STR8## wherein R 1 represents hydrogen or alkyl having from 1 to 4 carbon atoms and R 2 represents alkyl having from 1 to 4 carbon atoms, cycloalkyl having from 5 to 8 carbon atoms, phenyl, phenyl substituted with halogen selected from the group consisting of fluorine, chlorine or bromine, or a phenylalkyl having the formula ##STR9## in which R 3 represents hydrogen or alkyl having from 1 to 4 carbon atoms, R 4 represents halogen selected from the group consisting of fluorine, chlorine or bromine, alkyl having from 1 to 4 carbon atoms or alkoxy having from 1 to 4 carbon atoms, m represents an integer from 0 to 2 and n represents an integer from 0 to 3, and pharmacologically acceptable salts thereof.
Claim 2
Dependent Claim
130 words
A pyrrolotriazolopyrimidine having the formula ##STR8## wherein R 1 represents hydrogen or alkyl having from 1 to 4 carbon atoms and R 2 represents alkyl having from 1 to 4 carbon atoms, cycloalkyl having from 5 to 8 carbon atoms, phenyl, phenyl substituted with halogen selected from the group consisting of fluorine, chlorine or bromine, or a phenylalkyl having the formula ##STR9## in which R 3 represents hydrogen or alkyl having from 1 to 4 carbon atoms, R 4 represents halogen selected from the group consisting of fluorine, chlorine or bromine, alkyl having from 1 to 4 carbon atoms or alkoxy having from 1 to 4 carbon atoms, m represents an integer from 0 to 2 and n represents an integer from 0 to 3, and pharmacologically acceptable salts thereof.
Claim 3
Dependent Claim
49 words
A pyrrolotriazolopyrimidine as claimed in claim 1 wherein R 1 represents hydrogen, methyl or ethyl, R 2 represents methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, t-butyl, cyclohexyl, cycloheptyl, cyclooctyl, chlorophenyl, benzyl, phenethyl or phenethyl substituted with from one to three methyl chlorine, fluorine or methoxy in the benzene ring.
Claim 4
Dependent Claim
1 words
8-tert-Butyl-6,7-dihydro-5-methyl-8H-pyrrolo-[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 5
Dependent Claim
1 words
8-tert-Butyl-6,7-dihydro-5-methyl-8H-pyrrolo-[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 6
Dependent Claim
1 words
8-Cyclooctyl-6,7-dihydro-5-methyl-8H-pyrrolo-[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 7
Dependent Claim
1 words
8-Cyclooctyl-6,7-dihydro-5-methyl-8H-pyrrolo-[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 8
Dependent Claim
1 words
8-(2,6-Dichlorophenyl)-6,7-dihydro-5-methyl-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 9
Dependent Claim
1 words
8-(2,6-Dichlorophenyl)-6,7-dihydro-5-methyl-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 10
Dependent Claim
1 words
8-tert-Butyl-6,7-dihydro-5,7-dimethyl-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 11
Dependent Claim
1 words
8-tert-Butyl-6,7-dihydro-5,7-dimethyl-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 12
Dependent Claim
1 words
6,7-Dihydro-8-(o-fluorobenzyl)-5-methyl-5-methyl-8-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 13
Dependent Claim
1 words
6,7-Dihydro-8-(o-fluorobenzyl)-5-methyl-5-methyl-8-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 14
Dependent Claim
1 words
8-(o-Chlorobenzyl)-6,7-dihydro-5,7-dimethyl-8H-pyrrolo[3,2-e]-s-triazolo(1,5-a]pyrimidine.
Claim 15
Dependent Claim
1 words
8-(o-Chlorobenzyl)-6,7-dihydro-5,7-dimethyl-8H-pyrrolo[3,2-e]-s-triazolo(1,5-a]pyrimidine.
Claim 16
Dependent Claim
1 words
6,7-Dihydro-7-ethyl-8-(o-fluorobenzyl)-5-methyl-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 17
Dependent Claim
1 words
6,7-Dihydro-7-ethyl-8-(o-fluorobenzyl)-5-methyl-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 18
Dependent Claim
1 words
6,7-Dihydro-5-methyl-8-(3,4,5-trimethoxybenzyl)-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
Claim 19
Dependent Claim
1 words
6,7-Dihydro-5-methyl-8-(3,4,5-trimethoxybenzyl)-8H-pyrrolo[3,2-e]-s-triazolo[1,5-a]pyrimidine.
References Cited (Backward Citations)
US3769288A
Cited
US3868374A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-02-08 | 1980-08-09 | 1981-02-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-08 | 1984-08-09 | 1985-02-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-08 | 1988-08-09 | 1989-02-08 | $7700.00 | Window Closed / Lapsed |