US4025607A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Propargyl-substituted 2-phenylamino-2-imidazolines and salts thereof
Assignee: Boehringer Ingelheim GmbH
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Filing: 1976-05-17
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Granted: 1977-05-24
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Expires: 1996-05-17
Abstract
Abstract Compounds of the formula <IMAGE> wherein R1, R2 and R3, which may be identical to or different from each other, are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy or trifluoromethyl, and R4 and R5 are each hydrogen or propargyl, but other than both hydrogen or both propargyl at the same time, AND NON-TOXIC, PHARMACOLOGICALLY ACCEPTABLE ACID ADDITION SALTS THEREOF; THE COMPOUNDS AS WELL AS THE SALTS ARE USEFUL AS ANALGESICS AND HYPOTENSIVES.
Inventors
- 👤 Helmut Stahle
- 👤 Herbert Koppe
- 👤 Werner Kummer
- 👤 Klaus Stockhaus
- 👤 Wolfgang Hoefke
- 👤 Franz Josef Kuhn
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 17:01
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/04; C07D233/28; C07D233/44; C07D233/50; A; A61; A61P; A61P25/00; A61P25/04; A61P9/00; A61P9/12
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
54 words
A compound of the formula ##STR7## wherein R 1 , R 2 and R 3 are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl or methoxy or trifluoromethyl when sterically possible, and one of R 4 and R 5 is propargyl and the other is hydrogen, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
54 words
A compound of the formula ##STR7## wherein R 1 , R 2 and R 3 are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl or methoxy or trifluoromethyl when sterically possible, and one of R 4 and R 5 is propargyl and the other is hydrogen, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
34 words
A compound of claim 1, where R 1 , r 2 and R 3 are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy or trifluoromethyl, R 4 is propargyl, and R 5 is hydrogen.
Claim 4
Dependent Claim
17 words
A compound of claim 2, which is 2-[N-propargyl-N-(2',6'-dichloro-phenyl)-amino]-2-imidazoline or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 5
Dependent Claim
17 words
A compound of claim 2, which is 2-[N-propargyl-N-(2',3'-dichloro-phenyl)-amino]-2-imidazoline or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 6
Dependent Claim
34 words
A compound of claim 1, where R 1 , r 2 and R 3 are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy, or trifluoromethyl, R 4 is hydrogen, and R 5 is propargyl.
Claim 7
Dependent Claim
17 words
A compound of claim 5, which is 1-propargyl-2-[N-(2',6'-dichloro-phenyl)-amino]-2-imidazoline or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 8
Dependent Claim
28 words
An analgesic or hypotensive pharmaceutical dosage unit composition consisting essentially of an inert pharmaceutical carrier and an effective analgesic or hypotensive amount of a compound of claim 1.
Claim 9
Dependent Claim
33 words
The method of alleviating pain or treating hypertonia in a warm-blooded animal, which comprises enterally or parenterally administering to said aimal an effective analgesic or hypotensive amount of a compound of claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-23 | 1980-11-22 | 1981-05-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-23 | 1984-11-22 | 1985-05-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-23 | 1988-11-22 | 1989-05-24 | $7700.00 | Window Closed / Lapsed |