US3818096A
Expired / Lapsed
US
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Compositions of 1,2-dilower alkyl arylpyrazolium quaternary salts and method of lowering blood sugar levels with same
Assignee: Merck Sharp & Dohme LLC
•
Filing: 1972-04-12
•
Granted: 1974-06-18
•
Expires: 1992-04-12
Abstract
Abstract Pharmaceutical compositions containing a 1,2-dilower alkyl arylpyrazolium quaternary salt as active component are described, along with methods of using same. These active components exhibit hypoglycemic activity as evidenced by their ability to lower blood sugar levels.
Inventors
- 👤 M Sherlock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 12:59
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/06; C07D231/10; C07D231/12
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
12 words
The composition of claim 1 wherein R1 and R2 are each methyl.
Claim 2
Dependent Claim
19 words
The composition of claim 1 wherein R1 and R2 are each methyl and X is a pharmaceutically acceptable halide.
Claim 3
Dependent Claim
29 words
The composition of claim 1 wherein R1 and R2 are each methyl and R3 is a member selected from the group consisting of phenyl and phenyl substituted by methyl.
Claim 4
Dependent Claim
57 words
The composition of claim 1 wherein R1 and R2 are each methyl, R3 is a member selected from the group consisting of phenyl and phenyl substituted by methyl, R4 is a member selected from the group consisting of hydrogen and lower alkyl and R5 is a member selected from the group consisting of hydrogen, phenyl and methyl.
Claim 5
Dependent Claim
63 words
The composition of claim 1 wherein R1 and R2 are each methyl, R3 is a member selected from the group consisting of phenyl and phenyl substituted by methyl, R4 is a member selected from the group consisting of hydrogen, methyl and ethyl, R5 is a member selected from the group consisting of hydrogen, phenyl and methyl and X is a pharmaceutically acceptable halide.
Claim 6
Dependent Claim
22 words
The composition of claim 1 wherein R1R2 and R5 are each methyl, R3 is phenyl, R4 is hydrogen and X is chloride.
Claim 7
Dependent Claim
22 words
The composition of claim 1 wherein R1, R2 and R4 are methyl, R3 is phenyl, R5 is hydrogen and X is chloride.
Claim 8
Dependent Claim
26 words
The composition of claim 1 wherein R1 and R2 are each methyl, R3 and R5 are each phenyl, R4 is hydrogen and X is methyl sulfate.
Claim 9
Dependent Claim
25 words
The composition of claim 1 wherein R1 and R2 are each methyl, R3 is phenyl, R4 and R5 are each hydrogen and X is chloride.
Claim 10
Dependent Claim
25 words
The composition of claim 1 wherein R1 and R2 are each methyl, R3 is p-tolyl, R4 is methyl, R5 is hydrogen and X is iodide.
Claim 11
Dependent Claim
23 words
The composition of claim 1 wherein R1, R2 and R3 are each methyl, R4 is phenyl, R5 is hydrogen and X is chloride.
Claim 12
Dependent Claim
21 words
The composition of claim 1 wherein R1, R2, R4 and R5 are each methyl, R3 is phenyl and X is iodide.
Claim 13
Dependent Claim
22 words
The composition of claim 1 wherein R1 and R2 are each methyl, R4 is ethyl, R3 is phenyl and X is iodide.
Claim 14
Dependent Claim
48 words
A process for lowering of blood sugar levels in warm blooded animal subjects suffering from hyperglycemia which comprises orally administering to such subjects an effective blood sugar lowering amount of a compound selected from the group consisting of a 1,2-dilower alkyl arlypyrazolium quaternary salt of the followiNg formula:
Claim 15
Dependent Claim
12 words
The process of claim 15 wherein R1 and R2 are each methyl.
Claim 16
Dependent Claim
19 words
The process of claim 15 wherein R1 and R2 are each methyl and X is a pharmaceutically acceptable halide.
Claim 17
Dependent Claim
29 words
The process of claim 15 wherein R1 and R2 are each methyl, and R5 is a member selected from the group consisting of phenyl and phenyl substituted by methyl.
Claim 18
Dependent Claim
57 words
The process of claim 15 wherein R1 and R2 are each methyl, R3 is a member selected from the group consisting of phenyl and phenyl substituted by methyl, R4 is a member selected from the group consisting of hydrogen and lower alkyl and R5 is a member selected from the group consisting of hydrogen, methyl and phenyl.
Claim 19
Dependent Claim
63 words
The process of claim 15 wherein R1 and R2 are each methyl, R3 is a member selected from the group consisting of phenyl and phenyl substituted by methyl, R4 is a member selected from the group consisting of hydrogen, methyl and ethyl, R5 is a member selected from the group consisting of hydrogen, methyl and phenyl and X is a pharmaceutically acceptable halide.
Claim 20
Dependent Claim
23 words
The process of claim 15 wherein R1, R2 and R5 are each methyl, R3 is phenyl, R4 is hydrogen and X is chloride.
Claim 21
Dependent Claim
22 words
The process of claim 15 wherein R1, R2 and R4 are methyl, R3 is phenyl, R5 is hydrogen and X is chloride.
Claim 22
Dependent Claim
26 words
The process of claim 15 wherein R1 and R2 are each methyl, R3 and R5 are each phenyl, R4 is hydrogen and X is methyl sulfate.
Claim 23
Dependent Claim
24 words
The process of claim 15 wherein R1 and R2 are each methyl, R3 is phenyl, R4 and R5 are hydrogen and X is chloride.
Claim 24
Dependent Claim
23 words
The process of claim 15 wherein R1, R2 and R4 are each methyl, R3 is p-tolyl, R5 is hydrogen and X is iodide.
Claim 25
Dependent Claim
23 words
The process of claim 15 wherein R1, R2 and R3 are each methyl, R4 is phenyl, R5 is hydrogen and X is chloride.
Claim 26
Dependent Claim
21 words
The process of claim 15 wherein R1, R2, R4 and R5 are each methyl, R3 is phenyl and X is iodide.
Claim 27
Dependent Claim
22 words
The process of claim 15 wherein R1 and R2 are each methyl, R4 is ethyl, R3 is phenyl and X is iodide.
References Cited (Backward Citations)
US3350407A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-06-17 | 1977-12-17 | 1978-06-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-06-17 | 1981-12-17 | 1982-06-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-06-17 | 1985-12-17 | 1986-06-18 | $7700.00 | Window Closed / Lapsed |