US4396627A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Secondary amines, their preparation and use in pharmaceutical compositions
Assignee: Beecham Group PLC
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Filing: 1982-03-15
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Granted: 1983-08-02
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Expires: 2002-03-15
Abstract
Abstract Compounds having the formula: <IMAGE> where R1, R2, R3, R4, R5, Y and X are as defined hereinbelow, are useful for the reduction of abnormally high blood glucose and lipid levels in the treatment of obesity or hyperglycaemia.
Inventors
- 👤 Anthony T. Ainsworth
- 👤 David G. Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 13:47
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/30; A; A61; A61P; A61P1/00; A61P3/00; A61P3/04; A61P3/08; A61P3/10; C07C; C07C229/00; C07C229/38; C07C33/00; C07C33/18; C07C33/20; C07C45/00; C07C45/27; C07C45/29; C07C45/292; C07C45/56; C07C45/57; C07C45/59; C07C49/00; C07C49/76; C07D317/16
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
129 words
A compound of formula (II): ##STR19## or a pharmaceutically acceptable salt thereof, in which R 1 is hydrogen, fluorine, chlorine, bromine, hydroxy, hydroxymethyl, methyl, methoxy, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, uredio, trifluoromethyl or p-methoxybenzylamino; R 2 is hydrogen, fluorine, chlorine, bromine or hydroxyl; R 3 is hydrogen, chlorine or bromine or hydroxyl, R 4 is alkyl of 1 to 10 carbon atoms substituted by hydroxyl, lower alkoxyl, oxo, lower acyloxy, carboxymethyoxy or carbo(lower alkoxy)methoxy; R 5 is hydrogen, chlorine, fluorine, methyl, methoxy hydroxyl, or carboxy or lower alkyl ester or amide of said carboxy; R 6 is hydrogen, methyl, ethyl or propyl; R 7 is hydrogen, methyl, ethyl or propyl; X is a bond; and Y is alkylene of up to 6 carbon atoms or a bond.
Claim 2
Dependent Claim
129 words
A compound of formula (II): ##STR19## or a pharmaceutically acceptable salt thereof, in which R 1 is hydrogen, fluorine, chlorine, bromine, hydroxy, hydroxymethyl, methyl, methoxy, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, uredio, trifluoromethyl or p-methoxybenzylamino; R 2 is hydrogen, fluorine, chlorine, bromine or hydroxyl; R 3 is hydrogen, chlorine or bromine or hydroxyl, R 4 is alkyl of 1 to 10 carbon atoms substituted by hydroxyl, lower alkoxyl, oxo, lower acyloxy, carboxymethyoxy or carbo(lower alkoxy)methoxy; R 5 is hydrogen, chlorine, fluorine, methyl, methoxy hydroxyl, or carboxy or lower alkyl ester or amide of said carboxy; R 6 is hydrogen, methyl, ethyl or propyl; R 7 is hydrogen, methyl, ethyl or propyl; X is a bond; and Y is alkylene of up to 6 carbon atoms or a bond.
Claim 3
Dependent Claim
20 words
A compound according to claim 1 in which R 1 is hydrogen, fluorine, chlorine, bromine, trifluoromethyl, hydroxymethyl, hydroxyl or amino.
Claim 4
Dependent Claim
22 words
A compound according to claim 1, in which Y is --(CH 2 ) n -- in which n is 1 or 2.
Claim 5
Dependent Claim
25 words
A compound according to claim 1, in which --C(R 6 )R 7 -- is CH 2 , CHCH 3 or C(CH 3 ) 2 .
Claim 6
Dependent Claim
23 words
A compound according to claim 1, in which R 4 is methyl or ethyl substituted by hydroxyl, lower alkoxyl, oxo or lower acyloxyl.
Claim 7
Dependent Claim
52 words
A compound according to claim 1 of the formula ##STR20## or a pharmaceutically acceptable salt thereof wherein R 10 is hydrogen, fluorine, bromine, chlorine, or trifluoromethyl, R 8 is hydrogen or methyl; R 9 is hydrogen or methyl; m is 1 or 2; and R 4 is as defined in claim 1.
Claim 8
Dependent Claim
45 words
A compound according to claim 1 of the formula (IV): ##STR21## or a pharmaceutically acceptable salt thereof wherein R 8 is hydrogen or methyl; R 9 is hydrogen or methyl; m is 1, 2 or 3; and R 4 is as defined in claim 1.
Claim 9
Dependent Claim
13 words
A compound according to claim 1, in the form of a single stereoisomer.
Claim 10
Dependent Claim
14 words
A compound according to claim 1, in the form of a mixture of stereoisomers.
Claim 11
Dependent Claim
19 words
A compound according to claim 1, which contains two centres of asymmetry and is provided as a separated diastereoisomer.
Claim 12
Dependent Claim
39 words
A pharmaceutical composition for the reduction of abnormally high blood glucose and lipid levels in the treatment of obesity or hyperglycaemia, comprising an effective amount of a compound according to claim 1 in combination with a pharmaceutically acceptable carrier.
Claim 13
Dependent Claim
10 words
A composition according to claim 11 in unit dosage form.
Claim 14
Dependent Claim
16 words
A composition according to claim 12 in the form of tablets, pills, capsules, ampoules or sachets.
Claim 15
Dependent Claim
35 words
A method of reducing abnormally high blood glucose levels in the treatment of obesity or hyperglycaemia in human or other animals which comprises administering thereto an effective amount of a compound according to claim 1.
Claim 16
Dependent Claim
35 words
A method of reducing abnormally high blood lipid levels in the treatment of obesity or hyperglycaemia in humans or other animals which comprises administering thereto an effective amount of a compound according to 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) | 1986-08-01 | 1987-01-31 | 1987-08-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-08-01 | 1991-01-31 | 1991-08-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-08-01 | 1995-01-31 | 1995-08-02 | $7700.00 | Window Closed / Lapsed |