US5373009A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Dibenzofuranyl esters of N-heterocyclic carboxylic acids
Assignee: Wyeth LLC
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Filing: 1994-02-02
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Granted: 1994-12-13
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Expires: 2014-02-02
Abstract
Abstract A compound of the formula: <IMAGE> A wherein R1 and R2 are, independently, halo, trifluoromethyl, cyano, nitro, alkyl, alkoxy, -CO2H, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, mono- or di-alkylaminocarbonyl, or mono- or di-alkylaminocarbonyloxy; m is 0, 1 or 2 and R3 is alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR4R5, where R4 and R5 are, independently, H or alkyl or R4 and R5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring, are anti-cholesterolemic agents.
Inventors
- 👤 Thomas J. Commons
- 👤 Donald P. Strike
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 08:24
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/91; C07D405/00; C07D405/02; C07D405/12
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
147 words
A compound of the formula: ##STR6## wherein R 1 and R 2 are, independently, fluorine, chlorine, bromine, iodine, trifluoromethyl, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, --CO 2 H, C 2 -C 7 alkylcarbonyl, C 2 -C 7 alkylcarbonyloxy, C 2 -C 7 alkoxycarbonyl, mono- or di-alkylaminocarbonyl, in which each alkyl group has 1 to 6 carbon atoms, or mono- or di-alkylaminocarbonyloxy in which each alkyl group has 1 to 6 carbon atoms; m is 0, 1 or 2 and R 3 is C 1 -C 6 alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR 4 R 5 , where R 4 and R 5 are, independently, H or C 1 -C 6 alkyl or R 4 and R 5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring.
Claim 2
Dependent Claim
147 words
A compound of the formula: ##STR6## wherein R 1 and R 2 are, independently, fluorine, chlorine, bromine, iodine, trifluoromethyl, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, --CO 2 H, C 2 -C 7 alkylcarbonyl, C 2 -C 7 alkylcarbonyloxy, C 2 -C 7 alkoxycarbonyl, mono- or di-alkylaminocarbonyl, in which each alkyl group has 1 to 6 carbon atoms, or mono- or di-alkylaminocarbonyloxy in which each alkyl group has 1 to 6 carbon atoms; m is 0, 1 or 2 and R 3 is C 1 -C 6 alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR 4 R 5 , where R 4 and R 5 are, independently, H or C 1 -C 6 alkyl or R 4 and R 5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring.
Claim 3
Dependent Claim
11 words
The compound of claim 1 which is 4-methyl-1-piperidinecarboxylic acid 2-dibenzofuranyl ester.
Claim 4
Dependent Claim
11 words
The compound of claim 1 which is 4-thiomorpholinecarboxylic acid 2-dibenzofuranyl ester.
Claim 5
Dependent Claim
11 words
The compound of claim 1 which is 4,4-dimethyl-1-piperidinecarboxylic acid 2-dibenzofuranyl ester.
Claim 6
Dependent Claim
11 words
The compound of claim 1 which is 8-azaspiro[4.5]decane-8-carboxylic acid 2-dibenzofuranyl ester.
Claim 7
Independent Claim
168 words
A method for reducing cholesterol uptake from the intestinal tract which comprises administering, orally or parenterally, to an animal in need of reduced cholesterol absorption, a compound of formula A: ##STR7## wherein R 1 and R 2 are, independently, fluorine, chlorine, bromine, iodine, trifluoromethyl, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, --CO 2 H, C 2 -C 7 alkylcarbonyl, C 2 -C 7 alkylcarbonyloxy, C 2 -C 7 alkoxycarbonyl, mono- or di-alkylaminocarbonyl, in which each alkyl group has 1-6 carbon atoms, or mono- or di-alkylaminocarbonyloxy in which each alkyl group has 1-6 carbon atoms; m is 0, 1 or 2 and R 3 is C 1 -C 6 alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR 4 R 5 , where R 4 and R 5 are, independently, H or C 1 -C 6 alkyl or R 4 and R 5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring.
Claim 8
Independent Claim
168 words
A method for reducing cholesterol uptake from the intestinal tract which comprises administering, orally or parenterally, to an animal in need of reduced cholesterol absorption, a compound of formula A: ##STR7## wherein R 1 and R 2 are, independently, fluorine, chlorine, bromine, iodine, trifluoromethyl, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, --CO 2 H, C 2 -C 7 alkylcarbonyl, C 2 -C 7 alkylcarbonyloxy, C 2 -C 7 alkoxycarbonyl, mono- or di-alkylaminocarbonyl, in which each alkyl group has 1-6 carbon atoms, or mono- or di-alkylaminocarbonyloxy in which each alkyl group has 1-6 carbon atoms; m is 0, 1 or 2 and R 3 is C 1 -C 6 alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR 4 R 5 , where R 4 and R 5 are, independently, H or C 1 -C 6 alkyl or R 4 and R 5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring.
Claim 9
Dependent Claim
150 words
A pharmaceutical composition comprising a compound of formula A: ##STR8## wherein R 1 and R 2 are, independently, fluorine, chlorine, bromine, iodine, trifluoromethyl, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, --CO2H, C 2 -C 7 alkylcarbonyl, C 2 -C 7 alkylcarbonyloxy, C 2 -C 7 alkoxycarbonyl, mono- or di-alkylaminocarbonyl, in which each alkyl group has 1-6 carbon atoms, or mono- or di-alkylaminocarbonyloxy in which each alkyl group has 1-6 carbon atoms; m is 0, 1 or 2 and R 3 is C 1 -C 6 alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR 4 R 5 , where R 4 and R 5 are, independently, H or C 1 -C 6 alkyl or R 4 and R 5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring; and a pharmaceutically acceptable carder.
Claim 10
Dependent Claim
150 words
A pharmaceutical composition comprising a compound of formula A: ##STR8## wherein R 1 and R 2 are, independently, fluorine, chlorine, bromine, iodine, trifluoromethyl, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, --CO2H, C 2 -C 7 alkylcarbonyl, C 2 -C 7 alkylcarbonyloxy, C 2 -C 7 alkoxycarbonyl, mono- or di-alkylaminocarbonyl, in which each alkyl group has 1-6 carbon atoms, or mono- or di-alkylaminocarbonyloxy in which each alkyl group has 1-6 carbon atoms; m is 0, 1 or 2 and R 3 is C 1 -C 6 alkyl; n and p are, independently, 0, 1 or 2; X is O, S or CR 4 R 5 , where R 4 and R 5 are, independently, H or C 1 -C 6 alkyl or R 4 and R 5 together with the interposed carbon atom form a 3 to 8 membered carbocyclic ring; and a pharmaceutically acceptable carder.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-12-12 | 1998-06-13 | 1998-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-12-12 | 2002-06-13 | 2002-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-12-12 | 2006-06-13 | 2006-12-13 | $7700.00 | Window Closed / Lapsed |