US4876262A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Piperidine derivative and pharmaceutical composition containing the same
Assignee: Eisai R&D Management Co Ltd
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Filing: 1987-02-18
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Granted: 1989-10-24
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Expires: 2007-02-18
Abstract
Abstract A new piperidine compound is pharmacologically effective for treatment of the arrythmia and is defined by the formula: ##STR1## in which R1 is a lower alkyl or a tolyl, R2 is hydrogen, hydroxyl, a lower alkoxy or a lower alkyl, R3 is hydrogen, a lower alkyl, a lower alkenyl, a cycloalkyl or a cycloalkylalkyl, X is --CO--, --CH2-- or --CHOH--, g is an integer of 1 to 3, h is an integer of 1 to 3, Y is hydrogen, a lower alkyl, a lower alkenyl, cyano, --CH2COOR, R being hydrogen or a lower alkyl, a cycloalkyl, a cycloalkylalkyl, ##STR2## 1 being 1 or 2, --A--B, A being --(CH2)n--, n being an integer of 1 to 5, a straight-chain alkylene group having 1 to 5 carbon atoms which is a divalent group derived from a straight-chain alkane having lower alkyl, phenyl or hydroxyl group(s) bonded directly to one or more carbon atoms constituting said alkane by removing a hydrogen atom bonded to each of the carbon atoms placed at both ends thereof, a straight-chain alkylene group having 1 to 5 carbon atoms which is a divalent group derived from a straight-chain alkene having a double bond formed between carbon atoms adjacent to each other by removing a hydrogen atom bonded to each of the carbon atoms placed at both ends thereof, --(CH2)k--S--, k being an integer of 2 to 5, --(CH2)p-CO--, p being an integer of 1 to 4, B being cyano, --NR4R5, a heterocyclic ring or a condensed aromatic ring.
Inventors
- 👤 Hitoshi Oinuma
- 👤 Motosuke Yamanaka
- 👤 Kazutoshi Miyake
- 👤 Tomonori Hoshiko
- 👤 Norio Minami
- 👤 Tadao Shoji
- 👤 Yoshiharu Daiku
- 👤 Kohei Sawada
- 👤 Kenichi Nomoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:03
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22; C07D401/00; C07D401/02; C07D401/04; A; A61; A61P; A61P9/00; A61P9/06; C07D211/26; C07D211/28; C07D211/30; C07D211/32; C07D401/06; C07D401/14; C07D405/00; C07D405/02; C07D405/04; C07D409/00; C07D409/02; C07D409/04; C07D417/00; C07D417/02; C07D417/04; C07D471/00; C07D471/02; C07D471/04; C07D473/00; C07D473/02; C07D473/04; C07D473/06; C07D473/10
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
184 words
A compound having the formula ##STR142## in which R 1 is lower alkyl or tolyl; R 2 is hydrogen, hydroxyl, lower alkoxy or lower alkyl; R 3 is hydrogen, lower alkyl, lower alkenyl, cycloalkyl or cycloalkylalkyl, X is --CO--, --CH 2 -- or --CHOH--; g is an integer of 1, 2 or 3, h is an integer of 1, 2 or 3, with the provision that the sum of g plus h is the integer 3 or 4; Y is --A--B, wherein A is (1) --(CH 2 ) n -- wherein n is an integer of 1 to 5, (2) straight chain alkylene having 1 to 5 carbon atoms in the chain and substituted with lower alkyl, phenyl or hydroxyl, (3) straight-chain alkenylene having 2 to 5 carbon atoms, (4) --(CH 2 ) k --S-- wherein k is an integer of 2 to 5, or (5) --(CH 2 ).sub. p CO-- wherein p is an integer of 1 to 4, and B is ##STR143## wherein R 6 is hydrogen lower alkyl, lower alkoxy, cyano, imidazolyl, hydroxyl or halogen, or a pharmacologically acceptable salt thereof.
Claim 2
Dependent Claim
184 words
A compound having the formula ##STR142## in which R 1 is lower alkyl or tolyl; R 2 is hydrogen, hydroxyl, lower alkoxy or lower alkyl; R 3 is hydrogen, lower alkyl, lower alkenyl, cycloalkyl or cycloalkylalkyl, X is --CO--, --CH 2 -- or --CHOH--; g is an integer of 1, 2 or 3, h is an integer of 1, 2 or 3, with the provision that the sum of g plus h is the integer 3 or 4; Y is --A--B, wherein A is (1) --(CH 2 ) n -- wherein n is an integer of 1 to 5, (2) straight chain alkylene having 1 to 5 carbon atoms in the chain and substituted with lower alkyl, phenyl or hydroxyl, (3) straight-chain alkenylene having 2 to 5 carbon atoms, (4) --(CH 2 ) k --S-- wherein k is an integer of 2 to 5, or (5) --(CH 2 ).sub. p CO-- wherein p is an integer of 1 to 4, and B is ##STR143## wherein R 6 is hydrogen lower alkyl, lower alkoxy, cyano, imidazolyl, hydroxyl or halogen, or a pharmacologically acceptable salt thereof.
Claim 3
Dependent Claim
15 words
A compound according to claim 1, wherein X is a group of the formula: --CO--.
Claim 4
Dependent Claim
15 words
A compound according to claim 1, wherein X is a group of the formula: ##STR144##
Claim 5
Dependent Claim
29 words
A Compound according to claim 1, wherein A is a group of the formula: --(CH 2 ) n -- in which n is an integer of 1 to 5.
Claim 6
Dependent Claim
38 words
A compound according to claim 1, wherein X is a group of the formula: --CO--, and A is a group of the formula: --(CH 2 ) n -- in which n is an integer of 1 to 5.
Claim 7
Dependent Claim
45 words
A compound according to claim 1, wherein R 1 is a lower alkyl group, X is a group of the formula: --CO--, and A is a group of the formula: --(CH 2 ) n -- in which n is an integer of 1 to 5.
Claim 8
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-[2-(3-pyridyl)ethyl]piperidine.
Claim 9
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-(4-pyridylmethyl)piperidine.
Claim 10
Dependent Claim
9 words
A compound according to claim 1, which is 4-4(4-methylsulfonylaminobenzolyl)-1-[3-(4-pyridyl)propyl]Piperidine.
Claim 11
Dependent Claim
9 words
A compound according to claim 1, which is 1-(6-methyl-3-pyridyl)methyl-4-(4-methylsulfonylaminobenzoyl)piperidine.
Claim 12
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-[2-(4-pyridyl)ethyl]piperidine.
Claim 13
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-[4-(3-pyridyl)butyl]piperidine
Claim 14
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-[2-(4-pyridylthio)ethyl]piperidine
Claim 15
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-[3-(3-pyridyl)propyl]piperidine.
Claim 16
Dependent Claim
9 words
A compound according to claim 1, which is 1-(5-chloro-3-pyridyl)ethyl-4-(4-methylsulfonylaminobenzoyl)piperidine.
Claim 17
Dependent Claim
9 words
A compound according to claim 1, which is 4-(4-methylsulfonylaminobenzoyl)-1-[2-(2-pyridyl)ethyl]piperidine.
Claim 18
Dependent Claim
9 words
A compound according to claim 1, which is 1-[2-(6-methyl-3-pyridyl)ethyl]-4-(4-methylsulfonylaminobenzoyl)piperidine
Claim 19
Dependent Claim
9 words
A compound according to claim 1 which is 1-[2-(5-ethyl-2-pyridyl)ethyl]-4-(4-methylsulfonylaminobenzxoyl)piperidine.
Claim 20
Dependent Claim
9 words
A compound according to claim 1, which is 1-[2-(6-methyl-2-pyridyl)ethyl]-4-(4-methylsulfonylaminobenzoyl)piperidine.
Claim 21
Dependent Claim
9 words
A compound according to claim 1, which is 1-(6-chloro-3-pyridyl)methyl-4-(4-methylsulfonylaminobenzoyl)piperidine.
Claim 22
Dependent Claim
15 words
A compound as claimed in claim 1, in which g and h each are 2.
Claim 23
Dependent Claim
16 words
A compound as claimed in claim 1, in which g is 3 and h is 1.
Claim 24
Dependent Claim
16 words
A compound as claimed in claim 1, in which g is 1 and h is 2.
Claim 25
Dependent Claim
18 words
A compound as claimed in claim 1, in which g is 1 or 2 and h is 2.
Claim 26
Dependent Claim
28 words
A pharmaceutical composition which comprises a pharmacologically effective amount of the compound ad defined in claim 1 or a pharmacologically acceptable salt thereof and a pharmacologically acceptable carrier.
Claim 27
Dependent Claim
35 words
A method for treating or preventing the arrhythmia which comprises administering to a patient who requires such treatment a therapeutically acceptable amount of the compound defined in claim 1 or a pharmacologically acceptable salt thereof.
Claim 28
Dependent Claim
25 words
A compound as claimed in claim 1 in which R 1 is methyl, R 2 and R 3 both are hydrogens and X is ##STR145##
Claim 29
Dependent Claim
72 words
A compound having the formula ##STR146## in which R 1 is lower alkyl or tolyl; R 2 is hydrogen, hydroxyl, lower alkoxy or lower alkyl; R 3 is hydrogen, lower alkyl, lower alkenyl, cycloalkyl or cycloalkylalkyl; X is --CO--, --CH 2 -- or CHOH; n is an integer of 1 to 5; and R 6 is hydrogen, lower alkyl, lower alkoxy, cyano, imidazolyl, hydroxyl or halogen, or a pharmacologically acceptable salt thereof.
Claim 30
Dependent Claim
72 words
A compound having the formula ##STR146## in which R 1 is lower alkyl or tolyl; R 2 is hydrogen, hydroxyl, lower alkoxy or lower alkyl; R 3 is hydrogen, lower alkyl, lower alkenyl, cycloalkyl or cycloalkylalkyl; X is --CO--, --CH 2 -- or CHOH; n is an integer of 1 to 5; and R 6 is hydrogen, lower alkyl, lower alkoxy, cyano, imidazolyl, hydroxyl or halogen, or a pharmacologically acceptable salt thereof.
Claim 31
Dependent Claim
25 words
A compound as claimed in claim 28 in which R 1 is methyl, R 2 and R 3 both are hydrogens and X is ##STR147##
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) | 1992-10-23 | 1993-04-24 | 1993-10-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-10-23 | 1997-04-24 | 1997-10-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-10-23 | 2001-04-24 | 2001-10-24 | $7700.00 | Window Closed / Lapsed |