US4471116A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted (10H-phenothiazin-10-L)-propyl-1-piperazines
Assignee: Hoffmann La Roche Inc
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Filing: 1982-07-28
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Granted: 1984-09-11
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Expires: 2002-07-28
Abstract
Abstract Substituted (10H-phenothiazin-10-yl)propyl-1-piperazines of the formula <IMAGE> I wherein R1, R2, R3, A, X, m, n and s are as hereinafter set forth, are described. The compounds of formula I, which contain a piperazine moiety combined by an ether linkage to different phenolic moieties, are useful as orally active long lasting antipsychotic agents.
Inventors
- 👤 Arnold B. Davidson
- 👤 Robert W. Guthrie
- 👤 Richard W. Kierstead
- 👤 Albert Ziering
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:11
CPC Classifications
C; C07; C07D; C07D279/00; C07D279/10; C07D279/14; C07D279/18; C07D279/22; C07D279/24; C07D279/26; A; A61; A61P; A61P25/00; A61P25/02; A61P25/20; C07C; C07C217/00; C07C217/54; C07C217/56; C07C217/62; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07C43/23; C07D279/28; C09; C09B; C09B21/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
101 words
A compound of the formula ##STR8## wherein R 1 is hydrogen, halogen, trihalomethyl, --SO 2 NR 2 R 3 , alkyl, alkylthio or alkoxy, X is oxygen or sulfur, m is 2 to 6, n and s are, independently, zero or 1, A is alkylene and, when X is oxygen, is also 2-hydroxytrimethylene and R 2 and R 3 , independently, are hydrogen or alkyl, or taken together with the nitrogen atom are a 5-, 6- or 7-membered unsubstituted or substituted heterocyclic ring, when A is 2-hydroxytrimethylene, an enantiomer thereof, or an acid addition salt thereof with a pharmaceutically acceptable acid.
Claim 2
Dependent Claim
101 words
A compound of the formula ##STR8## wherein R 1 is hydrogen, halogen, trihalomethyl, --SO 2 NR 2 R 3 , alkyl, alkylthio or alkoxy, X is oxygen or sulfur, m is 2 to 6, n and s are, independently, zero or 1, A is alkylene and, when X is oxygen, is also 2-hydroxytrimethylene and R 2 and R 3 , independently, are hydrogen or alkyl, or taken together with the nitrogen atom are a 5-, 6- or 7-membered unsubstituted or substituted heterocyclic ring, when A is 2-hydroxytrimethylene, an enantiomer thereof, or an acid addition salt thereof with a pharmaceutically acceptable acid.
Claim 3
Dependent Claim
20 words
A compound in accordance with claim 1, wherein R 2 and R 3 , independently, are hydrogen or lower alkyl.
Claim 4
Dependent Claim
11 words
A compound in accordance with claim 2, wherein X is sulfur.
Claim 5
Dependent Claim
11 words
A compound in accordance with claim 2, wherein X is oxygen.
Claim 6
Dependent Claim
24 words
A compound in accordance with claim 4, wherein R 1 is halogen or trifluoromethyl, m is 2, and n and s each is 1.
Claim 7
Dependent Claim
24 words
A compound in accordance with claim 2, wherein R 1 is halogen or trifluoromethyl, m is 2, and n and s each is zero.
Claim 8
Dependent Claim
29 words
A compound in accordance with claim 1, wherein R 2 and R 3 taken together with the nitrogen atom are a 5-,6- or 7-membered unsubstituted or substituted heterocyclic ring.
Claim 9
Dependent Claim
11 words
A compound in accordance with claim 7, wherein X is sulfur.
Claim 10
Dependent Claim
11 words
A compound in accordance with claim 7, wherein X is oxygen.
Claim 11
Dependent Claim
24 words
A compound in accordance with claim 9, wherein R 1 is halogen or trifluoromethyl, m is 2, and n and s each is 1.
Claim 12
Dependent Claim
8 words
A compound in accordance with claim 1, (S)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazine-1-yl]ethoxy]phenoxy]-2-propanol.
Claim 13
Dependent Claim
9 words
A compound in accordance with claim 1, N-[4-[2-[4-8 3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl]ethoxy]phenyl]-.alpha.-methylethanamine.
Claim 14
Dependent Claim
8 words
A compound in accordance with claim 1, (R)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol.
Claim 15
Dependent Claim
8 words
A compound in accordance with claim 1, (S)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-trifluoromethyl)-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol.
Claim 16
Dependent Claim
9 words
A compound in accordance with claim 1, 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-[2-[4-[2-(1-methylethyl)aminoethoxy]phenoxy]ethyl]piperazine trihydrochloride.
References Cited (Backward Citations)
US3264290A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-09-11 | 1988-03-12 | 1988-09-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-09-11 | 1992-03-12 | 1992-09-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-09-11 | 1996-03-12 | 1996-09-11 | $7700.00 | Window Closed / Lapsed |