Patent US4215215A successfully refreshed from Google Patents.
US4215215A
Expired / Lapsed
US
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9-Phenyl-nonate traene compounds
Assignee: Hoffmann La Roche Inc
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Filing: 1979-07-06
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Granted: 1980-07-29
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Expires: 1999-07-06
Abstract
Abstract Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.
Inventors
- 👤 Werner Bollag
- 👤 Rudolf Ruegg
- 👤 Gottlieb Ryser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 23:51
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; C07C; C07C17/00; C07C17/093; C07C17/10; C07C17/12; C07C17/26; C07C17/32; C07C205/00; C07C205/07; C07C205/11; C07C205/27; C07C205/35; C07C205/36; C07C205/37; C07C317/00; C07C317/26; C07C317/28; C07C317/44; C07C41/00; C07C41/01; C07C41/16; C07C41/18; C07C41/20; C07C41/22; C07C41/26; C07C41/30; C07C41/48; C07C41/50; C07C41/54; C07C47/00; C07C47/20; C07C47/24; C07C47/52; C07C47/575; C07C49/00; C07C49/20; C07C49/255; C07C57/00; C07C57/30; C07C57/42; C07C59/00; C07C59/40; C07C59/58; C07C59/64; C07C69/00; C07C69/02; C07C69/12; C07C69/14; C07C69/145; C07C69/157; C07C69/66; C07C69/73; C07C69/734; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/54; C07F9/5428; C07F9/5456
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
98 words
A compound of the formula: ##STR17## wherein R 1 and R 2 are lower alkyl; R 3 is hydrogen, lower alkyl, lower alkoxy, lower alkenyloxy, nitro, amino, lower alkylamino, lower alkanoylamino or N-heterocyclyl; R 4 is lower alkoxy; R 5 is hydrogen, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, amino, lower alkanoylamino, lower alkylamino or N-heterocyclyl; and R 6 is alkanoyloxymethylene, alkenyloxycarbonyl, alkynyloxycarbonyl, carbamoyl, mono(lower alkyl)-carbamoyl, di(lower alkyl)-carbamoyl, N-heterocyclylcarbonyl, or alkoxycarbonyl where its alkoxy moiety is unsubstituted or substituted with alkylamino, morpholino, piperdyl, pyridyl, alkyl substituted piperidyl or alkyl substituted pyridyl, or pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
98 words
A compound of the formula: ##STR17## wherein R 1 and R 2 are lower alkyl; R 3 is hydrogen, lower alkyl, lower alkoxy, lower alkenyloxy, nitro, amino, lower alkylamino, lower alkanoylamino or N-heterocyclyl; R 4 is lower alkoxy; R 5 is hydrogen, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, amino, lower alkanoylamino, lower alkylamino or N-heterocyclyl; and R 6 is alkanoyloxymethylene, alkenyloxycarbonyl, alkynyloxycarbonyl, carbamoyl, mono(lower alkyl)-carbamoyl, di(lower alkyl)-carbamoyl, N-heterocyclylcarbonyl, or alkoxycarbonyl where its alkoxy moiety is unsubstituted or substituted with alkylamino, morpholino, piperdyl, pyridyl, alkyl substituted piperidyl or alkyl substituted pyridyl, or pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
48 words
A compound of the formula: ##STR18## wherein R 1 and R 2 are lower alkyl; R 3 is hydrogen or lower alkyl; R 4 is lower alkoxy; R 5 is hydrogen, lower alkyl or lower alkoxy; and R 6 is alkoxycarbonyl or carbamoyl, or pharmaceutically acceptable salts thereof.
Claim 4
Dependent Claim
48 words
A compound of the formula: ##STR18## wherein R 1 and R 2 are lower alkyl; R 3 is hydrogen or lower alkyl; R 4 is lower alkoxy; R 5 is hydrogen, lower alkyl or lower alkoxy; and R 6 is alkoxycarbonyl or carbamoyl, or pharmaceutically acceptable salts thereof.
Claim 5
Dependent Claim
10 words
The compound of claim 1 wherein R 6 is alkoxycarbonyl.
Claim 6
Dependent Claim
13 words
The compound of claim 3 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid methyl ester.
Claim 7
Dependent Claim
13 words
The compound of claim 3 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester.
Claim 8
Dependent Claim
13 words
The compound of claim 3 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2-trans,4-cis,6-trans,8-trans-tetraen-1-oic acid ethyl ester.
Claim 9
Dependent Claim
12 words
The compound of claim 3 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic isopropyl ester.
Claim 10
Dependent Claim
13 words
The compound of claim 3 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid butyl ester.
Claim 11
Dependent Claim
27 words
The compound of claim 3 wherein the alkoxy group of the alkoxycarbonyl moiety is substituted with alkylamino, morpholino, piperidyl, pyridyl, alkyl substituted piperidyl or alkyl substituted pyridyl.
Claim 12
Dependent Claim
14 words
The compound of claim 9 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid diethyl aminoethyl ester.
Claim 13
Dependent Claim
13 words
The compound of claim 9 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid (3-pyridyl)methyl ester.
Claim 14
Dependent Claim
10 words
The compound of claim 1 wherein R 6 is alkynyloxycarbonyl.
Claim 15
Dependent Claim
13 words
The compound of claim 12 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid allyl ester.
Claim 16
Dependent Claim
10 words
The compound of claim 1 wherein R 6 is alkynyloxycarbonyl.
Claim 17
Dependent Claim
13 words
The compound of claim 14 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid propargyl ester.
Claim 18
Dependent Claim
10 words
The compound of claim 1 wherein R 6 is alkanoyloxymethylene.
Claim 19
Dependent Claim
10 words
The compound of claim 16 wherein said compound is 1-acetoxy-9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraene.
Claim 20
Dependent Claim
10 words
The compound of claim 1 wherein R 6 is carbamoyl.
Claim 21
Dependent Claim
12 words
The compound of claim 18 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid amide.
Claim 22
Dependent Claim
13 words
The compound of claim 1 wherein R 6 is mono or dilower alkylcarbamoyl.
Claim 23
Dependent Claim
13 words
The compound of claim 20 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl amide.
Claim 24
Dependent Claim
13 words
The compound of claim 21 wherein said compound is 9-(4-methoxy-2,3,5,6-tetramethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl amide.
Claim 25
Dependent Claim
12 words
The compound of claim 20 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid diethylamide.
Claim 26
Dependent Claim
10 words
The compound of claim 1 wherein R 6 is N-heterocyclylcarbonyl.
Claim 27
Dependent Claim
12 words
The compound of claim 24 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid morpholide.
Claim 28
Dependent Claim
11 words
The compound of claim 1 wherein R 5 is lower alkenyl.
Claim 29
Dependent Claim
22 words
The compound of claim 1 wherein at least one of R 3 and R 5 is nitro and R 6 is alkoxycarbonyl.
Claim 30
Dependent Claim
13 words
The compound of claim 27 wherein said compound is 9-(4-methoxy-3-nitro-2,6-dimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester.
Claim 31
Dependent Claim
23 words
The compound of claim 1 wherein at least one of R 3 and R 5 is lower alkylamino and R 6 is alkoxycarbonyl.
Claim 32
Dependent Claim
17 words
The compound of claim 1 wherein at least one R 3 or R 5 is lower alkenyloxy.
References Cited (Backward Citations)
US3781314A
Cited
US3845089A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-07-29 | 1984-01-28 | 1984-07-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-07-29 | 1988-01-28 | 1988-07-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-07-29 | 1992-01-28 | 1992-07-29 | $7700.00 | Window Closed / Lapsed |