Patent US4260805A successfully refreshed from Google Patents.
US4260805A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1-Descarboxy-1-ketoester (ketoacid)-prostaglandins
Assignee: Wyeth Holdings LLC
•
Filing: 1979-09-27
•
Granted: 1981-04-07
•
Expires: 1999-09-27
Abstract
Abstract This disclosure describes certain 11-hydroxy and 11-deoxy-1-ketocarboxylic acid prostanoic acids and derivatives useful as bronchodilators, hypotensive agents, anti-ulcer agents or intermediates.
Inventors
- 👤 Middleton B. Floyd, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 14:17
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/26; C07D307/30; C07D307/32; C07C; C07C243/00; C07C405/00; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804
Claims Analysis
Total Claims: 78
Claim 1
Independent Claim
112 words
A compound of the formula wherein R 2 is selected from the group hydroxy and C 1 to C 7 alkoxy; X is selected from the group cis or trans --CH═CH--; C 13 -C 14 is trans --CH═CH--; n is the integer 3, 4 or 5; and R 3 is selected from the group ##STR20## wherein R 6 is C 3 to C 5 alkyl, R 7 is C 2 to C 4 alkyl, R 10 is C 1 to C 4 alkyl and R 11 is C 3 to C 7 alkyl, the racemic mixtures thereof, the mirror images thereof and where R 2 is hydroxy, the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
112 words
A compound of the formula wherein R 2 is selected from the group hydroxy and C 1 to C 7 alkoxy; X is selected from the group cis or trans --CH═CH--; C 13 -C 14 is trans --CH═CH--; n is the integer 3, 4 or 5; and R 3 is selected from the group ##STR20## wherein R 6 is C 3 to C 5 alkyl, R 7 is C 2 to C 4 alkyl, R 10 is C 1 to C 4 alkyl and R 11 is C 3 to C 7 alkyl, the racemic mixtures thereof, the mirror images thereof and where R 2 is hydroxy, the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
21 words
The compounds according to claim 1 wherein X is cis--CH═CH--; R 2 is ethyl; and R 3 is as previously defined.
Claim 4
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-5-cis-13-trans-17-trans PROSTATRIENE.
Claim 5
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-5-cis-13-trans-17-trans PROSTATRIENE.
Claim 6
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-5-cis-13-trans-17-trans PROSTATRIENE.
Claim 7
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-5-cis-13-trans-17-trans PROSTATRIENE.
Claim 8
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-5-cis-13-trans-17-trans PROSTATRIENE.
Claim 9
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-5-cis-13-trans-17-trans PROSTATRIENE.
Claim 10
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-5-cis-13-trans PROSTADIENE.
Claim 11
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-5-cis-13-trans PROSTADIENE.
Claim 12
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-5-cis-13-trans PROSTADIENE.
Claim 13
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-5-cis-13-trans PROSTADIENE.
Claim 14
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-5-cis-13-trans PROSTADIENE.
Claim 15
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-5-cis-13-trans PROSTADIENE.
Claim 16
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYL-5-cis-13-trans PROSTADIENE.
Claim 17
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYL-5-cis-13-trans PROSTADIENE.
Claim 18
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYL-5-cis-13-trans PROSTADIENE.
Claim 19
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYL-5-cis-13-trans PROSTADIENE.
Claim 20
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYL-5-cis-13-trans PROSTADIENE.
Claim 21
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYL-5-cis-13-trans PROSTADIENE.
Claim 22
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17-METHYL-5-cis-13-trans PROSTADIENE.
Claim 23
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17-METHYL-5-cis-13-trans PROSTADIENE.
Claim 24
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17-METHYL-5-cis-13-trans PROSTADIENE.
Claim 25
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17,17-DIMETHYL-5-cis-13-trans PROSTADIENE.
Claim 26
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17,17-DIMETHYL-5-cis-13-trans PROSTADIENE.
Claim 27
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17,17-DIMETHYL-5-cis-13-trans PROSTADIENE.
Claim 28
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-VINYL-5-cis-13-trans PROSTADIENE.
Claim 29
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-VINYL-5-cis-13-trans PROSTADIENE.
Claim 30
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-VINYL-5-cis-13-trans PROSTADIENE.
Claim 31
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CYCLOPROPYL-5-cis-13-trans PROSTADIENE.
Claim 32
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CYCLOPROPYL-5-cis-13-trans PROSTADIENE.
Claim 33
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CYCLOPROPYL-5-cis-13-trans PROSTADIENE.
Claim 34
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CYCLOPROPYL-5-cis-13-trans PROSTADIENE.
Claim 35
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CYCLOPROPYL-5-cis-13-trans PROSTADIENE.
Claim 36
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CYCLOPROPYL-5-cis-13-trans PROSTADIENE.
Claim 37
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYNYL-5-cis-13-trans PROSTADIENE.
Claim 38
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYNYL-5-cis-13-trans PROSTADIENE.
Claim 39
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-ETHYNYL-5-cis-13-trans PROSTADIENE.
Claim 40
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17-METHYLENE-5-cis-13-trans PROSTADIENE.
Claim 41
Dependent Claim
9 words
A racemic compound according to claim 2 dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17-METHYLENE-5-cis-13-trans PROSTADIENE.
Claim 42
Dependent Claim
9 words
A racemic compound according to claim 2 dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-17-METHYLENE-5-cis-13-trans PROSTADIENE.
Claim 43
Dependent Claim
9 words
A racemic compound according to claim 2 dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-17-METHYLENE-5-cis-13-trans PROSTADIENE.
Claim 44
Dependent Claim
9 words
A racemic compound according to claim 2 dl-16-a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-17-METHYLENE-5-cis-13-trans PROSTADIENE.
Claim 45
Dependent Claim
9 words
A racemic compound according to claim 2 dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-17-METHYLENE-5-cis-13-trans PROSTADIENE.
Claim 46
Dependent Claim
5 words
The racemic compound dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FORMYL-5-cis-13-trans PROSTADIENE.
Claim 47
Dependent Claim
5 words
The racemic compound dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FORMYL-5-cis-13-trans PROSTADIENE.
Claim 48
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FORMYL-5-cis-13-trans PROSTADIENE.
Claim 49
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FORMYL-5-cis-13-trans PROSTADIENE.
Claim 50
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FORMYL-5-cis-13-trans PROSTADIENE.
Claim 51
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FORMYL-5-cis-13-trans PROSTADIENE.
Claim 52
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 53
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 54
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-FLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 55
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-DIFLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 56
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-DIFLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 57
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-DIFLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 58
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-TRIFLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 59
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-TRIFLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 60
Dependent Claim
9 words
A racemic compound according to claim 2, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-TRIFLUOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 61
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CHLOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 62
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CHLOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 63
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CHLOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 64
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CHLOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 65
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CHLOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 66
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-CHLOROMETHYL-5-cis-13-trans PROSTADIENE.
Claim 67
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-HYDROXYMETHYL-5-cis-13-trans PROSTADIENE.
Claim 68
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-HYDROXYMETHYL-5-cis-13-trans PROSTADIENE.
Claim 69
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-HYDROXYMETHYL-5-cis-13-trans PROSTADIENE.
Claim 70
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-HYDROXYMETHYL-5-cis-13-trans PROSTADIENE.
Claim 71
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-HYDROXYMETHYL-5-cis-13-trans PROSTADIENE.
Claim 72
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-HYDROXYMETHYL-5-cis-13-trans PROSTADIENE.
Claim 73
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-19-CHLORO-20-nor-5-cis-13-trans PROSTADIENE.
Claim 74
Dependent Claim
5 words
The racemic compound, dl-16-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-19-CHLORO-20-nor-5-cis-13-trans PROSTADIENE.
Claim 75
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-19-CHLORO-20-nor-5-cis-13-trans PROSTADIENE.
Claim 76
Dependent Claim
5 words
The racemic compound, dl-16a-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-19-CHLORO-20-nor-5-cis-13-trans PROSTADIENE.
Claim 77
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-19-CHLORO-20-nor-5-cis-13-trans PROSTADIENE.
Claim 78
Dependent Claim
5 words
The racemic compound, dl-16B-HYDROXY-1-CARBETHOXY-1,9-DIOXO-16-METHYL-19-CHLORO-20-nor-5-cis-13-trans PROSTADIENE.
References Cited (Backward Citations)
US4202822A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-04-06 | 1984-10-06 | 1985-04-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-04-06 | 1988-10-06 | 1989-04-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-04-06 | 1992-10-06 | 1993-04-07 | $7700.00 | Window Closed / Lapsed |