US4616003A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N6 -dihydroxypropyladenosines
Assignee: Warner Lambert Co LLC
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Filing: 1985-09-05
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Granted: 1986-10-07
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Expires: 2005-09-05
Abstract
Abstract N6-Dihydroxypropyladenosines and pharmaceutically acceptable acid addition salts having highly desirable central nervous system properties, processes for their manufacture and pharmaceutical compositions and methods for using said compounds and compositions are described.
Inventors
- 👤 Harriet W. Hamilton
- 👤 William C. Patt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 09:09
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/02; C07H19/04; C07H19/16
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
137 words
A compound of the formula ##STR7## wherein R is ##STR8## wherein R 3 and R 4 are the same or different and are lower alkanoyl, benzoyl, or benzoyl substituted by lower alkyl, lower alkoxy, halogen, or trifluoromethyl; R 2 is H, NH 2 , NHR 6 where R 6 is alkanoyl, benzoyl, or benzoyl substituted by lower alkyl, lower alkoxy, halogen, or trifluoromethyl; or halogen; R 2 ' and R 3 '=H, lower alkanoyl, benzoyl or benzoyl substituted by lower alkyl, lower alkoxy, halogen or trifluoromethyl, or when taken together lower alkylidene; X is OH, acetyloxy, H, Cl, SCH 3 , or OR 5 ' wherein R 5 ' is H, lower alkanoyl, benzoyl, benzoyl substituted by lower alkyl, lower alkoxy, halogen, or trifluoromethyl; its diastereomers or mixtures thereof, or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
137 words
A compound of the formula ##STR7## wherein R is ##STR8## wherein R 3 and R 4 are the same or different and are lower alkanoyl, benzoyl, or benzoyl substituted by lower alkyl, lower alkoxy, halogen, or trifluoromethyl; R 2 is H, NH 2 , NHR 6 where R 6 is alkanoyl, benzoyl, or benzoyl substituted by lower alkyl, lower alkoxy, halogen, or trifluoromethyl; or halogen; R 2 ' and R 3 '=H, lower alkanoyl, benzoyl or benzoyl substituted by lower alkyl, lower alkoxy, halogen or trifluoromethyl, or when taken together lower alkylidene; X is OH, acetyloxy, H, Cl, SCH 3 , or OR 5 ' wherein R 5 ' is H, lower alkanoyl, benzoyl, benzoyl substituted by lower alkyl, lower alkoxy, halogen, or trifluoromethyl; its diastereomers or mixtures thereof, or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
10 words
A compound according to claim 1, wherein R is 2,3-dihydroxypropyl.
Claim 4
Dependent Claim
11 words
A compound according to claim 2, wherein R 2 is hydrogen.
Claim 5
Dependent Claim
16 words
A compound according to claim 3, wherein R 2 ' and R 3 ' are hydrogen.
Claim 6
Dependent Claim
11 words
A compound according to claim 4 and being N 6 -(2,3-dihydroxypropyl)adenosine.
Claim 7
Dependent Claim
10 words
A compound according to claim 1 wherein R is ##STR9##
Claim 8
Dependent Claim
10 words
A compound according to claim 6 and being N-6[2,3-Dihydroxypropyl-2,3-di-O-propionyl]-2',3',5'-tri-O-propionyl adenosine.
Claim 9
Dependent Claim
10 words
A compound according to claim 6 and being N-6[2,3-Dihydropropyl-2,3-isopropylidene]2',3',5'-tri-O-isovaleryl adenosine.
Claim 10
Dependent Claim
10 words
A compound according to claim 6 and being N-6[2,3-dihydroxypropyl-2,3-di-O-isovaleroyl]-2',3',5'-tri-O-isovaleroyl adenosine.
Claim 11
Dependent Claim
29 words
A pharmaceutical composition for treating sleep disorders comprising an effective amount for treating sleep disorders of a compound as claimed in claim 1 together with a pharmaceutically acceptable carrier.
Claim 12
Dependent Claim
32 words
A method of treating sleep disorders in a mammal suffering therefrom comprising administering to such mammal a sedative effective amount of a compound as claimed in claim 1 in unit dosage form.
Claim 13
Dependent Claim
11 words
A compound according to claim 6 and being (R)-N 6 -[2,3-dihydroxypropyl]adenosine.
Claim 14
Dependent Claim
11 words
A compound according to claim 6 and being (S)-N 6 -[dihydroxypropyl]adenosine.
Claim 15
Dependent Claim
11 words
A compound according to claim 6 and being (R)-N 6 -[2,3-dihydroxypropylisopropylidene]adenosine.
Claim 16
Dependent Claim
11 words
A compound according to claim 6 and being (S)-N 6 -[2,3-dihydroxypropylisopropylidene]adenosine.
References Cited (Backward Citations)
GB2077726A
Cited
US4388308A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-10-06 | 1990-04-07 | 1990-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-10-06 | 1994-04-07 | 1994-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-10-06 | 1998-04-07 | 1998-10-07 | $7700.00 | Window Closed / Lapsed |