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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
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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 13:27
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

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