Patent US4060616A successfully refreshed from Google Patents.
US4060616A
Expired / Lapsed
US
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Purine derivatives with repeating unit
Assignee: SmithKline Beecham Corp
•
Filing: 1976-03-01
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Granted: 1977-11-29
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Expires: 1996-03-01
Abstract
Abstract 9-[2-(2-Hydroxyethoxy)ethoxymethyl] and related derivatives of certain 2-amino-6-substituted purines have been discovered to have potent anti-viral activities. Novel compounds and their pharmaceutically acceptable salts, pharmaceutical formulations containing the compounds of this invention, and the treatment of viral infection with these formulations are all disclosed. 9-[2-(2-hydroxyethoxy)ethoxymethyl] guanine and 2-amino-9-[2-(2-hydroxyethoxy)ethoxymethyl] adenine, i.e. 2,6-diamino-9-[2-(2-hydroxyethoxy)ethoxymethyl] purine, are examples of especially active compounds of this invention.
Inventors
- 👤 Howard John Schaeffer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 20:23
CPC Classifications
C; C07; C07D; C07D473/00; A; A61; A61P; A61P31/00; A61P31/12; C07D473/26; C07D473/28; C07D473/30
Claims Analysis
Total Claims: 96
Claim 1
Independent Claim
48 words
A compound of the formula I ##STR9## where n is an integer of 2 to 10 R is halogen, hydroxy or amino R 1 is hydrogen or ##STR10## where R 2 is hydrogen, alkyl of 1 to 8 carbons, phenyl or naphthyl or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
48 words
A compound of the formula I ##STR9## where n is an integer of 2 to 10 R is halogen, hydroxy or amino R 1 is hydrogen or ##STR10## where R 2 is hydrogen, alkyl of 1 to 8 carbons, phenyl or naphthyl or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
12 words
The compound or salt of claim I in which R is chlorine.
Claim 4
Dependent Claim
14 words
The compound or salt of claim I in which n is 2 to 4.
Claim 5
Dependent Claim
12 words
The compound or salt of claim I in which n is 2.
Claim 6
Dependent Claim
12 words
The compound or salt of claim I in which R is amino.
Claim 7
Dependent Claim
12 words
The compound or salt of claim I in which R is OH.
Claim 8
Dependent Claim
13 words
The compound or salt of claim I in which R 1 is ##STR11##
Claim 9
Dependent Claim
2 words
2-amino-6-chloro-9-[2-(2-benzoyloxyethoxy)ethoxymethyl] purine.
Claim 10
Dependent Claim
2 words
2-amino-6-chloro-9-[2-(2-benzoyloxyethoxy)ethoxymethyl] purine.
Claim 11
Dependent Claim
2 words
2,6-Diamino-9-[2-(2-hydroxyethoxy)ethoxymethyl] purine.
Claim 12
Dependent Claim
2 words
2,6-Diamino-9-[2-(2-hydroxyethoxy)ethoxymethyl] purine.
Claim 13
Dependent Claim
2 words
9-[2-hydroxyethoxy)ethoxymethyl] guanine.
Claim 14
Dependent Claim
2 words
9-[2-hydroxyethoxy)ethoxymethyl] guanine.
Claim 15
Dependent Claim
18 words
The compound or salt of claim I in which R 2 is alkyl of 1 to 4 carbons.
Claim 16
Dependent Claim
13 words
The compound or salt of claim I in which R 2 is phenyl.
Claim 17
Dependent Claim
13 words
The compound or salt of claim I in which R 2 is napthyl.
Claim 18
Dependent Claim
13 words
The compound or salt of claim I in which R 2 is hydrogen.
Claim 19
Dependent Claim
11 words
The compound of claim 2 where n is 2 to 4.
Claim 20
Dependent Claim
10 words
The compound of claim 15 in which n is 2.
Claim 21
Dependent Claim
12 words
The compound or salt of claim 14 in which n is 2.
Claim 22
Dependent Claim
66 words
A pharmaceutical composition comprising an effective non-toxic antiviral amount of a compound of the formula I ##STR12## where n is an integer of 2 to 10 R is halogen, hydroxy or amino R 1 is hydrogen or ##STR13## where R 2 is hydrogen, alkyl of 1 to 8 carbons, phenyl or naphthyl or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefore.
Claim 23
Dependent Claim
66 words
A pharmaceutical composition comprising an effective non-toxic antiviral amount of a compound of the formula I ##STR12## where n is an integer of 2 to 10 R is halogen, hydroxy or amino R 1 is hydrogen or ##STR13## where R 2 is hydrogen, alkyl of 1 to 8 carbons, phenyl or naphthyl or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefore.
Claim 24
Dependent Claim
10 words
The composition of claim 18 in which R is chlorine.
Claim 25
Dependent Claim
12 words
The composition of claim 18 in which n is 2 to 4.
Claim 26
Dependent Claim
10 words
The composition of claim 18 in which n is 2.
Claim 27
Dependent Claim
10 words
The composition of claim 18 in which R is amino.
Claim 28
Dependent Claim
10 words
The composition of claim 18 in which R is OH.
Claim 29
Dependent Claim
11 words
The composition of claim 18 in which R 1 is ##STR14##
Claim 30
Dependent Claim
17 words
The composition of claim 18 in which the composition comprises 2-amino-6-chloro-9-purine or a pharamaceutically acceptable salt thereof.
Claim 31
Dependent Claim
17 words
The composition of claim 18 in which the composition comprises 2,6-Diamino-9-purine or a pharmaceutically acceptable salt thereof.
Claim 32
Dependent Claim
17 words
The composition of claim 18 in which the composition comprises 9-guanine or a pharmaceutically acceptable salt thereof.
Claim 33
Dependent Claim
16 words
The composition of claim 18 in which R 2 is alkyl of 1 to 4 carbons.
Claim 34
Dependent Claim
11 words
The composition of claim 18 in which R 2 is phenyl.
Claim 35
Dependent Claim
11 words
The composition of claim 18 in which R 2 is napthyl.
Claim 36
Dependent Claim
11 words
The composition of claim 18 in which R 2 is hydrogen.
Claim 37
Dependent Claim
11 words
The composition of claim 19 where n is 2 to 4.
Claim 38
Dependent Claim
10 words
The composition of claim 19 in which n is 2.
Claim 39
Dependent Claim
12 words
The composition of claim 22 in which n is 2 to 4.
Claim 40
Independent Claim
73 words
The method of treating a susceptible virus infection of mammal which comprises administering to said virus infected mammal an effective non toxic antiviral treatment amount of a compound of the formula I ##STR15## where n is an integer of 2 to 10 R is halogen, hydroxy or amino R 1 is hydrogen or ##STR16## where R 2 is hydrogen, alkyl of 1 to 8 carbons, phenal naphthyl or a pharmaceutically acceptable salt thereof.
Claim 41
Independent Claim
73 words
The method of treating a susceptible virus infection of mammal which comprises administering to said virus infected mammal an effective non toxic antiviral treatment amount of a compound of the formula I ##STR15## where n is an integer of 2 to 10 R is halogen, hydroxy or amino R 1 is hydrogen or ##STR16## where R 2 is hydrogen, alkyl of 1 to 8 carbons, phenal naphthyl or a pharmaceutically acceptable salt thereof.
Claim 42
Dependent Claim
10 words
The method of claim 35 in which R is chlorine.
Claim 43
Dependent Claim
12 words
The method of claim 35 in which n is 2 to 4.
Claim 44
Dependent Claim
10 words
The method of claim 35 in which n is 2.
Claim 45
Dependent Claim
12 words
The method of claim 35 in which R is NH 2 .
Claim 46
Dependent Claim
10 words
The method of claim 35 in which R is OH.
Claim 47
Dependent Claim
11 words
The method of claim 35 in which R 1 is ##STR17##
Claim 48
Dependent Claim
16 words
The method of claim 35 in which 2-amino-6-chloro-9-purine or a pharmaceutically acceptable salt thereof is administered.
Claim 49
Dependent Claim
16 words
The method of claim 35 in which 2,6-Diamino-9-purine or a pharmaceutically acceptable salt thereof is administered.
Claim 50
Dependent Claim
16 words
The method of claim 35 in which 9-guanine or a pharmaceutically acceptable salt thereof is adminstered.
Claim 51
Dependent Claim
16 words
The method of claim 35 in which R 2 is alkyl of 1 to 4 carbons.
Claim 52
Dependent Claim
11 words
The method of claim 35 in which R 2 is phenyl.
Claim 53
Dependent Claim
11 words
The method of claim 35 in which R 2 is napthyl.
Claim 54
Dependent Claim
11 words
The method of claim 35 in which R 2 is hydrogen.
Claim 55
Dependent Claim
11 words
The method of claim 36, where n is 2 to 4.
Claim 56
Dependent Claim
10 words
The method of claim 36 in which n is 2.
Claim 57
Dependent Claim
11 words
The method of claim 35 in which the virus is herpes.
Claim 58
Dependent Claim
12 words
The method of claim 51 in which the virus is herpes simplex.
Claim 59
Dependent Claim
14 words
The method of claim 35 in which the compound is administered orally or parenterally.
Claim 60
Dependent Claim
17 words
The method of claim 35 in which the amount is 0.1 to 250 mg/kg of mammal bodyweight.
Claim 61
Dependent Claim
13 words
The compound or salt of claim 5 where n is 2 to 4.
Claim 62
Dependent Claim
13 words
The compound or salt of claim 6 where n is 2 to 4.
Claim 63
Dependent Claim
13 words
The compound or salt of claim 11 where n is 2 to 4.
Claim 64
Dependent Claim
13 words
The compound or salt of claim 12 where n is 2 to 4.
Claim 65
Dependent Claim
13 words
The compound or salt of claim 13 where n is 2 to 4.
Claim 66
Dependent Claim
13 words
The compound or salt of claim 14 where n is 2 to 4.
Claim 67
Dependent Claim
12 words
The compound or salt of claim 5 in which n is 2.
Claim 68
Dependent Claim
12 words
The compound or salt of claim 6 in which n is 2.
Claim 69
Dependent Claim
12 words
The compound or salt of claim 11 in which n is 2.
Claim 70
Dependent Claim
12 words
The compound or salt of claim 12 in which n is 2.
Claim 71
Dependent Claim
12 words
The compound or salt of claim 13 in which n is 2.
Claim 72
Dependent Claim
6 words
A pharmaceutically acceptable salt of 2-amino-6-chloro-9-[2-(2-benzoyloxyethoxy)-ethoxymethyl]purine.
Claim 73
Dependent Claim
6 words
A pharmaceutically acceptable salt of 2-amino-6-chloro-9-[2-(2-benzoyloxyethoxy)-ethoxymethyl]purine.
Claim 74
Dependent Claim
6 words
A pharmaceutically acceptable salt of 2,6-Diamino9-[2-(2-hydroxyethoxy)ethoxymethyl]purine.
Claim 75
Dependent Claim
6 words
A pharmaceutically acceptable salt of 2,6-Diamino9-[2-(2-hydroxyethoxy)ethoxymethyl]purine.
Claim 76
Dependent Claim
6 words
A pharmaceutically acceptable salt of 9-[2-(2-hydroxyethoxy)ethoxymethyl]guanine.
Claim 77
Dependent Claim
6 words
A pharmaceutically acceptable salt of 9-[2-(2-hydroxyethoxy)ethoxymethyl]guanine.
Claim 78
Dependent Claim
12 words
The composition of claim 23 in which n is 2 to 4.
Claim 79
Dependent Claim
12 words
The composition of claim 28 in which n is 2 to 4.
Claim 80
Dependent Claim
12 words
The composition of claim 29 in which n is 2 to 4.
Claim 81
Dependent Claim
12 words
The composition of claim 30 in which n is 2 to 4.
Claim 82
Dependent Claim
12 words
The composition of claim 31 in which n is 2 to 4.
Claim 83
Dependent Claim
10 words
The composition of claim 22 in which n is 2.
Claim 84
Dependent Claim
10 words
The composition of claim 23 in which n is 2.
Claim 85
Dependent Claim
10 words
The composition of claim 28 in which n is 2.
Claim 86
Dependent Claim
10 words
The composition of claim 29 in which n is 2.
Claim 87
Dependent Claim
10 words
The composition of claim 30 in which n is 2.
Claim 88
Dependent Claim
10 words
The composition of claim 31 in which n is 2.
Claim 89
Dependent Claim
12 words
The method of claim 40 in which n is 2 to 4.
Claim 90
Dependent Claim
12 words
The method of claim 45 in which n is 2 to 4.
Claim 91
Dependent Claim
12 words
The method of claim 46 in which n is 2 to 4.
Claim 92
Dependent Claim
12 words
The method of claim 47 in which n is 2 to 4.
Claim 93
Dependent Claim
12 words
The method of claim 48 in which n is 2 to 4.
Claim 94
Dependent Claim
25 words
The method of claim 42 in which the virus is herpes simplex or zoster and the amount is 0.1 to 250 mg/kg of mammal bodyweight.
Claim 95
Dependent Claim
25 words
The method of claim 43 in which the virus is herpes simplex or zoster and the amount is 0.1 to 250 mg/kg of mammal bodyweight.
Claim 96
Dependent Claim
24 words
The method of claim 44 in which the virus is herpes simplex or zoster and the amount is 0.1 to 250 of mammal bodyweight.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-11-28 | 1981-05-30 | 1981-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-28 | 1985-05-30 | 1985-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-28 | 1989-05-30 | 1989-11-29 | $7700.00 | Window Closed / Lapsed |