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US4918075A
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Purinyl and pyrimidinyl cyclobutanes and their use as antiviral agents
Assignee: ER Squibb and Sons LLC
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Filing: 1988-12-20
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Granted: 1990-04-17
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Expires: 2008-12-20
Abstract
Abstract Antiviral activity is exhibited by compounds having the formula ##STR1## its pharmaceutically acceptable salts thereof wherein R 2 and R 3 are independently hydrogen, --PO 3 H 2 or ##STR2## and R 1 is either a purine, pyrimidine or an analog thereof.
Inventors
- 👤 Robert Zahler
- 👤 Glenn A. Jacobs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 19:29
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/52; C07D239/54; C07D239/545; C07D239/553; C07D473/00
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
124 words
A compound having the formula ##STR88## or a pharmaceutically acceptable salt thereof, wherein R 1 is ##STR89## wherein X 1 is hydrogen, amino, ##STR90## and --N═CHN(X 8 ) 2 X 2 is methyl, fluoro, chloro, bromo, iodo, hydroxy, or amino, X 3 is hydrogen, chloro, or O--X 8 , X 4 is amino, ##STR91## or --N═CHN(X 8 ) 2 , X 5 is hydrogen, methyl, fluoro, chloro, bromo, iodo, hydroxy, or amino, X 6 is fluoro, chloro, bromo, iodo, hydrogen, methyl, trifluoromethyl, ethyl, 2-fluoroethyl, 2-chloroethyl, or ##STR92## X 7 is hydrogen, alkyl, substituted alkyl, or aryl, X 8 is alkyl, X 9 is chloro, bromo, iodo, hydrogen, or methyl, R 2 and R 3 are independently hydrogen, --PO 3 H 2 , or ##STR93##
Claim 2
Dependent Claim
124 words
A compound having the formula ##STR88## or a pharmaceutically acceptable salt thereof, wherein R 1 is ##STR89## wherein X 1 is hydrogen, amino, ##STR90## and --N═CHN(X 8 ) 2 X 2 is methyl, fluoro, chloro, bromo, iodo, hydroxy, or amino, X 3 is hydrogen, chloro, or O--X 8 , X 4 is amino, ##STR91## or --N═CHN(X 8 ) 2 , X 5 is hydrogen, methyl, fluoro, chloro, bromo, iodo, hydroxy, or amino, X 6 is fluoro, chloro, bromo, iodo, hydrogen, methyl, trifluoromethyl, ethyl, 2-fluoroethyl, 2-chloroethyl, or ##STR92## X 7 is hydrogen, alkyl, substituted alkyl, or aryl, X 8 is alkyl, X 9 is chloro, bromo, iodo, hydrogen, or methyl, R 2 and R 3 are independently hydrogen, --PO 3 H 2 , or ##STR93##
Claim 3
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR94##
Claim 4
Dependent Claim
12 words
A compound in accordance with claim 2 wherein R 1 is ##STR95##
Claim 5
Dependent Claim
12 words
A compound in accordance with claim 2 wherein R 1 is ##STR96##
Claim 6
Dependent Claim
18 words
A compound in accordance with claim 1 wherein R 2 and R 3 are independently hydrogen or ##STR97##
Claim 7
Dependent Claim
22 words
A compound in accordance with claim 1 wherein R 2 and R 3 are independently hydrogen or --PO 3 H 2 .
Claim 8
Dependent Claim
15 words
A compound in accordance with claim 6 wherein R 2 and R 3 are hydrogen.
Claim 9
Dependent Claim
18 words
A compound in accordance with claim 3 wherein R 2 and R 3 are independently hydrogen or ##STR98##
Claim 10
Dependent Claim
22 words
A compound in accordance with claim 3 wherein R 2 and R 3 are independently hydrogen or --PO 3 H 2 .
Claim 11
Dependent Claim
18 words
A compound in accordance with claim 4 wherein R 2 and R 3 are independently hydrogen or ##STR99##
Claim 12
Dependent Claim
22 words
A compound in accordance with claim 4 wherein R 2 and R 3 are independently hydrogen or --PO 3 H 2 .
Claim 13
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR100##
Claim 14
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR101##
Claim 15
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR102##
Claim 16
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR103##
Claim 17
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR104##
Claim 18
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR105##
Claim 19
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR106##
Claim 20
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 1 is ##STR107##
Claim 21
Dependent Claim
8 words
The compound in accordance with claim 1, (1α,2β,3α)-9-[2-hydroxy-3-(hydroxymethyl)cyclobutyl]guanine.
Claim 22
Dependent Claim
8 words
The compound in accordance with claim 1, (1α,2β,3α)-3-(6-amino-9H-purin-9-yl)-2-hydroxycyclobutanemethanol.
Claim 23
Dependent Claim
8 words
The compound in accordance with claim 1, (1α,2β,3α)-2-amino-1,9-dihydro-9-[2-hydroxy-3-(hydroxymethyl)cyclobutyl]-8-methyl-6H-purin-6-one.
Claim 24
Dependent Claim
8 words
The compound in accordance with claim 1, (1α,2β,3α)-2-amino-8-bromo-1,9-dihydro-9-[2-hydroxy-3-(hydroxymethyl)cyclobutyl]-6H-purin-6-one.
Claim 25
Dependent Claim
8 words
The compound in accordance with claim 1, (1α,2β,3α)-2,8-diamino-1,9-dihydro-9-[2-hydroxy-3-(hydroxymethyl))cyclobutyl]-6H-purine-6-one.
Claim 26
Dependent Claim
33 words
A method of treating a viral infection in a mammalian or avian host in need thereof, which comprises administering to said host an effective amount of a compound as defined in claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-04-16 | 1993-10-16 | 1994-04-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-04-16 | 1997-10-16 | 1998-04-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-04-16 | 2001-10-16 | 2002-04-17 | $7700.00 | Window Closed / Lapsed |