US5145960A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pyrimidinyl tetrahydrofurans
Assignee: ER Squibb and Sons LLC
•
Filing: 1991-08-07
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Granted: 1992-09-08
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Expires: 2011-08-07
Abstract
Abstract Antiviral activity is exhibited by compounds having the formula <IMAGE> and pharmaceutically acceptable salts thereof wherein R1 is a pyrimidine base or an analog thereof and R2 and R3 are independently hydrogen, -PO3H2 or <IMAGE> wherein X7 is hydrogen, alkyl, substituted alkyl or aryl.
Inventors
- 👤 Robert Zahler
- 👤 Joseph A. Tino
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 22:34
CPC Classifications
C; C07; C07D; C07D473/00; C07D307/00; C07D307/02; C07D307/04; C07D307/18; C07D307/20; C07D405/00; C07D405/02; C07D405/04
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
194 words
A compound having the formula ##STR81## or a pharmaceutically acceptable salt thereof wherein R 1 is ##STR82## X 6 is fluoro, chloro, bromo, iodo, hydrogen, methyl, trilluoromethyl, ethyl, n-propyl, 2-fluoroethyl, 2-chloroethyl, or ##STR83## X 7 is hydrogen, alkyl, substituted alkyl, phenyl or substituted phenyl, X 9 is chloro, bromo, iodo, hydrogen, methyl, or trifluoromethyl, R 2 and R 3 are independently hydrogen, --PO 3 H 2 , or ##STR84## the term "alkyl" refers to straight and branched chained groups of 1 to 10 carbons, the term "substituted alkyl" refers to alkyl groups having one or more substituents selected from the group consisting of halogen, amino, azido, hydroxy, cyano, trialkylammonium (wherein each alkyl group has 1 to 6 carbons), alkoxy of 1 to 6 carbons, phenyl, substituted phenyl, and carboxy, and the term "substituted phenyl" refers to a phenyl substituted with one, two, or three groups selected from the group consisting of alkyl of 1 to 6 carbons, alkoxy of 1 to 6 carbons, halogen, trifluoromethyl, amino, alkylamino of 1 to 6 carbons, dialkylamino (wherein each alkyl group has 1 to 6 carbons), nitro, cyano, alkanoyloxy of 2 to 11 carbons, carboxy, carbonyl, and hydroxy.
Claim 2
Dependent Claim
194 words
A compound having the formula ##STR81## or a pharmaceutically acceptable salt thereof wherein R 1 is ##STR82## X 6 is fluoro, chloro, bromo, iodo, hydrogen, methyl, trilluoromethyl, ethyl, n-propyl, 2-fluoroethyl, 2-chloroethyl, or ##STR83## X 7 is hydrogen, alkyl, substituted alkyl, phenyl or substituted phenyl, X 9 is chloro, bromo, iodo, hydrogen, methyl, or trifluoromethyl, R 2 and R 3 are independently hydrogen, --PO 3 H 2 , or ##STR84## the term "alkyl" refers to straight and branched chained groups of 1 to 10 carbons, the term "substituted alkyl" refers to alkyl groups having one or more substituents selected from the group consisting of halogen, amino, azido, hydroxy, cyano, trialkylammonium (wherein each alkyl group has 1 to 6 carbons), alkoxy of 1 to 6 carbons, phenyl, substituted phenyl, and carboxy, and the term "substituted phenyl" refers to a phenyl substituted with one, two, or three groups selected from the group consisting of alkyl of 1 to 6 carbons, alkoxy of 1 to 6 carbons, halogen, trifluoromethyl, amino, alkylamino of 1 to 6 carbons, dialkylamino (wherein each alkyl group has 1 to 6 carbons), nitro, cyano, alkanoyloxy of 2 to 11 carbons, carboxy, carbonyl, and hydroxy.
Claim 3
Dependent Claim
18 words
A compound in accordance with claim 1 wherein R 2 and R 3 are independently hydrogen or ##STR85##
Claim 4
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 5
Dependent Claim
15 words
A compound in accordance with claim 1 wherein R 2 and R 3 are hydrogen.
Claim 6
Dependent Claim
12 words
A compound in accordance with claim 4 wherein R 1 is ##STR86##
Claim 7
Dependent Claim
12 words
A compound in accordance with claim 4 wherein R 1 is ##STR87##
Claim 8
Dependent Claim
12 words
A compound in accordance with claim 5 wherein R 1 is ##STR88##
Claim 9
Dependent Claim
12 words
A compound in accordance with claim 6 wherein R 1 is ##STR89##
Claim 10
Dependent Claim
12 words
A compound in accordance with claim 6 wherein R 1 is ##STR90##
Claim 11
Dependent Claim
12 words
A compound in accordance with claim 6 wherein R 1 is ##STR91##
Claim 12
Dependent Claim
12 words
A compound in accordance with claim 5 wherein R 1 is ##STR92##
Claim 13
Dependent Claim
12 words
A compound in accordance with claim 5 wherein R 1 is ##STR93##
Claim 14
Dependent Claim
12 words
A compound in accordance with claim 5 wherein R 1 is ##STR94##
Claim 15
Dependent Claim
12 words
A compound in accordance with claim 6 wherein R 1 is ##STR95##
Claim 16
Dependent Claim
8 words
A compound in accordance with claim 1, [3S-(3α,4β,5α)]-5-methyl-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2,4(1H,3H)-pyrimidinedione.
Claim 17
Dependent Claim
8 words
A compound in accordance with claim 1, [3S-(3α,4β,5α)]-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2,4(1H,3H)-pyrimidinedione.
Claim 18
Dependent Claim
8 words
A compound in accordance with claim 1, [3S-(3α,4β,5α)]-5-iodo-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2,4(1H,3H)-pyrimidinedione.
Claim 19
Dependent Claim
8 words
A compound in accordance with claim 1, [3S-(3α,4β,5α)]-4-amino-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2(1H)-pyrimidinone.
Claim 20
Dependent Claim
9 words
A compound in accordance with claim 1, [3S-(3α(E),4β,5α)]-5-(2-bromoethenyl)-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2,4(1H, 3H)-pyrimidinedione.
Claim 21
Dependent Claim
8 words
A compound in accordance with claim 1, [3S-(3α,4β,5α)]-4-amino-5-methyl-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2(1H)-pyrimidinone.
Claim 22
Dependent Claim
8 words
A compound in accordance with claim 1, [3S-(3α,4β,5α)]-4-amino-5-iodo-1-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-2(1H)-pyrimidinone.
Claim 23
Dependent Claim
20 words
A compound in accordance with claim 6 wherein X 6 is ##STR96## and X 9 is chloro, bromo, or iodo.
Claim 24
Dependent Claim
20 words
A compound in accordance with claim 5 wherein X 6 is ##STR97## and X 9 is chloro, bromo, or iodo.
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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) | 1995-09-08 | 1996-03-09 | 1996-09-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-09-08 | 2000-03-09 | 2000-09-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-09-08 | 2004-03-09 | 2004-09-08 | $7700.00 | Window Closed / Lapsed |