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US5145960A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrimidinyl tetrahydrofurans

Assignee: ER Squibb and Sons LLC
•
Filing: 1991-08-07
•
Granted: 1992-09-08
•
Expires: 2011-08-07
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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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3.5 Years (Year 4) 1995-09-08 1996-03-09 1996-09-08 $2000.00 Window Closed / Lapsed
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