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Xanthates and antiviral use thereof

Assignee: CT HOLDING AG
•
Filing: 1983-05-13
•
Granted: 1986-07-22
•
Expires: 2003-05-13
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Abstract

Abstract Novel antiviral xanthate compounds, a process for their production, pharmaceutical compositions containing said xanthate compounds, and a method of combating viruses therewith, are disclosed.

Inventors

  • 👤 Arthur Scherm
  • 👤 Klaus Hummel

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 14:51
CPC Classifications
C; C07; C07C; C07C329/00; C07C329/02; A; A61; A61K; A61K31/00; A61K31/21; A61K31/265; A61P; A61P31/00; A61P31/12; A61P35/00

Claims Analysis

Total Claims: 65
Claim 1
Independent Claim 86 words
Xanthates of the formula: ##STR3## wherein R 1 is norbornyl, tricyclodecyl, or cyclododecyl, and wherein R 2 is a mono- or polyvalent metal atom, a straight or branched C 1 -C 6 -alkyl group which may be substituted by a hydroxy, C 1 -C 4 -alkoxy, amino, C 1 -C 4 -alkylamino or (C 1 -C 4 -alkyl) 2 amino group or (C 1 -C 4 -alkyl) 3 ammonium group or a halogen atom, or represents a 2,3-dihydroxypropyl group or ω-hydroxy-(C 1 -C 4 -alkoxy)methyl group.
Claim 2
Dependent Claim 86 words
Xanthates of the formula: ##STR3## wherein R 1 is norbornyl, tricyclodecyl, or cyclododecyl, and wherein R 2 is a mono- or polyvalent metal atom, a straight or branched C 1 -C 6 -alkyl group which may be substituted by a hydroxy, C 1 -C 4 -alkoxy, amino, C 1 -C 4 -alkylamino or (C 1 -C 4 -alkyl) 2 amino group or (C 1 -C 4 -alkyl) 3 ammonium group or a halogen atom, or represents a 2,3-dihydroxypropyl group or ω-hydroxy-(C 1 -C 4 -alkoxy)methyl group.
Claim 3
Dependent Claim 10 words
Compound of claim 1, which is alkali metal cyclododecyl xanthate.
Claim 4
Dependent Claim 13 words
Composition of claim 1, wherein the antiviral compound is alkali metal benzyl xanthate.
Claim 5
Dependent Claim 15 words
Composition of claim 1, wherein the antiviral compound is alkali metal cyclohexyl or dodecyl xanthate.
Claim 6
Dependent Claim 10 words
Compound of claim 1, which is alkali metal adamantyl xanthate.
Claim 7
Dependent Claim 12 words
Compound of claim 1, which is alkali metal-2-endobicyclo[2.2.1 1 ,4 ]heptyl xanthate.
Claim 8
Dependent Claim 13 words
Compound of claim 1, which is alkali metal 8(9)-tricyclo[5.2.1.0 2 .6 ]decyl xanthate.
Claim 9
Dependent Claim 9 words
Product of claim 1, which is sodium cyclododecyl xanthate.
Claim 10
Dependent Claim 12 words
Composition of claim 1, wherein the antiviral compound is sodium benzyl xanthate.
Claim 11
Dependent Claim 14 words
Composition of claim 1, wherein the antiviral compound is sodium cyclohexyl or dodecyl xanthate.
Claim 12
Dependent Claim 12 words
Composition of claim 1, wherein the antiviral compound is cyclohexyl methyl xanthate.
Claim 13
Dependent Claim 9 words
Product of claim 1, which is potassium adamantyl xanthate.
Claim 14
Dependent Claim 12 words
Product of claim 1, which is potassium 2-endobicyclo[2.2.1 1 ,4 ]heptyl xanthate.
Claim 15
Dependent Claim 12 words
Product of claim 1, which is potassium 8(9)-tricyclo[5.2.1.0 2 ,6 ]decyl xanthate.
Claim 16
Dependent Claim 30 words
A pharmaceutical composition having virustatic properties against herpes, influenza, or vaccine virus which comprises an effective antiviral amount of a compound of claim 1 in admixture with a pharmaceutically-acceptable carrier.
Claim 17
Dependent Claim 44 words
A method of combating a herpes, influenza, or vaccine virus which is susceptible to inhibition by a chemical antiviral agent comprising the step of administering to the host or situs for the virus an effective antiviral amount of a compound according to claim 1.
Claim 18
Dependent Claim 11 words
A compound of claim 1, which is an alkali metal xanthate.
Claim 19
Dependent Claim 13 words
A composition of claim 1, wherein the antiviral compound is cyclohexyl lower-alkyl xanthate.
Claim 20
Dependent Claim 41 words
A composition having virustatic properties against herpes, influenza, or vaccine virus which comprises an effective antiviral amount of a compound of claim 1 in admixture with a carrier which does not interfere with the antiviral effect of the active antiviral compound.
Claim 21
Dependent Claim 196 words
A biologically-active composition having virustatic properties against herpes, influenza, or vaccine virus which comprises an effective antiviral amount of a xanthate of the formula: ##STR4## wherein R 1 is benzyl, straight or branched C 3 -C 20 -alkyl, or C 3 -C 20 -cycloalkyl, wherein the aforementioned straight or branched C 3 -C 20 -alkyl group may be substituted by a hydroxy, C 1 -C 4 -alkoxy group, or a halogen atom, and wherein the aforementioned C 3 -C 20 -cycloalkyl group may be likewise substituted by a hydroxy, C 1 -C 4 -alkoxy, or C 1 -C 4 -alkyl group, or a halogen atom, and wherein R 2 is a mono- or polyvalent metal atom, a straight or branched C 1 -C 6 -alkyl group which may be substituted by a hydroxy, C 1 -C 4 -alkoxy, amino, C 1 -C 4 -alkylamino, or (C 1 -C 4 -alkyl) 2 amino group, or (C 1 -C 4 -alkyl) 3 ammonium group, or a halogen atom, or represents a 2,3-dihydroxypropyl group or ω-hydroxy-(C 1 -C 4 -alkoxy)methyl group, in admixture with a carrier which does not interfere with the antiviral effect of the active antiviral compound.
Claim 22
Dependent Claim 196 words
A biologically-active composition having virustatic properties against herpes, influenza, or vaccine virus which comprises an effective antiviral amount of a xanthate of the formula: ##STR4## wherein R 1 is benzyl, straight or branched C 3 -C 20 -alkyl, or C 3 -C 20 -cycloalkyl, wherein the aforementioned straight or branched C 3 -C 20 -alkyl group may be substituted by a hydroxy, C 1 -C 4 -alkoxy group, or a halogen atom, and wherein the aforementioned C 3 -C 20 -cycloalkyl group may be likewise substituted by a hydroxy, C 1 -C 4 -alkoxy, or C 1 -C 4 -alkyl group, or a halogen atom, and wherein R 2 is a mono- or polyvalent metal atom, a straight or branched C 1 -C 6 -alkyl group which may be substituted by a hydroxy, C 1 -C 4 -alkoxy, amino, C 1 -C 4 -alkylamino, or (C 1 -C 4 -alkyl) 2 amino group, or (C 1 -C 4 -alkyl) 3 ammonium group, or a halogen atom, or represents a 2,3-dihydroxypropyl group or ω-hydroxy-(C 1 -C 4 -alkoxy)methyl group, in admixture with a carrier which does not interfere with the antiviral effect of the active antiviral compound.
Claim 23
Dependent Claim 14 words
A composition of claim 20, wherein the antiviral compound is an alkali metal xanthate.
Claim 24
Dependent Claim 14 words
A composition of claim 15, wherein the antiviral compound is alkali metal cyclododecyl xanthate.
Claim 25
Dependent Claim 14 words
A composition of claim 15, wherein the antiviral compound is alkali metal adamantyl xanthate.
Claim 26
Dependent Claim 17 words
A composition of claim 15, wherein the antiviral compound is alkali metal 2-endo-bicyclo[2.2.1 1 ,4 ]heptyl xanthate.
Claim 27
Dependent Claim 17 words
A composition of claim 15, wherein the antiviral compound is alkali metal 8(9)-tricyclo[5.2.1.0 2 .6 ]decyl xanthate.
Claim 28
Dependent Claim 13 words
A composition of claim 15, wherein the antiviral compound is sodium cyclododecyl xanthate.
Claim 29
Dependent Claim 13 words
A composition of claim 15, wherein the antiviral compound is potassium adamantyl xanthate.
Claim 30
Dependent Claim 16 words
A composition of claim 15, wherein the antiviral compound is potassium 2-endo-bicyclo[2.2.1 1 ,4 ]heptyl xanthate.
Claim 31
Dependent Claim 16 words
A composition of claim 15, wherein the antiviral compound is potassium 8(9)-tricyclo[5.2.1.0 2 .6 ]decyl xanthate.
Claim 32
Independent Claim 197 words
A method of combating a herpes, influenza, or vaccine virus which is susceptible to inhibition by a chemical antiviral agent comprising the step of administering to the host or situs for the virus an effective antiviral amount of a xanthate of the formula: ##STR5## wherein R 1 is benzyl, straight or branched C 3 -C 20 -alkyl, or C 3 -C 20 -cycloalkyl, wherein the aforementioned straight or branched C 3 -C 20 -alkyl group may be substituted by a hydroxy, C 1 -C 4 -alkoxy group, or a halogen atom, and wherein the aforementioned C 3 -C 20 -cycloalkyl group may be likewise substituted by a hydroxy, C 1 -C 4 -alkoxy, or C 1 -C 4 -alkyl group, or a halogen atom, and wherein R 2 is a mono- or polyvalent metal atom, a straight or branched C 1 -C 6 -alkyl group which may be substituted by a hydroxy, C 1 -C 4 -alkoxy, amino, C 1 -C 4 -alkylamino, or (C 1 -C 4 -alkyl) 2 amino group, or (C 1 -C 4 -alkyl) 3 ammonium group, or a halogen atom, or represents a 2,3-dihydroxypropyl group or ω-hydroxy-(C 1 -C 4 -alkoxy)methyl group.
Claim 33
Independent Claim 197 words
A method of combating a herpes, influenza, or vaccine virus which is susceptible to inhibition by a chemical antiviral agent comprising the step of administering to the host or situs for the virus an effective antiviral amount of a xanthate of the formula: ##STR5## wherein R 1 is benzyl, straight or branched C 3 -C 20 -alkyl, or C 3 -C 20 -cycloalkyl, wherein the aforementioned straight or branched C 3 -C 20 -alkyl group may be substituted by a hydroxy, C 1 -C 4 -alkoxy group, or a halogen atom, and wherein the aforementioned C 3 -C 20 -cycloalkyl group may be likewise substituted by a hydroxy, C 1 -C 4 -alkoxy, or C 1 -C 4 -alkyl group, or a halogen atom, and wherein R 2 is a mono- or polyvalent metal atom, a straight or branched C 1 -C 6 -alkyl group which may be substituted by a hydroxy, C 1 -C 4 -alkoxy, amino, C 1 -C 4 -alkylamino, or (C 1 -C 4 -alkyl) 2 amino group, or (C 1 -C 4 -alkyl) 3 ammonium group, or a halogen atom, or represents a 2,3-dihydroxypropyl group or ω-hydroxy-(C 1 -C 4 -alkoxy)methyl group.
Claim 34
Dependent Claim 14 words
A method of claim 30, wherein the antiviral compound is an alkali metal xanthate.
Claim 35
Dependent Claim 14 words
A method of claim 16, wherein the antiviral compound is alkali metal cyclododecyl xanthate.
Claim 36
Dependent Claim 14 words
A method of claim 16, wherein the antiviral compound is alkali metal adamantyl mixture.
Claim 37
Dependent Claim 17 words
A method of claim 16, wherein the antiviral compound is alkali metal 2-endo-bicyclo[2.2.1 1 ,4 ]heptyl xanthate.
Claim 38
Dependent Claim 17 words
A method of claim 16, wherein the antiviral compound is alkali metal 8(9)-tricyclo[5.2.1.0 2 .6 ]decyl xanthate.
Claim 39
Dependent Claim 13 words
A method of claim 16, wherein the antiviral compound is sodium cyclododecyl xanthate.
Claim 40
Dependent Claim 13 words
A method of claim 16, wherein the antiviral compound is potassium adamantyl xanthate.
Claim 41
Dependent Claim 16 words
A method of claim 16, wherein the antiviral compound is potassium 2-endo-bicyclo[2.2.1 1 ,4 ]heptyl xanthate.
Claim 42
Dependent Claim 16 words
A method of claim 16, wherein the antiviral compound is potassium 8(9)-tricyclo[5.2.1.0 2 .6 ]decyl xanthate.
Claim 43
Dependent Claim 14 words
A method of claim 30, wherein the antiviral compound is alkali metal benzyl xanthate.
Claim 44
Dependent Claim 16 words
A method of claim 30, wherein the antiviral compound is alkali metal dodecyl or cyclohexyl xanthate.
Claim 45
Dependent Claim 13 words
A method of claim 30, wherein the antiviral compound is sodium benzyl xanthate.
Claim 46
Dependent Claim 15 words
A method of claim 30, wherein the antiviral compound is sodium cyclohexyl or dodecyl xanthate.
Claim 47
Dependent Claim 13 words
A method of claim 30, wherein the antiviral compound is cyclohexyl methyl xanthate.
Claim 48
Dependent Claim 14 words
A method of claim 30, wherein the antiviral compound is a cyclohexyl lower-alkyl xanthate.
Claim 49
Dependent Claim 4 words
Alkali metal isobornylcyclohexyl xanthate.
Claim 50
Dependent Claim 4 words
Alkali metal isobornylcyclohexyl xanthate.
Claim 51
Dependent Claim 9 words
Compound of claim 46, which is Potassium 4-isobornylcyclohexyl xanthate.
Claim 52
Dependent Claim 29 words
A pharmaceutical composition suitable for use against herpes, vaccinia, or influenza virus comprising an effective antiviral amount of a compound of claim 46 together with a pharmaceutically-acceptable pharmaceutical carrier.
Claim 53
Dependent Claim 28 words
A pharmaceutical composition suitable for use against herpes, vaccinia, influenza virus comprising an effective antiviral amount of a compound of claim 47 together with a pharmaceutically-acceptable pharmaceutical carrier.
Claim 54
Dependent Claim 25 words
A method of combating a herpes, vaccinia or influenza virus comprising administering to the host an effective antiviral amount of a compound of claim 46.
Claim 55
Dependent Claim 25 words
A method of combating a herpes, vaccinia or influenza virus comprising administering to the host an effective antiviral amount of a compound of claim 47.
Claim 56
Dependent Claim 7 words
Alkali metal 2-bicyclo[2.2.1 1 ,4 ]-heptyl xanthate.
Claim 57
Dependent Claim 7 words
Alkali metal 2-bicyclo[2.2.1 1 ,4 ]-heptyl xanthate.
Claim 58
Dependent Claim 13 words
Compound of claim 52, which is Alkali metal 2-exo-bicyclo[2.2.1 1 ,4 ]-heptyl xanthate.
Claim 59
Dependent Claim 12 words
Compound of claim 52, which is Potassium 2-exo-bicyclo[2.2.1 1 ,4 ]-heptyl xanthate.
Claim 60
Dependent Claim 29 words
A pharmaceutical composition suitable for use against herpes, vaccinia, or influenza virus comprising an effective antiviral amount of a compound of claim 52 together with a pharmaceutically-acceptable pharmaceutical carrier.
Claim 61
Dependent Claim 36 words
A pharmaceutical composition suitable for use as an antiviral composition or antitumor composition against herpes, vaccinia, or influenza virus comprising an effective antiviral amount of a compound of claim 53 together with a pharmaceutically-acceptable pharmaceutical carrier.
Claim 62
Dependent Claim 36 words
A pharmaceutical composition suitable for use as an antiviral composition or antitumor composition against herpes, vaccinia, or influenza virus comprising an effective antiviral amount of a compound of claim 54 together with a pharmaceutically-acceptable pharmaceutical carrier.
Claim 63
Dependent Claim 25 words
A method of combating a herpes, vaccinia, or influenza virus comprising administering to the host an effective antiviral amount of a compound of claim 52.
Claim 64
Dependent Claim 25 words
A method of combating a herpes, vaccinia, or infuenza virus comprising administering to the host an effective antiviral amount of a compound of claim 53.
Claim 65
Dependent Claim 25 words
A method of combating a herpes, vaccinia, or influenza virus comprising administering to the host an effective antiviral amount of a compound of claim 54.

References Cited (Backward Citations)

US2811432A Cited
US3864469A Cited
US3864417A Cited
US3965137A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-07-21 1990-01-20 1990-07-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-07-21 1994-01-20 1994-07-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-07-21 1998-01-20 1998-07-22 $7700.00 Window Closed / Lapsed

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