US 2019/0263765 A1Published application

Synergistic anticoagulant composition

AssigneeWiSys Technology Foundation, Inc.

InventorDavid E. Lewis

Life of this patent

Estimating the term…

Abstract

A composition is provided that, when utilized in combination with a coumarin anticoagulant, greatly improves the anticoagulant effects of the anticoagulant in mammalian subjects. The composition is a compound having a naphthohydroquinone ring system substantially similar to the ring system of the reduced form of vitamin K1 and has the general formula: where n is 1 or 2, where R1 and R4 are hydrogen or acyl, R2 is a hydrogen or saturated or unsaturated alkyl group with up to 6 carbons, and R3 is a hydrogen or saturated or unsaturated alkyl group with up to 6 carbons, or R2 and R3 are part of a cyclic or polycyclic ring system.

Claims26

Dependent claims

A compound comprising the following structure:

wherein R is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
and
wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl).

48 more elements

A compound comprising the following structure:

wherein R is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
and
wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy).

42 more elements

A compound comprising the following structure:

wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester).

52 more elements

A compound comprising the following structure:

wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester).

46 more elements

A method for enhancing the effectiveness of an anti-coagulant composition comprising the step of administering the anticoagulant composition in conjunction with an effective amount of a composition comprising the following structure:

wherein R is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
and
wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein the anticoagulant composition is a coumarin-based anticoagulant or metabolite thereof with the general structure
wherein R7 is a substituted alkyl group with up to 6 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
wherein R8 is a substituted alkyl group with up to 6 carbons;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
or
wherein R7 and R8 constitute a cycloalkyl group with up to 7 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
and
wherein X is hydrogen or hydroxy;
and
wherein Y is hydrogen or hydroxy.

67 more elements

wherein R is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
and
wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyl dimethylsilyl, dim ethyl phenyl silyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyl dimethylsilyloxy, triethylsilyloxy, dim ethyl phenylsilyloxy);
and
wherein the anticoagulant composition is a coumarin-based anticoagulant or metabolite thereof with the general structure
wherein R7 is a substituted alkyl group with up to 6 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
wherein R8 is a substituted alkyl group with up to 6 carbons;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
or
wherein R7 and R8 constitute a cycloalkyl group with up to 7 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
and
wherein X is hydrogen or hydroxy;
and
wherein Y is hydrogen or hydroxy.

61 more elements

wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
and
wherein the anticoagulant composition is a coumarin-based anticoagulant or metabolite thereof with the general structure
wherein R7 is a substituted alkyl group with up to 6 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
wherein R8 is a substituted alkyl group with up to 6 carbons;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
or
wherein R7 and R8 constitute a cycloalkyl group with up to 7 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
and
wherein X is hydrogen or hydroxy;
and
wherein Y is hydrogen or hydroxy.

71 more elements

wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein X is a heteroatomic group (alcohol, ester, amine, amide, sulfonamide, halide, sulfonate ester);
and
wherein the anticoagulant composition is a coumarin-based anticoagulant or metabolite thereof with the general structure
wherein R7 is a substituted alkyl group with up to 6 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
wherein R8 is a substituted alkyl group with up to 6 carbons;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
or
wherein R7 and R8 constitute a cycloalkyl group with up to 7 carbons;
and
A is a group chosen from an alcohol, an ester, an ether, an ester, or a ketone;
and
B is a an aryl group (phenyl, biphenyl, furyl, 4′-bromo-4,1′-biphenyl);
and
wherein X is hydrogen or hydroxy;
and
wherein Y is hydrogen or hydroxy.

65 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/282,941Filed 22 Feb 2019
Priority: 23 Feb 2018
Published: 29 Aug 2019
Term ends: Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07D 303/06
Containing only hydrogen and carbon atoms in addition to the ring oxygen atoms: in which the oxirane rings are condensed with a carbocyclic ring…
A61K 31/37
Having six-membered rings, e.g. delta-lactones: coumarins, e.g. psoralen
A61P 7/02
Drugs for disorders of the blood or the extracellular fluid: antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
C07D 303/31
By etherified hydroxyl radicals: in which the oxirane rings are condensed with a carbocyclic ring system having three or more relevant rings

Family

Application62/634,304Us provisional application · filed 23 Feb 2018
US 2019/0263765 A1This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

A compound comprising the following structure:

wherein R is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
and
wherein R1 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R4 hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or
wherein R1 and R2 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R4 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or
wherein R1 and R4 comprise a substituted or unsubstituted, saturated or unsaturated α,ω-alkylene group with up to four carbons;
and
wherein R2 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or rialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R3 is hydrogen or saturated or unsaturated alkyl with up to 6 carbons;
or alkoxy with up to 3 carbons;
or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl);
or trialkylsilyloxy (trimethylsilyloxy, tert-butyldimethylsilyloxy, triethylsilyloxy, dimethylphenylsilyloxy);
and
wherein R5 is hydrogen or trialkylsilyl (trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, dimethylphenylsilyl).

48 more elements

Facts

Application

16/282,941Filed 22 Feb 2019

Priority

23 Feb 2018

Published

29 Aug 2019

Term ends

Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07D 303/06
Containing only hydrogen and carbon atoms in addition to the ring oxygen atoms: in which the oxirane rings are condensed with a carbocyclic ring…
A61K 31/37
Having six-membered rings, e.g. delta-lactones: coumarins, e.g. psoralen
A61P 7/02
Drugs for disorders of the blood or the extracellular fluid: antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
C07D 303/31
By etherified hydroxyl radicals: in which the oxirane rings are condensed with a carbocyclic ring system having three or more relevant rings