US4672029A — Color-forming couplers and their use in the analy…

Claim 1

Independent Claim 108 words

A chromogenic composition for the determination of hydrogen peroxide in an aqueous liquid, said composition comprising: (1) a color-forming coupler of the structure: ##STR7## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (2) an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen peroxide and a substance having peroxidative activity to produce a color dye.

Claim 2

Dependent Claim 108 words

A chromogenic composition for the determination of hydrogen peroxide in an aqueous liquid, said composition comprising: (1) a color-forming coupler of the structure: ##STR7## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (2) an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen peroxide and a substance having peroxidative activity to produce a color dye.

Claim 3

Dependent Claim 13 words

The composition of claim 1 wherein said oxidizable color developing compound is 4-aminoantipyrine.

Claim 4

Dependent Claim 33 words

The composition of claim 1 wherein R is alkyl, cycloalkyl or aryl, each substituted with one or more sulfo, hydroxy, carboxy, phosphono, quaternary amino, sulfonium or phosphonium groups or equivalent esters or salts.

Claim 5

Dependent Claim 71 words

The composition of claim 3 wherein R is alkyl substituted with one or more sulfo, hydroxy, carboxy, phosphono moieties or equivalent esters or salts, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or halo, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 6-membered fused ring.

Claim 6

Dependent Claim 46 words

The composition of claim 4 wherein R is --CH.sub.2).sub.m SO.sub.3 M or --CH.sub.2).sub.m PO(OR.sub.5)(OR.sub.6) wherein m is 1 to 5, M is a cation, R 5 and R 6 are independently hydrogen or alkyl of 1 to 5 carbon atoms, and said fused ring is saturated.

Claim 7

Dependent Claim 19 words

The composition of claim 1 further comprising an interactive reagent(s) which produces hydrogen peroxide upon interaction with an analyte.

Claim 8

Dependent Claim 12 words

The composition of claim 1 further comprising a substance having peroxidative activity.

Claim 9

Dependent Claim 39 words

A dry analytical element for the determination of hydrogen peroxide or of an analyte which can react to produce hydrogen peroxide in an aqueous liquid, said element comprising an absorbent carrier material containing the chromogenic composition of claim 1.

Claim 10

Dependent Claim 146 words

A dry analytical element for the determination of an analyte in an aqueous liquid, said element comprising a support having thereon one or more zones one of which comprising a porous spreading zone, and containing in any of said zones: (1) an interactive reagent(s) which produces hydrogen peroxide upon interaction with an analyte, (2) a color forming coupler of the structure: ##STR8## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (3) an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen peroxide and a substance having peroxidative activity to produce a color dye.

Claim 11

Dependent Claim 146 words

A dry analytical element for the determination of an analyte in an aqueous liquid, said element comprising a support having thereon one or more zones one of which comprising a porous spreading zone, and containing in any of said zones: (1) an interactive reagent(s) which produces hydrogen peroxide upon interaction with an analyte, (2) a color forming coupler of the structure: ##STR8## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (3) an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen peroxide and a substance having peroxidative activity to produce a color dye.

Claim 12

Dependent Claim 12 words

The element of claim 9 further comprising a substance having peroxidative activity.

Claim 13

Dependent Claim 66 words

The element of claim 9 wherein R is alkyl substituted with one or more sulfo, hydroxy, carboxy, phosphono moieties or equivalent esters or salts, R1, R2, R3, and R4 are independently hydrogen, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or halo, and Z represents the carbon atoms necessary to complete the nucleus of a N-substitued 6 membered fused ring.

Claim 14

Dependent Claim 46 words

The element of claim 11 wherein R is --CH.sub.2).sub.m SO.sub.3 M or --CH.sub.2).sub.m PO(OR.sub.5)(OR.sub.6) wherein m is 1 to 5, M is a cation, and R5 and R 6 are independently hydrogen or alkyl of 1 to 5 carbon atoms, and said fused ring is saturated.

Claim 15

Dependent Claim 11 words

The element of claim 9 wherein said interactive reagent is uricase.

Claim 16

Dependent Claim 135 words

A dry analytical element for the determination of glucose in an aqueous liquid, said element comprising a support having thereon, in order and in fluid contact, a registration layer and a porous spreading/reagent layer, said element containing in any of said layers: (1) glucose oxidase, (2) peroxidase, (3) a color-forming coupler of the structure: ##STR9## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (4) an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen perioxide and peroxidase to produce a color dye.

Claim 17

Dependent Claim 135 words

A dry analytical element for the determination of glucose in an aqueous liquid, said element comprising a support having thereon, in order and in fluid contact, a registration layer and a porous spreading/reagent layer, said element containing in any of said layers: (1) glucose oxidase, (2) peroxidase, (3) a color-forming coupler of the structure: ##STR9## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (4) an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen perioxide and peroxidase to produce a color dye.

Claim 18

Dependent Claim 16 words

The element of claim 14 further comprising a radiation-barrier layer between said registration and spreading/reagent layers.

Claim 19

Dependent Claim 19 words

The element of claim 14 wherein said oxidizable color developing compound is 4-aminoantipyrine, and said color-forming coupler is ##STR10##

Claim 20

Independent Claim 158 words

A method for determining hydrogen peroxide or an analyte which reacts to produce hydrogen peroxide in an aqueous liquid, said method comprising the steps of: A. in the presence of a substance having peroxidative activity, physically contacting a sample of a liquid with a colorimetric composition comprising a color-forming coupler of the structure: ##STR11## wherein R is a water solubilizing group, r 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen peroxide and said peroxidative substance to produce a color dye, and B. detecting said dye as a result of the presence of hydrogen peroxide or an analyte which reacts to produce hydrogen peroxide.

Claim 21

Independent Claim 158 words

A method for determining hydrogen peroxide or an analyte which reacts to produce hydrogen peroxide in an aqueous liquid, said method comprising the steps of: A. in the presence of a substance having peroxidative activity, physically contacting a sample of a liquid with a colorimetric composition comprising a color-forming coupler of the structure: ##STR11## wherein R is a water solubilizing group, r 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and an oxidizable color developing compound which is capable of reacting with said coupler in the presence of both hydrogen peroxide and said peroxidative substance to produce a color dye, and B. detecting said dye as a result of the presence of hydrogen peroxide or an analyte which reacts to produce hydrogen peroxide.

Claim 22

Dependent Claim 22 words

The method of claim 17 wherein said analyte is glucose and said contacting step A occurs in the presence of glucose oxidase.

Claim 23

Dependent Claim 109 words

A diagnostic test kit for the determination of hydrogen peroxide, said kit comprising a container means containing: (1) a color-forming coupler of the structure: ##STR12## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (2) an oxidizable color developing compound which is capable of reacting with said coupled in the presence of both hydrogen peroxide and a substance having peroxidative activity to produce a color dye.

Claim 24

Dependent Claim 109 words

A diagnostic test kit for the determination of hydrogen peroxide, said kit comprising a container means containing: (1) a color-forming coupler of the structure: ##STR12## wherein R is a water solubilizing group, R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring, and (2) an oxidizable color developing compound which is capable of reacting with said coupled in the presence of both hydrogen peroxide and a substance having peroxidative activity to produce a color dye.

Claim 25

Dependent Claim 70 words

A color-forming coupling compound of the structure: ##STR13## wherein R is a water solubilizing group having one or more phosphono groups or equivalent esters or salts. R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring.

Claim 26

Dependent Claim 70 words

A color-forming coupling compound of the structure: ##STR13## wherein R is a water solubilizing group having one or more phosphono groups or equivalent esters or salts. R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a N-substituted 5- or 6-membered fused ring.

Claim 27

Dependent Claim 64 words

The compound of claim 20 wherein R is --CH.sub.2).sub.m PO(OR.sub.5)(OR.sub.6) wherein m is 1 to 5 and R 5 and R 6 are independently hydrogen or alkyl of 1 to 5 carbon atoms, and R 1 , R 2 , R 3 and R 4 are independently hydrogen, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or halo.

Claim 28

Dependent Claim 23 words

The compound of claim 20 wherein Z represents the carbon atoms necessary to complete the nucleus of a saturated N-substituted 6-membered fused ring.

Claim 29

Dependent Claim 12 words

The compound of claim 22 selected from the group consisting of: ##STR14##

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1990-06-08	1990-12-08	1991-06-09	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1994-06-08	1994-12-08	1995-06-09	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1998-06-08	1998-12-08	1999-06-09	$7700.00	Window Closed / Lapsed

Color-forming couplers and their use in the analytical determination of hydrogen peroxide or other analytes

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