Disposable sensor chip with reagent including 2-substituted benzothiazolyl-3-substituted phenyl-5-substituted sulfonated phenyl-2H-tetrazolium salt

Patent metadata

Field	Value
Publication number	US-11739083-B2
Application number	US-202017032811-A
Country	US
Kind code	B2
Filing date	Sep 25, 2020
Priority date	Sep 14, 2016
Publication date	Aug 29, 2023
Grant date	Aug 29, 2023

Abstract

A disposable sensor chip for biological component concentration measurement includes: a chip main body defining a cavity through which a body fluid is flowable; and a reagent located in the cavity such that the body fluid flowing through the cavity comes into contact with the reagent. The reagent comprises a 2-substituted benzothiazolyl-3-substituted phenyl-5-substituted sulfonated phenyl-2H-tetrazolium salt.

First claim

What is claimed is:

1. A disposable sensor chip for biological component concentration measurement, comprising:
a chip main body defining a cavity through which a body fluid is flowable; and
a reagent located in the cavity such that the body fluid flowing through the cavity comes into contact with the reagent;
wherein the reagent comprises a 2-substituted benzothiazolyl-3-substituted phenyl-5-substituted sulfonated phenyl-2H-tetrazolium salt represented by the following Formula (1):

wherein in Formula (1), R 1 represents any one selected from the group consisting of a hydrogen atom, a hydroxyl group, a methoxy group, and an ethoxy group; R 2 represents any one selected from the group consisting of a nitro group, —OR 4 , and a carboxyl group; R 3 represents a hydrogen atom, a methyl group, or an ethyl group, while at least one is a methyl group or an ethyl group; R 4 represents a methyl group or an ethyl group; m represents the number of sulfo groups (—SO 3 − ) bonded to the phenyl group at the 5-position of the tetrazole skeleton, and is 1 or 2; n represents the number of R 2 bonded to the phenyl group at the 3-position of the tetrazole skeleton, and is an integer from 0 to 2; p represents the number of sulfo groups (—SO 3 − ) bonded to the phenyl group at the 3-position of the tetrazole skeleton, and is 0 or 1; n+p is 1 or greater; q is 1 or 2; when q is 2, the OR 3 's are disposed adjacently to each other and may be bonded to each other and forma ring; and X represents a hydrogen atom or an alkali metal atom.

2. The sensor chip of claim 1 , wherein in Formula (1), m is 2.

3. The sensor chip of claim 1 , wherein in Formula (1), p is 1, or p is 0, with at least one Reis a carboxyl group.

4. The sensor chip of claim 1 , wherein in Formula (1), the phenyl group at the 5-position of the tetrazole skeleton is a phenyl group having a sulfo group (—SO 3 − ) at the 2-position or the 4-position.

5. The sensor chip of claim 1 , wherein in Formula (1), at least one —OR 3 of the substituted benzothiazolyl group existing at the 2-position of the tetrazole skeleton is bonded to the 6-position of the benzothiazolyl group.

6. The sensor chip of claim 1 , wherein in Formula (1), n is 1 or 2, and at least one R 2 is an —OR 4 group.

7. The sensor chip of claim 6 , wherein the —OR 4 group is a methoxy group.

8. The sensor chip of claim 1 , wherein in Formula (1), p is 1, and the phenyl group at the 3-position of the tetrazole skeleton is a phenyl group having a sulfo group (—SO 3 − ) existing at the 3-position or the 5-position.

9. The sensor chip of claim 1 , wherein in Formula (1), the phenyl group existing at the 3-position of the tetrazole skeleton is a 4-methoxy-3-sulfophenyl group, a 2-methoxy-5-sulfophenyl group, a 3-carboxy-4-methoxyphenyl group, or a 4-methoxy-5-sulfophenyl group.

10. A kit for biological component concentration measurement, comprising:
a disposable sensor chip comprising:
a chip main body defining a cavity through which a body fluid is flowable, and
a reagent located in the cavity such that the body fluid flowing through the cavity comes into contact with the reagent; and

a measurement apparatus comprising:
a chip mounting part comprising an insertion port and configured to receive the sensor chip, and
a photometric measuring unit configured to detect a concentration of the biological component in the body fluid that is in the cavity of the chip main body;

wherein the reagent comprises a 2-substituted benzothiazolyl-3-substituted phenyl-5-substituted sulfonated phenyl-2H-tetrazolium salt represented by the following Formula (1):

wherein in Formula (1), R 1 represents any one selected from the group consisting of a hydrogen atom, a hydroxyl group, a methoxy group, and an ethoxy group; R 2 represents any one selected from the group consisting of a nitro group, —OR 4 , and a carboxyl group; R 3 represents a hydrogen atom, a methyl group, or an ethyl group, while at least one is a methyl group or an ethyl group; R 4 represents a methyl group or an ethyl group; m represents the number of sulfo groups (—SO 3 − ) bonded to the phenyl group at the 5-position of the tetrazole skeleton, and is 1 or 2; n represents the number of R 2 bonded to the phenyl group at the 3-position of the tetrazole skeleton, and is an integer from 0 to 2; p represents the number of sulfo groups (—SO 3 − ) bonded to the phenyl group at the 3-position of the tetrazole skeleton, and is 0 or 1; n+p is 1 or greater; q is 1 or 2; when q is 2, the OR 3 's are disposed adjacently to each other and may be bonded to each other and forma ring; and X represents a hydrogen atom or an alkali metal atom.

11. The kit of claim 10 , wherein in Formula (1), m is 2.

12. The kit of claim 10 , wherein in Formula (1), p is 1, or p is 0, with at least one Reis a carboxyl group.

13. The kit of claim 10 , wherein in Formula (1), the phenyl group at the 5-position of the tetrazole skeleton is a phenyl group having a sulfo group (—SO 3 − ) at the 2-position or the 4-position.

14. The kit of claim 10 , wherein in Formula (1), at least one —OR 3 of the substituted benzothiazolyl group existing at the 2-position of the tetrazole skeleton is bonded to the 6-position of the benzothiazolyl group.

15. The kit of claim 10 , wherein in Formula (1), n is 1 or 2, and at least one R 2 is an —OR 4 group.

16. The kit of claim 15 , wherein the —OR 4 group is a methoxy group.

17. The kit of claim 10 , wherein in Formula (1), p is 1, and the phenyl group at the 3-position of the tetrazole skeleton is a phenyl group having a sulfo group (—SO 3 − ) existing at the 3-position or the 5-position.

18. The kit of claim 10 , wherein in Formula (1), the phenyl group existing at the 3-position of the tetrazole skeleton is a 4-methoxy-3-sulfophenyl group, a 2-methoxy-5-sulfophenyl group, a 3-carboxy-4-methoxyphenyl group, or a 4-methoxy-5-sulfophenyl group.

Assignees

• Terumo Corp

Inventors

• Sato Hiroya

Classifications

• C07D417/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D513/04

  Ortho-condensed systems · CPC title

• C12Q1/26

  involving oxidoreductase · CPC title

• C12Q1/32

  involving dehydrogenase · CPC title

• C12Q1/54

  involving glucose or galactose · CPC title