JP2017101118A5

JP2017101118A5 -

Info

Publication number: JP2017101118A5
Application number: JP2015233571A
Authority: JP
Filing date: 2015-11-30
Publication date: 2018-12-13
Anticipated expiration: 2035-11-30

Claims

A compound represented by the following general formula (I) or a salt thereof:
A-S-B (I)
(In the formula (I), A represents any one selected from the group consisting of the following formulas (A-1) to (A-13):

Here, R _{n in} each of the formulas (A-1) to (A-13) listed above is a hydrogen atom; a linear or branched alkyl group having 1 to 15 carbon atoms; -10 linear or branched ether; phenyl group; phenyl group in which part of the phenyl group is substituted with amino group, halogen, nitro group; amino group; cyano group; nitro group; carboxylic acid or salt thereof; Ester or amide; sulfonic acid or salt or ester or amide; thiol group; hydroxyl group or salt thereof; ketone; halogen; n is an integer of 1 to 8 indicating the number of substituents R. When n is 2 or more, each R may be the same as or different from each other. * Indicates a bond with S.
In the formula (I), B is represented by the following formula (B):

Here, in formula (B), * indicates a bond with S.
In formula (I), S represents an alkenyl group having 2 or 4 carbon atoms or an alkynyl group having 2 or 4 carbon atoms. )

A compound according to claim 1 or a salt thereof,
In the above formula (I), A is the following formula (A-5), (A-7), (A-8), (A-12), or (A-13), or a compound thereof salt:

(Here, R _n in the above formulas (A-5), (A-7), (A-8), (A-12), or (A-13) represents a hydrogen atom; 15 linear or branched alkyl groups; linear or branched ethers having 1 to 10 carbon atoms; phenyl groups; phenyl groups in which part of the phenyl groups are substituted with amino groups, halogens, or nitro groups Amino group; cyano group; nitro group; carboxylic acid or salt or ester or amide; sulfonic acid or salt or ester or amide; thiol group; hydroxyl group or salt thereof; It is an integer of 1 to 8 indicating the number of groups R, and when n is 2 or more, each R may be the same or different from each other, and * indicates a bond with S).

The compound according to claim 1 or 2 or a salt thereof,
In the formula (I), a compound represented by the following formula (A-5) or (A-7) or a salt thereof:

(Here, R _n in the above formula (A-5) or (A-7) represents a hydrogen atom; a linear or branched alkyl group having 1 to 15 carbon atoms; a straight chain having 1 to 10 carbon atoms; Chain-type or branched-type ether; phenyl group; phenyl group in which a part of phenyl group is substituted with amino group, halogen, nitro group; amino group; cyano group; nitro group; carboxylic acid or its salt or ester or amide; A thiol group, a hydroxyl group or a salt thereof, a ketone, a halogen, or a sugar, n is an integer of 1 to 8 that represents the number of substituents R, and n is 2 or more In this case, each R may be the same as or different from each other, and * indicates a bond with S).

A compound according to any one of claims 1-3,
In the above formula (I), a compound or a salt thereof, wherein S is an alkenyl group having 2 carbon atoms.

The compound according to any one of claims 1 to 4, wherein the compound forms a complex with an iron ion.

The fluorescent reagent containing the compound or its salt as described in any one of Claims 1-5.

The fluorescent reagent according to claim 6, which is a fluorescent reagent for detecting dopamine.

An intermediate compound of the compound according to claim 1 or a salt thereof, wherein the compound is represented by the following formula (II):

(Here, R ₄ and R ₅ in formula (II) are protecting groups.)

A process for producing a compound represented by formula (II), comprising:

(Here, R ₄ and R ₅ in formula (II) are protecting groups.)
(a) A production method comprising a step of dissolving 4-hydroxybenzaldehyde in a solvent containing a compound represented by the following formula (III), paraformaldehyde, and an alcohol having 2 to 4 carbon atoms:

(Here, R ₄ and R ₅ in formula (III) are protecting groups.)

A process for producing a compound of formula (I), comprising:
(A) dissolving 4-hydroxybenzaldehyde in a solvent containing a compound represented by the following formula (III), paraformaldehyde, and an alcohol having 2 to 4 carbon atoms;

(Wherein R ₄ and R ₅ in formula (III) are protecting groups);
(B) reacting the compound obtained in the step (a) and the fluorescent dye in a solvent containing an alcohol having 1 to 4 carbon atoms and a secondary amine or a tertiary amine;
(C) deprotecting the protecting group of the compound obtained in the step (b) under basic conditions;
Manufacturing method.

A method for detecting or measuring dopamine using the fluorescent reagent according to claim 6, comprising a step of measuring a change in fluorescence intensity of the fluorescent reagent by reacting dopamine with the fluorescent reagent. .

A method for detecting or measuring dopamine released from nerve cells in a living body,
Administering the fluorescent reagent according to claim 6 or 7 to a site where dopamine is to be measured;
Measuring the fluorescence of the fluorescent reagent;
Including a method.