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Fluorescent indicator dyes for calcium ions

  • US 4,603,209 A
  • Filed: 09/07/1984
  • Issued: 07/29/1986
  • Est. Priority Date: 09/07/1984
  • Status: Expired due to Term
First Claim
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1. A chemical compound having the general formula:

  • ##STR9## and the pharmaceutically acceptable non-toxic salts and esters thereof wherein;

    R1 is selected from the group comprised of --H, --CH3, --F, --Cl, and --Br;

    R2 is selected from the group comprised of --H, --CH3, --F, --Cl, --Br, and C0 -C4 alkoxy;

    R3 or R3a are independently H or a polar, electron withdrawing function selected from the group comprised of --CO2 H, --CO2 R4, --CONR5 R6, --SO3 H, --SO2 NR5 R6, --SO2 CF3, --COCH3, and --CN, orR3 and R3a together are --(CO)NR5 (CO)--;

    R4 is alpha-acyloxyalkyl or a pharmaceutically acceptable esterifying group;

    R5 and R6 are independently --H, methyl, or ethyl;

    Z is an aromatic or heteroaromatic system coupled to the 5 position of one 2-aminophenoxy ring through a trans ethylenic linkage, wherein said ethylenic linkage may itself be part of an aromatic heteroaromatic ring system;

    W is H and X is H;

    orW and X together are O, or NR5 ;

    Y is H;

    Y'"'"' is H unless A is NR5, O, or S;

    orY and Y'"'"' together are NR5 and A is C;

    A and A'"'"' are independently C, N, O, or S;

    D is O, N, NH, or N alkyl;

    Q is a double bond when D is N and a single bond otherwise; and

    R7 is H and R8 is H orR7 and R8, together with heteroatom D, the carbon adjacent R7, and the phenyl ring adjacent to R8, form a quinoline ring system D is N and Q is a double bond.

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