Synthesis of ferrocenyl phenyltropane analogs and their radio-transformation to technetium neuroprobes for mapping monoamine reuptake sites

A neuroprobe for mapping monoamine reuptake sites, the neuroprobe having the formula:

• ##STR18## wherein:
• X=F, Cl, Br, I, H or alkyl;
• X'=F, Cl, Br, I, H or alkyl;
• R'=alkyl, halogen substituted alkyl, cycloalkyl, halogen substituted cycloalkyl, alkenyl, halogen substituted alkenyl, aryl or halogen substituted aryl;
• and
• R=--(CH.sub.2).sub.n Y, wherein Y=--O--C(O)--Z, --C(O)--Z, or --NR"--C(O)--Z;
• and n=1-6;
• and wherein further R"=alkyl, cycloalkyl or H;
• and Z= ##STR19## wherein M=rhenium or an isotope of rhenium, manganese or an isotope of manganese, or an isotope of technetium.

A neuroprobe for mapping monoamine reuptake sites, the neuroprobe having the formula:

• ##STR20## wherein:
• X=F, Cl, Br, I, H or alkyl;
• X'=F, Cl, Br, I, H or alkyl;
• R'=alkyl, halogen substituted alkyl, cycloalkyl, halogen substituted cycloalkyl, alkenyl, halogen substituted alkenyl, aryl or halogen substituted aryl;
• and
• R=--(CH.sub.2).sub.n Y, wherein Y=--O--C(O)--Z, --C(O)--Z, or --NR"--C(O)--Z;
• and n=14 6;
• and wherein further R"=alkyl, cycloalkyl or H;
• and Z= ##STR21## wherein M=rhenium or an isotope of rhenium, manganese or an isotope of manganese, or an isotope of technetium.

A compound of the formula having the core structure:

• ##STR22## wherein:
• X=F, Cl, Br, I, H or alkyl;
• X'=F, Cl, Br, I, H or alkyl;
• R=alkyl, halogen substituted alkyl, cycloalkyl, halogen substituted cycloalkyl, alkenyl, halogen substituted alkenyl, aryl or halogen substituted aryl;
• and
• R'=--(CH.sub.2).sub.n Y, wherein Y=--O--C(O)--Z, --C(O)--Z, or --NR"--C(O)--Z;
• and n=1-6;
• and wherein further R"=alkyl, cycloalkyl or H;
• and Z= ##STR23## wherein Z is attached to two of said core structure (I), or wherein Z= ##STR24## wherein Z is attached to one of said core structure (I).

A compound of the formula having the core structure:

• ##STR25## wherein:
• X=F, Cl, Br, I, H or alkyl,
• X'=F, Cl, Br, I, H or alkyl;
• R'=alkyl, halogen substituted alkyl, cycloalkyl, halogen substituted cycloalkyl, alkenyl, halogen substituted alkenyl, aryl or halogen substituted aryl;
• and
• R=--(CH.sub.2).sub.n Y, wherein Y=--O--C(O)--Z, --C(O)--Z, or --NR"--C(O)--Z;
• and n=1-6;
• and wherein further R"=alkyl, cycloalkyl or H;
• and Z= ##STR26## wherein Z is attached to two of said core structure (I), or wherein Z= ##STR27## wherein Z is attached to one of said core structure (I).

A compound of the formula having the core structure:

• ##STR28## wherein:
• X=F, Cl, Br, I, H or alkyl;
• X'=F, Cl, Br, I, H or alkyl;
• R'=alkyl, halogen substituted alkyl, cycloalkyl, halogen substituted cycloalkyl, alkenyl, halogen substituted alkenyl, aryl or halogen substituted aryl;
• and
• R=--(CH.sub.2).sub.n Y, wherein Y=--O--C(O)--Z, --C(O)--Z, or --NR"--C(O)--Z;
• and n=1-6;
• and wherein further R"=alkyl, cycloalkyl or H;
• and Z= ##STR29## wherein Z is attached to two of said core structure (I), or wherein Z= ##STR30## wherein Z is attached to one of said core structure (I).