C07C279/06

COMPOSITIONS, METHODS, AND SYSTEMS FOR THE SYNTHESIS AND USE OF IMAGING AGENTS

The present invention relates to systems, compositions, and methods for the synthesis and use of imaging agents, or precursors thereof. An imaging agent precursor may be converted to an imaging agent using the methods described herein. In some cases, the imaging agent is enriched in .sup.18F. In some cases, an imaging agent may be used to image an area of interest in a subject, including, but not limited to, the heart, cardiovascular system, cardiac vessels, brain, and other organs. In some embodiments, methods and compositions for assessing perfusion and innervation mismatch in a portion of a subject are provided.

Ligands for imaging cardiac innervation

A method of imaging, the method comprising administering, to a subject, a compound of Structure Alpha, of the formula: ##STR00001## or a pharmaceutically acceptable salt thereof, wherein: n is 0; R, R.sub.1, and R.sub.3 are independently selected from the group consisting of H, OR.sub.4, F, Cl, Br, I, CF.sub.3, alkyl (C.sub.1-C.sub.4), aryl, heteroaryl, C(O)R.sub.4, CO.sub.2R.sub.4, N(R.sub.4).sub.2, CN, C(NR.sub.4)OR.sub.5, NR.sub.4C(NR.sub.5)NHR.sub.6, C(NR.sub.4)NHR.sub.5, C(O)NHR.sub.4, NR.sub.4C(O)NR.sub.5, NR.sub.4NR.sub.5, SO.sub.2OR.sub.4, and imaging moiety Im; R.sub.2 is absent; R.sub.4, R.sub.5, and R.sub.6 are independently selected from the group consisting of H, alkyl, aryl and heteroaryl substituents; wherein the alkyl, aryl, or heteroaryl may be substituted with imaging moiety Im, wherein optionally any two of R.sub.4, R.sub.5, and R.sub.6 form a cyclic structure selected from the group consisting of CH.sub.2CH.sub.2, CH.sub.2CH.sub.2CH.sub.2, CHCH, XCH, and XCHCH, wherein X is selected from the group consisting of O, NH, and NR.sub.7, and wherein R.sub.7 is selected from the group consisting of alkyl, aryl, and heteroaryl substituents; W, X, Y and Z are independently selected from the group consisting of H, OR.sub.4, N(R.sub.4).sub.2, F, Cl, Br, I, CF.sub.3, imaging moiety Im, aryl, and heteroaryl; A is O or absent; and imaging moiety Im is .sup.18F, .sup.76Br, .sup.124I, .sup.131I, .sup.99mTc, .sup.153Gd, or .sup.111In; and acquiring at least one image of the subject.

Ligands for imaging cardiac innervation

A method of imaging, the method comprising administering, to a subject, a compound of Structure Alpha, of the formula: ##STR00001## or a pharmaceutically acceptable salt thereof, wherein: n is 0; R, R.sub.1, and R.sub.3 are independently selected from the group consisting of H, OR.sub.4, F, Cl, Br, I, CF.sub.3, alkyl (C.sub.1-C.sub.4), aryl, heteroaryl, C(O)R.sub.4, CO.sub.2R.sub.4, N(R.sub.4).sub.2, CN, C(NR.sub.4)OR.sub.5, NR.sub.4C(NR.sub.5)NHR.sub.6, C(NR.sub.4)NHR.sub.5, C(O)NHR.sub.4, NR.sub.4C(O)NR.sub.5, NR.sub.4NR.sub.5, SO.sub.2OR.sub.4, and imaging moiety Im; R.sub.2 is absent; R.sub.4, R.sub.5, and R.sub.6 are independently selected from the group consisting of H, alkyl, aryl and heteroaryl substituents; wherein the alkyl, aryl, or heteroaryl may be substituted with imaging moiety Im, wherein optionally any two of R.sub.4, R.sub.5, and R.sub.6 form a cyclic structure selected from the group consisting of CH.sub.2CH.sub.2, CH.sub.2CH.sub.2CH.sub.2, CHCH, XCH, and XCHCH, wherein X is selected from the group consisting of O, NH, and NR.sub.7, and wherein R.sub.7 is selected from the group consisting of alkyl, aryl, and heteroaryl substituents; W, X, Y and Z are independently selected from the group consisting of H, OR.sub.4, N(R.sub.4).sub.2, F, Cl, Br, I, CF.sub.3, imaging moiety Im, aryl, and heteroaryl; A is O or absent; and imaging moiety Im is .sup.18F, .sup.76Br, .sup.124I, .sup.131I, .sup.99mTc, .sup.153Gd, or .sup.111In; and acquiring at least one image of the subject.