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SMALL MOLECULE DYE FOR MOLECULAR IMAGING AND PHOTOTHERMAL THERAPY

United States Patent Application

20160244614
A1
View the Complete Application at the US Patent & Trademark Office
Disclosed is a small molecule dye for use in imaging in the near-infrared window, namely between 1000 nm-1700 nm wavelength. The present dyes are also useful for photoacoustic imaging and photothermal therapy. The dyes have a structure of a D-A-D (donor-acceptor-donor) fluorescent compound core and side chains rendering the compounds water soluble and easily conjugated to hydrophilic polymers and/or targeting ligands. Further disclosed is compound, CH1055 that can be PEGylated, conjugated to a targeting ligand, or conjugated to taurine. Key steps utilized to assemble the core structure of the target included a cross-Suzuki coupling reaction, iron reduction and N-thionylaniline induced ring closure. Four carboxylic acid groups were introduced into the donor-acceptor-donor (D-A-D) type fluorescent compound to impart a certain aqueous solubility and to allow facile conjugation to targeting ligands.
CHENG, Zhen (Stanford, CA), HONG, Xuechuan (Wuhan City, CN), DAI, Hongjie (Cupertino, CA), CHEN, Hao (Wuhan City, CN), ANTARIS, Alexander (Stanford, CA), Cheng, Kai (Mountain View, CA)
15/ 051,563
February 23, 2016
STATEMENT OF GOVERNMENTAL SUPPORT [0002] This invention was made with Government support under contract DE-SC0008397 awarded by the United States Department of Energy. The Government has certain rights in the invention.