Radiosynthesis of the tumor hypoxia marker [18F]TFMISO via O-[18F]trifluoroethylation reveals a striking difference between trifluoroethyl tosylate and iodide in regiochemical reactivity toward oxygen nucleophiles

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 7, 2011, Pages 2287-2297

  Suehiro, Makiko ^a   Yang, Guangbin ^a   Torchon, Geralda ^a   Ackerstaff, Ellen ^a   Humm, John ^a   Koutcher, Jason ^a   Ouerfelli, Ouathek ^a  

^a MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

Author keywords

2,2,2 18F trifluoroethyl tosylate; 18F labeled trifluoromisonidazole ( 18F TFMISO); Bimodal MRI and PET hypoxia marker; O 18F trifluoroethylation

Indexed keywords

1 FLUORO 2 IODOVINYLOXY F 18; 1,1 DIFLUORO 2 IODOETHOXY F 18; 1,2 EPOXY 3 (2,2,2 TRIFLUOROETHOXY)PROPANE F 18; 2 NITROIMIDAZOLE; 2,2,2 TRIFLUOROETHYL 4 TOLUENESULFONATE F 18; 2,2,2 TRIFLUOROETHYL TOSYLATE F 18; BIOLOGICAL MARKER; FLUORINE; FLUORINE 18; NUCLEOPHILE; OXYGEN; TOLUENESULFONIC ACID DERIVATIVE; TRACER; TRIFLUOROETHYL TOSYLATE; TRIFLUOROETHYL TOSYLATE F 18; TRIFUOROMISONIDAZOLE F 18; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; DRUG SYNTHESIS; HYPOXIA; ISOTOPE LABELING; NUCLEAR MAGNETIC RESONANCE IMAGING; POSITRON EMISSION TOMOGRAPHY; RADIOCHEMISTRY; TUMOR;

ALKYLATION; CELL HYPOXIA; FLUORINE RADIOISOTOPES; HUMANS; HYDROCARBONS, FLUORINATED; ISOTOPE LABELING; MISONIDAZOLE; OXYGEN; TOSYL COMPOUNDS; TUMOR MARKERS, BIOLOGICAL;

EID: 79953187907     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.02.026     Document Type: Article

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