Synthesis of carbon-11 labeled fluorinated 2-arylbenzothiazoles as novel potential PET cancer imaging agents was written by Wang, Min;Gao, Mingzhang;Mock, Bruce H.;Miller, Kathy D.;Sledge, George W.;Hutchins, Gary D.;Zheng, Qi-Huang. And the article was included in Bioorganic & Medicinal Chemistry in 2006.Recommanded Product: 2-Amino-5-fluorobenzothiazole This article mentions the following:
Fluorinated 2-arylbenzothiazoles are new potential antitumor drugs, which show potent and selective inhibitory activity against breast, lung, and colon cancer cell lines. Carbon-11 labeled fluorinated 2-arylbenzothiazoles may serve as novel probes for positron emission tomog. (PET) to image tyrosine kinase in cancers. The preparation of 4-fluorinated 2-arylbenzothiazoles 4-fluoro-2-(3-benzloxy-4-methoxyphenyl)benzothiazole (6a) and 4-fluoro-2-(3,4-dimethoxyphenyl)benzothiazole (6b) was achieved by a modification of Jacobson thioanilide radical cyclization chem. Hydrogenolytic cleavage of the benzyl ether group of compound 6a using H2/Pd-C provided the precursor 4-fluoro-2-(3-hydroxy-4-methoxyphenyl)benzothiazole (7) for radiolabeling. Synthesis of radiolabeling precursors and the reference standards 5- and 6-fluorinated arylbenzothiazoles (11c-n) was achieved via the reaction of o-aminothiophenol disulfides with substituted benzaldehydes under reducing conditions. The target radiotracers carbon-11 labeled 4-, 5-, and 6-fluorinated arylbenzothiazoles were prepared by O-[11C]methylation of the phenolic hydroxyl precursors with [11C]methyl triflate and isolated by solid-phase extraction (SPE) purification in 30-55% radiochem. yields. In the experiment, the researchers used many compounds, for example, 2-Amino-5-fluorobenzothiazole (cas: 20358-07-0Recommanded Product: 2-Amino-5-fluorobenzothiazole).
2-Amino-5-fluorobenzothiazole (cas: 20358-07-0) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, 蟺-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Recommanded Product: 2-Amino-5-fluorobenzothiazole
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica