Synthesis and Evaluation of Novel Radioligands for Positron Emission Tomography Imaging of Metabotropic Glutamate Receptor Subtype 1 (mGluR1) in Rodent Brain was written by Fujinaga, Masayuki;Yamasaki, Tomoteru;Yui, Joji;Hatori, Akiko;Xie, Lin;Kawamura, Kazunori;Asagawa, Chiharu;Kumata, Katsushi;Yoshida, Yuichiro;Ogawa, Masanao;Nengaki, Nobuki;Fukumura, Toshimitsu;Zhang, Ming-Rong. And the article was included in Journal of Medicinal Chemistry in 2012.Quality Control of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine The following contents are mentioned in the article:
Three novel positron emission tomog. ligands, N-(4-(6-(isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-4-[11C]methoxy-N-methylbenzamide ([11C]I), 4-[18F]fluoroethoxy-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide ([18F]II), and 4-[18F]fluoropropoxy-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide ([18F]III), were designed for imaging metabotropic glutamate receptor type 1 (mGluR1) in rodent brain. Unlabeled compound I was synthesized by benzoylation of 4-pyrimidinyl-2-methylaminothiazole, followed by reaction with isopropylamine. Removal of the Me group in I gave the phenol precursor for radiosynthesis. Two fluoroalkoxy analogs II and III were prepared by reacting the phenol with the corresponding fluorine-containing tosylates. Radioligands [11C]I, [18F]II, and [18F]III were synthesized by O-[11C]methylation or [18F]fluoroalkylation of the phenol precursor. Compound I showed high in vitro binding affinity for mGluR1, whereas II and III had weak affinity. Autoradiog. using rat brain sections showed that [11C]I binding is aligned with the reported distribution of mGluR1 with high specific binding in the cerebellum and thalamus. PET study with [11C]I in rats showed high brain uptake and a similar distribution pattern to that in autoradiog., indicating the usefulness of [11C]I for imaging brain mGluR1. This study involved multiple reactions and reactants, such as 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2Quality Control of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine).
4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Quality Control of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica