@article{oai:repo.qst.go.jp:00046274, author = {Kumata, Katsushi and Ogawa, Masanao and Takei, Makoto and Fujinaga, Masayuki and Yoshida, Yuichirou and Nengaki, Nobuki and Fukumura, Toshimitsu and Suzuki, Kazutoshi and Zhang, Ming-Rong and 熊田 勝志 and 小川 政直 and 藤永 雅之 and 吉田 勇一郎 and 念垣 信樹 and 福村 利光 and 鈴木 和年 and 張 明栄}, issue = {1}, journal = {Bioorganic & Medicinal Chemistry}, month = {Jan}, note = {Dantrolene (1) is a substrate for breast cancer resistant protein, which is widely distributed in the blood–brain-barrier, intestine, gall bladder, and liver. PET study with 1 labeled with a positron emitter can be used to visualize BCRP and to elucidate the effect of BCRP on the pharmacokinetics of drugs. The objective of this study was to label 1 using nitrogen-13 (13N, a positron emitter; half-life:9.9 min). Using no-carrier-added [13N]NH3 as the labeling agent, we synthesized [13N]dantrolene ([13N]1) for the first time. The reaction of carbomyl chloride 2b with [13N]NH3 gave an unsymmetrical urea [13N]3, followed by cyclization of [13N]3 to afford [13N]1. Due to its instability, 2b was prepared in situ by treating amine 5 with triphosgene in a ratio of 4 to 1 and used for subsequent [13N]ammonolysis without purification.}, pages = {305--310}, title = {Radiosynthesis of [13N]dantrolene, a positron emission tomography probe for breast cancer resistant protein, using no-carrier-added [13N]ammonia}, volume = {20}, year = {2012} }