Synthesis of β2-AR Agonist BI-167107

doi:10.6023/cjoc201211015

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (03): 634-639.DOI: 10.6023/cjoc201211015 Previous Articles Next Articles

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β₂-AR激动剂BI-167107的合成

王江波^a, Seungkirl Ahn^b, Alem W.Kahsai^b, 刘蓉^c, 任杰^a, 胡昆^a, 孙小强^c, 陈新^a

a 常州大学制药与生命科学学院常州 213164;
b Department of Medicine, Duke University Medical Center, Durham, NC 27710, USA;
c 常州大学石油化工学院常州 213164

收稿日期:2012-11-18 修回日期:2012-12-06 发布日期:2012-12-20
通讯作者: 孙小强, 陈新 E-mail:xinchen@cczu.edu.cn; xqsun@jpu.edu.cn
基金资助:
国家自然科学基金(Nos. 21272029, 81272982)资助项目.

Synthesis of β₂-AR Agonist BI-167107

Wang Jiangbo^a, Ahn Seungkirl^b, Kahsai Alem W.^b, Liu Rong^c, Ren Jie^a, Hu Kun^a, Sun Xiaoqiang^c, Chen Xin^a

a School of Pharmaceutical and Life Science, Changzhou University, Changzhou 213164;
b Department of Medicine, Duke University Medical Center, Durham, NC 27710, USA;
c School of Petrochemical Engineering, Changzhou University, Changzhou 213164

Received:2012-11-18 Revised:2012-12-06 Published:2012-12-20
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21272029, 81272982).

BI-167107 is a new long-acting β₂-adrenergic receptor (β₂-AR) agonist, and has important application in determining the critical structures of receptor/ligand proteins complex of G-protein-coupled receptor (GPCR). By employing 2-nitroresorcinol as starting material, a practical synthetic route for BI-167107 has been developed, involving 7-step reactions. The structure of the target molecule has been confirmed by ¹H NMR, ¹³C NMR and MS techniques. The advantages of the synthetic route include avoiding use of toxic reagents and being suitable for scale up preparation of BI-167107 and other benzoxazine derivatives.

Key words: BI-167107, β₂-adrenergic receptors, agonists, GPCR, benzoxazine, synthesis

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Wang Jiangbo, Ahn Seungkirl, Kahsai Alem W., Liu Rong, Ren Jie, Hu Kun, Sun Xiaoqiang, Chen Xin. Synthesis of β₂-AR Agonist BI-167107[J]. Chin. J. Org. Chem., 2013, 33(03): 634-639.

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β₂-AR激动剂BI-167107的合成

Synthesis of β₂-AR Agonist BI-167107

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β2-AR激动剂BI-167107的合成