Fig. 1
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Lysine Specific Demethylase 1-Selective Inhibitor
No.151(August 2013)
- A2411
- N-[(1S)-3-[3-(trans-2-Aminocyclopropyl)phenoxy]-1-(benzylcarbamoyl)propyl]benzamide Hydrochloride (= NCL-1•HCl) (1)
NCL-1, developed by Suzuki, Mizukami, Miyata et al., inhibits lysine specific demethylase 1 (LSD1) which plays a key role in the regulation of gene expression by removing the methyl groups from methylated Lys4 of histone H3 (H3K4) (Fig. 1).1) LSD1 inhibitory activity of NCL-1 was more potent than that of a known LSD1 inhibitor, trans-2-phenylcyclopropylamine. NCL-1 showed H3K4-methylating activity and antiproliferative activity in cellular assays.
This product is a 1:1 mixture of two diastereomers (1R,2S) and (1S,2R) at the trans-cyclopropane ring.
References
- 1)Identification of Cell-Active Lysine Specific Demethylase 1-Selective Inhibitors
- a)R. Ueda, T. Suzuki, K. Mino, H Tsumoto, H. Nakagawa, M. Hasegawa, R. Sasaki, T. Mizukami, N. Miyata, J. Am. Chem. Soc. 2009, 131, 17536.
- b)N. Miyata, T. Suzuki, R. Ueda, T. Mizukami, R. Sasaki, PCT Int. Appl. WO 2010143582, 2010.
- a)R. Ueda, T. Suzuki, K. Mino, H Tsumoto, H. Nakagawa, M. Hasegawa, R. Sasaki, T. Mizukami, N. Miyata, J. Am. Chem. Soc. 2009, 131, 17536.
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