1. Synthesis and Characterization of N-Demethylated Metabolites of Malachite Green and Leucomalachite Green
2. Synthesis and Characterization of 4′-Amino and 4′-Nitro Derivatives of 4-N,N-Dimethylaminotriphenylmethane as Precursors for a Proximate Malachite Green Metabolite
3. Malachite Green: A Toxicological Review
4. 3: mp 155–156°C (ethylacetate:hexane): TLC Rf 0.31 (benzene:hexane:ether:triethylamine=10:15:3:0.5), Rf 0.75 (CHCl3:MeOH=95:5); HPLC tR 23.7 min (acetonitrile in 0.1 mM pH 4.50 ammonium acetate 10–90%, a 30 min gradient); UVλmax 297 nm (log 4.60), 263 nm (log 4.57): 1H NMR (500 MHz, DMSO-d6) δ 7.55 (s, NH, 1H, H13, D2O exchangeable), 7.26 (dd, 2H, H4, J=7.53, 7.60 Hz), 7.15 (dd, 1H, H5, J=7.32, 7.34 Hz), 7.08 (d, 2H, H3, J=7.22 Hz), 6.94 (d, 2H, H8, J=8.91 Hz), 6.90 (d, 2H, H2, J=8.71 Hz), 6.84 (d, 2H, H6, J=8.59 Hz), 6.77 (d, 2H, H7, J=8.61 Hz), 6.67 (d, 2H, H9, J=8.95 Hz), 6.64 (d, 2H, H1, J=8.75 Hz), 5.29 (s, 1H, H10), 2.83 (s, 6H, H12), 2.80 (s, 6H, H11); 13C NMR (126 MHz, DMSO-d6) δ 148.74 (q), 145.86 (q), 145.27 (q), 143.89 (q), 133.64 (q), 133.03 (q), 132.11 (q), 129.47 (C6), 129.38 (C2), 128.84 (C4 or C3), 128.04 (C3 or C4), 125.71 (C5), 120.87 (C8), 114.10 (C7), 113.85 (C9), 112.35 (C1), 54.40 (C10), 40.85 (C11), 40.22 (C12); ESI-MS m/z 422 (M+1); HRMS calcd for C29H31N3, 421.2510. Found 421.2518. Anal. calcd for C29H31N3, C, 82.62; H, 7.41; N, 9.97%. Found C, 82.70; H, 7.66; N, 9.89.
5. (a) Wolfe, J. P.; Wagaw, S.; Marcoux, J.-F.; Buchwald, S. L. Acc. Chem. Res. 1998, 31, 805–818;