9-Hydroxybenfiuron

Use of chiral liquid chromatography for the evaluation of stereospecificity in the carbonyl reduction of potential benzo[c]fluorene antineoplastics benfluron and dimefluron in various species

“…Higher antineoplastic efficiency of D (in comparison with B) could be expected in vivo [25][26][27] and the respective studies have been done or are currently in progress.…”

“…Benfluron (B) [5-(2-dimethylaminoethoxy)-7H-benzo [c]fluorene-7-one hydrochloride], first prepared in the Research Institute for Pharmacy and Biochemistry in Prague, is a typical representant of the first generation of potential antineoplastic agents exhibiting the activity against a broad spectrum of experimental tumors in vitro and in vivo [6]. The metabolism of B has been studied extensively in vivo as well as in vitro [7][8][9][10][11][12][13][14][15][16][17][18][19][20][21].…”

Disposition study of a new potential antineoplastic agent dimefluron in rats using high-performance liquid chromatography with ultraviolet and mass spectrometric detection

“…The starting structure from the group of basic benzo[c]fluorene derivatives, benfluron (5-(2-dimethylaminoethoxy)-7H-benzo[c]fluoren-7-one hydrochloride [2][3][4]), exhibited an interesting spectrum of pharmacodynamic properties in experiments carried out in vitro and in vivo [5][6][7][8]. The disposition of benfluron in experimental animals was studied by TLC [9][10][11][12], HPLC [13][14][15], MS [16] and NMR [17] methods using a comparison of the metabolites with their synthesized standards [18,19].…”

“…Dimefluron N-oxide, compound 6 (C23 H 23 NO 5 , MW = 393.43 g mol −1 ) 1. H NMR (DMSO-d 6 ) δ 8.43 (d, 1H, J = 9.21 Hz, H1), 7.96 (d, 1H, J = 8.24 Hz, H11), 7.51 (d, 1H, J = 2.61 Hz, H4), 7.33 (dd, 1H, J = 9.21 Hz, J = 2.61 Hz, H2), 7.11 (s, 1H, H6), 7.10 (d, 1H, J = 2.61 Hz, H8), 7.01 (dd, 1H, J = 8.25 Hz, J = 2.61 Hz, H10), 4.83-7.70 (m, 2H, NCH 2 ), 3.90 (s, 3H, OCH 3 ), 3.83 (s, 3H, OCH 3 ), 3.75-3.63 (m, 2H, CH 2 ), 3.15 (s, 6H, NCH 3 ).…”