Synthesis, antitumor activity of 2-amino-4H-benzo[h]chromene derivatives, and structure–activity relationships of the 3- and 4-positions

Efficient tandem synthesis of a variety of pyran-annulated heterocycles, 3,4-disubstituted isoxazol-5(4H)-ones, and α,β-unsaturated nitriles catalyzed by potassium hydrogen phthalate in water

“…Several synthetic methods have been widely applied for synthesis of pyran-based heterocyclic compounds, using many homogeneous or heterogeneous organic, inorganic, and nanomaterial catalysts, for example hexamethylenetetramine (HMT) [40], heteropolyacid [41], diammonium hydrogen phosphate [42], DBU [43], piperidine [44][45][46][47], tetrabutylammonium bromide (TBAB) [48], ionic liquids [49], morpholine [50], 4-(dimethylamino)pyridine (DMAP) [51], urea [52], 3-hydroxypropanaminium acetate (HPAA) [53], N-propylpiperazine sodium n-propionate (SBPPSP) [54], silica gel [55], sulfonic acid-functionalized silica [ [60], meglumine [61], I 2 /K 2 CO 3 [62], cetyltrimethylammonium bromide (CTABr) [63], nano-sized MgO [64], nano-structured Na 2 CaP 2 O 7 [65], NaHCO 3 [66], Na 2 CO 3 [67], triazine-functionalized ordered mesoporous organosilica [68], potassium phosphate tribasic trihydrate [69], Mg/Al hydrotalcite [70], Amberlyst A21 [71], DABCO [72], CeO 2 /CaO nanocomposite oxide [73], triton B [74], tetrabutylammonium chloride (TBAC) [75], nano-eggshell powder [76], basic alumina [77], [bmim]OH [78,79], LiBr [80], glycine [81], silica nanoparticles [82], ionic liquid choline chlorid...…”

Crystal structure of 3-amino-8-methoxy-1-phenyl-1H-benzo[f]chromene-2-carbonitrile, C21H16N2O2

“…In recent years, they have attracted considerable attention due to their antimicrobial [2,3], antileishmanial [4][5][6][7][8][9], anticancer [10][11][12][13][14][15], antiproliferative [22], antioxidant [16][17][18], hypertensive [14], antitumor [19][20][21] effects and activities, as well as proving potentially useful in the treatment of Alzheimer's disease [23] and schizophrenia disorder [24].…”

Crystal structure of 3-amino-9-methoxy-1-phenyl-1H-benzo[f]chromene-2-carbonitrile, C21H16N2O2

“…Chromene and benzochromene derivatives have attracted considerable interest owing to their biological and pharmaceutical activities such as antibacterial [1][2][3], antifungal [4][5][6], vascular-disrupting [7], antioxidant [8,9], anticancer [10][11][12][13], estrogenic anticoagulant and antispasmolytic [14], antileishmanial [15], antiproliferative and apoptosis inducing [16][17][18][19].…”