N-(3,4-Difluorophenyl)-3,4,5-trimethoxybenzamide

Abstract

In the title amide, C16H15F2NO4, the dihedral angle between the benzene rings is 2.33 (15)°. Mol­ecules are linked in the crystal structure by N—H⋯O hydrogen bonding involving N—H and C=O groups of the amide function, leading to a supra­molecular chain along [100].

N-(4-Bromophenyl)-3,4,5-trimethoxybenzamide

“…For the synthesis and biological activity of 3,4,5-trimethoxybenzamide derivatives, see: Buettner et al (2009); Pellicani et al (2012). For related structures, see: Saeed & Flö rke (2009); Saeed et al (2008); Choi et al (2010). V = 1649.9 (6) Å 3 Z = 4 Mo K radiation = 2.51 mm À1 T = 293 K 0.20 Â 0.10 Â 0.10 mm…”

N-(3,4-Difluorophenyl)-N′-(2,5-dimethoxyphenyl)urea

“…For general background to the development of potent inhibitory agents of tyrosinase and melanin formation used as whitening agents, see: Cabanes et al (1994); Choi et al (2010); Criton & Le Mellay-Hamon (2008); Germanas et al (2007); Dawley & Flurkey (1993); Ha et al (2007); Hong et al (2008); Kwak et al (2010); Lee et al (2007); Nerya et al (2003); Yi et al (2009Yi et al ( , 2010.…”

“…Recently, numerous reports have focused on the inhibition of tyrosinase. They are containing aromatic, methoxy, hydroxyl (Hong et al, 2008;Lee et al, 2007), aldehyde (Yi et al, 2010), amide (Kwak et al, 2010;Choi et al, 2010), thiosemicarbazone (Yi et al, 2009), thiazole (Germanas et al, 2007), thiourea (Criton & Le Mellay-Hamon, 2008) groups in their structures, and act as a specific functional group to make the skin white by inhibiting the production of melanin. However, most of them are not potent enough to put into practical use due to their weak individual activities, poor skin penetration, and low stability of formulations, as well as toxicity or safety concerns.…”