(E)-1-(2-Furyl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

Abstract

In the title heteroaryl chalcone derivative, C16H16O5, the dihedral angle between the furan and benzene rings is 14.45 (6)°. The three meth­oxy groups are almost coplanar with their attached benzene ring [C—C—O—C torsion angles = 2.07 (17), −5.04 (17) and 2.85 (16)°]. An intra­molecular C—H⋯O hydrogen bond occurs. In the crystal, adjacent mol­ecules are linked into X-shaped chains along the c axis by weak C—H⋯O(enone) inter­actions. These chains are stacked along the b axis. C⋯O [3.3308 (13)–3.4123 (14) Å] short contacts are also observed.

(E)-1-(Thiophen-2-yl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

“…In each molecule, intramolecular C-H•••O weak interaction (Table 1) generates S(6) ring motif (Bernstein et al, 1995). The bond distances agree with the literature values (Allen et al, 1987) and are comparable with those observed in related structures (Chantrapromma et al, 2009;Fun et al, 2010Fun et al, , 2011Suwunwong et al, 2009).…”

“…For related literature on hydrogen-bond motifs, see: Bernstein et al (1995). For related structures, see: Chantrapromma et al (2009); Fun et al (2010Fun et al ( , 2011; Suwunwong et al (2009). For background to and applications of chalcones, see: Go et al (2005); Liu et al (2008); Ng et al (2009); Ni et al (2004); Suwunwong et al (2011); Tewtrakul et al (2003).…”

(2E)-1-(Pyridin-2-yl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

“…In the molecule, a weak intramolecular C7-H7A•••O4 interaction (Table 1) generates an S(6) ring motif (Bernstein et al, 1995). The bond distances are of normal values (Allen et al, 1987) and comparable with related structures (Chantrapromma et al, 2009;Fun et al, 2010;.…”

“…For hydrogenbond motifs, see: Bernstein et al (1995). For related structures, see: Chantrapromma et al (2009); Fun et al (2010Fun et al ( , 2011. For background to and applications of chalcones and heteroaryl chalcones, see: Bandgar et al (2010); Gacche et al (2008); Go et al (2005); Isomoto et al (2005); Jung et al (2008); Suwunwong et al (2011); Tewtrakul et al (2003).…”

“…Furthermore they also exhibit fluorescent property (Jung et al, 2008;Suwunwong et al, 2011). In our on-going research on the biological and fluorescent properties of chalcones and heteroaryl chalcones (Chantrapromma et al, 2009;Fun et al, 2010Fun et al, , 2011Suwunwong et al, 2011), the title heteroaryl chalcone derivative (I) was synthesized in order to study the effects of substituted positions on the fluorescent property in comparision with the closely related compounds (Fun et al, 2011;Suwunwong et al, 2011). In addition (I) was also tested for analgesic and antibacterial activities.…”