4H-CHROMEN-4-ONE

Top PDF 4H-CHROMEN-4-ONE:

3 (4 Nitro­benz­yl) 4H chromen 4 one

3 (4 Nitro­benz­yl) 4H chromen 4 one

the ten-membered chromen-4-one ring system (r.m.s. devia- tion = 0.0095 A ˚ ) and the benzene ring is 86.16 (5) . In the crystal, molecules are linked into a three-dimensional network by weak C—H O hydrogen bonds. The crystal studied was a non-merohedral twin, with the minor twin component refining to 0.093 (1).

7 Read more

5,7 Dihydr­­oxy 8 meth­­oxy 2 phenyl 4H chromen 4 one monohydrate

5,7 Dihydr­­oxy 8 meth­­oxy 2 phenyl 4H chromen 4 one monohydrate

The title compound was prepared according to the procedure for extracting Scutellaria rehderiana Diels (Su et al., 2004; Li & Chen, 2005). At 283 K and under unventilated conditions, crystals appro- priate for data collection were obtained by evaporation of an ethyl acetate solution over a period of one week.

7 Read more

ANTIMICROBIAL ACTIVITIES; IONIC LIQUID AND MICROWAVEASSISTED SYNTHESIS OF RING SUBSTITUTED 3 (3 BROMO 4  OXO 4H CHROMEN 2 YL) 4H CHROMEN 4 ONE

ANTIMICROBIAL ACTIVITIES; IONIC LIQUID AND MICROWAVEASSISTED SYNTHESIS OF RING SUBSTITUTED 3 (3 BROMO 4 OXO 4H CHROMEN 2 YL) 4H CHROMEN 4 ONE

An efficient procedure for the preparation of substituted 3-(3-(5- chloro-2-hydroxyphenyl)-3-oxoprop-1-enyl)-6-methyl-4H-chromen-4- one via the condensation of acetophenones with 6-sub-4-oxo-4H- chromene-3-carbaldehyde in the presence of catalytic amount of ethylenediammonium diacetate (EDDA) using different ionic liquids at room temperature is described. The advantages of this method are generality, high yield, short reaction times, ease of product isolation, and ecologically friendly.A series of substituted 3-(3-bromo-4-oxo-4H- chromen-2-yl)-4H-chromen-4-one were prepared by the reaction of 3- (3-(5-chloro-2-hydroxyphenyl)-3-oxoprop-1-enyl)-6-methyl-4H- chromen-4-one in the presence of copper bromide and DMSO. A comparison of conventional heating and microwave irradiation in the synthesis of 3-(3- bromo-4-oxo-4H-chromen-2-yl)-4H-chromen-4-ones is discussed. Microwave irradiation was found to increase the yields of the desired products, shorten the reaction time. The newly synthesized compounds were characterized on the basis of elemental analysis, IR, 1 H NMR and mass spectra. All the synthesized compounds were tested for their antibacterial activities against Gram +ve and Gram –ve bacteria, and antifungal activities.

15 Read more

2 Phenyl 5,7 bis­­(prop 2 en 1 yl­­oxy) 4H chromen 4 one

2 Phenyl 5,7 bis­­(prop 2 en 1 yl­­oxy) 4H chromen 4 one

Chromenes (benzopyrans) and their derivatives have numerous biological and pharmacological properties (Tang et al., 2007) such as antisterility (Brooks, 1998) and anticancer activity (Hyana & Saimoto, 1987). In addition, polyfunctional chromene units are present in numerous natural products (Hatakeyama et al., 1988). 4H-chromenes are important synthons for some natural products (Liu et al., 2007). As a part of our structural investigations on 4H-chromene derivatives, the single-crystal X-ray diffraction study on the title compound was carried out.

9 Read more

IN VITRO ANTIDIABETIC ACTIVITY OF 2 (3,4 DIHYDROXYPHENYL) 3,5,7 TRIHYDROXY 4H CHROMEN 4 ONE ISOLATED FROM THE METHANOLIC EXTRACT OF ANDROGRAPHIS ECHIOIDES LEAVES

IN VITRO ANTIDIABETIC ACTIVITY OF 2 (3,4 DIHYDROXYPHENYL) 3,5,7 TRIHYDROXY 4H CHROMEN 4 ONE ISOLATED FROM THE METHANOLIC EXTRACT OF ANDROGRAPHIS ECHIOIDES LEAVES

Alpha-Amylase Inhibitory Assay: This assay was carried out using a modified procedure of McCue and Shetty, 2004 18 . A total of 250 µL of isolated compound 2- (3,4-dihydroxyphenyl)- 3, 5, 7- trihydroxy-4H-chromen-4-one (20-100 μg/ml) was placed in a tube and 250 µL of 0.02M sodium phosphate buffer (pH 6.9) containing α-amylase solution (0.5 mg/mL) was added. This solution was preincubated at 25 ºC for 10 min, after which 250 µL of 1% starch solution in 0.02M sodium phosphate buffer (pH 6.9) was added at timed intervals and then further incubated at for 25 ºC for 10 min. The reaction was terminated by adding 500 µL of dinitro-salicylic acid (DNS) reagent. The tubes were then incubated in boiling water for 5 min and cooled to room temperature. The reaction mixture was diluted with 5 mL distilled water, and the absorbance was measured at 540 nm using a spectrophotometer. A control was prepared using the same procedure replacing the extract with distilled water.

9 Read more

Crystal structure of 2 (4 tert butyl­phen­yl) 3 hy­droxy 4H chromen 4 one

Crystal structure of 2 (4 tert butyl­phen­yl) 3 hy­droxy 4H chromen 4 one

A search of the Cambridge Structural Database (Version 5.36, February 2015; Groom & Allen, 2014) for 3-hydoxyflavone gave 15 hits. These include 3-hydroxyflavone itself (DUMFAS; Etter et al., 1986) and a number of para-substituted phenyl derivatives, such as the 4-aminophenyl derivative (LUBBIV: Sun, 2015), two polymorphs of the 4-(dimethylamino)phenyl derivative (BANJEH; BANJEH01: Hino et al., 2011) and two polymorphs of the 4-(diethylamino)phenyl derivative (CEZDOC; CEZDOC01: Hino et al., 2013). Two polymorphs of the 4-hydroxphenyl derivative have also been reported (IJUCAS; Wera, Pivovarenko et al., 2011; IKAHIM: Wera, Serdiuk et al., 2011). Apart from 3-hydroxyflavone itself (DUMFAS) and the 4-aminophenyl derivative (LUBBIV), in which the phenyl ring is inclined to the mean plane of the chromen-4-one moiety by 5.5 and 4.5 , respectively, this

8 Read more

Crystal structure of 2 (3,4 di­meth­­oxy­phen­yl) 3 hy­dr­oxy 4H chromen 4 one

Crystal structure of 2 (3,4 di­meth­­oxy­phen­yl) 3 hy­dr­oxy 4H chromen 4 one

Flavonoids are one of secondary metabolites in plants with C6—C3—C6 skeleton, which include flavones, flavonols, chalcones and isoflavones. Variety of flanonols have been isolated from natural sources and syntheized (Bendaikha et al. 2014; Prescott et al. 2013), because they have shown wide spectrum of biological activities (Lee et al. 2014; Dias et al. 2013). Inspired by the important biological activities of flavonols, our research project has been focused on development of novel flavonols which show broad range of biological activities. Because it has been well established that the presence and position of hydroxy and methoxy substituents plays an important role in determining the biological activity of flavonoids (Singh et al. 2014), the title compound was synthesized and its crystal structure was determined. A starting material, chalcone, (E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one, was prepared by the previously reported methods (Yong et al. 2013). Flavonol was obtained by oxidative cyclization of the chalcone with H 2 O 2 in

9 Read more

Structure of 7 hy­dr­oxy 3 (2 meth­­oxy­phen­yl) 2 tri­fluoro­meth­yl 4H chromen 4 one

Structure of 7 hy­dr­oxy 3 (2 meth­­oxy­phen­yl) 2 tri­fluoro­meth­yl 4H chromen 4 one

Isoflavones are a subclass of a larger chemical family, the flavonoids, being characterized by possessing a 3-phenyl- chromen-4-one (3-phenyl-1,4-benzopyrone) backbone instead of the 2-phenylchromen-4-one (3-phenyl-1,4-benzopyrone) structure of flavanones and flavones (Szeja et al., 2016). Dietary isoflavones are secondary metabolites that occur in plants of the Fabaceae family and as such are present in soy beans, soy foods and legumes. The health benefits of isofla- vones have been linked to cholesterol-reducing, anti-inflam- matory, chemotherapeutic and antioxidant properties (Jie et al., 2016). However, the best known property of isoflavones is related to their phytoestrogenic activity (Vitale et al., 2013). More recently, isoflavones of synthetic origin have been shown to be potent and competitive antagonists of formyl peptide receptors (FPRs), playing an important role in the regulation of inflammatory processes (Schepetkin et al., 2014).

10 Read more

rac 7 Methyl 3 [(7 methyl 4 oxo­chro­man 3 yl)meth­yl] 4H chromen 4 one

rac 7 Methyl 3 [(7 methyl 4 oxo­chro­man 3 yl)meth­yl] 4H chromen 4 one

The chromanone moiety forms an important component in pharmacophores in a number of biologically active molecules of synthetic as well as natural origin. Bis-chromanones bridged by a methylene group at C3 of the ring are considered to be a biologically important class of molecules (Santhosh & Balasubramanian, 1991; Panja, et al. , 2009). Herein we report the structure of the racemic title compound, C 21 H 18 O 4 , in which the dihedral angle between the phenyl rings of the two

7 Read more

Crystal structure of 3 acetyl 4H chromen 4 one

Crystal structure of 3 acetyl 4H chromen 4 one

O1 0.0172 (5) 0.0250 (6) 0.0351 (6) −0.0015 (4) 0.0041 (5) 0.0048 (5) O2 0.0169 (6) 0.0302 (6) 0.0419 (7) −0.0011 (5) 0.0043 (5) 0.0109 (5) O3 0.0269 (6) 0.0319 (7) 0.0468 (8) 0.0004 (5) 0.0032 (6) 0.0164 (6) C1 0.0211 (7) 0.0222 (7) 0.0282 (8) −0.0004 (6) 0.0018 (6) 0.0013 (6) C2 0.0183 (7) 0.0202 (7) 0.0250 (8) −0.0003 (6) 0.0018 (6) −0.0014 (6) C3 0.0175 (7) 0.0213 (7) 0.0243 (8) −0.0013 (6) 0.0026 (6) −0.0023 (6) C4 0.0207 (7) 0.0231 (7) 0.0261 (8) −0.0014 (6) 0.0015 (6) −0.0012 (6) C5 0.0273 (8) 0.0234 (8) 0.0280 (8) 0.0021 (6) −0.0001 (7) 0.0017 (7) C6 0.0205 (8) 0.0310 (9) 0.0285 (8) 0.0056 (6) 0.0000 (6) −0.0010 (7) C7 0.0178 (7) 0.0293 (8) 0.0283 (8) 0.0001 (6) 0.0028 (6) −0.0031 (7) C8 0.0175 (7) 0.0204 (7) 0.0227 (8) −0.0003 (6) 0.0017 (6) −0.0036 (6) C9 0.0192 (7) 0.0206 (7) 0.0239 (8) −0.0007 (6) 0.0023 (6) −0.0020 (6) C10 0.0217 (8) 0.0224 (7) 0.0253 (8) 0.0008 (6) 0.0017 (6) 0.0001 (6) C11 0.0193 (8) 0.0288 (8) 0.0327 (9) 0.0018 (6) 0.0011 (6) 0.0060 (7)

7 Read more

2 (Di­bromo­meth­yl) 4H chromen 4 one

2 (Di­bromo­meth­yl) 4H chromen 4 one

Chromones are one of the most important groups of biological compounds in nature, and are used as a synthetic lead for drug discovery. Recently, the structural modification of the chro- mone scaffold, with the introduction of heterocylic substi- tuents at either the 2- or 3-position, has attracted considerable attention. Some chromones bearing a heterocyclic thioether group have been reported to be anticancer agents (Khim et al., 2004). The title compound, (I), is an important intermediate for the synthesis of chromone derivatives.

6 Read more

3 (3 Nitro­benz­yl) 4H chromen 4 one

3 (3 Nitro­benz­yl) 4H chromen 4 one

The title compound, 3-(3-nitrobenzyl)-2-chromen-4-one, belongs to a class of compounds called homoisoflavonoids, which are C-16, α,β unsaturated carbonyl compounds containing two aromatic rings. Homoisoflavonoids may be categorized into four groups depending on the type of structural backbone present. The four groups are 3-benzyl-4- chromanones, of which the title compound belongs to as well as the, 3-benzylidene-4-chromanones, 3-benzyl-3-hy- droxy-4-chromanones and scillascillins (du Toit et al., 2010). The most commonly used procedure for the synthesis of homoisoflavoinoids involves the condensation of chroman-4-one with an aromatic aldehyde in the presence of either an acidic or basic catalyst (Shaikh et al., 2011).

7 Read more

2 (4 Hy­dr­oxy­phen­yl) 3 meth­­oxy 4H chromen 4 one

2 (4 Hy­dr­oxy­phen­yl) 3 meth­­oxy 4H chromen 4 one

For general features of flavones and flavonols (derivatives of 3-hydroxy-2-phenyl-4H-chromen-4-one), see: Demchenko (2009); Ma et al. (2012). For related structures, see: Wera et al. (2011a,b). For intermolecular interactions, see: Aakero¨y et al. (1992); Etter et al. (1990); Novoa et al. (2006). For the synth- esis, see: Bader et al. (2003); Wera et al. (2011b).

9 Read more

5,7 Dimeth­­oxy 2 phenyl 4H chromen 4 one

5,7 Dimeth­­oxy 2 phenyl 4H chromen 4 one

For the biological and pharmacological properties of benzo- pyrans and their derivatives, see Brooks (1998); Hatakeyama et al. (1988); Hyana & Saimoto (1987); Tang et al. (2007). For the importance of 4H-chromenes, see Liu et al. (2007); Wang, Fang et al. (2003); Wang, Zhang et al. (2003). For hydrogen bonding, see: Bernstein et al. (1995); Desiraju (1989); Desiraju & Steiner (1999); Etter (1990).

12 Read more

5 Hydr­­oxy 7 meth­­oxy 2,6,8 tri­methyl 4H chromen 4 one

5 Hydr­­oxy 7 meth­­oxy 2,6,8 tri­methyl 4H chromen 4 one

O1 0.0155 (3) 0.0208 (3) 0.0153 (3) −0.0022 (2) 0.0038 (2) −0.0039 (2) O2 0.0158 (3) 0.0137 (3) 0.0132 (3) 0.0020 (2) 0.0022 (2) −0.0009 (2) O3 0.0229 (3) 0.0213 (3) 0.0175 (3) 0.0005 (3) 0.0017 (2) 0.0070 (2) O4 0.0249 (3) 0.0150 (3) 0.0194 (3) 0.0023 (2) 0.0001 (2) 0.0044 (2) C1 0.0126 (4) 0.0176 (4) 0.0133 (4) −0.0007 (3) 0.0006 (3) −0.0030 (3) C2 0.0150 (4) 0.0205 (4) 0.0130 (4) −0.0004 (3) 0.0013 (3) −0.0005 (3) C3 0.0134 (4) 0.0183 (4) 0.0137 (4) −0.0013 (3) −0.0014 (3) 0.0017 (3) C4 0.0129 (4) 0.0142 (4) 0.0125 (3) −0.0003 (3) −0.0010 (3) 0.0004 (3) C5 0.0144 (4) 0.0127 (3) 0.0161 (4) −0.0003 (3) −0.0031 (3) 0.0009 (3) C6 0.0133 (4) 0.0138 (4) 0.0169 (4) 0.0006 (3) −0.0013 (3) −0.0023 (3) C7 0.0116 (4) 0.0155 (4) 0.0133 (4) −0.0014 (3) 0.0001 (3) −0.0023 (3) C8 0.0130 (4) 0.0138 (4) 0.0131 (3) −0.0007 (3) 0.0001 (3) −0.0002 (3) C9 0.0117 (3) 0.0124 (3) 0.0135 (4) 0.0006 (3) −0.0008 (3) −0.0010 (3) C10 0.0200 (4) 0.0171 (4) 0.0182 (4) 0.0026 (3) 0.0026 (3) −0.0031 (3) C11 0.0220 (4) 0.0155 (4) 0.0164 (4) 0.0001 (3) 0.0036 (3) 0.0024 (3) C12 0.0252 (5) 0.0299 (5) 0.0145 (4) −0.0069 (4) 0.0027 (3) −0.0051 (3) C13 0.0189 (4) 0.0157 (4) 0.0253 (4) 0.0027 (3) 0.0005 (3) −0.0038 (3)

7 Read more

8 Hydr­­oxy 5,6,7 trimeth­­oxy 2 phenyl 4H chromen 4 one

8 Hydr­­oxy 5,6,7 trimeth­­oxy 2 phenyl 4H chromen 4 one

Figure 1 shows an ORTEP view of thr title compound, 8-hydroxy-5,6,7-trymethoxy-2-phenylchromen-4-one (I) with atom labeling and 50% probability displacement ellipsoids. The benzopyran group in (I) is essentially planar, with the oxygen atoms of the substituent groups lying close to its mean plane. The ring forms angles of 113.8 (4)°, 117.8 (3)° and 114.4 (2)° with the O3—C16, O4—C17 and O5—C18 methoxy groups, respectively, and 34.61 (4)° with the phenyl ring.

7 Read more

ANTIOXIDANT STUDY OF ISOLATED CHEMICAL CONSTITUENTS FROM METHANOL EXTRACT OF THE CLERODENDRUM PHLOMIDIS LEAF

ANTIOXIDANT STUDY OF ISOLATED CHEMICAL CONSTITUENTS FROM METHANOL EXTRACT OF THE CLERODENDRUM PHLOMIDIS LEAF

Plants used for traditional medicine contain a wide range of substances that can be used to treat chronic as well as infectious diseases. The medicinal value of plants lies in some chemical substances that produce a definite physiological action on the human body. The main aim of the study was to isolate active antioxidant chemical constituent/s from methanol extract of the Clerodendrum phlomidis leaf. Methanol extract of the Clerodendrum phlomidis was subjected to isolation by column chromatography. Nine compounds were isolated from the methanol extract of the Clerodendrum phlomidis leaf and were characterized by IR (KBr), 1 H-Nuclear Magnetic Resonance (NMR), 13 C-Nuclear Magnetic Resonance and Mass spectrometry. Isolated compounds were subjected to antioxidant activity by DPPH free radical scavenging assay. Compounds 6 (3,6,7-trihydroxy-2-(3-methoxyphenyl)-4H- chromen-4-one) and compound 9 (Isopropyl linoleate) showed good antioxidant activity with an IC 50 value of 63.16 µg/mL and 61.13 µg/mL respectively. The compounds 3-hexen-

12 Read more

SYNTHESIS AND ANTI DIABETIC ACTIVITY OF SOME NEW 2-(SUBSTITUTED PHENYL)-4H-CHROMEN-4-ONE DERIVATIVES

SYNTHESIS AND ANTI DIABETIC ACTIVITY OF SOME NEW 2-(SUBSTITUTED PHENYL)-4H-CHROMEN-4-ONE DERIVATIVES

Iron powder (8g) was added portion wise to a hot mixture of 6-hydroxy-5-nitro-2- phenyl-4h-chromen-4-one IV (5.66 g, 0.02 moles) in ethyl alcohol (20 ml) and conc. Hydrochloric acid (30 ml) at reflux temperature. After completion of the addition, the refluxing was continued for 6h. Upon cooling a white precipitate formed was filtered off washed with water, dried and recystallized from methanol to get product (3.1g) yield 56%, m.p. 180-82 0 .

6 Read more

2H Chromen 4(3H) one

2H Chromen 4(3H) one

In general, saturated, six-membered carbocycles and heterocycles adopt energetically favourable chair- or boat- conformations in solution and in the solid state although a variety of other conformations such as half-chair- or twist- forms are available. The annulation of aromatic rings can influence the conformation of such ring-systems and "freeze" one of the less common conformations. In our continued interest in effects of substituents and annulation of differently- substituted aromatic systems on the conformation of six-, seven- and eight-membered ring systems, we determined the crystal structure of the title compound to enable comparative studies. As of today, only one structural analysis of a chromium(0)-compound featuring the title compound as a ligand is apparent in the literature (Stewart et al. 1984).

8 Read more

7,7 Di­methyl 2 methyl­amino 4 (4 methyl­phenyl) 3 nitro 7,8 di­hydro 4H chromen 5(6H) one

7,7 Di­methyl 2 methyl­amino 4 (4 methyl­phenyl) 3 nitro 7,8 di­hydro 4H chromen 5(6H) one

A solution of 4-methylbenzaldehyde (1.0 mmol), 5,5-dimethylcyclohexane-1,3-dione (1.0 mmol), NMSM (1.0 mmol), and piperidine (0.2 equiv) in ethanol (2 ml) was stirred for 3.5 h. After the reaction was complete, as indicated by TLC, the product was filtered and washed with 2 ml of ethanol, to remove the excess base and other impurities. Finally, the product was recrystallized from ethanol yielding colourless block-like crystals.

10 Read more

Show all 10000 documents...