13178-98-8

Upstream product

• 56-23-5 tetrachloromethane 
• 4578-66-9 o-benzoyloxybenzoic acid 
• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 245322-93-4 1-(2-methoxyphenyl)-3-phenylprop-2-yn-1-ol 
• 135-02-4 ortho-anisaldehyde 
• 536-74-3 phenylacetylene 
• 89-95-2 2-methyl-benzyl alcohol 
• 1469-94-9 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione 
• 16619-66-2 1-(2-methoxyphenyl)-3-phenylprop-2-yn-1-one 
• 525-82-6 FLAVONE 

Downstream Products

• 525-82-6 FLAVONE 
• 2030-45-7 2-benzoylbenzofuran-3(2H)-one 

Relevant academic research and scientific papers

A facile preparation of 3-haloflavones using hypervalent iodine* chemistry

Various 3-haloflavones were prepared by the reaction of the corresponding flavone derivatives with iodobenzene diacetate and trimethylsilyl halide under mild reaction conditions. The iodobenzene diacetate could be replaced by the polymer-supported iodoben

COMPOUNDS FOR IMMUNOPOTENTIATION

Methods of stimulating an immune response and treating patients responsive thereto with 3,4-di(1H-indol-3-yl)-1H-pyrrole-2,5-diones, staurosporine analogs, derivatized pyridazines, chromen-4-ones, indolinones, quinazolines, nucleoside analogs, and other small molecules are disclosed.

Synthesis of 3-halogenated flavonoids via electrophile-promoted cyclization of 2-(3-aryl-2-propynoyl)anisoles

Treatment of 2-(1-aryl-3-propynoyl) anisoles 1 with N-chlorosuccinimide (NCS) or N-bromosuccinimide (NBS) gave the 3-halogenated flavones and their related molecules in moderate yields.

Selective halogenation of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones using phase transfer catalysis and synthesis of 3-chloro- and 3-bromo-flavones

Selective chlorination and bromination of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones have been achieved by their reaction with ammonium chloride/ammonium bromide and hydrogen peroxide in biphase medium using phase transfer catalysis.

Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists

A broad screening of phytochemicals has demonstrated that certain flavone and flavonol derivatives have a relatively high affinity at A3 adenosine receptors, with K(i) values of ≥1 μM (Ji et al. J. Med. Chem. 1996, 39, 781-788). We have further modified the flavone structure to achieve a degree of selectivity for cloned human brain A3 receptors, determined in competitive binding assays versus [125I]AB-MECA [N6-(4-amino-3- iodebenzyl)adenosine-5'-(N-methyluronamide)]. Affinity was determined in radioligand binding assays at rat brain A1 and A(2A) receptors using [3H]- N6-PIA ([3H]-(R)-N6-phenylisopropyladenosine) and [3H]CGS21680 [[3H]-2- [[4-(2-carboxyethyl)phenyl]ethylamino]-5'-(N-ethylcarbamoyl)adenosine], respectively. The triethyl and tripropyl ether derivatives of the flavonol galangin, 4, had K(i) values of 0.3-0.4 μM at human A3 receptors. The presence of a 5-hydroxyl group increased selectivity of flavonols for human A3 receptors. The 2',3,4',7-tetraethyl ether derivative of the flavonol morin, 7, displayed a K(i) value of 4.8 μM at human A3 receptors and was inactive at rat A1/A(2A) receptors. 3,6-Dichloro-2'-(isopropyloxy)-4'- methylflavone, 11e, was both potent and highly selective (~200-fold) for human A3 receptors (K(i) = 0.56 μM). Among dihydroflavonol analogues, the 2-styryl instead of the 2-aryl substituent, in 15, afforded selectivity for human A3 vs rat A1 or A(2A) receptors. The 2-styryl-6-propoxy derivative, 20, of the furanochromone visnagin was 30-fold selective for human A3 receptors vs either rat A1 or A(2A) receptors. Several of the more potent derivatives effectively antagonized the effects of an agonist in a functional A3 receptor assay, i.e. inhibition of adenylyl cyclase in CHO cells expressing cloned rat A3 receptors. In conclusion, these series of flavonoids provide leads for the development of novel potent and subtype selective A3 antagonists.

EFFICIENT AND IMPROVED PROCEDURE FOR THE SYNTHESIS OF 3-CHLORO DERIVATIVES OF FLAVONES, CHROMONES AND THEIR SULFUR ANALOGUES

Mild and efficient chlorination of flavones, chromones and their sulfur analogues is realized using Montorillonite-K-10 catalyst and sulfuryl chloride.