6077-18-5

Upstream product

• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 
• 5533-04-0 2-(methoxymethoxy)benzaldehyde 
• 876-27-7 4-chlorophenyl acetate 

Downstream Products

• 108718-33-8 6-chloro-2'-hydroxyflavanone 
• 100914-75-8 6-chloro-3-hydroxy-2-(2-hydroxy-phenyl)-chromen-4-one 
• 86882-45-3 4-Chloro-2-[2-(2-hydroxy-phenyl)-1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[b][1,4]thiazepin-4-yl]-phenol 
• 160748-57-2 2-[(E)-1-[(E)-2-Amino-ethylimino]-3-(2-hydroxy-phenyl)-allyl]-4-chloro-phenol 
• 3505-43-9 6-chloro-2-(2-hydroxyphenyl)-4H-chromen-4-one 

Relevant academic research and scientific papers

Phototransformations of some 3-cyclohexenyloxychromenones: Synthesis of Spirocyclic compounds

The phototransformation of the 3-cyclohexenyloxychromenones by irradiation with a pyrex-filtered light from a 125 W Hg vapor lamp under an inert atmosphere into the spirocyclic fused xanthenones was described. The efficacy of the protocol depended upon th

5′-Chloro-2,2′-dihydroxychalcone and related flavanoids as treatments for prostate cancer

Several flavonoids and their biosynthetic precursor chalcones were designed and synthesized to improve the biological effects of the lead compound 2′-hydroxyflavonone against androgen receptor (AR)-dependent transcriptional stimulation. Newly synthesized chalcones 19 and 26 suppressed AR-dependent transcription as well as DHT-dependent growth stimulation at a low micromolar level. These compounds were also effective against ligand-independent constitutively active mutant AR derived from castration-resistant PCa (CRPC). Compounds 19 and 26 showed broad spectrum antiproliferative activity at 5–10 μM against multiple tumor cell lines including androgen-independent and taxane-resistant prostate cancer as well as a multidrug-resistant subline. Mode of action studies suggested that 19 induced sub-G1 accumulation in PC-3 cells by disrupting the microtubule network without affecting cell cycle progression. Furthermore, the in vivo effectiveness of chalcone 19 was confirmed in a xenograft model antitumor assay. Thus, chalcone 19 has the potential to be a bifunctional lead for treatment of AR-dependent PCa at lower doses as well as AR-independent PCa, including CRPC, at higher doses.

COMPOSITIONS FOR INHIBITING ANDROGEN DEPENDENT OR INDEPENDENT PROSTATE CANCER CELLS AND PHARMACEUTICAL FORMULATIONS OF PROSTATE CANCER CONTAINING THE SAME

PROBLEM TO BE SOLVED: To provide compositions for inhibiting androgen dependent or independent prostate cancer cells which are used for prostate cancer, inhibit activation of androgen receptors, are effective for inhibiting the proliferation of androgen dependent or independent prostate cancer, inhibit the action even if AR-V7 has expressed, and are effective also to anticancer drug resistant cell lines; and to provide pharmaceutical formulations of prostate cancer using the same. SOLUTION: A composition for inhibiting androgen dependent or independent prostate cancer cells comprises an α,β-saturated or unsaturated ketone derivative represented by the following chemical formula (1) or a pharmaceutically acceptable salt thereof. (X- represents a hydrocarbon aromatic ring group or an aromatic heterocyclic group, both or either of Y1- and Y2- are a hydrocarbon aromatic ring group or an aromatic heterocyclic group and the other is a hydrogen atom, Z= represents an atom or a functional group which forms or generates a ketone group, a thioketone group, an imino group, or an oxime group together with a bonding carbon atom, Y3- is a hydrogen atom, a perhalogeno hydrocarbon group or the like.) The pharmaceutical formulation of prostate cancer contains this composition. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Synthesis and antimicrobial evaluation of tricyclic macrocycles containing a chalcone moiety

A series of new tricyclic macrocycles containing a chalcone moiety were synthesized from chalcones through alkylation using different dibromoalkanes. All the synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and mass s

Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles

A convenient approach for the synthesis of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized heterocyclic rings (eight-, nine-, ten- and eleven-membered rings) containing two oxygen atoms from flavonols through alkylation using different dibromoalkanes was described. The synthesized compounds were established based on the spectral data and X-ray crystal structure for 6c. The synthesized compounds were evaluated for their in vitro antimicrobial activity. Docking studies were carried out for most active two compounds 6f and 6i.

Solution phase photocyclisation reaction of 2-hydroxychalcones to 4-flavanones

The photochemical cyclisation of 2-hydroxychalcones leading to the synthesis of 4-flavanones in solution phase has been investigated. The formation of photoproducts has been explained on the basis of excited state intramolecular proton transfer (ESIPT) and the cyclisation efficiency of the chalcones has been found to depend upon the electron density on the phenolic oxygen as well as on the carbonyl group. This synthesis of flavanones by photoirradiation is an eco-friendly route with comparative yield to those of thermal methods. Although the molecular skeletons of these substrates is amenable to cis-trans isomerisations and cycloadditions but no photoproducts corresponding to these reactions have been realized.

Photo-reorganization of some 3-alkoxy-2-(alkoxyphenyl)chromones

A photo-reorganization of 3-alkoxy-2-(alkoxyphenyl)chromones to the isomeric angular tetracyclic compounds through the 1,4-biradical generated by the excited carbonyl group through tlie γ-hydrogen abstraction has been described. Substituent effect of the

Inhibitory effects of 2'-hydroxychalcones on rat lens aldose reductase and rat platelet aggregation

Inhibitory effects of synthetic 2'-hydroxychalcone derivatives on rat lens aldose reductase (RLAR) and on platelet aggregation were investigated for the prevention or the treatment of chronic diabetic complications. 5'-chloro-4,2'-dihydroxychalcone (8) and 5'-chloro-3,2'-dihydroxychalcone (27) exhibited a potent inhibitory effect on rat platelet aggregation induced by ADP (IC50=0.10 and 0.06 mg/ml, respectively) and collagen (IC50=44 and 16 μg/ml, respectively) but showed relatively weak inhibitory activities on RLAR.

SYNTHESIS AND SPECTRAL CHARACTERISATION OF OXOVANADIUM(IV) COMPLEXES WITH ETHYLENEDIAMINE DERIVATIVES OF 2,2'-DIHYDROYCHALKONES

A few complexes of oxovanadium(IV) with ethylenediamine derivatives of 2,2'-dihydroxy chalkones have been prepared in ethanolic medium.They have 1:1 stoichiometry of type VOL.The molecular weight determination in nitrobenzene reveals that the complexes ar