113722-05-7

Upstream product

• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 26510-95-2 ethyl 4-Bromobenzoylacetate 
• 39580-38-6 1-(4-bromophenyl)-3,3-bis(methylthio)prop-2-en-1-one 
• 4352-89-0 3H-benzo[f]chromen-3-one 
• 1122-91-4 4-bromo-benzaldehyde 
• 135-19-3 β-naphthol 
• 55991-70-3 5-(4-bromo-phenyl)-furan-2,3-dione 

Downstream Products

• 1148118-36-8 2-(4'-bromobenzoyl)-1,2-dihydrobenzo[f]chromen-3-one 
• 1597709-81-3 5-(4-bromophenyl)-4-[(2-hydroxynaphthalen-1-yl)methyl]-2,3-dihydro-1H-pyrazol-3-one 

Relevant academic research and scientific papers

Synthesis of functionalized benzo[f]2H-chromenes and evaluation of their antimicrobial activities

Knoevenagel cyclocondensations of α-hydroxy naphthaldehyde with β-oxodithioesters and ketene dithioacetals yielded 2H-benzo[f]chromene-2-thiones and 2H-benzo[f]chromen-2-ones, respectively, in high yields. The newly synthesized compounds were evaluated fo

Regioselective Coupling Reactions of Coumarins with Aldehydes or Di-tert-butyl Peroxide (DTBP) through a C(sp2)-H Functionalization Process

Coumarin derivatives are highly valuable compounds in drug discovery. Herein, we have developed two new coupling reactions that involve coumarins and either aldehydes or di-tert-butyl peroxide (DTBP) in the presence of inexpensive copper or iron catalysts. Both of these reactions proceed through a C(sp2)-H functionalization process to regioselectivity generate keto- or methyl-substituted coumarin derivatives in moderate to good yields These coupling reactions will enrich current coumarin chemistry.

Development of pyrazolone and isoxazol-5-one cambinol analogues as sirtuin inhibitors

Sirtuins are a family of NAD+-dependent protein deacetylases that play critical roles in epigenetic regulation, stress responses, and cellular aging in eukaryotic cells. In an effort to identify small molecule inhibitors of sirtuins for potential use as chemotherapeutics as well as tools to modulate sirtuin activity, we previously identified a nonselective sirtuin inhibitor called cambinol (IC50 ≈ 50 μM for SIRT1 and SIRT2) with in vitro and in vivo antilymphoma activity. In the current study, we used saturation transfer difference (STD) NMR experiments with recombinant SIRT1 and 20 to map parts of the inhibitor that interacted with the protein. Our ongoing efforts to optimize cambinol analogues for potency and selectivity have resulted in the identification of isoform selective analogues: 17 with >7.8-fold selectivity for SIRT1, 24 with >15.4-fold selectivity for SIRT2, and 8 with 6.8- and 5.3-fold selectivity for SIRT3 versus SIRT1 and SIRT2, respectively. In vitro cytotoxicity studies with these compounds as well as EX527, a potent and selective SIRT1 inhibitor, suggest that antilymphoma activity of this compound class may be predominantly due to SIRT2 inhibition.

PYRIMIDE DERIVATIVES AND THEIR PHARMACEUTICAL USE

The invention provides a compound according to formula (I): wherein: X is O or S; Y is O or S; each Ar and Ar' is independently a mono-, bi- or tricyclic aryl or heteroaryl group optionally substituted with one or more substituents selected from halo, alk

Novel cambinol analogs as sirtuin inhibitors: Synthesis, biological evaluation, and rationalization of activity

The tenovins and cambinol are two classes of sirtuin inhibitor that exhibit antitumor activity in preclinical models. This report describes modifications to the core structure of cambinol, in particular by incorporation of substitutents at the N1-position, which lead to increased potency and modified selectivity. These improvements have been rationalized using molecular modeling techniques. The expected functional selectivity in cells was also observed for both a SIRT1 and a SIRT2 selective analog.

FIVE-MEMBERED 2,3-DIOXOHETEROCYCLES. IV. AROYLACETYLATION OF PHENOLS BY 5-ARYL-2,3-DIHYDROFURAN-2,3-DIONES

Phenyl aroylacetates were obtained by the reaction of phenols and pyrocatechol with 5-aryl-2,3-dihydrofuran-2,3-diones under conditions for the decarbonylation of the latter.The reaction between 5-aryl-2,3-dihydrofuran-2,3-diones and salicylaldehyde and 2-hydroxynapthaldehyde under the same conditions led to the formation of 3-aroyl-2H-chromen-2-ones, 2-(2-aroylacetoxy)phenyl-6-aryl-1,3-dioxin-4-ones, and 3-aroyl-2H-benzochromen-2-ones.