51069-75-1

Upstream product

• 120869-42-3 2-amino-6-methyl-4H-chromen-4-one 
• 13252-83-0 4-hydroxy-6-methylcoumarin 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 106-44-5 p-cresol 

Downstream Products

• 226994-54-3 2-(6-methyl-2-oxo-2H-chromen-4-ylamino)-benzoic acid 
• 1075248-18-8 6-Methyl-4-(4-phenylpiperazin-1-yl)-2H-chromen-2-one 
• 1075248-23-5 C₂₁H₁₉ClN₂O₃ 
• 1256503-56-6 (5-methyl-3-morpholinobenzofuran-2-yl)-(4-phenylpiperazin-1-yl)methanone 
• 1256503-57-7 (4-o-tolylpiperazin-1-yl)-(5-methyl-3-morpholinobenzofuran-2-yl)methanone 
• 1256503-58-8 (4-(4-chlorophenyl)piperazin-1-yl)-(5-methyl-3-morpholinobenzofuran-2-yl)methanone 
• 1256503-59-9 (4-p-tolylpiperazin-1-yl)-(5-methyl-3-morpholinobenzofuran-2-yl)methanone 
• 1256503-60-2 (4-(4-methoxyphenyl)piperazin-1-yl) (5-methyl-3-morpholinobenzofuran-2-yl) methanone 
• 92-52-4 biphenyl 
• 16299-22-2 6-methyl-4-phenylchromen-2-one 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 108974-53-4 4-(4-methoxyphenyl)-6-methyl-2H-chromen-2-one 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 93696-64-1 6-methyl-4-(p-tolyl)-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis and biological evaluation of harmirins, novel harmine–coumarin hybrids as potential anticancer agents

As cancer remains one of the major health burdens worldwide, novel agents, due to the development of resistance, are needed. In this work, we designed and synthesized harmirins, which are hybrid compounds comprising harmine and coumarin scaffolds, evaluat

Efficient Synthesis of Pyrido[3,2-c[coumarins via Silver Nitrate Catalyzed Cycloisomerization and Application to the First Synthesis of Polyneomarline C

Herein, we report an efficient method for the synthesis of the pyrido[3,2-c[coumarin scaffold, one of the privileged heterocycle-fused coumarin scaffolds, via a AgNO 3-catalyzed cycloisomerization of 4-(propynylamino)coumarins obtained from div

Novel conjugates of podophyllotoxin and coumarin: Synthesis, cytotoxicities, cell cycle arrest, binding CT DNA and inhibition of Topo IIβ

A series of conjugates of podophyllotoxin and coumarin were prepared using the click reaction, and their cytotoxicities against A549, HepG2, HeLa, and LoVo cells were evaluated. Among them, compound 14e exhibited the strongest cytotoxicities against these cancer cells with IC50 values of 4.9–17.5 μM. Furthermore, 14e disrupted microtubules and induced cell cycle arrest at G1 phase by regulating P21 and Cyclin D1 in LoVo cells. In addition, 14e bond CT DNA and selectively inhibited Topo IIβ over Topo IIα. Molecular docking model showed that 14e appeared to form stable hydrogen bonds with several DNA bases and residue Gln778. Taken together, these conjugates have the potential to be developed as anti-tumor drugs.

Cu (I) Catalyzed One Pot SN-Click Reactions of Halogenated Coumarins and 1-aza-coumarins

A one pot three component, copper catalyzed azide-alkyne cycloaddition reaction has been employed for the synthesis of bis-coumarinyl triazoles (A–D) using 4-chloro, 4-bromomethyl, 3-bromoacetyl and 4-bromomethyl-1-aza-coumarins (I–IV), sodium azide, and coumarin propargyl ethers (V–IX) in moderate yields.

Synthesis and biological evaluation of novel phosphoramidate derivatives of coumarin as chitin synthase inhibitors and antifungal agents

A series of novel phosphoramidate derivatives of coumarin have been designed and synthesized as chitin synthase (CHS) inhibitors. All the synthesized compounds have been screened for their chitin synthase inhibition activity and antimicrobial activity in vitro. The bioactive assay manifested that most of the target compounds exhibited good efficacy against CHS and a variety of clinically important fungal pathogens. In particular, compound 7t with IC50 of 0.08 mM against CHS displayed stronger efficiency than the reference Polyoxin B with IC50 of 0.16 mM. In addition, the apparent Ki values of compound 7t was 0.096 mM while the Km of Chitin synthase prepared from Candida tropicalis was 3.86 mM for UDP-Nacetylglucosamine, and the result of the Ki showed that the compounds was a non-competitive inhibitor of the CHS. As far as the antifungal activity is concerned, compounds 7o, 7r and 7t were highly active against Aspergillus flavus with MIC values in the range of 1 μg/mL to 2 μg/Ml while the results of antibacterial screening showed that these compounds have negligible actions to the tested bacteria. These results indicated that the design of these compounds as antifungal agents was rational.

Pd-catalyzed chemo-selective mono-arylations and bis-arylations of functionalized 4-chlorocoumarins with triarylbismuths as threefold arylating reagents

Cross-coupling reactions of differently substituted 4-chlorocoumarins were studied under palladium catalysis using triarylbismuths as threefold arylating reagents. The high reactivity of 4-chlorocoumarins was demonstrated delivering mono- and bis-arylation products in a chemo-selective manner. The reaction conditions employed are simple, robust and the threefold coupling reactivity of triarylbismuth reagents was witnessed with good to high yields in 2-4 h conditions. The utility of the methodology was explored in the synthesis of a few natural occurring neoflavones (3.27-3.30). In addition, the 4-arylcoumarin 3.1 product is a useful precursor for the preparation of (R)-tolterodine.

Synthesis of benzofuran derivatives via rearrangement and their inhibitory activity on acetylcholinesterase

During a synthesis of coumarins to obtain new candidates for treating Alzheimer's Disease (AD), an unusual rearrangement of a benzopyran group to a benzofuran group occurred, offering a novel synthesis pathway of these benzofuran derivatives. The possible

Design, synthesis, and acetylcholinesterase inhibitory activity of novel coumarin analogues

Three series (series A-C) of coumarin analogues with phenylpiperazine functions as substitution were designed and synthesized for studying their potential for treating Alzheimer's (AD) disease. Their anticholinesterase activities were assayed according to Ellmann's method against freshly prepared acetylcholinesterase (AChE) from Electrophorus electricus using donepezil as the reference compound. Pharmacological study and preliminary structure-activity relationships showed that coumarins with substitution on positions 3 and/or 4 have parallel anti-AchE activities compared with the reference compound.

A facile transformation of 2-aminochromone to 4-chlorocoumarin and its reaction with ethylenediamine

2-Aminochromones 1a-c and 8a-c are converted into 4-chlorocoumarins 2a-c and 9a-c. On treatment with ethylenediamine, 2a-c produce 2,3,4,5-tetrahydro-7- (2′-hydroxyphenyl)-1,4-diazepin-5-one 3a,b and 4-(2-aminoethyl) aminocoumarin 4b,c in ethanol; while i