91527-67-2

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 140399-49-1 <2-(3-coumarinyl)-2-oxoethylidene>triphenylphosphorylide 
• 3949-36-8 3-acetylcoumarin 
• 1075-77-0 4-chlorocinnamaldehyde 
• 141-97-9 ethyl acetoacetate 
• 90-02-8 salicylaldehyde 
• 140445-65-4 <2-(3-coumarinyl)-2-oxoethyl>triphenylphosphonium bromide 

Downstream Products

• 1318172-26-7 2-amino-4-(coumarin-3-yl)-6-(4-chlorophenyl)pyrimidine 
• 91527-72-9 3-(5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl)-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis and biological evaluation of new coumarin derivatives as cytotoxic agents

New coumarin derivatives 9a–f, 10a–e, and 11a–f were synthesized and evaluated for their cytotoxic activity against a human breast cancer cell line (MCF-7). All compounds exhibited good activity in the nanomolar range, using doxorubicin and erlotinib as positive controls. The most active compound 9d with IC50 of 21 nM was tested against the HCT-116, HepG-2, A549, and SGC-7901 cell lines, with IC50 values of 0.021, 0.170, 0.028, and 0.11 μM, respectively. Compound 9d was further investigated for its ability to suppress the expression of epidermal growth factor receptor (EGFR). Compound 9d decreased the concentration of EGFR by 87%, using erlotinib as a positive control. A docking study revealed similar or higher scores than for erlotinib and similar binding poses providing interactions with the hinge region of the tyrosine kinase (TK). Besides the effect on expression, this in silico investigation predicts the possibility of direct binding between the new coumarin derivatives and the EGFR TK. Moreover, computational calculation for ADME properties for the most active compounds 9d, 9e, 10c, and 11c revealed the expected high gastrointestinal tract absorption, moderate water solubility with no central nervous system toxicity, and druglikeness.

Novel coumarin-pyrazoline hybrids: synthesis, cytotoxicity evaluation and molecular dynamics study

A novel series of coumarin-pyrazoline hybrids3a-f,4a-cand5a-chave been synthesized and tested for their antiproliferative activity against the breast cancer cell line MCF-7. The most active compounds3d,3e,3f,5aand5cwere also evaluated for their ability to

Spectroscopic and biophysical studies on chalcones and schiff bases derived from chromen-2-one and quinoline-2(1h)-one derivatives as antibacterial agents

A series of chalcone derivatives and arylidene analogues derived from 3-acetyl coumarin were synthesized. The synthesized compounds were elucidated by spectroscopic analysis such as elemental analysis, infrared, 1H & 13C NMR and mass

Hybrid Pharmacophoric Approach in the Design and Synthesis of Coumarin Linked Pyrazolinyl as Urease Inhibitors, Kinetic Mechanism and Molecular Docking

The current research article reports the synthesis of coumarinyl pyrazolinyl thioamide derivatives and their biological activity as inhibitors of jack bean urease. The coumarinyl pyrazolinyl thioamides were synthesized by reacting thiosemicarbazide with n

Thiazolyl-pyrazole-biscoumarin synthesis and evaluation of their antibacterial and antioxidant activities

Abstract: A series of novel 3-(2-oxo-2H-chromen-3-yl)-1-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)-5-aryl-1H-pyrazol-1-ium bromides have been prepared through a one-pot three-component cyclocondensation of various coumarin chalcones, thiosemicarbazide and 2-

Synthesis and optical properties research of some novel trichromophore compounds containing coumarin, pyrazoline and naphthalimide groups

A series of novel trichromophore compounds containing coumarin, pyrazoline and naphthalimide groups were synthesized and their properties were elucidated using absorption and fluorescence. In chloroform solution, their maximal absorption bands and the max

An Efficient One-Pot Synthesis of New Coumarin Derivatives as Potent Anticancer Agents under Microwave Irradiation

An efficient and rapid synthesis of coumarin derivatives was accomplished via reactions of 3-(3-(4-methoxyphenyl)acryloyl)-2H-chromen-2-one (3) with different carbon nucleophiles such as ethyl acetoacetate, ethyl cyanoacetate, malononitrile, and ethyl benzoylacetate via conventional heating and microwave irradiation conditions and were used as source of pyran and pyridine derivatives bearing coumarin moiety 4–11. Compound 9a was condensed with different carbon electrophiles triethylorthoformate, phenylisothiocyanate, carbon disulfide, benzoylchloride, and acetylchloride that afforded the corresponding chromen derivatives 12–16. All the newly synthesized compounds were characterized by elemental and spectroscopic evidences. All of synthesized compounds were tested for in vitro cytotoxicity. The preliminary screening results showed that most of the compounds had moderate cytotoxic activity against HCT-116 and MCF-7 cell lines. Nevertheless, compound 10 exhibited potent activity against the two cell lines, which was comparable with the standard drug 5-fluorouracil.

Synthesis and florescent properties of 5-aryl-3-(3-coumarinyl)-1-benzothiazolyl-2-pyrazolines

A series of novel 5-Aryl-3-(3-coumarinyl)-1-benzothiazolyl-2-pyrazolines have been synthesized by the reaction of 3-coumarinyl chalcones with 2-hydrazinobenzothiazole in hot ethanol. And the structures of these new compounds have been characterized by 1HNMR, MS and elemental analysis. The fluorescence spectra of these compounds were also measured. All the compounds showed up strong green light emissions (λem: 557-570nm). The results showed that the absorption maxima of the compound vary from 415 to 420nm depending on the group bonded to pyrazolines rings.

Bismuth triflate: A highly efficient catalyst for the synthesis of bio-active coumarin compounds via one-pot multi-component reaction

A series of coumarin-chalcone hybrid compounds and coumarins linked to pyrazoline was synthesized in good yield and short time using a simple and efficient method. This method involved the one-pot reaction of salicylaldehyde, an α-ketoester and an aromatic aldehyde (in the case of the coumarin-chalcone derivatives) in addition to hydrazine hydrate (in the case of the pyrazolyl coumarins) in the presence of a catalytic amount of bismuth triflate [Bi(OTf)3, 5 mol%]. The synthesized compounds showed scavenging activity towards the free radical 2,2-diphenyl-1-picrylhydrazyl. All compounds were characterized using IR, 1H NMR and 13C NMR spectroscopy.

Cu(II) and Ni(II) complexes of coumarin derivatives with fourth generation flouroquinolone: Synthesis, characterization, microbicidal and antioxidant assay

New Cu(II) and Ni(II) complexes of acetyl coumarin derivatives with gatifloxacin were synthesized. Characterization of the complexes was carried out by elemental analysis, FT-IR, FAB-MS, electronic spectra and magnetic measurement alongwith thermo gravimetric studies. Thermal study reveals the absence of coordinated water molecule in case of Cu(II) complexes. All the Cu(II) complexes were found more potent antibacterial activity compared to Ni(II) complexes. The antituberculosis data have shown that copper conjugation may be advantageous in designing highly effective drugs for antitubercular therapy. These complexes were also found to be potent antioxidizing agents comprising radical scavenging capability and ferric reducing abilities. Springer Science+Business Media 2014.