194282-56-9

Usage

Structure

2-AMINO-6-(HYDROXYMETHYL)-4-(4-METHOXYPHENYL)-8-OXO-4,8-DIHYDROPYRANO[3,2-B]PYRAN-3-CARBONITRILE is a complex molecule with a pyrano[3,2-b]pyran structure

Functional Groups

Contains an amino group, hydroxymethyl group, and a cyano group

Ring System

Composed of a six-membered pyran ring fused with a five-membered pyran ring

Substituents

4-methoxyphenyl group and a carbonyl group at the 8th position

Pharmacological Activities

May have potential pharmacological activities

Research Interest

Its structural features make it an interesting target for further research and development in medicinal chemistry.

Upstream product

• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 2826-26-8 2-(4-methoxyphenylmethylene)malononitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 109-77-3 malononitrile 

Relevant academic research and scientific papers

Ferrocene-containing ionic liquid supported on silica nanospheres (SiO2@Imid-Cl@Fc) as a mild and efficient heterogeneous catalyst for the synthesis of pyrano[3,2-b]pyran derivatives under ultrasound irradiation

A novel heterogeneous silica nanosphere-supported ferrocene-containing ionic liquid catalyst (SiO2@Imid-Cl@Fc) was designed and synthesised and was systematically characterised by Fourier transform infrared (FTIR) spectroscopy, field emission s

Convenient synthesis of amino-substituted pyranopyranones

Treatment of kojic acid and triacetic acid lactone with arylmethylenemalononitrile derivatives in the presence of piperidine in ethanol, respectively, furnished the corresponding amino-substituted new 4H,8H-pyrano[3,2-b]pyran-4-ones and 4H,5H-pyrano[4,3-b

Design, Synthesis, and Molecular Docking of Some Novel Tacrine Based Cyclopentapyranopyridine- and Tetrahydropyranoquinoline-Kojic Acid Derivatives as Anti-Acetylcholinesterase Agents

A novel series of tacrine based cyclopentapyranopyridine- and tetrahydropyranoquinoline-kojic acid derivatives were designed, synthesized, and evaluated as anti-cholinesterase agents. The chemical structures of all target compounds were characterized by

Synthesis and biological assessment of KojoTacrines as new agents for Alzheimer’s disease therapy

In view of the multifactorial nature of Alzheimer’s disease (AD), multitarget small molecules (MTSM) represent the most potent and attractive therapeutic strategy to design new drugs for Alzheimer’s disease therapy. The new MTSM KojoTacrines (KTs) were designed and synthesized by juxtaposition of selected pharmacophoric motifs from kojic acid and tacrine. Among them, 11-amino-2-(hydroxymethyl)-12-(3-methoxyphenyl)-7,9,10,12-tetrahydropyrano [2',3':5,6] pyrano[2,3-b]quinolin-4(8H)-one (KT2d) was identified as less-hepatotoxic than tacrine, at higher concentration, a moderate, but selective human acetylcholinesterase inhibitor (IC50 = 4.52 ± 0.24 μM), as well as an antioxidant agent (TE = 4.79) showing significant neuroprotection against Aβ1–40 at 3 μM and 10 μM concentrations. Consequently, KT2d is a potential new hit-ligand for AD therapy for further biological exploration.

Acetic Acid-Mediated Synthesis of Kojic Acid Derivatives

Abstract: A green acetic acid-mediated synthesis of kojic acid derivatives through amulticomponent reaction (MCR) has been developed. This new protocol is simpleand efficient; it involves a one-pot reaction of equimolar amounts of kojicacid, aromatic alde

Synthesis of pyridinium-based salts: Catalytic application at the synthesis of six membered O-heterocycles

In this paper, a range of pyridinium-based ionic liquid (IL) and molten salts (MSs) with various counter ions were designed, synthesized and fully characterized. These novel ionic liquid and molten salts were prepared via the reaction of [PySO3

Fe3O4@SiO2-BenzIm-Fc[Cl]/ZnCl2: a novel and efficient nano-catalyst for the one-pot three-component synthesis of pyran annulated bis-heterocyclic scaffolds under ultrasound irradiation

In this study, a novel magnetically recoverable Fe3O4@SiO2-BenzIm-Fc[Cl]/ZnCl2 nano-particle was synthesized using a simple chemical coprecipitation approach. In the FT-IR spectroscopy of nano-particles, related

Efficient synthesis of new pyrano[3,2-b]pyran derivatives via Fe3O4@SiO2-IL-Fc catalyzed three-component reaction

Ferrocene-containing ionic liquid supported on silica-coated Fe3O4 magnetic nanoparticles (nano Fe3O4@SiO2-IL-Fc), a novel heterogeneous nanocatalyst, was synthesized. The structure of the catalyst was characterized by Fourier-transform infrared spectroscopy (FT-IR), X-ray diffraction patterns (XRD), energy-dispersive X-ray spectroscopy (EDX) and field emission scanning electron microscopy (FE-SEM). The novel nanomagnetic catalyst was used in the one-pot synthesis of pyrano[3,2-b]pyran derivatives by the three-component reaction of various aldehydes, malononitrile and kojic acid or chlorokojic acid at room temperature under ultrasonic irradiation. This new method has many advantages such as simplicity, short reaction times, high yields, easy workup and easy purification. Also, the nanocatalyst can be separated on an external magnet and reused for at least six consecutive runs without any significant loss of its catalytic activity.

Microwave-assisted, water-mediated Michael addition for synthesis of kojic acid derivatives

A highly efficient method is described for the synthesis of substituted kojic acid derivatives in the presence of water under microwave irradiation. This transformation represents an efficient way to synthesize kojic acid derivatives from simple starting

Supramolecular catalysis by β-cyclodextrin for the synthesis of kojic acid derivatives in water

An efficient and green method has been developed for the synthesis of kojic acid derivatives by employing 20 mol% β-cyclodextrin in aqueous media. The high functional group tolerance and shorter reaction times make this method suitable for the synthesis o