300804-37-9

Basic information

• Product Name: 2-amino-5-oxo-4-(3-pyridinyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile
• Synonyms: 2-amino-5-oxo-4-(3-pyridinyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile
• CAS NO: 300804-37-9
• Molecular Formula: C18H11N3O3
• Molecular Weight: 317.3
• Mol File: 300804-37-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-amino-5-oxo-4-(3-pyridinyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-5-oxo-4-(3-pyridinyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile(300804-37-9)
• EPA Substance Registry System: 2-amino-5-oxo-4-(3-pyridinyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile(300804-37-9)

Safety Data

• Hazardous Substances Data: 300804-37-9(Hazardous Substances Data)

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 109-77-3 malononitrile 
• 7424-56-8 2-(3-pyridylmethylene)malononitrile 

Relevant articles and documents

Design, synthesis, biological evaluation and docking study of 5-oxo-4,5-dihydropyrano[3,2-c]chromene derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors

A series of fused coumarins namely 5-oxo-4,5-dihydropyrano[3,2-c]chromenes linked to N-benzylpyridinium scaffold were synthesized and evaluated as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors. The 1-(4-fluorobenzyl)pyridinium d

2-Amino-4-aryl-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitriles with Microtubule-Disruptive, Centrosome-Declustering, and Antiangiogenic Effects in vitro and in vivo

A series of fifteen 2-amino-4-aryl-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitriles (1 a–o) were synthesized via a three-component reaction of 4-hydroxycoumarin, malononitrile, and diversely substituted benzaldehydes or pyridine carbaldehydes. The compounds were tested for anticancer activities against a panel of eight human tumor cell lines. A few derivatives with high antiproliferative activities and different cancer cell specificity were identified and investigated for their modes of action. They led to microtubule disruption, centrosome de-clustering and G2/M cell cycle arrest in 518 A2 melanoma cells. They also showed anti-angiogenic effects in vitro and in vivo.

One‐pot and green synthesis 1H-pyrazolo[1,2-b]phthalazine-5,10-dione and dihydropyrano[3,2-c]chromene derivatives by Fe3O4@SiO2-imine/phenoxy-Cu(II) as an efficient and reusable catalyst

In the current study, magnetite-silica core–shell nanoparticles modified with Cu-salen complex (Fe3O4@SiO2-imine/phenoxy-Cu(II)) was utilized as a heterogeneous catalyst for the one-pot multicomponent synthesis of 1H-pyraz

A synergetic role of Aegle marmelos fruit ash in the synthesis of biscoumarins and 2-amino-4H-chromenes

Abstract: A dry rind of Aegle marmelos (bael) fruit ash as a synergetic alternative material to an expensive, toxic and corrosive catalysts for the synthesis of biscoumarins and 2-amino-4H-chromenes at ambient temperature in water is reported. The spectro

Urea-functionalized silica-coated Fe3?xTixO4magnetic nanoparticles: as highly efficient and recyclable heterogeneous nanocatalyst for synthesis of 4H-chromene and 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives

Novel urea-functionalized silica-coated magnetic core–shell Fe3?xTixO4nanoparticles were prepared and fully characterized by different methods such as Fourier transform infrared spectroscopy, energy-dispersive X-ray spectr

Another application of (NH4)42[MoVI 72MoV 60O372(CH3COO)30(H2O)72] as a highly efficient recyclable catalyst for the synthesis of dihy

In continuation of our previous works on the application of (NH4)42[MoVI 72MoV 60O372(CH3COO)30(H2O)72], a Keplerate-type giant-ball n

Synthesis of novel diazaphosphinanes coumarin derivatives with promoted cytotoxic and anti-tyrosinase activities

A series of α-aminocarbonitriles 2a-h, obtained by a condensation reaction of 4-hydroxycoumarin with malononitrile and a series of arylaldehydes, was reacted with Lawesson's reagent to give the diazaphosphinanes 3a-h and 3a′-h′ as diastereoisomers. All th

(CTA)3[SiW12]-Li+-MMT: A novel, efficient and simple nanocatalyst for facile and one-pot access to diverse and densely functionalized 2-amino-4H-chromene derivatives via an eco-friendly multicomponent reaction in water

A simple, facile and highly efficient one-pot synthesis of a pharmaceutically interesting diverse kind of functionalized 2-amino-4H-chromene by a straightforward three-component reaction of an aromatic aldehyde, malononitrile (or ethyl cyanoacetate) and diverse enolizable C-H activated acidic compounds in the presence of a catalytic amount of (CTA)3[SiW12]-Li+-MMT is reported as a novel, environmentally friendly, reusable and promising nanocatalyst reaction in refluxing water. Based on the procedure, it was feasible to synthesize 2-amino-3-cyano-pyrano[3,2-c]chromen-5(4H)-one (4a-4y), 2-amino-3-cyano-pyrano[3,2-c]quinolin-5(4H)-one (6a-6s), 2-amino-3-cyano-7,8-dihydro-4H-chromen-5(6H)-one (8a-8u), 2-amino-3-cyano-pyrano[4,3-b]pyran-5(4H)-one (12a-12f), 2-amino-3-cyano-pyrano[3,2-c]pyridine-6(5H)-one (13a-13f), and 1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione (14a-14f). The structure of the nanocatalyst was confirmed by various techniques such as IR, SEM, TGA-DTG, EDX, ICP and XRD analyses. In comparison to the conventional methods, the salient features of the present protocol are green reaction conditions, high quantitative yields, short reaction time, high atom economy, low cost, easy isolation of products, and no column chromatographic separation.

Crown ether complex cation ionic liquids (CECILs) as environmentally benign catalysts for three-component synthesis of 4,5-dihydropyrano[3,2-c]chromene and 4,5-dihydropyrano[4,3-b]pyran derivatives

Crown ether complex cation ionic liquids (CECILs) catalyze three-component reaction of aromatic aldehydes, malononitrile, and 4-hydroxycoumarin or 4-hydroxy-6-methylpyrone, in EtOH under reflux, for synthesis of 4,5-dihydropyrano[3,2-c]chromene and 4,5-di

Tris-hydroxymethylaminomethane (THAM): A novel organocatalyst for a environmentally benign synthesis of medicinally important tetrahydrobenzo[b]pyrans and pyran-annulated heterocycles

A simple, efficient and environmentally benign protocol has been developed for the one-pot, multicomponent synthesis of medicinally important tetrahydrobenzo[b]pyrans and pyran-annulated heterocycles using a commercially available, inexpensive, non-toxic, and biodegradable tris-hydroxymethylaminomethane (THAM) as a novel organocatalyst. Ambient reaction conditions, wide scope, avoidance of conventional isolation as well as purification techniques and the reusability of the catalyst for five consecutive runs have improved the practical utility of this multicomponent reaction protocol manifold.