330181-69-6

Basic information

• Product Name: 2-amino-5-oxo-4-(3-thienyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile
• Synonyms: 2-amino-5-oxo-4-(3-thienyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile
• CAS NO: 330181-69-6
• Molecular Formula: C17H10N2O3S
• Molecular Weight: 322.3379
• Mol File: 330181-69-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-amino-5-oxo-4-(3-thienyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-5-oxo-4-(3-thienyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile(330181-69-6)
• EPA Substance Registry System: 2-amino-5-oxo-4-(3-thienyl)-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile(330181-69-6)

Safety Data

• Hazardous Substances Data: 330181-69-6(Hazardous Substances Data)

Upstream product

• 498-62-4 3-thiophene carboxaldehyde 
• 22105-09-5 4‐hydroxycoumarin 
• 109-77-3 malononitrile 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 101756-40-5 2-(thiophen-3-ylmethylene)-malononitrile 

Relevant articles and documents

Rational design, synthesis and SAR study of novel warfarin analogous of 4-hydroxy coumarin-beta-aryl propanoic acid derivatives as potent anti-inflammatory agents

Synthesis of highly potent and enhanced safety profiled antiinflammatory drugs has become a challenging task in the drug discovery process. A library of warfarin analogue 3-(4?hydroxy-2-oxo-2H-chromen-3-yl)-3-arylpropanoic acid derivatives have been synthesised and their structures were established by availing different analysis techniques. The invitro COX-1/COX-2 study revealed the effective potency of the selective compounds 2b(IC50=180.45 μl/ml), 2c(IC50=21.03 μl/ml) and 2f(IC50=120.45 μl/ml) against COX-2 compared to reference drug aspirin (IC50=121.60 μl/ml). Compound 2c is more selective towards COX-2 with a high selective index of 7.42 than standard aspirin with a selective index of 4.14. Further, the target molecules were assessed for their antiinflammatory activity against MMP2 and MMP9, the results revealing a high percentage of inhibition. While, protein denaturation study displayed high potency of the compounds 2a (IC50=13.32 μg/ml), 2 g (IC50=11.14 μg/ml) and 2l (IC50=4.71 μg/ml) as compared with aspirin (IC50=13.42 μl/ml). The docking studies were established to understand the structural features responsible for biological activity and the outcome of the docking studies are indeed following the experimental results.

Enantioselective synthesis of novel pyrano[3,2-: C] chromene derivatives as AChE inhibitors via an organocatalytic domino reaction

A series of optically active pyrano[3,2-c]chromenes have been synthesized through an asymmetric domino reaction of 4-hydroxy-2H-chromen-2-ones with malononitriles. The targeted molecules were obtained in excellent yields and enantioselectivities (up to 94

A Mild and Environmentally Benign Synthesis of Tetrahydrobenzo[b]pyrans and Pyrano[c]chromenes Using Pectin as a Green and Biodegradable Catalyst

Pectin was applied as a green and biodegradable catalyst for the one-pot three-component synthesis of tetrahydrobenzo[b]pyrans and pyrano[c]chromenes, from the condensation between aromatic aldehydes, malononitrile, and dimedone or 4-hydroxycumarine at am

One-pot enantioselective synthesis of functionalized pyranocoumarins and 2-amino-4 H -chromenes: Discovery of a type of potent antibacterial agent

Function-oriented design and synthesis of chiral small molecules with novel activity is a key goal in modern organic chemistry. As multiple antibiotic-resistant pathogens are emerging and causing serious diseases, the need for practical routes for the dev