2549-08-8

Basic information

• Product Name: N-(2-oxo-2H-chromen-3-yl)benzamide
• Synonyms: 3-Benzamidocoumarin; Benzamide, N-(2-oxo-2H-1-benzopyran-3-yl)-
• CAS NO: 2549-08-8
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265.2634
• Mol File: 2549-08-8.mol

Chemical Properties

• Boiling Point: 539.8°C at 760 mmHg
• Flash Point: 280.3°C
• Density: 1.34g/cm³
• Vapor Pressure: 1.01E-11mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: N-(2-oxo-2H-chromen-3-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-oxo-2H-chromen-3-yl)benzamide(2549-08-8)
• EPA Substance Registry System: N-(2-oxo-2H-chromen-3-yl)benzamide(2549-08-8)

Safety Data

• Hazardous Substances Data: 2549-08-8(Hazardous Substances Data)

Upstream product

• 495-69-2 Hippuric Acid 
• 5663-67-2 2-acetoxybenzaldehyde 
• 1199-01-5 2-phenylazlactone 
• 779-84-0 N-phenylsalicylaldimine 
• 1078-31-5 2-trimethylsilanyloxy-benzaldehyde 
• 90-02-8 salicylaldehyde 
• 35175-74-7 (Z)-4-o-acetoxybenzylidene-2-phenyl-4,5-dihydrooxazol-5-one 
• 103-72-0 phenyl isothiocyanate 
• 137551-88-3 ethyl (Z)-2-benzoylamino-o-acetoxycinnamate 
• 89-95-2 2-methyl-benzyl alcohol 
• 108-24-7 acetic anhydride 
• 39167-74-3 2-phenyl-4-salicyliden-4H-oxazol-5-one 
• 1635-31-0 aminocoumarine 
• 98-88-4 benzoyl chloride 

Downstream Products

• 151806-43-8 N-(4-Oxo-1,3-diphenyl-3,9b-dihydro-chromeno[3,4-c]pyrazol-3a-yl)-benzamide 
• 939-19-5 3-Hydroxy-cumarin 
• 70984-51-9 2-benzoylamino-o-hydroxycinnamic acid 
• 1635-31-0 aminocoumarine 
• 1026393-21-4 3-benzamido-N-propargyloxycoumarin 
• 119824-81-6 1,3-diphenyl-4-oxo-3H-benzopyrano<3,4-c>pyrazole 
• 119824-84-9 methyl 1,3-diphenyl-4-(o-methoxyphenyl)pyrazole-5-carboxylate 
• 35175-73-6 (S)-N-(2-oxochroman-3-yl)benzamide 
• 1352825-35-4 (S)-3-(2-hydroxyphenyl)-2-(5-methoxybenzofuran-2-carboxamido)propanoic acid 
• 1315549-67-7 (S)-N-(chroman-3-yl)benzamide 
• 76461-89-7 3-N-cinnamoylaminocoumarin 

Relevant articles and documents

Rhodium-Catalyzed Asymmetric Hydrogenation of 3-Benzoylaminocoumarins for the Synthesis of Chiral 3-Amino Dihydrocoumarins

An asymmetric hydrogenation of 3-benzoylaminocoumarins was achieved for the first time using our BridgePhos-Rh catalytic system, providing chiral 3-amino dihydrocoumarins in high yields (up to 98 %) and with excellent enantioselectivities (up to 99.7 % ee). The relationship between the enantioselectivities of the hydrogenations and the dihedral angles and the resulting π-π stacking effects of the BridgePhos-Rh complexes, which were determined by X-ray diffraction analysis, are discussed. The corresponding hydrogenated products allow for many transformations, providing several chiral skeletons with important physiological and pharmacological activities.

Evaluation of trypanocidal and antioxidant activities of a selected series of 3-amidocoumarins

Background: Neglected diseases are becoming more prevalent due to globalization. This has inspired active research in the development of new drugs for the treatment of parasitic diseases such as Chagas disease. Objectives: With the aim of finding new tryp

Development of novel adenosine receptor ligands based on the 3-amidocoumarin scaffold

With the aim of finding new adenosine receptor (AR) ligands presenting the 3-amidocoumarin scaffold, a study focusing on the discovery of new chemical entities was carried out. The synthesized compounds 1-8 were evaluated in radioligand binding (A1/

3-Amidocoumarins as Potential Multifunctional Agents against Neurodegenerative Diseases

Monoamine oxidase (MAO) generates reactive oxygen species (ROS), which cause neuronal cell death, causing neurodegeneration. Agents that are able to concurrently inhibit MAO and scavenge free radicals represent promising multifunctional neuroprotective ag

A one-pot [Bmim]OH-mediated synthesis of 3-benzamidocoumarins

The first example of an ionic liquid-promoted one-pot synthesis of 3-benzamidocoumarins from salicylaldehydes and 2-pheny-1,3-oxazolan-5-one via Knoevenagel condensation-ring transformation cascades has been reported. No by-product formation, operational

Synthesis and antihyperglycemic activity of novel N-acyl-2-arylethylamines and N-acyl-3-coumarylamines

A series of novel N-acyl-2-arylethylamines and N-acyl-3-coumarylamines were synthesized and evaluated for their antihyperglycemic activity. Compounds 3g and 6d exhibited lowering of postprandial plasma glucose by 30.7%, 23.3% in SLM and 25.6%, 25.4% in STZ models respectively which is significant compared to metformin and glybenclamide. Other compounds exhibited moderate to good activity ranging from 19.5% to 32.8% in SLM and 3.26% to 25.4% in STZ models.

An efficient and facile synthesis of substituted 3-aminocoumarins under mw irradiation in dry media

A variety of 3-aminocoumarins were prepared by reaction of salicylaldehyde derivatives with benzoylglycine catalyzed by piperidine under microwave irradiation (MWI) and subsequent acid hydrolysis. The structure of products was proven by elemental analysis, IR, NMR and Mass spectra. These investigations will contribute to development of environmentally friendly and inexpensive processes in organic synthesis.

Synthesis of 2-methyl-9-oxo-9H-furo[2,3-c]benzo pyrans and 2-methyl- 3H,4H[1]benzopyrano[3,4-b]pyrrol-4-ones

3:4-Fused furocoumarins and pyrrolocoumarins are synthesised from 3- hydroxy and 3-benzamido- substituted coumarins by a novel two step sequence.

A facile synthesis of 2(H)-oxo-3-substituted-1-benzopyrans

A simple and efficient synthesis of 2(H)-oxo-1-benzopyrans 3 in asingle step from salicylaldehyde and malonate derivatives catalysed by anhydrous zinc chloride has been described.

Reaction of unsaturated azlactones with sulfur nucleophiles: some observations

Unsaturated azlactones undergo thiolysis with toluene-α-thiol, but 2-substituted (Z)-4-o-acetoxybenzylidene-4,5-dihydrooxazol-5-ones form 3-acylaminocoumarins in the presence of triethylamine.Sodium sulfide in ethanol brings about ethanolysis of the 1,5 b