111947-24-1

Basic information

• Product Name: Benzoic acid, 4-[[(2-oxo-2H-1-benzopyran-3-yl)carbonyl]amino]-, ethyl ester
• CAS NO: 111947-24-1
• Molecular Formula: C19H15NO5
• Molecular Weight: 337.332
• Mol File: 111947-24-1.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-[[(2-oxo-2H-1-benzopyran-3-yl)carbonyl]amino]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-[[(2-oxo-2H-1-benzopyran-3-yl)carbonyl]amino]-, ethyl ester(111947-24-1)
• EPA Substance Registry System: Benzoic acid, 4-[[(2-oxo-2H-1-benzopyran-3-yl)carbonyl]amino]-, ethyl ester(111947-24-1)

Safety Data

• Hazardous Substances Data: 111947-24-1(Hazardous Substances Data)

Upstream product

• 15029-53-5 ethyl 4-(2-cyanoacetamido)benzoate 
• 89-95-2 2-methyl-benzyl alcohol 
• 1846-76-0 ethyl coumarin-3-carboxylate 
• 94-09-7 p-aminoethylbenzoate 
• 3757-06-0 coumarin 3-carboxylic acid chloride 

Downstream Products

• 1847-05-8 Coumarin-3-carbonsaeure-<4-carboxy-anilid> 
• 886760-87-8 4-[(2-oxo-2H-chromene-3-carbonyl)-amino]-benzoyl chloride 

Relevant articles and documents

Synthesis and anti-inflammatory activity of N-substituted 2-oxo-2H-1- benzopyran-3-carboxamides and their 2-iminoanalogues

A series of N-arylsubstituted 2-imino-2H-1-benzopyran-3-carboxamides 3a and b and 2-oxo-2H-1-benzopyran-3-carboxamides 4a-h were synthesized and evaluated for their anti-inflammatory activity in carrageenan-induced rat paw oedema assays and in acetic acid-induced peritonitis tests in albino rats. The resulting products were found to be active anti-inflammatory agents and their effects were comparable to that of piroxicam as the reference compound. In the consideration of the efficacy of the compounds in these assays, 2- imino/oxo-2H-1-benzopyran-3-carboxamides 3a and b and 4a-h were further studied at graded doses for their acute toxicity (ALD50) in albino mice and were essentially non-toxic at the highest dose tested.

Synthesis, molecular modeling, and selective inhibitory activity against human monoamine oxidases of 3-carboxamido-7-substituted coumarins

A large series of 3-carboxamido-7-substituted coumarins have been synthesized and tested in vitro for their human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitory activity. Taking into account all the relevant structural information on MAOs reported in the literature, we made some changes in the coumarin nucleus and examined with particular attention the effect on activity and selectivity of substituting at position 3 with N-aryl or N-alkyl carboxamide and at position 7 with a benzyloxy or a 4'-F-benzyloxy group. Some of the assayed compounds proved to be potent, selective inhibitors of hMAO-B with IC50 values in the micromolar range. To better understand the enzyme-inhibitor interaction and to explain the selectivity of the most active compounds toward hMAOs, molecular modeling studies were carried out on new, high resolution, hMAO-A and hMAO-B crystallographic structures. ?2009 American Chemical Society.