69560-60-7

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 5614-82-4 ethyl 2-(4-methyl-2-oxo-2-coumarin-7-yloxy)acetate 
• 69321-36-4 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetohydrazide 
• 2131-55-7 4-Chlorophenyl isothiocyanate 

Downstream Products

• 1606176-28-6 7-((5-(4-chlorophenylamino)-1,3,4-oxadiazol-2-yl)methoxy)-4-methyl-2H-chromen-2-one 
• 1415589-78-4 N-(2-(4-chlorophenylimino)-4-oxothiazolidin-3-yl)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetamide 
• 1415589-83-1 C₂₅H₂₅ClN₄O₄S 
• 1415589-81-9 C₂₅H₂₇ClN₄O₃S 
• 69560-76-5 7-((4-(4-chlorophenyl)-5-mercapto-4H-1,2,4-triazol-3-yl)methoxy)-4-methyl-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis and antimicrobial activities of some triazole, thiadiazole, and oxadiazole substituted coumarins

Ethyl-2-(4-methyl-2-oxo-2-coumarin-7-yloxy)acetate 1 has been prepared from 7-hydroxy-4-methyl-2-coumarin, which on further treatment with hydrazine hydrate in boiling ethanol gave the hydrazide compound 2. The resulting hydrazide was reacted with substituted aryl isothiocyanates to form thiosemicarbazides compounds 3a, 3b, 3c, 3d, 3e. 1-(2-(4-Methyl-2-oxo-2- coumarin-7-yloxy)acetyl)-4-aryl thiosemicarbazides 3 underwent cyclization with different reagents under different reaction conditions to furnish coumarin derivatives possessing triazoles 4a, 4b, 4c, 4d, 4e, thiadiazoles 5a, 5b, 5c, 5d, 5e, and oxadiazoles 6a, 6b, 6c, 6d, 6e, respectively. The structures of all the compounds have been assigned by elemental analysis and spectral studies. The synthesized compounds were screened for their antimicrobial analgesic activities. The nonconventional controlled microwave irradiation synthesis is carried out at (200 W) at 70°C. This approach offers a number of advantages in terms of methodology, high-product yield, short reaction time, mild reaction conditions, environmentally benign, and easy workup.

Synthesis of new 7-oxycoumarin derivatives as potent and selective monoamine oxidase A inhibitors

New series of 4-methyl and 3,4-dimethyl-7-oxycoumarin derivatives (oxadiazoles, thiadiazoles, triazoles, and thiazolidinones) were designed, synthesized, and evaluated for their monoamine oxidase (MAO) A and B inhibiting effect. All the synthesized compounds showed in vitro high affinity and selectivity toward MAO-A isoenzyme, compared to clorgyline and moclobemide, with Ki values on the picomolar range. Moreover, most of the tested compounds displayed MAO inhibitory effect when tested in vivo. The docking experiments carried out on MAO-A and MAO-B structures proved new information about the enzyme-inhibitor interaction and the potential therapeutic application of 7-oxycoumarin scaffold.

Synthesis of substituted coumarinyloxy triazoles and thiadiazoles and their antimicrobial activity

Hydrazides and thiosemicarbazides of substituted coumarins have been synthesised by condensing substituted carbethoxy coumarins with hydrazine hydrate and aryl isothiocyanates respectively.The thiosemicarbazides when cyclised on treatment with NaOH and conc.H2SO4 give triazoles and thiadiazoles.The synthesised compounds have been tested for their anti-microbial activity against Alternaria brassicicola, Fusarium udam, Staphylococcus gram (-ve), Lactobacilus gram (-ve).However none of them show any significant activity.