140399-53-7

Upstream product

• 70076-24-3 (E)-5-(4-Nitro-phenyl)-3-oxo-pent-4-enoic acid methyl ester 
• 90-02-8 salicylaldehyde 
• 140445-65-4 <2-(3-coumarinyl)-2-oxoethyl>triphenylphosphonium bromide 
• 555-16-8 4-nitrobenzaldehdye 
• 140399-49-1 <2-(3-coumarinyl)-2-oxoethylidene>triphenylphosphorylide 
• 29310-88-1 3-bromoacetylcoumarin 
• 3949-36-8 3-acetylcoumarin 

Downstream Products

• 1363390-85-5 3-(1-(2-(benzo[d]thiazol-2-ylthio)acetyl)-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl)-2H-chromen-2-one 
• 1363390-87-7 3-(1-(2-(5-chlorobenzo[d]thiazol-2-ylthio)acetyl)-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl)-2H-chromen-2-one 
• 1417547-64-8 C₃₀H₂₁CuN₃O₇*H₂O 

Relevant academic research and scientific papers

Rationally synthesized coumarin based pyrazolines ameliorate carrageenan induced inflammation through COX-2/pro-inflammatory cytokine inhibition

In the present work, coumarin based pyrazolines (7a-g) have been synthesized and investigated for their in vitro and in vivo anti-inflammatory potential. Amongst the synthesized compounds, compounds 7a, 7d and 7f exhibited significant in vitro anti-inflammatory activity as compared to the standard etoricoxib. Keeping this in mind, in vivo investigations were carried out via carrageenan induced inflammation and acetic acid induced writhing models in male Wistar rats and compound 7a was found to possess appreciable anti-inflammatory and analgesic potential. The mode of action of compound 7a was also investigated by using substance P as the biomarker, which shows promising results. Further, the selectivity of the most active compound 7a against the cyclooxygenase enzyme was supported by molecular docking studies which reveal that compound 7a has greater binding affinity towards COX-2 over COX-1 and 5-LOX enzymes. In silico ADME analysis of compound 7a confirms the drug-like characteristics and the in vivo acute toxicity study showed the safety of the compound even up to a 2000 mg kg?1 dose. Thus, compound 7a was identified as an effective anti-inflammatory agent, and can be explored for further analgesic/anti-inflammatory drug design and development.

Bismuth triflate: A highly efficient catalyst for the synthesis of bio-active coumarin compounds via one-pot multi-component reaction

A series of coumarin-chalcone hybrid compounds and coumarins linked to pyrazoline was synthesized in good yield and short time using a simple and efficient method. This method involved the one-pot reaction of salicylaldehyde, an α-ketoester and an aromatic aldehyde (in the case of the coumarin-chalcone derivatives) in addition to hydrazine hydrate (in the case of the pyrazolyl coumarins) in the presence of a catalytic amount of bismuth triflate [Bi(OTf)3, 5 mol%]. The synthesized compounds showed scavenging activity towards the free radical 2,2-diphenyl-1-picrylhydrazyl. All compounds were characterized using IR, 1H NMR and 13C NMR spectroscopy.

Novel 3-(1-(2-(2,7a-dihydrobenzo[d]thiazol-2-ylthio)acetyl)-5-substituted- phenyl-4,5-dihydro-1H-pyrazol-3-yl)-Coumarins: Synthesis and anticancer activity

Seven novel 3-(1-(2-(2,7a-dihydrobenzo[d]thiazol-2-ylthio)acetyl)-5- substituted-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-2H-chromen-2-one derivatives were synthesized and characterized by 1H NMR and 13 C NMR. All of the compounds have be

CINNAMOYL INHIBITORS OF TRANSGLUTAMINASE

A compound of Formula, (I) or Formula: (II)

Cinnamoyl inhibitors of tissue transglutaminase

(Figure Presented) Transglutaminases (TGases) catalyze the intermolecular cross-linking of certain proteins and tissue TGases (TG2) are involved in diverse biological processes. Unregulated, high TGase activities have been implicated in several physiological disorders, but few reversible inhibitors of TG2 have been reported. Herein, we report the synthesis of a series of novel trans-cinammoyl derivatives, discovered to be potent inhibitors of guinea pig liver transglutaminase. The most effective inhibitors evaluated can be sorted into two subclasses: substituted cinnamoyl benzotriazolyl amides and the 3-(substituted cinnamoyl)pyridines, referred to more commonly as azachalcones. Kinetic evaluation of both of these subclasses revealed that they display reversible inhibition and are competitive with acyl donor TGase substrates at IC50 values as low as 18 μM. An analysis of structure - activity relationships within these series of inhibitors permitted the identification of potentially important binding interactions. Further testing of some of the most potent inhibitors demonstrated their selectivity for TG2 and their potential for further development.

ACYLPHOSPHONIUM COMPOUNDS OF COUMARIN

The reaction of 3-(ω-bromoacetyl)coumarin with triphenylphosphine gives 3-coumarinocarbomethyltriphenylphosphonium bromide.The corresponding phoshorylide reacts readily with aldehydes to form coumarin analogs of chalcones.The acetylphosphonium salt and th