5662-03-3

Basic information

• Product Name: ethyl (2Z)-2-{[5-(2,4-dichlorophenyl)furan-2-yl]methylidene}-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS NO: 5662-03-3
• Molecular Formula: C₁₈H₁₁NO₂
• Molecular Weight: 569.4557
• Mol File: 5662-03-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 674.6°C at 760 mmHg
• Flash Point: 361.8°C
• Density: 1.42g/cm³
• Vapor Pressure: 4.64E-18mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: ethyl (2Z)-2-{[5-(2,4-dichlorophenyl)furan-2-yl]methylidene}-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2Z)-2-{[5-(2,4-dichlorophenyl)furan-2-yl]methylidene}-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate(5662-03-3)
• EPA Substance Registry System: ethyl (2Z)-2-{[5-(2,4-dichlorophenyl)furan-2-yl]methylidene}-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate(5662-03-3)

Safety Data

• Hazardous Substances Data: 5662-03-3(Hazardous Substances Data)

Upstream product

• 91-63-4 2-methylquinoline 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 84-66-2 Diethyl phthalate 
• 85-44-9 phthalic anhydride 

Downstream Products

• 5470-96-2 quinoline 2-carbaldehyde 
• 93-10-7 quinoline-2-carboxylic acid 
• 131-11-3 phthalic acid dimethyl ester 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 81677-26-1 N-Phenyl-3-phenylimino-2-(2-quinolinyl)-1H-inden-1-amine 
• 91-63-4 2-methylquinoline 

Relevant articles and documents

Tautomeric preferences of phthalones and related compounds

Multinuclear magnetic resonance and IR spectra prove that although 2-(diacylmethyl)pyridines and 2-(diacylmethyl)quinolines are β-diketones, their proton transfer product present in chloroform solution is not ketoenol but enaminone (earlier opinions were contradictory). Quinoline derivatives are less zwitterionic by character than the respective pyridyl congeners. The β-diketone form itself may also be rarely present in the solution. X-ray data show that 2-(2(1H)-pyridinylidene)-1H-indene-1,3(2H)-dione, i.e., enaminone tautomer of 2-(pyridin-2-yl)-2H-indene-1,3-dione, is also the only form present in crystal. Ab initio calculations show that the enaminone is usually more stable than other tautomeric forms. Values of geometry based aromaticity index HOMA (harmonic oscillator model of aromaticity) confirm that the zwitterionic structure really contributes to the enaminone forms detected.

Synthesis and pharmacological evaluation of 2-(2 and 4- pyridinyl)indane-1,3-diones and structuraly related compounds exerting potential anti-inflammatory and antitumoral activities

Our on going work in the series of enamido-diketones issued from 2- azaarylindane-1,3-diones led us to synthesize and experiment N and C2- substituted derivatives of 2-(2 and 4-pyridinyl)indane-1,3-diones as well as of structurally related compounds resulting from the replacement of pyridine by quinoline and benzimidazole. Pharmacological evaluation of their anti- inflammatory activity (by inhibition of carrageenan foot edema) and their anticoagulant activity (by prothombin assay) led to the conclusion of the possibility of achieving a selective antiinflammatory effect. It has been previously established that anticoagulants are liable to exert a protective effect in the development of cancer metastasis. Nevertheless none of the six experimented 2-(pyridin-2-yl)indane-1,3-diones extended survival time of mice treated by P388 lymphocytic leukemia.