39562-16-8

Basic information

• Product Name: ETHYL 2-ACETYL-3-(3-NITROPHENYL)PROPENOATE
• Synonyms: ETHYL 2-ACETYL-3-(3-NITROPHENYL)PROPENOATE;3-NITROBENZYLIDENEETHYLESTER;Butanoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo, ethyl ester;Ethyl -aceto-(m-nitrobenzylidene)acetate;ETHYL (E)-2-(3-NITROBENZYLIDENE)-3-OXOBUTANOATE;Ethyl 3-nitrobenzylideneacetoacetate;Ethyl alpha-acetyl-beta-(m-nitrophenyl)acrylate;NSC 637307
• CAS NO: 39562-16-8
• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.27
• EINECS: 404-490-0
• Mol File: 39562-16-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: 160℃ (ethanol )
• Boiling Point: 399.2°C at 760 mmHg
• Flash Point: 171.3°C
• Appearance: /
• Density: 1.261g/cm³
• Vapor Pressure: 1.4E-06mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: ETHYL 2-ACETYL-3-(3-NITROPHENYL)PROPENOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-ACETYL-3-(3-NITROPHENYL)PROPENOATE(39562-16-8)
• EPA Substance Registry System: ETHYL 2-ACETYL-3-(3-NITROPHENYL)PROPENOATE(39562-16-8)

Safety Data

• Hazard Codes: Xi
• Statements: 41-43-52/53
• Safety Statements: 24-26-37/39-61
• Hazardous Substances Data: 39562-16-8(Hazardous Substances Data)

Usage

Uses

Ethyl 3-Nitrobenzylideneacetoacetate is an intermediate in synthesizing 5-Ethyl-demethyl Lercanidipine (E913200), which is an impurity of Lercanidipine (L179000), a dihydropyridine calcium channel blocker.

InChI:InChI=1/C13H13NO5/c1-3-19-13(16)12(9(2)15)8-10-5-4-6-11(7-10)14(17)18/h4-8H,3H2,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 99-61-6 3-nitro-benzaldehyde 
• 100-09-4 4-methoxybenzoic acid 
• 110-89-4 piperidine 

Downstream Products

• 21829-28-7 2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 1030295-93-2 C₂₂H₁₉NO₈ 
• 108931-96-0 1,4-Dihydro-2-[[(4-methoxyphenyl)methyl]-thio]-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid,ethyl ester 
• 125735-01-5 2-Ethylsulfanyl-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 113568-07-3 C₄₄H₅₄N₄O₁₂ 
• 113568-06-2 C₄₂H₅₀N₄O₁₂ 
• 113568-05-1 Hexane-1,6-diyl bis-[2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate] 
• 113568-04-0 C₃₈H₄₂N₄O₁₂ 
• 113568-03-9 C₃₆H₃₈N₄O₁₂ 
• 88284-24-6 octyl 2,6-dimethyl-3-carbethoxy-4-(3-nitrophenyl)-1,4-dihydropyridine-5-carboxylate 
• 92406-55-8 3-Cyclopentyl-1,6-dimethyl-4-(3-nitro-phenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester; hydrochloride 
• 39562-23-7 2,6-dimethyl-4-(3'-nitrophenyl)1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester-5-allyl ester 
• 75130-25-5 3-(2-cyanoethyl) 5-ethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 86780-92-9 Ethyl 3,3-ethylenedioxybutyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 

Relevant articles and documents

Novel halogenated 1,4-dihydropyridines: synthesis, bioassay, microsomal oxidation and structure-activity relationships

Nine new 1,4-dihydropyridines (DHPs) were synthesized and evaluated for their relaxant ability (rat aorta) and their antihypertensive activity in spontaneously hypertensive rats; their microsomal oxidation rate (MOR) was determined.In terms of relaxant activity, the 4-(3,5-difluorophenyl) analogues were more potent than those with 4-(4-fluorophenyl) but weaker than those with 4-(3-nitrophenyl) substituents, while in terms of antihypertensive activity the 4-(3,5-difluorophenyl) derivatives were more potent than their 4-(3-nitrophenyl) analogues.Their MOR could beexplained the basis of the electron-withdrawing effect of the substituents, and in some cases they permitted a rationalization of discrepancies noted between DHP antihypertensive and relaxant activities.A parabolic relationship was found between the size of the carboxylic ester substituents and their contributions calculated from a Free-Wilson/Fujita-Ban analysis of relaxant activity data. 1,4-dihydropyridine / aorta relaxant activity / antihypertensive activity / microsomal oxidation rate / structure-activity relationship.

Design and synthesis of 4-alkyl-2-amino(acetamino)-6-aryl-1,3-thiazine derivatives as influenza neuraminidase inhibitors

With a convenient and economical method, two series of 1,3-thiazine derivatives 1 and 2 were synthesized, and their neuraminidase (NA) inhibitory activities were evaluated. The pharmacological results showed that most of the compounds have potent NA inhibitory activity. Especially, 1g exhibited the best activity against influenza virus A (H1N1) NA (IC50 = 29.06 μg/mL), and its crystal structure was determined by single-crystal X-ray diffraction. The preliminary biological assay indicated that 1,3-thiazine could be used as a core structure to design novel influenza NA inhibitors. Two series of novel 1,3-thiazine analogs were synthesized and their neuraminidase (NA) inhibitory activities were evaluated. Most of the compounds have potent NA inhibitory activity. Compound 1g exhibited the best activity against influenza virus A (H1N1) NA with an IC50 of 29.06 μg/mL, and its crystal structure was determined by single-crystal X-ray diffraction.

A facile synthesis of trisubstituted alkenes from β-diketones and aldehydes with AlCl3 as catalyst

Preparation of trisubstituted alkenes from low-activity β-diketones and aldehydes with aluminum chloride as catalyst has been studied. The frequently used catalyst AlCl3 is used for the first time to promote this condensation. The procedure is a convenient, low toxicity, and highly efficient method for industrial synthesis of trisubstituted alkenes in high yield. Springer Science+Business Media B.V. 2011.