5462-32-8

Basic information

• Product Name: diethyl 1,3,5-trimethyl-1H-pyrrole-2,4-dicarboxylate
• Synonyms: 1H-Pyrrole-2,4-dicarboxylic acid, 1,3,5-trimethyl-, diethyl ester
• CAS NO: 5462-32-8
• Molecular Formula: C₁₃H₁₉NO₄
• Molecular Weight: 253.2943
• Mol File: 5462-32-8.mol

Chemical Properties

• Boiling Point: 339.3°C at 760 mmHg
• Flash Point: 159°C
• Density: 1.11g/cm³
• Vapor Pressure: 9.28E-05mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: diethyl 1,3,5-trimethyl-1H-pyrrole-2,4-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 1,3,5-trimethyl-1H-pyrrole-2,4-dicarboxylate(5462-32-8)
• EPA Substance Registry System: diethyl 1,3,5-trimethyl-1H-pyrrole-2,4-dicarboxylate(5462-32-8)

Safety Data

• Hazardous Substances Data: 5462-32-8(Hazardous Substances Data)

Upstream product

• 87752-47-4 3,5-bis(ethoxycarbonyl)-4-hydroxy-1,2,4-trimethyl-2-pyrroline 
• 138842-45-2 2-methyl-4-nitro-3-isoxazolin-5(2H)-one 
• 77-78-1 dimethyl sulfate 
• 141-97-9 ethyl acetoacetate 
• 2436-79-5 diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate 
• 74-88-4 methyl iodide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 71959-94-9 1,2,4-trimethyl-pyrrole-3-carboxylic acid 
• 7473-16-7 ethyl 4-carboxy-1,3,5-trimethylpyrrole-2-carboxylate 
• 79754-46-4 3,5-bisethoxycarbonyl-2-formyl-1,4-dimethylpyrrole 
• 101290-29-3 1,2,4-trimethyl-5-(4-nitro-phenylazo)-pyrrole-3-carboxylic acid ethyl ester 
• 55770-79-1 ethyl 1,3,5-trimethylpyrrole-2-carboxylate 
• 79754-38-4 2-formyl-4-methylpyrrole-3,5-dicarboxylic acid 

Relevant articles and documents

Bis-isatin hydrazones with novel linkers: Synthesis and biological evaluation as cytotoxic agents

Many bis-isatins and isatins with hydrazide extension were reported to have a potential anti-proliferative effects against different cancer cell lines and cancer targets. In this study, four series of bis-isatins with hydrazide linkers were synthesized. These compounds were investigated for their antitumor activity by assessing their cytotoxic potency against HepG2, MCF-7 and HCT-116 cancer cell lines. Compound 21c possessed significant cytotoxic activity against MCF-7 (IC50 = 1.84 μM) and HCT-116 (IC50 = 3.31 μM) that surpasses the activity of doxorubicin against both cell lines (MCF-7; IC50 = 2.57 μM and HCT-116; IC50 = 3.70 μM). Cell cycle analysis and annexin V-FITC staining of MCF-7 cells treated with 21c suggested that the cytotoxic effect of the compound could be attributed to its pro-apoptotic activity.

Synthesis of substituted carbazoles via electrocyclization of in situ generated enamines from 1-phenylsulfonyl-2/(3)-methyl-3/(2)-vinylindoles and DMF·DMA/DMA·DMA

Interaction of 2/(3)-methyl-3/(2)-vinylindoles and DMF·DMA/DMA·DMA at 110 °C led to the in situ generation of enamines, which on concurrent electrocyclization followed by subsequent aromatization afforded substituted carbazoles.

2-methyl-4-nitroisoxazolin-5-one: Ring transformation to 3-nitropyrroles

Ring transformation of 2-methyl-4-nitroisoxazolin-5-one with some enolate anions afforded 3-nitropyrroles. A ring-opened intermediate of the ring transformation was isolated.

The Reaction of α-Substituted Ketones with N-Alkylhydroxylamines

N-Methyl and N-benzylhydroxylamine reacted smoothly with ethyl acetoacetate to afford pyrroline compounds 1 and 2, respectively.On the other hand, the reaction of N-cyclohexylhydroxylamine gave the nitrone compound 3.Other active methylene compounds, i.e. diethyl acetonedicarboxylate, benzoylacetone and nitroacetone, reacted with methylhydroxylamine to give the N-methylpyrrole 6, the nitrone 7 and the isoxazoline 8, respectively. Keywords---cyclization; N-alkylhydroxylamine; active methylene compounds; nitrone; isoxazoline; pyrrole; pyrroline

Alphacarbamoyl-pyrrolpropionitriles

1-Substituted-β-oxo-α-phenylcarbamoyl-pyrrolpropionitriles, e.g. those of the formula STR1 their alkylenol ethers or alkanoylenol esters and salts thereof are antiinflammatory and antiarthritic agents.