2386-37-0

Basic information

• Product Name: ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
• Synonyms: ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;1H-Pyrrole-3-propanoicacid,5-(ethoxycarbonyl)-2,4-dimethyl-,methylester;METHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE;Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
• CAS NO: 2386-37-0
• Molecular Formula: C13H19NO4
• Molecular Weight: 253.29
• Mol File: 2386-37-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 376.3°Cat760mmHg
• Flash Point: 181.4°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 7.32E-06mmHg at 25°C
• Refractive Index: 1.512
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate(2386-37-0)
• EPA Substance Registry System: ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate(2386-37-0)

Safety Data

• Hazardous Substances Data: 2386-37-0(Hazardous Substances Data)

Usage

General Description

Ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate, also known as "Acacetin" is a chemical compound with the molecular formula C14H19NO4. It is an ester derivative of 1H-pyrrole-2-carboxylic acid and is commonly used in the pharmaceutical and research industries. Acacetin has been studied for its potential anti-inflammatory, anti-cancer, and neuroprotective properties, and has shown promising results in preclinical studies. It is also used as a building block in the synthesis of other organic compounds and may have therapeutic applications in the treatment of various diseases and conditions.

InChI:InChI=1/C13H19NO4/c1-5-18-13(16)12-8(2)10(9(3)14-12)6-7-11(15)17-4/h14H,5-7H2,1-4H3

Upstream product

• 37789-64-3 4-(2-carboxyethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester 
• 6829-40-9 aminomalonic acid diethyl ester 
• 13984-53-7 methyl 4-acetyl-5-oxohexanoate 
• 5408-04-8 ethyl 2-hydroxyimino-3-oxobutanoate 
• 16115-80-3 dimethyl aminomalonate hydrochloride 
• 54278-10-3 ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate 
• 122676-33-9 ethyl 1-(benzyloxymethyl)-4-<2-(methoxycarbonyl)-ethenyl>-3,5-dimethylpyrrole-2-carboxylate 
• 122676-31-7 ethyl 1-(benzyloxymethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 2199-44-2 3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole 
• 3849-21-6 ethyl cyanoglyoxylate-2-oxime 
• 122676-34-0 ethyl 1-(hydroxymethyl)-4-(2-(methoxycarbonyl)-ethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 884336-84-9 4-(2-benzyloxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester 

Downstream Products

• 54605-86-6 3-(5-benzyloxycarbonyl-2-bromomethyl-4-methyl-pyrrol-3-yl)-propionic acid methyl ester 
• 20303-31-5 benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 114155-54-3 1-bromo-3,13-diethyl-8,18-bis(2-(methoxycarbonyl)ethyl)-2,7,12,17,19-pentamethyl-5,15-biladienium dibromide 
• 54278-05-6 5-(ethoxycarbonyl)-2-formyl-3-(methoxycarbonyl)-4-methylpyrrole 
• 54474-50-9 2,4-dimethyl-3-pyrrolepropanoic acid 

Relevant articles and documents

Process For Preparing Porphyrin Derivatives, Such As Protoporphyrin (IX) And Synthesis Intermediates

The present invention relates to a process for preparing a porphyrin of formula (I), optionally in the form of a salt with an alkali metal and/or in the form of a metal complex: in which: R and R′ are as defined in claim 1, comprising: a step of condensation, in an acidic medium, between a dipyrromethane of formula (II): in which R′b is as defined above for (I), and a dipyrromethane of formula (III): in which R″ is as defined in claim 1, and also the compounds of formula (III).

Thermochemistry of substituted pyrroles

The heats of solution of a series of substituted pyrroles in benzene, carbon tetrachloride, chloroform, DMF, and pyridine were measured by a calorimetric method at 298.15 K.The influence of substituents in the pyrrole molecule on the energy parameters of solvation by organic solvents is discussed.

Pyrrole Chemistry. An Improved Synthesis of Ethyl Pyrrole-2-carboxylate Esters from Diethyl Aminomalonate

Ethyl pyrrole-2-carboxylates, versatile precursors for the total synthesis of both synthetic model and naturally occurring tetrapyrroles and porphyrins, can be prepared in greatly improved yields by the addition of 1,3-diketones and preformed diethyl aminomalonate to boiling glacial acetic acid.The method is suitable for both small- and large-scale synthesis and has proved far more reliable than the original in situ dissolving zinc reduction of diethyl oximinomalonate discovered by Kleinspehn.Yields range from 60-70percent for the dominant product isomer from unsymmetrical diketones to 75-90percent for the single product derived from symmetrical diketones.Seventeen examples of alkyl-substituted ethyl pyrrole-2-carboxylates are provided.Improved procedures are given for the preparation of the required precursors.