54278-10-3

Basic information

• Product Name: Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate
• Synonyms: ETHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE;5-ETHOXYCARBONYL-2,4-DIMETHYL-1H-PYRROLE-3-PROPANOIC ACID ETHYL ESTER;5-(ETHOXYCARBONYL)-2,4-DIMETHYL-1H-PYRROLE-3-PROPIONIC ACID ETHYL ESTER;4-(2-ETHOXYCARBONYL-ETHYL)-3,5-DIMETHYL-1HPYRROLE-2-CARBOXYLIC ACID ETHYL ESTER;2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-(2-ETHOXYCARBONYL)ETHYLPYRROLE;3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-ETHOXYCARBONYL-1H-PYRROL;3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-ETHOXYCARBONYL-1H-PYRROLE;3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-ETHOXYCARBONYLPYRROLE
• CAS NO: 54278-10-3
• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.32
• Product Categories: pharmacetical;Organic acids;Building Blocks;Heterocyclic Building Blocks;Pyrroles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 54278-10-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 75-77 °C(lit.)
• Boiling Point: 389.8 °C at 760 mmHg
• Flash Point: 189.5 °C
• Appearance: /
• Density: 1.111 g/cm³
• Vapor Pressure: 2.79E-06mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16.40±0.50(Predicted)
• CAS DataBase Reference: Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate(54278-10-3)
• EPA Substance Registry System: Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate(54278-10-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 54278-10-3(Hazardous Substances Data)

Usage

Chemical Properties

White or white crystalline

Uses

Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate may be used in chemical synthesis studies.

InChI:InChI=1/C14H21NO4/c1-5-18-12(16)8-7-11-9(3)13(15-10(11)4)14(17)19-6-2/h15H,5-8H2,1-4H3

Upstream product

• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 17266-65-8 ethyl 4,6-dioxo-5-methylheptanoate 
• 13433-00-6 diethyl aminomalonate hydrochloride 
• 123-54-6 acetylacetone 
• 52648-98-3 4-(2-ethoxycarbonyl-vinyl)-3,5-dimethyl-pyrrole-2-carboxylic acid ethyl ester 
• 52649-02-2 5-ethoxycarbonyl-2,4-dimethylpyrrole-3-acrylic acid 
• 2199-64-6 ethyl 3,5-dimethyl-4-formyl-1H-pyrrole-2-carboxylate 
• 140-88-5 ethyl acrylate 
• 2832-10-2 ethyl 4-acetyl-5-oxohexanoate 
• 141-97-9 ethyl acetoacetate 
• 6829-41-0 diethyl oximinomalonate 
• 5408-04-8 ethyl 2-hydroxyimino-3-oxobutanoate 
• 52648-99-4 3-(5-ethoxycarbonyl-2,4-dimethyl-pyrrol-3-yl)-2,3-dibromo-propionic acid ethyl ester 

Downstream Products

• 2386-37-0 ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate 
• 20303-31-5 benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 54605-86-6 3-(5-benzyloxycarbonyl-2-bromomethyl-4-methyl-pyrrol-3-yl)-propionic acid methyl ester 
• 99602-66-1 benzyl 3-(2-benzyloxycarbonylethyl)-2,4-dimethylpyrrole-5-carboxylate 
• 251356-45-3 SU 16f 
• 54474-50-9 2,4-dimethyl-3-pyrrolepropanoic acid 
• 210644-62-5 (Z)-5-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrol-3-propanoic acid 
• 15770-19-1 xanthobilirubinic acid 
• 132281-87-9 3-(2-FORMYL-4-METHYL-1H-PYRROL-3-YL)-PROPIONIC ACID 
• 1431-20-5 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid 
• 132281-90-4 ethyl 4-methyl-1H-pyrrole-3-propanoate 
• 25767-20-8 coproporphyrin I methyl ester 
• 531-14-6 coproporphyrin I 
• 187986-71-6 3,5-Dimethyl-4-[3-(toluene-4-sulfonyloxy)-propyl]-1H-pyrrole-2-carboxylic acid ethyl ester 

Relevant articles and documents

(m.n)-Homorubins: Syntheses and structures

Five new homorubin analogs of bilirubin with their two dipyrrinone components conjoined to (CH2)2, (CH2)3, and (CH2)4 units were synthesized with propionic acid chains shortened to acetic and elongated to butyric, and examined by spectroscopy and molecular mechanics computations for an ability to form conformation-determining hydrogen bonds. With m designating the number of conjoining CH2 units and n indicating the number of CH2 units of the alkanoic acid chains of ( m.n)-homorubins, (2.1)-, (3.2)-, (4.2)-, and (4.3)-homorubins were prepared and compared with previously synthesized (2.2) and (2.3), which adopt intramolecularly hydrogen-bonded conformations in CHCl3.

FORMULATIONS FOR PHARMACEUTICAL AGENTS IONIZABLE AS FREE ACIDS OR FREE BASES

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SYNTHESIS AND UNUSUAL PROPERTIES OF C(10)-gem-DIMETHYL BILIRUBIN ANALOGS

The characteristic thermodynamically-favored intramolecularly hydrogen-bonded conformation adopted by bilirubin pigments is destabilized by substituting methyl groups on the C(10) central methylene.These methyl groups impose conformation-destabilizing methyl-methylene non-bonded steric interactions with the propionic acid β-CH2 groups at C(8) and C(12) when the propionic acids are engaged in intramolecular hydrogen bonding with the opposing dipyrrinones.Amphiphilic 10,10-dimethylbilirubins (1) and (2) are found to be more polar, but also more soluble than the parents (3) and (4) in organic solvents; yet, 1H-NMR studies in non-polar solvents indicate that a deformed but folded, intramolecularly hydrogen-bonded conformation is retained.The dimethyl esters of 10,10-dimethylbilirubins 1 and 2 did not exhibit the typical strong tendency of bilirubin dimethyl esters to form intermolecular hydrogen bonds in non-polar solvents such as chloroform and benzene.