21603-70-3

Basic information

• Product Name: 3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-FORMYLPYRROLE
• Synonyms: 3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-FORMYLPYRROLE;3-[2-(Ethoxycarbonyl)ethyl]-2,4-dimethyl-5-formyl-1H-pyrrole;Ethyl 3-(2,4-dimethyl-5-formyl-1H-pyrrol-3-yl)propanoate
• CAS NO: 21603-70-3
• Molecular Formula: C12H17NO3
• Molecular Weight: 223.27
• Product Categories: pharmacetical
• Mol File: 21603-70-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 351.8 °C at 760 mmHg
• Flash Point: 166.6 °C
• Appearance: /
• Density: 1.128 g/cm³
• Vapor Pressure: 3.99E-05mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-FORMYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-FORMYLPYRROLE(21603-70-3)
• EPA Substance Registry System: 3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-FORMYLPYRROLE(21603-70-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 21603-70-3(Hazardous Substances Data)

Usage

General Description

3-(2-Ethoxycarbonylethyl)-2,4-dimethyl-5-formylpyrrole is a chemical compound with the molecular formula C13H17NO3. It is a pyrrole derivative with an ethoxycarbonyl group attached to the two-position and a formyl group at the five-position of the pyrrole ring. It also contains two methyl groups at the two and four positions. 3-(2-ETHOXYCARBONYLETHYL)-2,4-DIMETHYL-5-FORMYLPYRROLE is commonly used in organic synthesis and medicinal chemistry research due to its unique structural features and potential pharmacological activities. Its specific biological and chemical properties make it a valuable tool in the development of new pharmaceuticals and agrochemicals.

InChI:InChI=1/C12H17NO3/c1-4-16-12(15)6-5-10-8(2)11(7-14)13-9(10)3/h7,13H,4-6H2,1-3H3

Upstream product

• 64-17-5 ethanol 
• 18818-25-2 methyl 3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)propanoate 
• 1133-96-6 3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid 

Relevant articles and documents

Novel acylureidoindolin-2-one derivatives as dual Aurora B/FLT3 inhibitors for the treatment of acute myeloid leukemia

A series of 6-acylureido derivatives containing a 3-(pyrrol-2- ylmethylidene)indolin-2-one scaffold were synthesized as potential dual Aurora B/FLT3 inhibitors by replacing the 6-arylureido moiety in 6-arylureidoindolin-2- one-based multi-kinase inhibitors. (Z)-N-(2-(pyrrolidin-1-yl)ethyl)-5-((6-(3-(2- fluoro-4-methoxybenzoyl)ureido)-2-oxoindolin-3-ylidene)methyl)-2, 4-dimethyl-1H-pyrrole-3-carboxamide (54) was identified as a dual Aurora B/FLT3 inhibitor (IC50 = 0.4 nM and 0.5 nM, respectively). Compound 54 also exhibited potent cytotoxicity with single-digit nanomolar IC50 values against the FLT3 mutant-associated human acute myeloid leukemia (AML) cell lines MV4-11 (FLT3-ITD) and MOLM-13 (FLT3-ITD). Compound 54 also specifically induced extrinsic apoptosis by inhibiting the phosphorylation of the Aurora B and FLT3 pathways in MOLM-13 cells. Compound 54 had a moderate pharmacokinetic profile. The mesylate salt of 54 efficiently inhibited tumor growth and reduced the mortality of BALB/c nude mice (subcutaneous xenograft model) that had been implanted with AML MOLM-13 cells. Compound 54 is more potent than sunitinib not only against FLT3-WT AML cells but also active against sunitinib-resistant FLT3-ITD AML cells. This study demonstrates the significance of dual Aurora B/FLT3 inhibitors for the development of potential agents to treat AML.