1403674-84-9

Basic information

• Product Name: 2,5-bis(2-fluoro-4-methoxyphenyl)-3-(4-methoxyphenyl)-1-propyl-1H-pyrrole
• Synonyms: 2,5-bis(2-fluoro-4-methoxyphenyl)-3-(4-methoxyphenyl)-1-propyl-1H-pyrrole
• CAS NO: 1403674-84-9
• Molecular Weight: 463.524
• Mol File: 1403674-84-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,5-bis(2-fluoro-4-methoxyphenyl)-3-(4-methoxyphenyl)-1-propyl-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis(2-fluoro-4-methoxyphenyl)-3-(4-methoxyphenyl)-1-propyl-1H-pyrrole(1403674-84-9)
• EPA Substance Registry System: 2,5-bis(2-fluoro-4-methoxyphenyl)-3-(4-methoxyphenyl)-1-propyl-1H-pyrrole(1403674-84-9)

Safety Data

• Hazardous Substances Data: 1403674-84-9(Hazardous Substances Data)

Upstream product

• 107-10-8 propylamine 
• 1403674-72-5 1,4-bis(2-fluoro-4-methoxyphenyl)-2-(4-methoxyphenyl)butane-1,4-dione 
• 157014-35-2 2-bromo-2'-fluoro-4'-methoxyacetophenone 
• 456-49-5 1-fluoro-3-methoxybenzene 
• 4693-91-8 4-methoxyphenyl-acetic chloride 

Downstream Products

• 1403674-96-3 C₂₅H₂₁F₂NO₃ 

Relevant articles and documents

Influence of chlorine or fluorine substitution on the estrogenic properties of 1-alkyl-2,3,5-tris(4-hydroxyphenyl)-1H-pyrroles

In continuation of our previous work, several 1-alkyl-2,3,5-tris(4- hydroxyphenyl)aryl-1H-pyrroles with chlorine or fluorine substituents in the aryl residues were synthesized and tested for estrogen receptor (ER) binding at isolated ERα/ERβ receptors (HAP assay) and in transactivation assays using ERα-positive MCF-7/2a as well as U2-OS/ERα and U2-OS/ERβ cells. In the competition experiment at ERα the compounds displayed very high relative binding affinities of up to 37% (determined for 8m) but with restricted subtype selectivity (e.g., ERα/ERβ (8m) = 9). The highest estrogenic potency in ERα-positive MCF-7/2a cells was determined for 2,3,5-tris(2-fluoro-4-hydroxyphenyl)-1-propyl-1H-pyrrole 8m (EC50 = 23 nM), while in U2-OS/ERα cells 2-(2-fluoro-4-hydroxyphenyl)-3,5-bis(4- hydroxyphenyl)-1-propyl-1H-pyrrole 8b (EC50 = 0.12 nM) was the most potent agonist, only 30-fold less active than estradiol (E2, EC50 = 0.004 nM). In U2-OS/ERβ cells for all pyrroles no transactivation could be observed, which indicates that they are selective ERα agonists in cellular systems.