5044-27-9

Basic information

• Product Name: 1-(4-METHOXYPHENYL)-2,5-DIMETHYLPYRROLE
• Synonyms: 1-(4-METHOXYPHENYL)-2,5-DIMETHYLPYRROLE;1-(4-Methoxyphenyl)-2,5-dimethyl-1H-pyrrole
• CAS NO: 5044-27-9
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.26
• Mol File: 5044-27-9.mol
• Article Data: 75

Chemical Properties

• Boiling Point: 316.1 °C at 760 mmHg
• Flash Point: 145 °C
• Appearance: /
• Density: 1 g/cm³
• Vapor Pressure: 0.000776mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 1-(4-METHOXYPHENYL)-2,5-DIMETHYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXYPHENYL)-2,5-DIMETHYLPYRROLE(5044-27-9)
• EPA Substance Registry System: 1-(4-METHOXYPHENYL)-2,5-DIMETHYLPYRROLE(5044-27-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 5044-27-9(Hazardous Substances Data)

Usage

General Description

The chemical 1-(4-Methoxyphenyl)-2,5-dimethylpyrrole is a compound with a pyrrole ring substituted with a 4-methoxyphenyl group and two methyl groups at the 2 and 5 positions. It is a heterocyclic compound that is commonly used in organic synthesis and pharmaceutical research. 1-(4-METHOXYPHENYL)-2,5-DIMETHYLPYRROLE has potential applications in the development of new drugs and materials due to its unique structural properties and reactivity. It may also have potential biological activities, making it an interesting target for further study in the field of medicinal chemistry. Overall, 1-(4-Methoxyphenyl)-2,5-dimethylpyrrole is a versatile compound with diverse potential applications in various scientific and industrial fields.

InChI:InChI=1/C13H15NO/c1-10-4-5-11(2)14(10)12-6-8-13(15-3)9-7-12/h4-9H,1-3H3

Upstream product

• 104-94-9 4-methoxy-aniline 
• 110-13-4 2,5-hexanedione 
• 625-84-3 2,5-Dimethylpyrrole 
• 5044-20-2 1-benzyl-2,5-dimethyl-1H-pyrrole 
• 3031-66-1 3-hexyn-2,5-diol 
• 100-17-4 para-methoxynitrobenzene 
• 1333-74-0 hydrogen 
• 930-87-0 1,2,5-trimethyl-1H-pyrrole 
• 2935-44-6 hexane-2,5-diol 
• 625-86-5 2,5-dimethylfuran 
• 74-86-2 acetylene 

Downstream Products

• 5044-20-2 1-benzyl-2,5-dimethyl-1H-pyrrole 
• 347331-30-0 1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxaldehyde 
• 1428183-52-1 C₂₂H₂₄N₂O₄ 
• 104-94-9 4-methoxy-aniline 

Relevant articles and documents

A convenient approach for the synthesis of substituted pyrroles by using phosphoric acid as a catalyst and their photophysical properties

Twenty-three new pyrrole compounds aside from six knowns, including the synthetically challenging tetra- and penta-substituted pyrroles from the corresponding 1,4-dicarbonyl through Paal-Knorr synthesis in the presence of 5% phosphoric acid as the catalyst. Our method is noteworthy for cheap catalyst, uncomplicated experimental setup under air atmosphere, scalability, and excellent yields. The fluorescence of some selected pyrroles was investigated in dilute solution, and we found that all novel pyrroles emit strong blue fluorescences with considerable Stokes shifts.

Crystalline salicylic acid as an efficient catalyst for ultrafast Paal–Knorr pyrrole synthesis under microwave induction

Abstract: In this study, the viability of a wide range of crystalline aromatic and aliphatic carboxylic acids as organocatalysts has been investigated for solvent-free Paal–Knorr pyrrole synthesis under microwave activation. Among these potential catalysts, crystalline salicylic acid proved to be a remarkable catalyst because its efficiency remained high even under low microwave power irradiation or a shorter reaction time for the model reaction. The outstanding catalytic activity of salicylic acid allowed the Paal–Knorr cyclocondensation with a turnover frequency up to 1472?h?1 which is unique in the context of a metal-free homogeneous catalysis. The attractive feature of this organocatalyst is its assistance in ultrafast pyrrole synthesis with no risk of metal contamination. Graphic abstract: [Figure not available: see fulltext.] Synopsis: A green and expeditious protocol for the synthesis of 2,5-dimethylpyrroles via combination of salicylic acid as catalyst (in its solid state) and microwaves has been introduced.

A New FXR Ligand Chemotype with Agonist/Antagonist Switch

Therapeutic modulation of the bile acid-sensing transcription factor farnesoid X receptor (FXR) is an appealing strategy to counteract hepatic and metabolic diseases. Despite the availability of several highly potent FXR agonists structural diversity of FXR modulators is limited, and new ligand scaffolds are needed. Here we report structure-activity relationship elucidation of a new FXR modulator chemotype whose activity can be tuned between agonism and antagonism by two minor structural modifications. Starting from a weak FXR/PPAR agonist, we have developed selective FXR activators and antagonists with nanomolar to low-micromolar potencies and binding affinities. The new FXR ligand chemotype modulates the FXR activity in the native cellular setting, is endowed with favorable metabolic stability, and lacks cytotoxicity. It valuably expands the collection of FXR modulators as a new scaffold for FXR-targeted drug discovery.